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$699,999

A RARELY FOUND BLEND OF COASTAL LUXURY, THOUGHTFUL RECONSTRUCTION & ISLAND LIVING! Welcome to 403 63rd Street, a beautifully reimagined villa in desirable Seaside Gardens, where the best of Anna Maria Island is right outside your door. Close to the world-renowned Gulf beaches, famous for their sugar-white sand, turquoise waters and spectacular sunsets, this turnkey coastal retreat places you near the island's beloved restaurants, cafés, shops, marinas and endless outdoor adventures. Whether you're seeking a private island escape, a second home or a vacation-rental opportunity, this exceptional property delivers the quintessential Holmes Beach lifestyle. What truly sets this home apart is the depth of the renovation. This is far more than a cosmetic remodel—the home has been thoughtfully rebuilt with an emphasis on quality, modern infrastructure, accessibility and long-term ownership. Major improvements include a complete rewire of the entire home with a brand-new electrical panel(2025); electrical outlets thoughtfully raised approximately four feet above floor level (2025); brand-new PEX plumbing throughout (2025), with plumbing routed through the attic for improved accessibility and easier future maintenance (2025); brand-new sewer lines throughout (2025); a brand-new HVAC system with new ductwork (2025); an elevated condenser approximately five feet above ground (2025); and a brand-new 40-gallon water heater (2025). The result is a home where the beauty you see is matched by the quality and care behind the walls. Inside, the renovation continues with a beautifully updated coastal aesthetic, creating a comfortable and inviting retreat that is professionally furnished, move-in ready and designed for effortless island living. From relaxing after a day on the beach to entertaining friends and family, every space has been thoughtfully considered. Seaside Gardens offers a highly desirable location for enjoying all that Anna Maria Island has to offer. Spend your mornings on the beach, explore local shops and restaurants, enjoy boating and water activities, or watch another unforgettable Gulf sunset before returning home to your own private island retreat. A HOME THAT HAS BEEN REBUILT WITH INTENTION. A LOCATION THAT FEELS LIKE PARADISE. AND AN OPPORTUNITY TO OWN A TURNKEY COASTAL VILLA WITH THE MAJOR SYSTEMS ALREADY MODERNIZED. For buyers who appreciate the difference between a home that has simply been updated and one that has been comprehensively renovated from the inside out, 403 63rd Street is a rare opportunity to experience the very best of Anna Maria Island living.

2 Beds ⋅ 2 Baths ⋅ Sea Side Gardens SubDv. ⋅ 34217 Zip Code

A RARELY FOUND BLEND OF COASTAL LUXURY, THOUGHTFUL RECONSTRUCTION & ISLAND LIVING! Welcome to 403 63rd Street, a beautifully reimagined villa in desirable Seaside Gardens, where the best of Anna Maria Island is right outside your door. Close to the world-renowned Gulf beaches, famous for their sugar-white sand, turquoise waters and spectacular sunsets, this turnkey coastal retreat places you near the island's beloved restaurants, cafés, shops, marinas and endless outdoor adventures. Whether you're seeking a private island escape, a second home or a vacation-rental opportunity, this exceptional property delivers the quintessential Holmes Beach lifestyle. What truly sets this home apart is the depth of the renovation. This is far more than a cosmetic remodel—the home has been thoughtfully rebuilt with an emphasis on quality, modern infrastructure, accessibility and long-term ownership. Major improvements include a complete rewire of the entire home with a brand-new electrical panel(2025); electrical outlets thoughtfully raised approximately four feet above floor level (2025); brand-new PEX plumbing throughout (2025), with plumbing routed through the attic for improved accessibility and easier future maintenance (2025); brand-new sewer lines throughout (2025); a brand-new HVAC system with new ductwork (2025); an elevated condenser approximately five feet above ground (2025); and a brand-new 40-gallon water heater (2025). The result is a home where the beauty you see is matched by the quality and care behind the walls. Inside, the renovation continues with a beautifully updated coastal aesthetic, creating a comfortable and inviting retreat that is professionally furnished, move-in ready and designed for effortless island living. From relaxing after a day on the beach to entertaining friends and family, every space has been thoughtfully considered. Seaside Gardens offers a highly desirable location for enjoying all that Anna Maria Island has to offer. Spend your mornings on the beach, explore local shops and restaurants, enjoy boating and water activities, or watch another unforgettable Gulf sunset before returning home to your own private island retreat. A HOME THAT HAS BEEN REBUILT WITH INTENTION. A LOCATION THAT FEELS LIKE PARADISE. AND AN OPPORTUNITY TO OWN A TURNKEY COASTAL VILLA WITH THE MAJOR SYSTEMS ALREADY MODERNIZED. For buyers who appreciate the difference between a home that has simply been updated and one that has been comprehensively renovated from the inside out, 403 63rd Street is a rare opportunity to experience the very best of Anna Maria Island living.

403 63rd Street, Holmes Beach

$1,595,000

Where the water meets the good life — welcome to elevated island living in the heart of Holmes Beach. Offered completely furnished and truly turnkey, this beautifully reimagined 2BD/2BA retreat blends timeless coastal character with modern comfort, ready for you to simply arrive, unpack, and begin. Renovated top to bottom, the light-filled, open-concept interior is finished with recessed lighting, designer coastal touches, and effortless flow. At its center is a stunning remodeled kitchen — custom cabinetry, expansive quartz countertops, stainless steel appliances, and an oversized island with seating that opens seamlessly to the dining and living spaces, made for slow mornings and lively evenings alike. The serene primary suite offers a spa-inspired en-suite bath, while a generous guest bedroom and beautifully renovated guest bath welcome family and friends in comfort. Beyond the walls awaits your private tropical sanctuary: lush, mature landscaping with low maintenance turf framing a heated saltwater pool, an expansive patio for sun-soaked afternoons, and a refreshing outdoor shower. For the boater, this is the dream — deep-water canal frontage, a private dock with a 10,000-lb lift, fish-cleaning station, and no bridge obstructions for swift, open-water access to Tampa Bay and the Gulf. Moments from powder-soft Gulf beaches and the shops and restaurants of Anna Maria Island by car, bike, or golf cart, this is an exceptional residence offering a wonderful opportunity to live the waterfront lifestyle every day — whether as a full-time home or an unforgettable coastal getaway.

2 Beds ⋅ 2 Baths ⋅ Bay Palms SubDv. ⋅ 34217 Zip Code

Where the water meets the good life — welcome to elevated island living in the heart of Holmes Beach. Offered completely furnished and truly turnkey, this beautifully reimagined 2BD/2BA retreat blends timeless coastal character with modern comfort, ready for you to simply arrive, unpack, and begin. Renovated top to bottom, the light-filled, open-concept interior is finished with recessed lighting, designer coastal touches, and effortless flow. At its center is a stunning remodeled kitchen — custom cabinetry, expansive quartz countertops, stainless steel appliances, and an oversized island with seating that opens seamlessly to the dining and living spaces, made for slow mornings and lively evenings alike. The serene primary suite offers a spa-inspired en-suite bath, while a generous guest bedroom and beautifully renovated guest bath welcome family and friends in comfort. Beyond the walls awaits your private tropical sanctuary: lush, mature landscaping with low maintenance turf framing a heated saltwater pool, an expansive patio for sun-soaked afternoons, and a refreshing outdoor shower. For the boater, this is the dream — deep-water canal frontage, a private dock with a 10,000-lb lift, fish-cleaning station, and no bridge obstructions for swift, open-water access to Tampa Bay and the Gulf. Moments from powder-soft Gulf beaches and the shops and restaurants of Anna Maria Island by car, bike, or golf cart, this is an exceptional residence offering a wonderful opportunity to live the waterfront lifestyle every day — whether as a full-time home or an unforgettable coastal getaway.

520 69th Street, Holmes Beach

$2,900,000

Custom-designed and meticulously maintained by its original owner, this waterfront residence offers a rare opportunity to experience the coastal lifestyle of Anna Maria Island. Positioned on a saltwater canal with direct boating access with no bridge restrictions and just a short distance from the Gulf beaches, the property combines waterfront living with convenient access to the island’s dining, shopping and recreational amenities. The home features three bedrooms, three baths, impact-rated windows, a central vacuum system serving all three levels and an elevator connecting each floor. Dual front balconies enhance the architectural character, while the ground level offers an expansive air-conditioned garage with space for multiple vehicles, a golf cart, watercraft equipment and beach gear. The main living level is designed for gathering and entertaining, featuring an open-concept great room with wet bar, dining area with built-in serving station and a spacious kitchen centered around a large island with cooktop and abundant workspace. A breakfast area opens to a balcony, while the adjoining sunroom provides additional space for dining, relaxing or working from home. An oversized guest suite on this level includes balcony access and a walk-in closet with an additional lockable storage area. The upper level is dedicated to two owner’s suites, each featuring cathedral ceilings, generous walk-in closets and access to a spa-inspired bath with dual vanities. A conveniently located laundry room completes the level. Outdoor amenities are designed to support an active waterfront lifestyle. The private dock is equipped with electricity and water, a 10,000-pound boat lift and two Jet Ski lifts. The landscaped grounds include a pergola draped in bougainvillea, mature tropical plantings and a mango tree. A spiral staircase connects the outdoor living areas, while fenced and shelled grounds provide a low-maintenance setting. Located on Anna Maria Island, residents enjoy access to waterfront restaurants, boutique shopping, fishing, community events and the free island trolley. Nearby destinations include Pine Avenue, Bridge Street, the Bradenton Historic Street Pier and many of the region’s well-known waterfront dining venues. Sarasota, Tampa and St. Petersburg are within convenient driving distance, along with cultural attractions including the John and Mable Ringling Museum of Art, Nathan Benderson Park, Mote Marine Laboratory & Aquarium and Robinson Preserve. Whether utilized as a primary residence, seasonal retreat or investment property, this thoughtfully designed waterfront home presents an exceptional opportunity to enjoy the boating and beach lifestyle of Anna Maria Island.

3 Beds ⋅ 3 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code

Custom-designed and meticulously maintained by its original owner, this waterfront residence offers a rare opportunity to experience the coastal lifestyle of Anna Maria Island. Positioned on a saltwater canal with direct boating access with no bridge restrictions and just a short distance from the Gulf beaches, the property combines waterfront living with convenient access to the island’s dining, shopping and recreational amenities. The home features three bedrooms, three baths, impact-rated windows, a central vacuum system serving all three levels and an elevator connecting each floor. Dual front balconies enhance the architectural character, while the ground level offers an expansive air-conditioned garage with space for multiple vehicles, a golf cart, watercraft equipment and beach gear. The main living level is designed for gathering and entertaining, featuring an open-concept great room with wet bar, dining area with built-in serving station and a spacious kitchen centered around a large island with cooktop and abundant workspace. A breakfast area opens to a balcony, while the adjoining sunroom provides additional space for dining, relaxing or working from home. An oversized guest suite on this level includes balcony access and a walk-in closet with an additional lockable storage area. The upper level is dedicated to two owner’s suites, each featuring cathedral ceilings, generous walk-in closets and access to a spa-inspired bath with dual vanities. A conveniently located laundry room completes the level. Outdoor amenities are designed to support an active waterfront lifestyle. The private dock is equipped with electricity and water, a 10,000-pound boat lift and two Jet Ski lifts. The landscaped grounds include a pergola draped in bougainvillea, mature tropical plantings and a mango tree. A spiral staircase connects the outdoor living areas, while fenced and shelled grounds provide a low-maintenance setting. Located on Anna Maria Island, residents enjoy access to waterfront restaurants, boutique shopping, fishing, community events and the free island trolley. Nearby destinations include Pine Avenue, Bridge Street, the Bradenton Historic Street Pier and many of the region’s well-known waterfront dining venues. Sarasota, Tampa and St. Petersburg are within convenient driving distance, along with cultural attractions including the John and Mable Ringling Museum of Art, Nathan Benderson Park, Mote Marine Laboratory & Aquarium and Robinson Preserve. Whether utilized as a primary residence, seasonal retreat or investment property, this thoughtfully designed waterfront home presents an exceptional opportunity to enjoy the boating and beach lifestyle of Anna Maria Island.

505 59th Street, Bradenton Beach

$1,799,000

Welcome to your island paradise, just steps from the sugary white sands of Manatee Beach, where gentle Gulf breezes and the laid-back Anna Maria Island lifestyle await. This beautifully maintained elevated concrete block home offers the perfect blend of coastal elegance, modern updates, and exceptional investment potential. The home is situated on an oversized corner lot, providing privacy and peaceful outdoor living. Featuring 3 bedrooms, 2 bathrooms, and a private elevator, this spacious home is designed for both comfortable everyday living and effortless vacation enjoyment. The open-concept floor plan is filled with natural light and centers around a large kitchen island, perfectly positioned beneath an oversized window overlooking the sparkling pool and rear deck—ideal for entertaining family and friends or enjoying an alfresco meal! The generous primary suite is a true retreat, offering a huge walk-in closet and a luxurious ensuite bath complete with a relaxing Jacuzzi soaking tub. Step outside to your private tropical oasis featuring a newly resurfaced (2022) heated saltwater pool and spa, surrounded by an elegant brick paver deck and professionally landscaped grounds. Enjoy morning coffee on the new front deck (2022) or unwind on the spacious rear deck while soaking in the peaceful island atmosphere and enjoying endless sunsets. The oversized lower level provides incredible flexibility with ample space for a home gym, game room, workshop, or additional storage. A large driveway and covered carports provide abundant parking for family and guests. Major updates include a durable metal roof installed in 2020 offering peace of mind for years to come. Inside features tray ceilings, crown molding, updated lighting and fresh paint in beachy neutral tones. Located in one of Anna Maria Island's most desirable areas, you'll love being able to stroll to Manatee Beach, restaurants, boutiques, and local entertainment. Hop aboard the free island trolley and explore everything the island has to offer—from historic Pine Avenue to Bridge Street and breathtaking Gulf sunsets. With weekly rentals permitted, this property offers outstanding flexibility as a full-time residence, vacation getaway, or income-producing investment, allowing rental income to help offset ownership expenses. Whether you're searching for your dream beach home or an exceptional island investment, this coastal retreat truly offers the best of Anna Maria Island living.

3 Beds ⋅ 2 Baths ⋅ Jones Sub SubDv. ⋅ 34217 Zip Code

Welcome to your island paradise, just steps from the sugary white sands of Manatee Beach, where gentle Gulf breezes and the laid-back Anna Maria Island lifestyle await. This beautifully maintained elevated concrete block home offers the perfect blend of coastal elegance, modern updates, and exceptional investment potential. The home is situated on an oversized corner lot, providing privacy and peaceful outdoor living. Featuring 3 bedrooms, 2 bathrooms, and a private elevator, this spacious home is designed for both comfortable everyday living and effortless vacation enjoyment. The open-concept floor plan is filled with natural light and centers around a large kitchen island, perfectly positioned beneath an oversized window overlooking the sparkling pool and rear deck—ideal for entertaining family and friends or enjoying an alfresco meal! The generous primary suite is a true retreat, offering a huge walk-in closet and a luxurious ensuite bath complete with a relaxing Jacuzzi soaking tub. Step outside to your private tropical oasis featuring a newly resurfaced (2022) heated saltwater pool and spa, surrounded by an elegant brick paver deck and professionally landscaped grounds. Enjoy morning coffee on the new front deck (2022) or unwind on the spacious rear deck while soaking in the peaceful island atmosphere and enjoying endless sunsets. The oversized lower level provides incredible flexibility with ample space for a home gym, game room, workshop, or additional storage. A large driveway and covered carports provide abundant parking for family and guests. Major updates include a durable metal roof installed in 2020 offering peace of mind for years to come. Inside features tray ceilings, crown molding, updated lighting and fresh paint in beachy neutral tones. Located in one of Anna Maria Island's most desirable areas, you'll love being able to stroll to Manatee Beach, restaurants, boutiques, and local entertainment. Hop aboard the free island trolley and explore everything the island has to offer—from historic Pine Avenue to Bridge Street and breathtaking Gulf sunsets. With weekly rentals permitted, this property offers outstanding flexibility as a full-time residence, vacation getaway, or income-producing investment, allowing rental income to help offset ownership expenses. Whether you're searching for your dream beach home or an exceptional island investment, this coastal retreat truly offers the best of Anna Maria Island living.

140 50th Street, Holmes Beach

$1,299,000

The Beach is Calling! Just steps from the sugar sands and turquoise waters of Bradenton Beach on world-famous Anna Maria Island, this rarely available income-producing duplex offers the perfect combination of island lifestyle, investment opportunity, and coastal charm. Whether you’re dreaming of owning a private beach retreat, a high-performing vacation rental, or both, this property delivers endless possibilities in one of Florida’s most desirable beach destinations. Imagine waking up to salty sea breezes, spending your days on the beach, and generating rental income all at the same time. Live in one unit while renting the other, lease both for maximum return, or create the ultimate multi-family vacation getaway. Opportunities like this are incredibly rare on Anna Maria Island, especially this close to the beach and the vibrant energy of Bridge Street. Both units have been thoughtfully updated and are being sold fully furnished and completely turn-key, making them ready for immediate enjoyment or short-term rental use. One unit is a true coastal showpiece featuring stylish shiplap accent walls, stunning tongue-and-groove ceilings, and a custom-designed primary bed with built-in storage that maximizes both functionality and charm. Recent improvements, including a brand-new roof installed in 2026, provide added value and peace of mind for years to come. Designed with both privacy and entertaining in mind, each unit features its own private entrance, dedicated parking, separate laundry room, and individual outdoor living spaces. The spacious balconies create the perfect setting for morning coffee, sunset cocktails, or gathering with family and friends after a day at the beach. Charming outdoor showers add the quintessential Florida touch, allowing guests to rinse off after long afternoons in the sand and surf. Each side of the duplex offers 2 bedrooms and 2 full bathrooms, comfortably accommodating multiple families or larger groups while still allowing everyone to enjoy their own private retreat. The flexible layout makes this property especially attractive for vacation renters, seasonal residents, or investors seeking strong income potential in a prime island location. Location truly sets this property apart. Just a short stroll away is Bridge Street, the lively heart of Bradenton Beach, known for its open-air restaurants, local boutiques, live music, and laid-back island atmosphere. Spend your days at nearby Coquina Beach, bike to the breathtaking shores of Bean Point, or explore the charming communities of Holmes Beach and Anna Maria to the north. Cross over to the historic Cortez Fishing Village for fresh-off-the-boat seafood and Old Florida charm, or venture into Bradenton for waterfront dining, arts, and attractions like the Bishop Museum of Science and Nature. For upscale shopping, fine dining, and cultural experiences, Sarasota, Longboat Key, and St. Armands Circle are all just a short drive away. This is more than just a property—it’s a lifestyle investment in one of Florida’s most beloved coastal destinations. Sunsets, sandy toes, island living, and incredible income potential all come together in this exceptional Anna Maria Island duplex. Your piece of paradise awaits.

4 Beds ⋅ 4 Baths ⋅ Ilexhurst SubDv. ⋅ 34217 Zip Code

The Beach is Calling! Just steps from the sugar sands and turquoise waters of Bradenton Beach on world-famous Anna Maria Island, this rarely available income-producing duplex offers the perfect combination of island lifestyle, investment opportunity, and coastal charm. Whether you’re dreaming of owning a private beach retreat, a high-performing vacation rental, or both, this property delivers endless possibilities in one of Florida’s most desirable beach destinations. Imagine waking up to salty sea breezes, spending your days on the beach, and generating rental income all at the same time. Live in one unit while renting the other, lease both for maximum return, or create the ultimate multi-family vacation getaway. Opportunities like this are incredibly rare on Anna Maria Island, especially this close to the beach and the vibrant energy of Bridge Street. Both units have been thoughtfully updated and are being sold fully furnished and completely turn-key, making them ready for immediate enjoyment or short-term rental use. One unit is a true coastal showpiece featuring stylish shiplap accent walls, stunning tongue-and-groove ceilings, and a custom-designed primary bed with built-in storage that maximizes both functionality and charm. Recent improvements, including a brand-new roof installed in 2026, provide added value and peace of mind for years to come. Designed with both privacy and entertaining in mind, each unit features its own private entrance, dedicated parking, separate laundry room, and individual outdoor living spaces. The spacious balconies create the perfect setting for morning coffee, sunset cocktails, or gathering with family and friends after a day at the beach. Charming outdoor showers add the quintessential Florida touch, allowing guests to rinse off after long afternoons in the sand and surf. Each side of the duplex offers 2 bedrooms and 2 full bathrooms, comfortably accommodating multiple families or larger groups while still allowing everyone to enjoy their own private retreat. The flexible layout makes this property especially attractive for vacation renters, seasonal residents, or investors seeking strong income potential in a prime island location. Location truly sets this property apart. Just a short stroll away is Bridge Street, the lively heart of Bradenton Beach, known for its open-air restaurants, local boutiques, live music, and laid-back island atmosphere. Spend your days at nearby Coquina Beach, bike to the breathtaking shores of Bean Point, or explore the charming communities of Holmes Beach and Anna Maria to the north. Cross over to the historic Cortez Fishing Village for fresh-off-the-boat seafood and Old Florida charm, or venture into Bradenton for waterfront dining, arts, and attractions like the Bishop Museum of Science and Nature. For upscale shopping, fine dining, and cultural experiences, Sarasota, Longboat Key, and St. Armands Circle are all just a short drive away. This is more than just a property—it’s a lifestyle investment in one of Florida’s most beloved coastal destinations. Sunsets, sandy toes, island living, and incredible income potential all come together in this exceptional Anna Maria Island duplex. Your piece of paradise awaits.

2517 Avenue C, Bradenton Beach

$5,995,000

Tucked along an extraordinary 225 feet of waterfront, this custom coastal retreat distills the very essence of island living—breathtaking water views, exceptional privacy, and thoughtfully designed spaces that move effortlessly between serene relaxation and spirited entertaining. A palm-lined driveway sets the tone, where timeless architecture and lush tropical landscaping leave an unforgettable first impression. This residence carries rare local significance as the very first custom home built by Ross Built Construction, masterfully designed by renowned architect Gene Aubry. It stands as a lasting testament to their craftsmanship and creativity—and their contribution to luxury coastal living on Anna Maria Island. Their influence resonates throughout: a thoughtful floor plan, an exceptional command of natural light, and a seamless connection between indoor and outdoor living. Inside, travertine tile and hand-scraped maple flooring flow through a light-filled interior crowned by soaring vaulted ceilings in the living and kitchen areas. The chef's kitchen is as functional as it is beautiful, appointed with stone countertops, copper sinks, a gas range with pot filler, premium appliances, and a generous center island that anchors the home's main gathering spaces. Five spacious ensuite bedrooms, a dedicated den/office, and an upstairs bonus room offer effortless flexibility for family and guests. The primary suite is a private sanctuary unto itself, featuring a remodeled spa-inspired bath with custom built-in shelving and elegant finishes throughout. Designed to embrace the waterfront lifestyle, expansive glass doors open to an impressive 1,400-square-foot veranda overlooking the sparkling saltwater pool and tranquil waterways beyond. Boaters will appreciate the private dock and 10,000-lb boat lift for effortless access to open water, while an oversized three-car garage, elevator, impact-rated windows and doors, Sonos sound system, mosquito misting system, rainwater cistern, and exterior irrigation system deliver convenience and lasting peace of mind. Perfectly positioned in the heart of Holmes Beach, the property is just moments from the sugar-sand beaches of the Gulf, beloved local restaurants, boutiques, and island shops—a rare pairing of private waterfront sanctuary and walkable island convenience. Whether savoring spectacular sunsets from the veranda, entertaining poolside, strolling to nearby dining, or setting out for a day on the water, this remarkable residence offers something exceedingly rare: not only an extraordinary waterfront home, but a meaningful piece of island history, where inspired architecture, enduring craftsmanship, and an unrivaled setting come together in perfect harmony.

5 Beds ⋅ 5 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code

Tucked along an extraordinary 225 feet of waterfront, this custom coastal retreat distills the very essence of island living—breathtaking water views, exceptional privacy, and thoughtfully designed spaces that move effortlessly between serene relaxation and spirited entertaining. A palm-lined driveway sets the tone, where timeless architecture and lush tropical landscaping leave an unforgettable first impression. This residence carries rare local significance as the very first custom home built by Ross Built Construction, masterfully designed by renowned architect Gene Aubry. It stands as a lasting testament to their craftsmanship and creativity—and their contribution to luxury coastal living on Anna Maria Island. Their influence resonates throughout: a thoughtful floor plan, an exceptional command of natural light, and a seamless connection between indoor and outdoor living. Inside, travertine tile and hand-scraped maple flooring flow through a light-filled interior crowned by soaring vaulted ceilings in the living and kitchen areas. The chef's kitchen is as functional as it is beautiful, appointed with stone countertops, copper sinks, a gas range with pot filler, premium appliances, and a generous center island that anchors the home's main gathering spaces. Five spacious ensuite bedrooms, a dedicated den/office, and an upstairs bonus room offer effortless flexibility for family and guests. The primary suite is a private sanctuary unto itself, featuring a remodeled spa-inspired bath with custom built-in shelving and elegant finishes throughout. Designed to embrace the waterfront lifestyle, expansive glass doors open to an impressive 1,400-square-foot veranda overlooking the sparkling saltwater pool and tranquil waterways beyond. Boaters will appreciate the private dock and 10,000-lb boat lift for effortless access to open water, while an oversized three-car garage, elevator, impact-rated windows and doors, Sonos sound system, mosquito misting system, rainwater cistern, and exterior irrigation system deliver convenience and lasting peace of mind. Perfectly positioned in the heart of Holmes Beach, the property is just moments from the sugar-sand beaches of the Gulf, beloved local restaurants, boutiques, and island shops—a rare pairing of private waterfront sanctuary and walkable island convenience. Whether savoring spectacular sunsets from the veranda, entertaining poolside, strolling to nearby dining, or setting out for a day on the water, this remarkable residence offers something exceedingly rare: not only an extraordinary waterfront home, but a meaningful piece of island history, where inspired architecture, enduring craftsmanship, and an unrivaled setting come together in perfect harmony.

526 56th Street, Holmes Beach

$1,200,000

Location, location, and island living at its best! Enjoy this elevated 2-bedroom 2 bath home located in central Holmes Beach on Anna Maria Island. You are three houses away from beach access and all of a 5 minute walk to watch sunsets and relax on the Gulf Beaches. This home has been renovated, and is turnkey furnished in a beachy décor to continue as a productive vacation rental or bring your things and move right in! The open floor plan includes a kitchen that opens to living room and dining area as well as the outside deck. The large 10x19 open front porch is perfect for entertaining with friends or family. The yard is low maintenance, and the back yard is completely fenced in with a brand-new heated swimming pool and turf. Downstairs is an open area that you can make into your own mancave or entertainment area. Ideas are unlimited. The location makes this home a perfect investment property.

2 Beds ⋅ 2 Baths ⋅ West Wind Shores SubDv. ⋅ 34217 Zip Code

Location, location, and island living at its best! Enjoy this elevated 2-bedroom 2 bath home located in central Holmes Beach on Anna Maria Island. You are three houses away from beach access and all of a 5 minute walk to watch sunsets and relax on the Gulf Beaches. This home has been renovated, and is turnkey furnished in a beachy décor to continue as a productive vacation rental or bring your things and move right in! The open floor plan includes a kitchen that opens to living room and dining area as well as the outside deck. The large 10x19 open front porch is perfect for entertaining with friends or family. The yard is low maintenance, and the back yard is completely fenced in with a brand-new heated swimming pool and turf. Downstairs is an open area that you can make into your own mancave or entertainment area. Ideas are unlimited. The location makes this home a perfect investment property.

207 71st Street Unit E, Holmes Beach

$695,000

Welcome to your dream coastal getaway! As captured in the stunning aerial view, this charming two-bedroom, two-bathroom half duplex boasts a prime location less than two blocks from the white sands of Anna Maria and local shops. The property is purposefully elevated for peace of mind, providing the added benefit of ample ground-level storage and covered parking underneath. Zoned for weekly rentals, this home offers incredible flexibility as a versatile island retreat or a highly desirable vacation destination. Inside, the bright and airy kitchen is beautifully appointed with crisp white cabinetry, gleaming countertops, a breakfast bar with vibrant seating, and modern stainless steel appliances, including a premium gas range for effortless cooking. The coastal aesthetic continues into the restful bedrooms, highlighting a spacious setup complete with low-maintenance tile flooring and large windows that invite plenty of natural light. Whether you are looking for a personal slice of paradise or a flexible property in an unbeatable location, this beachside gem is ready to welcome you home.

2 Beds ⋅ 2 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code

Welcome to your dream coastal getaway! As captured in the stunning aerial view, this charming two-bedroom, two-bathroom half duplex boasts a prime location less than two blocks from the white sands of Anna Maria and local shops. The property is purposefully elevated for peace of mind, providing the added benefit of ample ground-level storage and covered parking underneath. Zoned for weekly rentals, this home offers incredible flexibility as a versatile island retreat or a highly desirable vacation destination. Inside, the bright and airy kitchen is beautifully appointed with crisp white cabinetry, gleaming countertops, a breakfast bar with vibrant seating, and modern stainless steel appliances, including a premium gas range for effortless cooking. The coastal aesthetic continues into the restful bedrooms, highlighting a spacious setup complete with low-maintenance tile flooring and large windows that invite plenty of natural light. Whether you are looking for a personal slice of paradise or a flexible property in an unbeatable location, this beachside gem is ready to welcome you home.

3303 6th Avenue Unit B, Holmes Beach

$3,769,219

Pre-Construction. To be built. short stories...Pre-Construction... This is a really cool brand new coastal beach home that you can use as your own personal beach house ...also ideal ...as cash cow investment....Think about it as investment pass on to your family and legacy ..Because no matter what the economy does from Hamburg Germany , Toronto Canada ,New York City.. Abe Lincoln hometown Springfield Illinois..People will come to the water ..the beach for a vacation.Bradenton Beach in Anna Maria island is a global destination..that is a fun place to be !!! The month off June 2026 a property like this will generate almost $44,000 in income ...Imagine...walking 111 steps to the beach this 5 bedroom..5.5 bath home that has a spacious master bathroom with soaking tub...in ground salt water pool..roof top deck for reading a book..privacy and inviting friends sunset happy hour... ceremony ...Ring up short stories""...for more details..

5 Beds ⋅ 6 Baths ⋅ Cortez Beach SubDv. ⋅ 34217 Zip Code

Pre-Construction. To be built. short stories...Pre-Construction... This is a really cool brand new coastal beach home that you can use as your own personal beach house ...also ideal ...as cash cow investment....Think about it as investment pass on to your family and legacy ..Because no matter what the economy does from Hamburg Germany , Toronto Canada ,New York City.. Abe Lincoln hometown Springfield Illinois..People will come to the water ..the beach for a vacation.Bradenton Beach in Anna Maria island is a global destination..that is a fun place to be !!! The month off June 2026 a property like this will generate almost $44,000 in income ...Imagine...walking 111 steps to the beach this 5 bedroom..5.5 bath home that has a spacious master bathroom with soaking tub...in ground salt water pool..roof top deck for reading a book..privacy and inviting friends sunset happy hour... ceremony ...Ring up short stories""...for more details..

106 11th Street S, Bradenton Beach

$675,000

1+ BEDROOM BEACHFRONT CONDO WITH NO FLOOD DAMAGE, offered fully furnished and move-in ready in one of Anna Maria Island's most welcoming communities. Rarely does an affordable beachfront opportunity like this become available. Enjoy the perfect blend of island comfort, convenience, and community, with condo fees covering nearly everything except electricity, making ownership simple and stress-free. Start your mornings with sunrise walks along the Gulf, spend afternoons poolside, and end your evenings watching spectacular sunsets from the beachfront community patio while visiting with neighbors and friends. Inside, you'll find a spacious living area with neutral coastal décor, creating a relaxed atmosphere for gathering with family and friends after a day at the beach. The versatile bonus room provides the flexibility to create an additional sleeping area, comfortably accommodating up to four adults. Enjoy peaceful courtyard views overlooking the lush tropical landscaping from your private patio, the perfect spot for morning coffee or evening relaxation. The kitchen features wood cabinetry and granite countertops, and the dining area includes an expandable table for entertaining guests. Ample storage is available with four interior closets plus a large exterior storage closet for all your beach gear. Additional features include 8-foot ceilings, in-unit laundry, covered parking, and guest parking. Here, the beach isn't just nearby—it's part of everyday life. Step outside and within moments your toes are in the sand. Spend your days enjoying two large heated community pools, beautifully maintained grounds, and tropical landscaping that creates a true resort-style setting. The community clubhouse hosts social gatherings and offers additional laundry facilities for owners. Properties in this highly sought-after beachfront community rarely become available. More than just a condo, this is an opportunity to embrace the relaxed island lifestyle and own a special piece of paradise that is becoming increasingly difficult to find. *Only Murphy bed photos are virtually staged showing the versatile use for the bonus room/sun room as a second sleeping area for guests.

1 Beds ⋅ 1 Baths ⋅ 5400 Condos SubDv. ⋅ 34217 Zip Code

1+ BEDROOM BEACHFRONT CONDO WITH NO FLOOD DAMAGE, offered fully furnished and move-in ready in one of Anna Maria Island's most welcoming communities. Rarely does an affordable beachfront opportunity like this become available. Enjoy the perfect blend of island comfort, convenience, and community, with condo fees covering nearly everything except electricity, making ownership simple and stress-free. Start your mornings with sunrise walks along the Gulf, spend afternoons poolside, and end your evenings watching spectacular sunsets from the beachfront community patio while visiting with neighbors and friends. Inside, you'll find a spacious living area with neutral coastal décor, creating a relaxed atmosphere for gathering with family and friends after a day at the beach. The versatile bonus room provides the flexibility to create an additional sleeping area, comfortably accommodating up to four adults. Enjoy peaceful courtyard views overlooking the lush tropical landscaping from your private patio, the perfect spot for morning coffee or evening relaxation. The kitchen features wood cabinetry and granite countertops, and the dining area includes an expandable table for entertaining guests. Ample storage is available with four interior closets plus a large exterior storage closet for all your beach gear. Additional features include 8-foot ceilings, in-unit laundry, covered parking, and guest parking. Here, the beach isn't just nearby—it's part of everyday life. Step outside and within moments your toes are in the sand. Spend your days enjoying two large heated community pools, beautifully maintained grounds, and tropical landscaping that creates a true resort-style setting. The community clubhouse hosts social gatherings and offers additional laundry facilities for owners. Properties in this highly sought-after beachfront community rarely become available. More than just a condo, this is an opportunity to embrace the relaxed island lifestyle and own a special piece of paradise that is becoming increasingly difficult to find. *Only Murphy bed photos are virtually staged showing the versatile use for the bonus room/sun room as a second sleeping area for guests.

5400 Gulf Drive Unit 18, Holmes Beach

$1,085,000

The ultimate island investment or low-maintenance personal paradise has arrived! This fully remodeled 3-bedroom, 2-bathroom villa offers the rare freedom of zero HOA fees combined with high-income weekly rental potential. Originally built with solid mid-century bones, the property carries an effective year built of 2009 and has just undergone a spectacular, top-to-bottom luxury transformation. Step inside to a bright, airy great room boasting vaulted ceilings and elegant crown molding throughout. The stunning chef’s kitchen features a massive island with counter seating, brand-new cabinetry, quartz countertops, and all-new Stainless Steel appliances. Total peace of mind is yours with BRAND-NEW impact-rated windows, exterior doors, and sliding glass doors, complemented by fresh interior/exterior paint and new ceramic tile flooring. The outdoor space is a private tropical oasis, showcasing fresh landscaping with a full irrigation system/landscape lighting and a fully fenced yard. The sparkling heated pool is ready for year-round enjoyment with a brand-new pool heater and pool pump. Offered completely turnkey furnished, this island gem is move in and rental-ready from day one!

3 Beds ⋅ 2 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code

The ultimate island investment or low-maintenance personal paradise has arrived! This fully remodeled 3-bedroom, 2-bathroom villa offers the rare freedom of zero HOA fees combined with high-income weekly rental potential. Originally built with solid mid-century bones, the property carries an effective year built of 2009 and has just undergone a spectacular, top-to-bottom luxury transformation. Step inside to a bright, airy great room boasting vaulted ceilings and elegant crown molding throughout. The stunning chef’s kitchen features a massive island with counter seating, brand-new cabinetry, quartz countertops, and all-new Stainless Steel appliances. Total peace of mind is yours with BRAND-NEW impact-rated windows, exterior doors, and sliding glass doors, complemented by fresh interior/exterior paint and new ceramic tile flooring. The outdoor space is a private tropical oasis, showcasing fresh landscaping with a full irrigation system/landscape lighting and a fully fenced yard. The sparkling heated pool is ready for year-round enjoyment with a brand-new pool heater and pool pump. Offered completely turnkey furnished, this island gem is move in and rental-ready from day one!

324 64th Street, Holmes Beach

$2,130,000

Welcome to island living at its finest on beautiful Anna Maria Island! So much remodeled in this 3-bedroom, 2-bath waterfront retreat offering stunning full bay views, a private composite dock with water supply, seawall, and a sparkling saltwater pool with a heater and a cooling system designed for relaxing and entertaining. Tucked away at the end of a paved dead-end street, this property offers privacy, tropical landscaping, mature trees, and the ultimate coastal lifestyle. Inside, the open-concept floor plan features luxury vinyl plank flooring, a dry bar, eating space in the kitchen, updated blinds, and beautifully renovated finishes throughout. The home underwent extensive renovations in 2025 and 2026, with a 2023 shingle roof already in place for peace of mind. Built with concrete exterior construction and stucco on a slab foundation, this property blends durability with modern coastal charm. Best of all, this home is truly turnkey and fully furnished — everything conveys from the furniture, TVs, beds, appliances, washer and dryer, silverware, décor, and coffee makers! Just bring your suitcase and start enjoying island life immediately. Step outside to your private backyard oasis complete with vinyl fencing around the pool area, irrigation system, outdoor grill, small storage shed, and multiple spaces to enjoy the waterfront scenery and coastal breezes. Located with no HOA and no deed restrictions, this property also offers exceptional investment potential with weekly rentals permitted, making it an ideal vacation home, second home, or income-producing property. Public water, public sewer, and central heat and air complete the package. Rarely does a move-in-ready waterfront property with this level of remodeling, furnishings, and rental flexibility become available on Anna Maria Island. Schedule your private showing today and experience the best of Florida Gulf Coast living!

3 Beds ⋅ 2 Baths ⋅ Mira Mar Sub SubDv. ⋅ 34217 Zip Code

Welcome to island living at its finest on beautiful Anna Maria Island! So much remodeled in this 3-bedroom, 2-bath waterfront retreat offering stunning full bay views, a private composite dock with water supply, seawall, and a sparkling saltwater pool with a heater and a cooling system designed for relaxing and entertaining. Tucked away at the end of a paved dead-end street, this property offers privacy, tropical landscaping, mature trees, and the ultimate coastal lifestyle. Inside, the open-concept floor plan features luxury vinyl plank flooring, a dry bar, eating space in the kitchen, updated blinds, and beautifully renovated finishes throughout. The home underwent extensive renovations in 2025 and 2026, with a 2023 shingle roof already in place for peace of mind. Built with concrete exterior construction and stucco on a slab foundation, this property blends durability with modern coastal charm. Best of all, this home is truly turnkey and fully furnished — everything conveys from the furniture, TVs, beds, appliances, washer and dryer, silverware, décor, and coffee makers! Just bring your suitcase and start enjoying island life immediately. Step outside to your private backyard oasis complete with vinyl fencing around the pool area, irrigation system, outdoor grill, small storage shed, and multiple spaces to enjoy the waterfront scenery and coastal breezes. Located with no HOA and no deed restrictions, this property also offers exceptional investment potential with weekly rentals permitted, making it an ideal vacation home, second home, or income-producing property. Public water, public sewer, and central heat and air complete the package. Rarely does a move-in-ready waterfront property with this level of remodeling, furnishings, and rental flexibility become available on Anna Maria Island. Schedule your private showing today and experience the best of Florida Gulf Coast living!

118 9th Street N, Bradenton Beach

$2,175,000

Welcome to your light-filled Key Royale retreat—an effortlessly elegant coastal charmer on Anna Maria Island. Beautifully refreshed and thoughtfully designed, this home embraces the best of indoor-outdoor living with an open floor plan and walls of sliding glass doors that frame sparkling pool and tranquil water views. As you enter the home, you’re greeted by a bright and spacious living room with inviting views of the outdoors beyond. This welcoming space flows seamlessly into the kitchen and dining area, creating the perfect setting for indoor/outdoor entertaining and everyday enjoyment as living room opens to a covered patio, offering generous space for outdoor dining and lounging. At the heart of the home, a brand-new kitchen shines with a large island, breakfast bar, and dedicated dining area—perfect for gathering and hosting. A well-appointed butler’s pantry adds both function and style, featuring a desk workspace, second sink, and ample cabinetry. Enjoy cooking with top-tier appliances, including dual ovens and sleek induction cooktop. The spacious primary suite is a private sanctuary, where sliders and French doors lead to a serene backyard and a charming back porch—ideal for unwinding with evening cocktails as the sun sets. This sanctuary is also appointed with an ample walk- in closet for your comfort and convenience. Step outside to your own tropical oasis: a sparkling pool and spa, lush lawn, and a sandy beach area complete with a cozy fire pit. Boating enthusiasts will love the oversized dock equipped with a 10,000 lb boat lift, providing gorgeous sunset views over Bimini Bay and direct access to the Gulf, Tampa Bay, and the Intracoastal Waterway. Beyond the beauty, thoughtful upgrades provide peace of mind. In 2022 the seawall was replaced and sewer pipes were scoped and lined with PVC, a flood mitigation system has been installed, and all windows are hurricane-rated. This is more than a home—it’s a lifestyle. Start your mornings with sunlight dancing on the water, spend afternoons cruising the bay or playing a round at the nearby Key Royale Club, and end your days exploring Anna Maria Island’s renowned beaches, boutique shops, and charming restaurants. This property is a true island gem, perfectly capturing the relaxed elegance of coastal living.

3 Beds ⋅ 3 Baths ⋅ Key Royale SubDv. ⋅ 34217 Zip Code

Welcome to your light-filled Key Royale retreat—an effortlessly elegant coastal charmer on Anna Maria Island. Beautifully refreshed and thoughtfully designed, this home embraces the best of indoor-outdoor living with an open floor plan and walls of sliding glass doors that frame sparkling pool and tranquil water views. As you enter the home, you’re greeted by a bright and spacious living room with inviting views of the outdoors beyond. This welcoming space flows seamlessly into the kitchen and dining area, creating the perfect setting for indoor/outdoor entertaining and everyday enjoyment as living room opens to a covered patio, offering generous space for outdoor dining and lounging. At the heart of the home, a brand-new kitchen shines with a large island, breakfast bar, and dedicated dining area—perfect for gathering and hosting. A well-appointed butler’s pantry adds both function and style, featuring a desk workspace, second sink, and ample cabinetry. Enjoy cooking with top-tier appliances, including dual ovens and sleek induction cooktop. The spacious primary suite is a private sanctuary, where sliders and French doors lead to a serene backyard and a charming back porch—ideal for unwinding with evening cocktails as the sun sets. This sanctuary is also appointed with an ample walk- in closet for your comfort and convenience. Step outside to your own tropical oasis: a sparkling pool and spa, lush lawn, and a sandy beach area complete with a cozy fire pit. Boating enthusiasts will love the oversized dock equipped with a 10,000 lb boat lift, providing gorgeous sunset views over Bimini Bay and direct access to the Gulf, Tampa Bay, and the Intracoastal Waterway. Beyond the beauty, thoughtful upgrades provide peace of mind. In 2022 the seawall was replaced and sewer pipes were scoped and lined with PVC, a flood mitigation system has been installed, and all windows are hurricane-rated. This is more than a home—it’s a lifestyle. Start your mornings with sunlight dancing on the water, spend afternoons cruising the bay or playing a round at the nearby Key Royale Club, and end your days exploring Anna Maria Island’s renowned beaches, boutique shops, and charming restaurants. This property is a true island gem, perfectly capturing the relaxed elegance of coastal living.

617 Dundee Lane, Holmes Beach

$879,000

Experience the ultimate Florida beach lifestyle in this elevated 2-bedroom, 2-bathroom coastal retreat situated just steps from the pristine white sands of the Gulf. This home exudes classic island charm with modern peace of mind, featuring full impact-rated windows and doors along with durable Hardie siding designed for long-lasting beauty and protection. The exterior is anchored by a sprawling paver driveway and professional tropical landscaping, leading to a versatile covered under-house area perfect for shaded relaxation or gear storage after a day on the water. The property also boasts ample garage space that offers incredible flexibility, with plenty of room that could easily be converted into a game room or additional lounge area. Inside, the open-concept living space is bathed in natural light and anchored by rich wood flooring that flows throughout the main areas. The chef-inspired kitchen is well-appointed with warm wood cabinetry, granite countertops, and a suite of stainless steel appliances, all centered around a large breakfast bar that overlooks the dining and living zones. Offered fully furnished for the buyer’s convenience, this home is truly move-in ready and designed for immediate enjoyment. Step through elegant French doors to the expansive covered porch, an ideal setting for al fresco dining and morning coffee in the coastal breeze. Whether you are looking for a primary residence or a seasonal getaway, this turnkey coastal gem offers the rare opportunity to live life just minutes from the water’s edge.

2 Beds ⋅ 3 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code

Experience the ultimate Florida beach lifestyle in this elevated 2-bedroom, 2-bathroom coastal retreat situated just steps from the pristine white sands of the Gulf. This home exudes classic island charm with modern peace of mind, featuring full impact-rated windows and doors along with durable Hardie siding designed for long-lasting beauty and protection. The exterior is anchored by a sprawling paver driveway and professional tropical landscaping, leading to a versatile covered under-house area perfect for shaded relaxation or gear storage after a day on the water. The property also boasts ample garage space that offers incredible flexibility, with plenty of room that could easily be converted into a game room or additional lounge area. Inside, the open-concept living space is bathed in natural light and anchored by rich wood flooring that flows throughout the main areas. The chef-inspired kitchen is well-appointed with warm wood cabinetry, granite countertops, and a suite of stainless steel appliances, all centered around a large breakfast bar that overlooks the dining and living zones. Offered fully furnished for the buyer’s convenience, this home is truly move-in ready and designed for immediate enjoyment. Step through elegant French doors to the expansive covered porch, an ideal setting for al fresco dining and morning coffee in the coastal breeze. Whether you are looking for a primary residence or a seasonal getaway, this turnkey coastal gem offers the rare opportunity to live life just minutes from the water’s edge.

2811 Gulf Drive, Holmes Beach

$1,074,000

Competitively Priced to sell, come see this beautifully maintained home for yourself! Welcome to your slice of Old Florida charm in the heart of Holmes Beach on Anna Maria Island. Just a 2-minute walk to the beach, this turnkey furnished home captures the easygoing coastal lifestyle that makes Holmes Beach so special. With its laid-back island feel, tropical setting and inviting spaces, this property is ideal as a primary residence, second home or income-producing property. Inspired by the character Holmes Beach is known for; cozy beach-town living, tropical surroundings and a relaxed pace - this home perfectly fits right in. Beautifully maintained and ready to enjoy, the home offers a flexible layout with a non-conforming 4th bedroom, an oversized garage with rec-room area, a screened-in Florida room and a covered patio perfect for enjoying the coastal breeze. The outdoor shower, lush landscaping and welcoming outdoor spaces add to the relaxed island appeal. With recent updates to include the roof replaced in 2018, hurricane impact windows in 2020, bathrooms updated in 2019, water heater replaced in 2022, as well as fresh interior paint, wainscoting and epoxy garage flooring completed in 2025 this home is ready for your next worry-free chapter on Anna Maria Island. The seller has also completed a pre-listing 4-point inspection with clean results, offering added peace of mind. Conveniently located near the beach, island dining and local shops, this is a wonderful opportunity to own a lovingly cared-for home in one of the most charming communities on Anna Maria Island. Note: Pool Rendering and estimate in attachments for informational purposes only. This property qualifies for a lender credit when using preferred lender. Inquire for details.

3 Beds ⋅ 2 Baths ⋅ Ilexhurst SubDv. ⋅ 34217 Zip Code

Competitively Priced to sell, come see this beautifully maintained home for yourself! Welcome to your slice of Old Florida charm in the heart of Holmes Beach on Anna Maria Island. Just a 2-minute walk to the beach, this turnkey furnished home captures the easygoing coastal lifestyle that makes Holmes Beach so special. With its laid-back island feel, tropical setting and inviting spaces, this property is ideal as a primary residence, second home or income-producing property. Inspired by the character Holmes Beach is known for; cozy beach-town living, tropical surroundings and a relaxed pace - this home perfectly fits right in. Beautifully maintained and ready to enjoy, the home offers a flexible layout with a non-conforming 4th bedroom, an oversized garage with rec-room area, a screened-in Florida room and a covered patio perfect for enjoying the coastal breeze. The outdoor shower, lush landscaping and welcoming outdoor spaces add to the relaxed island appeal. With recent updates to include the roof replaced in 2018, hurricane impact windows in 2020, bathrooms updated in 2019, water heater replaced in 2022, as well as fresh interior paint, wainscoting and epoxy garage flooring completed in 2025 this home is ready for your next worry-free chapter on Anna Maria Island. The seller has also completed a pre-listing 4-point inspection with clean results, offering added peace of mind. Conveniently located near the beach, island dining and local shops, this is a wonderful opportunity to own a lovingly cared-for home in one of the most charming communities on Anna Maria Island. Note: Pool Rendering and estimate in attachments for informational purposes only. This property qualifies for a lender credit when using preferred lender. Inquire for details.

2905 Avenue C, Holmes Beach

$1,500,000

Newly updated with fresh paint throughout, brand new stainless steel appliances, quartz countertops on kitchen and bathrooms and so much more!! Nestled near the north end of Anna Maria Island, 215 81st Street is a three-bedroom, two and a half bath home boasting over 2,000 square feet of living space—an Airbnb gem zoned for weekly rentals. Just two blocks from some of the island’s most pristine beaches, this property offers a true tropical paradise out back. The fully fenced oasis features a gorgeous pool with a built-in hot tub, while the expansive paver-lined lounge area creates a true island escape. The elevated design includes a two-car garage and a game room—currently set up with a ping pong table, connect 4, and Tic Tac Toe but offering ample space to add additional attractions for guests. The second floor invites you into a bright, open living, dining, and kitchen area featuring a brand new LG stainless steel appliance package and gorgeous quartz countertops. This floor also features a half bath, complemented by a massive, screened-in balcony deck (freshly screened in less then a year ago) overlooking the pool oasis below—perfect for soaking in the tropical ambiance. You will also find a dedicated interior laundry room with full size washer and dryer on this floor as well. On the third floor, you’ll find three spacious bedrooms and two full baths, with the primary suite offering not only luxury but also absolutely gorgeous views from every angle—a panoramic reminder of the beauty that surrounds you on Anna Maria Island. This home is packed with recent updates: a 2022 roof, 2019 AC, and a brand-new water heater. The exterior shines with hardie board siding installed less than a year ago and fresh paint. Beyond the home, you’re a stone’s throw from Pine Avenue’s charm and all that Anna Maria offers—laid-back vibes, local eateries, and coastal culture. Fully furnished and turnkey, this is both a thriving investment and an island escape waiting for you.

3 Beds ⋅ 3 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code

Newly updated with fresh paint throughout, brand new stainless steel appliances, quartz countertops on kitchen and bathrooms and so much more!! Nestled near the north end of Anna Maria Island, 215 81st Street is a three-bedroom, two and a half bath home boasting over 2,000 square feet of living space—an Airbnb gem zoned for weekly rentals. Just two blocks from some of the island’s most pristine beaches, this property offers a true tropical paradise out back. The fully fenced oasis features a gorgeous pool with a built-in hot tub, while the expansive paver-lined lounge area creates a true island escape. The elevated design includes a two-car garage and a game room—currently set up with a ping pong table, connect 4, and Tic Tac Toe but offering ample space to add additional attractions for guests. The second floor invites you into a bright, open living, dining, and kitchen area featuring a brand new LG stainless steel appliance package and gorgeous quartz countertops. This floor also features a half bath, complemented by a massive, screened-in balcony deck (freshly screened in less then a year ago) overlooking the pool oasis below—perfect for soaking in the tropical ambiance. You will also find a dedicated interior laundry room with full size washer and dryer on this floor as well. On the third floor, you’ll find three spacious bedrooms and two full baths, with the primary suite offering not only luxury but also absolutely gorgeous views from every angle—a panoramic reminder of the beauty that surrounds you on Anna Maria Island. This home is packed with recent updates: a 2022 roof, 2019 AC, and a brand-new water heater. The exterior shines with hardie board siding installed less than a year ago and fresh paint. Beyond the home, you’re a stone’s throw from Pine Avenue’s charm and all that Anna Maria offers—laid-back vibes, local eateries, and coastal culture. Fully furnished and turnkey, this is both a thriving investment and an island escape waiting for you.

215 81st Street Unit 2, Holmes Beach

$569,000

New tile flooring installed June 2026. This is what Anna Maria Island living is all about. Located in the desirable Seaside Gardens community, this renovated 2-bedroom, 2-bath home offers spacious rooms, updated interiors, and a relaxed, airy feel. Inside, you’ll find new stainless steel appliances, quartz countertops in both the kitchen and bathrooms and ceramic tile flooring throughout. A newer roof and windows add to the list of thoughtful updates. The generously sized bedrooms provide plenty of room to unwind, while the renovated bathrooms offer a clean, modern finish. A dedicated laundry room with washer, dryer, and ample storage adds everyday convenience. Step outside to a fully fenced backyard—perfect for entertaining friends and family along with a private driveway for on-site parking. Being offered semi-furnished, this home is ready to enjoy as your personal island retreat or as an income-producing rental. Spend your days boating, playing pickleball, or relaxing on the beach, soaking in the turquoise waters and sugar-sand shoreline Anna Maria Island is known for. With community amenities and the Intracoastal Waterway just steps away, it’s easy to enjoy the laid-back island lifestyle. Golf carts and pets are welcome, and the trolley stop near the neighborhood entrance makes exploring the island simple and convenient. A comfortable, well-located home in a sought-after community—this is island living made easy.

2 Beds ⋅ 2 Baths ⋅ Seaside Gardens SubDv. ⋅ 34217 Zip Code

New tile flooring installed June 2026. This is what Anna Maria Island living is all about. Located in the desirable Seaside Gardens community, this renovated 2-bedroom, 2-bath home offers spacious rooms, updated interiors, and a relaxed, airy feel. Inside, you’ll find new stainless steel appliances, quartz countertops in both the kitchen and bathrooms and ceramic tile flooring throughout. A newer roof and windows add to the list of thoughtful updates. The generously sized bedrooms provide plenty of room to unwind, while the renovated bathrooms offer a clean, modern finish. A dedicated laundry room with washer, dryer, and ample storage adds everyday convenience. Step outside to a fully fenced backyard—perfect for entertaining friends and family along with a private driveway for on-site parking. Being offered semi-furnished, this home is ready to enjoy as your personal island retreat or as an income-producing rental. Spend your days boating, playing pickleball, or relaxing on the beach, soaking in the turquoise waters and sugar-sand shoreline Anna Maria Island is known for. With community amenities and the Intracoastal Waterway just steps away, it’s easy to enjoy the laid-back island lifestyle. Golf carts and pets are welcome, and the trolley stop near the neighborhood entrance makes exploring the island simple and convenient. A comfortable, well-located home in a sought-after community—this is island living made easy.

445 63rd Street, Holmes Beach

$999,000

You must see this charming 1940s Craftsman cottage tucked into the historic heart of Anna Maria Island! This beautifully renovated two-bedroom, two-bath homestead blends timeless Old Florida character with effortless coastal charm. The home’s distinctive pecky pine exterior pay homage to its heritage while creating a warm, inviting island aesthetic that reflects the relaxed spirit of Anna Maria’s historic beach community. Inside, the home opens into a light-filled open floor plan designed for easy coastal living and effortless entertaining. The living, dining, and kitchen areas flow seamlessly together, creating a welcoming gathering space filled with natural light and breezy island ambiance. Whether enjoying a quiet morning coffee or hosting friends after a day at Anna Maria’s beautiful beaches, the layout makes the home feel both spacious and intimate. A convenient indoor laundry room is thoughtfully tucked away, adding modern practicality to this historic retreat. The home features a well-designed split floor plan, offering privacy and comfort for residents and guests alike. The primary bedroom suite includes a private ensuite bath, creating a peaceful retreat at the end of the day. On the opposite side of the home, the second bedroom features charming built-in bunks, perfect for family or visiting guests, with easy access to the second full bath. Step outside to discover a beautifully landscaped private pool enclosure, surrounded by lush tropical greenery that creates a tranquil island oasis. It’s the perfect spot to relax, unwind, and soak in the peaceful rhythm of Anna Maria’s laid-back island lifestyle. All of this is located just two blocks from Anna Maria’s world-famous sugar-sand beaches, and only moments from the island’s beloved restaurants, charming boutiques, and local shops. Spend your days biking to breakfast cafés, strolling to dinner with sunset views, or exploring the unique coastal storefronts that make Anna Maria so special. This lovingly restored cottage offers a rare opportunity to own a piece of historic island charm paired with modern comfort in one of Florida’s most treasured beach communities.

2 Beds ⋅ 2 Baths ⋅ Ilexhurst SubDv. ⋅ 34217 Zip Code

You must see this charming 1940s Craftsman cottage tucked into the historic heart of Anna Maria Island! This beautifully renovated two-bedroom, two-bath homestead blends timeless Old Florida character with effortless coastal charm. The home’s distinctive pecky pine exterior pay homage to its heritage while creating a warm, inviting island aesthetic that reflects the relaxed spirit of Anna Maria’s historic beach community. Inside, the home opens into a light-filled open floor plan designed for easy coastal living and effortless entertaining. The living, dining, and kitchen areas flow seamlessly together, creating a welcoming gathering space filled with natural light and breezy island ambiance. Whether enjoying a quiet morning coffee or hosting friends after a day at Anna Maria’s beautiful beaches, the layout makes the home feel both spacious and intimate. A convenient indoor laundry room is thoughtfully tucked away, adding modern practicality to this historic retreat. The home features a well-designed split floor plan, offering privacy and comfort for residents and guests alike. The primary bedroom suite includes a private ensuite bath, creating a peaceful retreat at the end of the day. On the opposite side of the home, the second bedroom features charming built-in bunks, perfect for family or visiting guests, with easy access to the second full bath. Step outside to discover a beautifully landscaped private pool enclosure, surrounded by lush tropical greenery that creates a tranquil island oasis. It’s the perfect spot to relax, unwind, and soak in the peaceful rhythm of Anna Maria’s laid-back island lifestyle. All of this is located just two blocks from Anna Maria’s world-famous sugar-sand beaches, and only moments from the island’s beloved restaurants, charming boutiques, and local shops. Spend your days biking to breakfast cafés, strolling to dinner with sunset views, or exploring the unique coastal storefronts that make Anna Maria so special. This lovingly restored cottage offers a rare opportunity to own a piece of historic island charm paired with modern comfort in one of Florida’s most treasured beach communities.

2913 Gulf Drive, Holmes Beach

$4,375,000

Brand new construction completed in 2026, luxury home in the heart of Holmes Beach on beautiful Anna Maria Island, just two blocks from the white-sand Gulf beaches. This fully professionally furnished 4-bedroom, 4.5-bath coastal retreat offers the perfect blend of modern design and island living. The open-concept floor plan features a spacious living area with high ceilings and abundant natural light, flowing seamlessly into a chef’s kitchen equipped with premium Thermador appliances, custom cabinetry, a large center island, and a convenient under-counter ice maker—perfect for entertaining family and guests. Each bedroom includes its own en-suite bath, providing privacy and comfort, while the additional half bath is ideal for visitors. Equipped with an elevator going from the ground floor to the beautiful rooftop deck. Professionally designed and sold turnkey furnished, this home is ready for immediate enjoyment or use as a luxury vacation rental. Owner will be listing it as a brand new short-term rental as well. Step outside to your private resort-style backyard oasis featuring a heated pool and spa, covered lounge area, and a custom putting green surrounded by tropical landscaping and turf along with a beautiful custom deck. Multiple outdoor entertaining spaces create the perfect setting for relaxing after a day at the beach. Located only a short stroll—approximately two blocks—from the Gulf of Mexico, this exceptional property offers easy access to pristine beaches, dining, and shopping while maintaining the privacy of a quiet island neighborhood. Whether you’re seeking a full-time residence, second home, or high-end investment property, this brand new Holmes Beach home delivers luxury, location, and the ultimate Anna Maria Island lifestyle.

4 Beds ⋅ 5 Baths ⋅ Holmes Beach 11th Unit SubDv. ⋅ 34217 Zip Code

Brand new construction completed in 2026, luxury home in the heart of Holmes Beach on beautiful Anna Maria Island, just two blocks from the white-sand Gulf beaches. This fully professionally furnished 4-bedroom, 4.5-bath coastal retreat offers the perfect blend of modern design and island living. The open-concept floor plan features a spacious living area with high ceilings and abundant natural light, flowing seamlessly into a chef’s kitchen equipped with premium Thermador appliances, custom cabinetry, a large center island, and a convenient under-counter ice maker—perfect for entertaining family and guests. Each bedroom includes its own en-suite bath, providing privacy and comfort, while the additional half bath is ideal for visitors. Equipped with an elevator going from the ground floor to the beautiful rooftop deck. Professionally designed and sold turnkey furnished, this home is ready for immediate enjoyment or use as a luxury vacation rental. Owner will be listing it as a brand new short-term rental as well. Step outside to your private resort-style backyard oasis featuring a heated pool and spa, covered lounge area, and a custom putting green surrounded by tropical landscaping and turf along with a beautiful custom deck. Multiple outdoor entertaining spaces create the perfect setting for relaxing after a day at the beach. Located only a short stroll—approximately two blocks—from the Gulf of Mexico, this exceptional property offers easy access to pristine beaches, dining, and shopping while maintaining the privacy of a quiet island neighborhood. Whether you’re seeking a full-time residence, second home, or high-end investment property, this brand new Holmes Beach home delivers luxury, location, and the ultimate Anna Maria Island lifestyle.

303 55th Street, Holmes Beach

$1,075,000

Virtually Staged. This 3 bed/2 bath coastal charmer is just steps to the sugar sand beach, with a heated, salt water pool with full spa features! Create your own style in this cute cottage, where the hard work has already been done for you! New Luxury Vinyl Plank throughout, fresh paint, new doors, new bathrooms, new cabinetry and new appliances, means nothing left for you to do but add your personal styling! Bring your coastal creativity and create the perfect décor for you! You will love the ease of relaxing in your open family room and cooking in your updated kitchen with breakfast bar! With 3 bedrooms and a split floor plan, you have room for guests while enjoying the privacy of your own en suite. Make this your full time island escape or enjoy the benefit of income from the short term rentals that are allowed on this quiet street just steps to the soft sand of the Gulf beach! Bring your decorator spirit and make your island dream a reality by making this one your own!

3 Beds ⋅ 2 Baths ⋅ Neptunes Gardens SubDv. ⋅ 34217 Zip Code

Virtually Staged. This 3 bed/2 bath coastal charmer is just steps to the sugar sand beach, with a heated, salt water pool with full spa features! Create your own style in this cute cottage, where the hard work has already been done for you! New Luxury Vinyl Plank throughout, fresh paint, new doors, new bathrooms, new cabinetry and new appliances, means nothing left for you to do but add your personal styling! Bring your coastal creativity and create the perfect décor for you! You will love the ease of relaxing in your open family room and cooking in your updated kitchen with breakfast bar! With 3 bedrooms and a split floor plan, you have room for guests while enjoying the privacy of your own en suite. Make this your full time island escape or enjoy the benefit of income from the short term rentals that are allowed on this quiet street just steps to the soft sand of the Gulf beach! Bring your decorator spirit and make your island dream a reality by making this one your own!

5803 De Palmas Avenue, Holmes Beach

$4,295,000

One or more photo(s) has been virtually staged. Spectacular Waterfront Key West-Style Home on Bimini Bay!! This beautifully maintained 4 bedroom, 3 bathroom single-family home, offering 2,775 sq ft of living space on a spacious 9,400 sq ft lot. Meticulously crafted with thoughtful architecture, interiors and landscaping by legendary award-winning architect, Emily Anne Smith. As you step in, you’ll notice the double height ceilings, unique, blue glass chandelier in the entry that leads into the spacious open floor plan. Large slider impact doors that create natural light and provide stunning views of Bimini bay. The living room is warmed by a modern linear fireplace complemented by a wall of custom illuminated floating shelves and built-in cabinetry with an exquisite backlit blue agate Antolini countertop. A chef's dream, the kitchen is equipped with Monogram Professional Series appliances, quartz countertops and a thoughtful layout. Abutting the kitchen is the large laundry room leading to an oversized two car garage. A first floor primary suite has privacy and features an oversized en suite bathroom with double marble vanity. In addition, the first floor has a full bathroom with a frameless glass shower, custom blue glass waterfall sink and two generously sized bedrooms. The entire second level luxurious main suite features breathtaking water views, cathedral ceilings, dual custom walk-in closets, a large spa-like bathroom with a freestanding jetted tub surrounded by backlit quarzite counters, Bisazza tile, modern crystal chandelier, dual Carrara marble vanities, and spacious modern reclaimed wood porcelain tile walk-in shower. An expansive rooftop terrace and gazebo, not to be missed, offers a stunning 360-degree view of Anna Maria Island. Step outside to entertain on the expansive pool deck with a large pool, or retreat to the private upper deck for quiet sunsets and bay breezes. Resort style outdoor area includes an outdoor kitchen and bar, outdoor shower, covered fishing station, dual lift and dock area for jet skis and ample space to accommodate a large yacht, fishing or sport boat, making indoor/outdoor living and entertaining flawless. Brand new Interior and exterior paint throughout! Enjoy deep-water frontage with no bridges to the Gulf of Mexico and your own 9,000 lb boat lift — perfect for boating enthusiasts who want effortless Gulf access and quick runs to the open water. The home is just a short golf cart ride gorgeous sand beaches, making it ideal for beach lovers, families, or those seeking the ultimate Florida island lifestyle.

4 Beds ⋅ 3 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code

One or more photo(s) has been virtually staged. Spectacular Waterfront Key West-Style Home on Bimini Bay!! This beautifully maintained 4 bedroom, 3 bathroom single-family home, offering 2,775 sq ft of living space on a spacious 9,400 sq ft lot. Meticulously crafted with thoughtful architecture, interiors and landscaping by legendary award-winning architect, Emily Anne Smith. As you step in, you’ll notice the double height ceilings, unique, blue glass chandelier in the entry that leads into the spacious open floor plan. Large slider impact doors that create natural light and provide stunning views of Bimini bay. The living room is warmed by a modern linear fireplace complemented by a wall of custom illuminated floating shelves and built-in cabinetry with an exquisite backlit blue agate Antolini countertop. A chef's dream, the kitchen is equipped with Monogram Professional Series appliances, quartz countertops and a thoughtful layout. Abutting the kitchen is the large laundry room leading to an oversized two car garage. A first floor primary suite has privacy and features an oversized en suite bathroom with double marble vanity. In addition, the first floor has a full bathroom with a frameless glass shower, custom blue glass waterfall sink and two generously sized bedrooms. The entire second level luxurious main suite features breathtaking water views, cathedral ceilings, dual custom walk-in closets, a large spa-like bathroom with a freestanding jetted tub surrounded by backlit quarzite counters, Bisazza tile, modern crystal chandelier, dual Carrara marble vanities, and spacious modern reclaimed wood porcelain tile walk-in shower. An expansive rooftop terrace and gazebo, not to be missed, offers a stunning 360-degree view of Anna Maria Island. Step outside to entertain on the expansive pool deck with a large pool, or retreat to the private upper deck for quiet sunsets and bay breezes. Resort style outdoor area includes an outdoor kitchen and bar, outdoor shower, covered fishing station, dual lift and dock area for jet skis and ample space to accommodate a large yacht, fishing or sport boat, making indoor/outdoor living and entertaining flawless. Brand new Interior and exterior paint throughout! Enjoy deep-water frontage with no bridges to the Gulf of Mexico and your own 9,000 lb boat lift — perfect for boating enthusiasts who want effortless Gulf access and quick runs to the open water. The home is just a short golf cart ride gorgeous sand beaches, making it ideal for beach lovers, families, or those seeking the ultimate Florida island lifestyle.

8321 Marina Drive, Holmes Beach

$2,950,000

Nestled at one of the highest elevations on Anna Maria Island, this exceptional coastal retreat is located in the highly sought-after North Point Harbour community of Holmes Beach. Built in 2012 with hurricane-rated windows and doors, the home offers both refined elegance and peace of mind, perfectly blending luxury with the relaxed sophistication of island living. A cheerful front porch welcomes you inside, setting the tone for the warmth and charm found throughout. Soaring ceilings and gleaming marble floors create a light, airy ambiance, while coastal architectural details — including multiple porches and charming balconettes — add character and dimension to the design. The beautifully appointed living room is flooded with natural sunlight through two sets of French doors that frame tranquil canal views stretching toward Bimini Bay. These doors open to capture sunny mornings and breathtaking evening sunsets, seamlessly blending indoor and outdoor living. The open floor plan flows effortlessly into the dining and kitchen areas, creating an ideal setting for intimate family meals or hosting guests with ease. The spacious first-floor primary suite serves as a peaceful sanctuary, complete with a lovely ensuite bath and a private deck — perfect for quiet evenings under the coastal sky. Two additional bedrooms are also located on the first floor, including a second ensuite bedroom and a third bedroom with its own bath, offering comfort and privacy for family and visitors alike. Even everyday tasks feel elevated in the expansive and beautifully designed laundry and utility room, conveniently located off the kitchen and garage — a space so thoughtfully appointed it hardly feels like a utility area. The entire second floor is dedicated to a spectacular private suite. This luxurious retreat features two charming balconettes, a large walk-in closet, a spa-like ensuite bath with dual sinks, and a separate office or sitting room — an ideal haven for guests or multi-generational living. Outdoors, boating enthusiasts will appreciate the impressive 20,000-pound boat lift and expansive wraparound dock situated on a short, deep-water canal. With direct access through Bimini Bay to Tampa Bay, the Gulf of Mexico, and the Intracoastal Waterway, this property offers effortless navigation to some of Florida’s most beautiful waters. Life in North Point Harbour is as enriching as it is relaxing. Spend mornings at the nearby Key Royale Golf Club for an early tee time, afternoons joining friends at the community pool or enjoying a friendly match on the tennis courts or padel, and evenings cruising from your private dock into Bimini Bay as the sun melts into the horizon. Here, everyday flows seamlessly from recreation to relaxation, creating a true island lifestyle defined by beauty, convenience, and connection to the water. This extraordinary North Point Harbour residence embodies the very best of elevated coastal living — where thoughtful design, superior craftsmanship, and an unparalleled waterfront location come together to create a truly remarkable island home.

4 Beds ⋅ 4 Baths ⋅ North Point Harbour SubDv. ⋅ 34217 Zip Code

Nestled at one of the highest elevations on Anna Maria Island, this exceptional coastal retreat is located in the highly sought-after North Point Harbour community of Holmes Beach. Built in 2012 with hurricane-rated windows and doors, the home offers both refined elegance and peace of mind, perfectly blending luxury with the relaxed sophistication of island living. A cheerful front porch welcomes you inside, setting the tone for the warmth and charm found throughout. Soaring ceilings and gleaming marble floors create a light, airy ambiance, while coastal architectural details — including multiple porches and charming balconettes — add character and dimension to the design. The beautifully appointed living room is flooded with natural sunlight through two sets of French doors that frame tranquil canal views stretching toward Bimini Bay. These doors open to capture sunny mornings and breathtaking evening sunsets, seamlessly blending indoor and outdoor living. The open floor plan flows effortlessly into the dining and kitchen areas, creating an ideal setting for intimate family meals or hosting guests with ease. The spacious first-floor primary suite serves as a peaceful sanctuary, complete with a lovely ensuite bath and a private deck — perfect for quiet evenings under the coastal sky. Two additional bedrooms are also located on the first floor, including a second ensuite bedroom and a third bedroom with its own bath, offering comfort and privacy for family and visitors alike. Even everyday tasks feel elevated in the expansive and beautifully designed laundry and utility room, conveniently located off the kitchen and garage — a space so thoughtfully appointed it hardly feels like a utility area. The entire second floor is dedicated to a spectacular private suite. This luxurious retreat features two charming balconettes, a large walk-in closet, a spa-like ensuite bath with dual sinks, and a separate office or sitting room — an ideal haven for guests or multi-generational living. Outdoors, boating enthusiasts will appreciate the impressive 20,000-pound boat lift and expansive wraparound dock situated on a short, deep-water canal. With direct access through Bimini Bay to Tampa Bay, the Gulf of Mexico, and the Intracoastal Waterway, this property offers effortless navigation to some of Florida’s most beautiful waters. Life in North Point Harbour is as enriching as it is relaxing. Spend mornings at the nearby Key Royale Golf Club for an early tee time, afternoons joining friends at the community pool or enjoying a friendly match on the tennis courts or padel, and evenings cruising from your private dock into Bimini Bay as the sun melts into the horizon. Here, everyday flows seamlessly from recreation to relaxation, creating a true island lifestyle defined by beauty, convenience, and connection to the water. This extraordinary North Point Harbour residence embodies the very best of elevated coastal living — where thoughtful design, superior craftsmanship, and an unparalleled waterfront location come together to create a truly remarkable island home.

605 N Point Drive, Holmes Beach

$1,199,000

STORM RESILIENT TURNKEY DUPLEX | 12-YEAR ESTABLISHED RENTAL | STRATEGIC PRICE ADJUSTMENT THE OPPORTUNITY - Earns $100K gross with a partially blocked calendar (approx. 100 days blocked each year). New owners have untapped profit potential. Positioned below recent comparable sales, a comprehensive 5-year data performance package is fully compiled and ready for immediate investor due diligence. Backed by a 12-year operational history, this highly seasoned income property has a consistent, documented track record. THE PROPERTY & LAYOUT - Proven coastal resilience and true turnkey operations on Anna Maria Island. Built to modern elevated standards, this premier duplex has successfully navigated storm seasons over the past 12 years with no insurance claims filed. Continually refreshed, offered fully turnkey and optimized for immediate revenue generation, this mirrored multi-family property features two separate 2BR/1.5BA units (4BR/4BA total, 1,624 sq ft) in Bradenton Beach transient rental district, allowing less than week long stays. Consistently a guest favorite with high reviews and over 1000 stays. The unique "Back-to-Back" layout provides a distinct advantage over traditional side-by-side duplexes, offering guests a premium "Private Residence" feel that drives longer average stays and higher nightly rates. LOW-MAINTENANCE, RENTAL-READY FEATURES: -- Maximum Guest Privacy: Completely separate amenities for each individual unit, including independent laundry facilities, private balconies, and dedicated parking spaces. -- Ample Clearance & Storage: Massive clear-span under-building parking for vehicles, boats, or golf carts, alongside secure owner lock-up storage. -- Prime Location: Steps to Gulf beaches, local dining, and historic Bridge Street. Owners are retiring and looking to turn over this beautiful, profitable investment to new owners looking for business and fun combined.

4 Beds ⋅ 4 Baths ⋅ Ilexhurst SubDv. ⋅ 34217 Zip Code

STORM RESILIENT TURNKEY DUPLEX | 12-YEAR ESTABLISHED RENTAL | STRATEGIC PRICE ADJUSTMENT THE OPPORTUNITY - Earns $100K gross with a partially blocked calendar (approx. 100 days blocked each year). New owners have untapped profit potential. Positioned below recent comparable sales, a comprehensive 5-year data performance package is fully compiled and ready for immediate investor due diligence. Backed by a 12-year operational history, this highly seasoned income property has a consistent, documented track record. THE PROPERTY & LAYOUT - Proven coastal resilience and true turnkey operations on Anna Maria Island. Built to modern elevated standards, this premier duplex has successfully navigated storm seasons over the past 12 years with no insurance claims filed. Continually refreshed, offered fully turnkey and optimized for immediate revenue generation, this mirrored multi-family property features two separate 2BR/1.5BA units (4BR/4BA total, 1,624 sq ft) in Bradenton Beach transient rental district, allowing less than week long stays. Consistently a guest favorite with high reviews and over 1000 stays. The unique "Back-to-Back" layout provides a distinct advantage over traditional side-by-side duplexes, offering guests a premium "Private Residence" feel that drives longer average stays and higher nightly rates. LOW-MAINTENANCE, RENTAL-READY FEATURES: -- Maximum Guest Privacy: Completely separate amenities for each individual unit, including independent laundry facilities, private balconies, and dedicated parking spaces. -- Ample Clearance & Storage: Massive clear-span under-building parking for vehicles, boats, or golf carts, alongside secure owner lock-up storage. -- Prime Location: Steps to Gulf beaches, local dining, and historic Bridge Street. Owners are retiring and looking to turn over this beautiful, profitable investment to new owners looking for business and fun combined.

2504 Avenue B, Bradenton Beach

$1,225,000

This charming ground-level 3-bedroom, 2-bathroom home with a private pool offers an exceptional investment opportunity in a prime location just minutes from the pristine sandy beaches of Anna Maria Island. Currently heavily booked as a vacation rental, it delivers strong occupancy and consistent cash flow in one of the most desirable short-term rental markets along the Gulf Coast. The inviting private pool area boosts appeal for vacationers, helping drive higher rental rates and year-round demand—especially with Anna Maria Island's proven high-season performance and solid average occupancy trends. Enjoy effortless access to Anna Maria Island's world-famous beaches, turquoise Gulf waters, and the laid-back charm of nearby Bradenton Beach, Holmes Beach, and Anna Maria—all just a short drive away. You're also conveniently close to an array of shopping options, diverse restaurants, cafes, and everyday amenities on the mainland and island, making this spot ideal for guests seeking both relaxation and convenience. Whether you're seeking a vacation rental asset or a smart coastal investment, this storm-tested gem—with its established bookings and unbeatable proximity to the beach—represents serious potential in a sought-after market.

3 Beds ⋅ 2 Baths ⋅ Neptunes Gardens SubDv. ⋅ 34217 Zip Code

This charming ground-level 3-bedroom, 2-bathroom home with a private pool offers an exceptional investment opportunity in a prime location just minutes from the pristine sandy beaches of Anna Maria Island. Currently heavily booked as a vacation rental, it delivers strong occupancy and consistent cash flow in one of the most desirable short-term rental markets along the Gulf Coast. The inviting private pool area boosts appeal for vacationers, helping drive higher rental rates and year-round demand—especially with Anna Maria Island's proven high-season performance and solid average occupancy trends. Enjoy effortless access to Anna Maria Island's world-famous beaches, turquoise Gulf waters, and the laid-back charm of nearby Bradenton Beach, Holmes Beach, and Anna Maria—all just a short drive away. You're also conveniently close to an array of shopping options, diverse restaurants, cafes, and everyday amenities on the mainland and island, making this spot ideal for guests seeking both relaxation and convenience. Whether you're seeking a vacation rental asset or a smart coastal investment, this storm-tested gem—with its established bookings and unbeatable proximity to the beach—represents serious potential in a sought-after market.

5807 De Palmas Avenue, Holmes Beach

$1,065,000

Experience the peak of coastal living in this fully turnkey, elevated residence, where the rhythm of the Gulf of Mexico meets refined island design. Offered completely furnished and move-in ready, this two-bedroom, two-bathroom home allows for an immediate transition into the Bradenton Beach shoreline experience. The interior is bathed in natural light, highlighting an open-concept layout with a designer kitchen featuring granite countertops, a custom tile backsplash, and stainless steel appliances. Both bathrooms have been elegantly updated with modern stone finishes and contemporary fixtures. Outside, a sprawling wrap-around deck offers an expansive venue for sunset views and open-air relaxation. The ground level provides significant versatility with a large, covered area for secure parking and storage, alongside a private, fenced retreat featuring a personal spa. With rare commercial zoning, this property offers exceptional potential as a primary residence, a seasonal escape, or a high-performance investment. From the meticulously curated decor to the updated systems, every detail is in place for the next owner to simply arrive and enjoy.

2 Beds ⋅ 2 Baths ⋅ Mira Mar Sub SubDv. ⋅ 34217 Zip Code

Experience the peak of coastal living in this fully turnkey, elevated residence, where the rhythm of the Gulf of Mexico meets refined island design. Offered completely furnished and move-in ready, this two-bedroom, two-bathroom home allows for an immediate transition into the Bradenton Beach shoreline experience. The interior is bathed in natural light, highlighting an open-concept layout with a designer kitchen featuring granite countertops, a custom tile backsplash, and stainless steel appliances. Both bathrooms have been elegantly updated with modern stone finishes and contemporary fixtures. Outside, a sprawling wrap-around deck offers an expansive venue for sunset views and open-air relaxation. The ground level provides significant versatility with a large, covered area for secure parking and storage, alongside a private, fenced retreat featuring a personal spa. With rare commercial zoning, this property offers exceptional potential as a primary residence, a seasonal escape, or a high-performance investment. From the meticulously curated decor to the updated systems, every detail is in place for the next owner to simply arrive and enjoy.

111 9th Street N, Bradenton Beach

$2,175,000

~~~ PRICE DROP ~~~ Rarely available waterfront opportunity directly on the scenic Intracoastal Waterway in Bradenton Beach. This charming Old Florida–style cottage is filled with character, warmth, and breathtaking water views. One of the true highlights of this property is the ability to keep your boat right out back and enjoy immediate access to the Intracoastal’s beautiful, navigable waters. Tucked away on quiet and little-known Canasta Street—just one block long—this home offers privacy and a true island feel that many don’t even realize exists. The three-bedroom, two-and-a-half-bath residence has not been part of a rental program for over eight years and has been lovingly enjoyed as a private island getaway. The property is being sold as is and presents an exceptional opportunity to renovate and restore its coastal charm or start fresh and build the island home of your dreams. Whether you envision a personal retreat or a high-performing vacation rental, the potential here is undeniable. An additional opportunity exists, as the neighboring property to the south at 2306 Canasta, also a 9,000-square-foot waterfront parcel, is available from the same owner and may be purchased together. Combine both parcels for an extraordinary 18,000 square feet of prime Intracoastal waterfront—a truly rare chance to create something exceptional on Anna Maria Island.

3 Beds ⋅ 3 Baths ⋅ Ilexhurst SubDv. ⋅ 34217 Zip Code

~~~ PRICE DROP ~~~ Rarely available waterfront opportunity directly on the scenic Intracoastal Waterway in Bradenton Beach. This charming Old Florida–style cottage is filled with character, warmth, and breathtaking water views. One of the true highlights of this property is the ability to keep your boat right out back and enjoy immediate access to the Intracoastal’s beautiful, navigable waters. Tucked away on quiet and little-known Canasta Street—just one block long—this home offers privacy and a true island feel that many don’t even realize exists. The three-bedroom, two-and-a-half-bath residence has not been part of a rental program for over eight years and has been lovingly enjoyed as a private island getaway. The property is being sold as is and presents an exceptional opportunity to renovate and restore its coastal charm or start fresh and build the island home of your dreams. Whether you envision a personal retreat or a high-performing vacation rental, the potential here is undeniable. An additional opportunity exists, as the neighboring property to the south at 2306 Canasta, also a 9,000-square-foot waterfront parcel, is available from the same owner and may be purchased together. Combine both parcels for an extraordinary 18,000 square feet of prime Intracoastal waterfront—a truly rare chance to create something exceptional on Anna Maria Island.

2308 Canasta Drive, Bradenton Beach

$789,900

Set within the beachfront enclave of Playa Encantada, this beautifully maintained two-bedroom, two-bath residence offers an effortless coastal lifestyle just steps from the sand and the island trolley — placing the area's finest shops, restaurants, and attractions within easy reach. Inside, an open and light-filled layout creates an inviting sense of space. The kitchen is appointed with granite countertops, stainless steel appliances, and generous cabinetry, while the living and dining areas flow seamlessly onto a private balcony overlooking the heated pool — an ideal setting to take in the Gulf breezes and glimpses of the water beyond. Both bedrooms are generously sized, with the primary suite featuring a private en-suite bath. Residents enjoy a thoughtful collection of resort-style amenities, including a heated pool, tennis courts, shuffleboard, and private beach access. A flexible two-week minimum rental policy further enhances its appeal, offering an exceptional opportunity as a seasonal retreat or income-producing investment.

2 Beds ⋅ 2 Baths ⋅ Playa Encantada Condominium SubDv. ⋅ 34217 Zip Code

Set within the beachfront enclave of Playa Encantada, this beautifully maintained two-bedroom, two-bath residence offers an effortless coastal lifestyle just steps from the sand and the island trolley — placing the area's finest shops, restaurants, and attractions within easy reach. Inside, an open and light-filled layout creates an inviting sense of space. The kitchen is appointed with granite countertops, stainless steel appliances, and generous cabinetry, while the living and dining areas flow seamlessly onto a private balcony overlooking the heated pool — an ideal setting to take in the Gulf breezes and glimpses of the water beyond. Both bedrooms are generously sized, with the primary suite featuring a private en-suite bath. Residents enjoy a thoughtful collection of resort-style amenities, including a heated pool, tennis courts, shuffleboard, and private beach access. A flexible two-week minimum rental policy further enhances its appeal, offering an exceptional opportunity as a seasonal retreat or income-producing investment.

6006 Gulf Drive Unit 214, Holmes Beach

$1,399,000

OVER 150K INCOME OVER LAST 12 MONTHS!!! Embrace the pinnacle of island luxury with this impeccably designed, turnkey Holmes Beach duplex—operating as a successful Airbnb and ready for seamless ownership transition. Each side features two spacious bedrooms and one bath, complete with gleaming marble countertops, white shaker cabinetry, elegant, natural-flow tile backsplashes and breathtaking remodeled bathrooms. With fresh paint, brand-new flooring, and a 2022 roof, the home is both stunning and secure. Every door and window is hurricane-rated and newly installed—offering peace of mind in every detail. Outdoors, one side boasts a heated pool with newly installed heater and a gorgeous waterfall feature, while the other side offers a soothing hot tub just installed in 2025 as well. Two outdoor showers add to the coastal experience, surrounded by lush, meticulously maintained landscaping. With five parking spots and separate entrances, you can host larger groups as a whole or individual parties in each unit and your guests will fall in love with this location when they find out public beach access is less than a block away! This duplex is uniquely positioned for maximum rental flexibility. Weekly rentals are fully allowed, making this a prime investment. High-end furnishings down to the last detail—silverware, plates, bedding, towels—ensure a seamless guest experience. Just steps from the vibrant charm of historic Bridge Street—known for its waterfront dining, boutique shops, and lively atmosphere—and minutes from the serene Bean Point, this property is at the heart of one of Florida’s top destinations. This is more than a home; it’s a fully operational, luxurious escape. Whether you’re continuing its rental success or claiming it for yourself, this is an unparalleled opportunity for coastal living and investment combined.

4 Beds ⋅ 2 Baths ⋅ Casanas Sub SubDv. ⋅ 34217 Zip Code

OVER 150K INCOME OVER LAST 12 MONTHS!!! Embrace the pinnacle of island luxury with this impeccably designed, turnkey Holmes Beach duplex—operating as a successful Airbnb and ready for seamless ownership transition. Each side features two spacious bedrooms and one bath, complete with gleaming marble countertops, white shaker cabinetry, elegant, natural-flow tile backsplashes and breathtaking remodeled bathrooms. With fresh paint, brand-new flooring, and a 2022 roof, the home is both stunning and secure. Every door and window is hurricane-rated and newly installed—offering peace of mind in every detail. Outdoors, one side boasts a heated pool with newly installed heater and a gorgeous waterfall feature, while the other side offers a soothing hot tub just installed in 2025 as well. Two outdoor showers add to the coastal experience, surrounded by lush, meticulously maintained landscaping. With five parking spots and separate entrances, you can host larger groups as a whole or individual parties in each unit and your guests will fall in love with this location when they find out public beach access is less than a block away! This duplex is uniquely positioned for maximum rental flexibility. Weekly rentals are fully allowed, making this a prime investment. High-end furnishings down to the last detail—silverware, plates, bedding, towels—ensure a seamless guest experience. Just steps from the vibrant charm of historic Bridge Street—known for its waterfront dining, boutique shops, and lively atmosphere—and minutes from the serene Bean Point, this property is at the heart of one of Florida’s top destinations. This is more than a home; it’s a fully operational, luxurious escape. Whether you’re continuing its rental success or claiming it for yourself, this is an unparalleled opportunity for coastal living and investment combined.

3604 Gulf Drive Unit A and B, Holmes Beach

$2,995,000

A rare waterfront opportunity just became irresistible!!! Luxury 5 Bedroom Waterfront + Dock | 3-Min Walk to Beach -Exceptional waterfront retreat perfectly positioned in the heart of Anna Maria Island. Just a three-minute stroll to the soft sugar sands of Manatee Beach, this stunning five-bedroom, three-and-a-half-bath residence delivers coastal luxury at every turn—complete with a private dock with ladder where manatees often glide by, a heated pool and spa, and a show-stopping rooftop deck with Gulf and Bay views. Designed for unforgettable gatherings, Coral Castle seamlessly blends upscale comfort with relaxed island charm! Outdoor Living at Its Finest, the rooftop deck is the crown jewel of Coral Castle—offering breathtaking sunrise and sunset views over both the Gulf and Bay. Start your mornings with coffee and ocean breezes or unwind in the evening with a cocktail as the sky glows in brilliant island hues. The tropical backyard is a private sanctuary featuring a heated pool, spa, lounge seating, and outdoor grill, perfect for post-beach relaxation or entertaining under the stars. From the private dock, enjoy peaceful water views—and keep watch for friendly manatees passing by, an unforgettable hallmark of island living. Stylish Interiors Made for Comfort-Step inside to a bright, open-concept living space filled with natural light and coastal elegance. The living room offers plush seating, a flat-screen TV, and sliding glass doors that open directly to the outdoor patio—blurring the line between indoor and outdoor living. The chef-inspired kitchen is fully equipped with stainless steel appliances, generous counter space, and a wine fridge, making meal prep effortless. Gather inside at the dining table or dine alfresco beneath the covered patio for a true island experience. Sleep in Luxury- Primary Suite: King bed, private balcony, vaulted shiplap ceiling, walk-in closet, spa-style ensuite with soaking tub and walk-in shower; Second Bedroom: King bed, Jack-and-Jill bathroom with walk-in shower; Third Bedroom: King bed, Jack-and-Jill bathroom with walk-in shower; Fourth Bedroom: Full bed, Jack-and-Jill bathroom with shower/tub combo; and Fifth Bedroom: Full bed, Jack-and-Jill bathroom with shower/tub combo. Prime Island Location- Enjoy peaceful mornings fishing from the dock or take a short drive to Pine Avenue and Bridge Street, where you’ll discover charming boutiques, local dining, and island favorites. Whether your days are spent boating, lounging by the pool, or soaking in rooftop views, Coral Castle delivers the perfect balance of relaxation and adventure. Every detail is designed to create lasting memories—from manatee sightings to sunset cocktails on the rooftop. This is more than a stay—it’s a true Anna Maria Island experience. Currently operating as a vacation rental with solid history and a strong start to 2026—ideal personal-use + income opportunity.

5 Beds ⋅ 4 Baths ⋅ Sportsmans Harbor SubDv. ⋅ 34217 Zip Code

A rare waterfront opportunity just became irresistible!!! Luxury 5 Bedroom Waterfront + Dock | 3-Min Walk to Beach -Exceptional waterfront retreat perfectly positioned in the heart of Anna Maria Island. Just a three-minute stroll to the soft sugar sands of Manatee Beach, this stunning five-bedroom, three-and-a-half-bath residence delivers coastal luxury at every turn—complete with a private dock with ladder where manatees often glide by, a heated pool and spa, and a show-stopping rooftop deck with Gulf and Bay views. Designed for unforgettable gatherings, Coral Castle seamlessly blends upscale comfort with relaxed island charm! Outdoor Living at Its Finest, the rooftop deck is the crown jewel of Coral Castle—offering breathtaking sunrise and sunset views over both the Gulf and Bay. Start your mornings with coffee and ocean breezes or unwind in the evening with a cocktail as the sky glows in brilliant island hues. The tropical backyard is a private sanctuary featuring a heated pool, spa, lounge seating, and outdoor grill, perfect for post-beach relaxation or entertaining under the stars. From the private dock, enjoy peaceful water views—and keep watch for friendly manatees passing by, an unforgettable hallmark of island living. Stylish Interiors Made for Comfort-Step inside to a bright, open-concept living space filled with natural light and coastal elegance. The living room offers plush seating, a flat-screen TV, and sliding glass doors that open directly to the outdoor patio—blurring the line between indoor and outdoor living. The chef-inspired kitchen is fully equipped with stainless steel appliances, generous counter space, and a wine fridge, making meal prep effortless. Gather inside at the dining table or dine alfresco beneath the covered patio for a true island experience. Sleep in Luxury- Primary Suite: King bed, private balcony, vaulted shiplap ceiling, walk-in closet, spa-style ensuite with soaking tub and walk-in shower; Second Bedroom: King bed, Jack-and-Jill bathroom with walk-in shower; Third Bedroom: King bed, Jack-and-Jill bathroom with walk-in shower; Fourth Bedroom: Full bed, Jack-and-Jill bathroom with shower/tub combo; and Fifth Bedroom: Full bed, Jack-and-Jill bathroom with shower/tub combo. Prime Island Location- Enjoy peaceful mornings fishing from the dock or take a short drive to Pine Avenue and Bridge Street, where you’ll discover charming boutiques, local dining, and island favorites. Whether your days are spent boating, lounging by the pool, or soaking in rooftop views, Coral Castle delivers the perfect balance of relaxation and adventure. Every detail is designed to create lasting memories—from manatee sightings to sunset cocktails on the rooftop. This is more than a stay—it’s a true Anna Maria Island experience. Currently operating as a vacation rental with solid history and a strong start to 2026—ideal personal-use + income opportunity.

203 N Harbor Drive, Holmes Beach

$3,495,000

2206 Avenue A, Bradenton Beach, FL 34217 Luxury Investment Meets Coastal Perfection A premier 7-bedroom, 7.5-bath luxury retreat just a 5-minute walk from Bradenton Beach. This 2022-built coastal haven combines elegant design, proven rental performance, and exceptional guest appeal—making it an ideal rental investment on coveted Anna Maria Island. Designed for large groups and multi-family stays, this property offers an unbeatable combination of scale, amenities, and location—features that drive consistent high occupancy and premium nightly rates. Investment Highlights: Prime location — 5-minute walk to Bradenton Beach and close to Pine Avenue shops & dining High-income layout — 7 bedrooms / 7.5 bathrooms (sleeps large groups comfortably) Premium amenities — rooftop deck with panoramic Gulf & Bay views, private heated pool & spa, BBQ area, and outdoor lounge Turnkey luxury — sold fully furnished and professionally designed with coastal chic interiors Proven rental appeal — ideal for reunions, retreats, and vacation groups seeking a luxury experience Strong ROI potential — similar homes on Anna Maria Island generate six-figure annual rental revenue Inside, guests are greeted by an airy open-concept living space filled with natural light, a fully equipped chef’s kitchen with quartz counters and stainless appliances, and seamless indoor–outdoor flow through sliding glass doors. Every bedroom includes a private ensuite, ensuring comfort and privacy for guests. From sunrise coffee on the balcony to sunset cocktails on the rooftop deck, Beachly Beloved offers an unforgettable guest experience—one that translates to repeat bookings and sustained income for savvy investors. Your opportunity: A rare, income-producing coastal asset in one of Florida’s strongest luxury rental markets.

7 Beds ⋅ 8 Baths ⋅ Ilexhurst SubDv. ⋅ 34217 Zip Code

2206 Avenue A, Bradenton Beach, FL 34217 Luxury Investment Meets Coastal Perfection A premier 7-bedroom, 7.5-bath luxury retreat just a 5-minute walk from Bradenton Beach. This 2022-built coastal haven combines elegant design, proven rental performance, and exceptional guest appeal—making it an ideal rental investment on coveted Anna Maria Island. Designed for large groups and multi-family stays, this property offers an unbeatable combination of scale, amenities, and location—features that drive consistent high occupancy and premium nightly rates. Investment Highlights: Prime location — 5-minute walk to Bradenton Beach and close to Pine Avenue shops & dining High-income layout — 7 bedrooms / 7.5 bathrooms (sleeps large groups comfortably) Premium amenities — rooftop deck with panoramic Gulf & Bay views, private heated pool & spa, BBQ area, and outdoor lounge Turnkey luxury — sold fully furnished and professionally designed with coastal chic interiors Proven rental appeal — ideal for reunions, retreats, and vacation groups seeking a luxury experience Strong ROI potential — similar homes on Anna Maria Island generate six-figure annual rental revenue Inside, guests are greeted by an airy open-concept living space filled with natural light, a fully equipped chef’s kitchen with quartz counters and stainless appliances, and seamless indoor–outdoor flow through sliding glass doors. Every bedroom includes a private ensuite, ensuring comfort and privacy for guests. From sunrise coffee on the balcony to sunset cocktails on the rooftop deck, Beachly Beloved offers an unforgettable guest experience—one that translates to repeat bookings and sustained income for savvy investors. Your opportunity: A rare, income-producing coastal asset in one of Florida’s strongest luxury rental markets.

2206 Avenue A, Bradenton Beach