$2,050,000 Step into effortless luxury with this meticulously renovated canal-front retreat. 3 Beds ⋅ 4 Baths ⋅ Key Royale SubDv. ⋅ 34217 Zip Code Step into effortless luxury with this meticulously renovated canal-front retreat. 616 Foxworth Lane, Holmes Beach
$2,035,000 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
$2,000,000 Vacant lot on Gulf Dr S located directly across the street from the Gulf of Mexico. Easy access to the beach, local restaurants, shops, and marina. Just a walk or golf-cart ride away from Bridge Street. Build your custom home or investment build, subject to local zoning and permitting requirements. Great opportunity to create a coastal property on this large parcel. Cortez Beach SubDv. ⋅ 34217 Zip Code Vacant lot on Gulf Dr S located directly across the street from the Gulf of Mexico. Easy access to the beach, local restaurants, shops, and marina. Just a walk or golf-cart ride away from Bridge Street. Build your custom home or investment build, subject to local zoning and permitting requirements. Great opportunity to create a coastal property on this large parcel. 403 Gulf Drive S, Bradenton Beach
$1,895,000 The Ultimate Island Versatility: Elevated Duplex with Rooftop Views & Private Pool! Experience the pinnacle of Anna Maria Island living at 2412 Ave B. This meticulously maintained 6-bedroom, 4-bathroom elevated duplex offers a rare "triple threat": a high-performing investment, a spacious family retreat, OR a savvy "live-in-one, rent-the-other" opportunity. As one of the lowest-priced 6-bedroom properties on all of Anna Maria Island, this home represents a rare opportunity to secure massive sleeping capacity without the typical 6-bedroom price tag. Located just steps from the sugary sands of the Gulf and the pickleball/basketball courts of Herb Dolan Park, this location is pure coastal gold. The upper residence impresses with dramatic vaulted ceilings and a unique architectural loft that spills out onto a private rooftop observation deck—the perfect perch for sunset cocktails and panoramic water views. Each 3BR/2BA unit enjoys its own private balconies and access to the secluded, covered "cocktail pool," featuring a brand-new pool pump (2024) for worry-free year-round relaxation. Forget the stress of coastal maintenance; all the "heavy lifting" is done. This property boasts brand-new impact windows and doors, a 2019 roof, two brand-new high-efficiency AC systems, and two brand-new water heaters. With fresh interior/exterior paint and a rare dual-access design featuring both street and rear-alley entry to two separate garages, the convenience is unmatched. Whether you’re looking to dominate the short-term rental market or secure a legacy beach home, this furnished coastal gem is ready for its next chapter. 6 Beds ⋅ 4 Baths ⋅ Ilexhurst SubDv. ⋅ 34217 Zip Code The Ultimate Island Versatility: Elevated Duplex with Rooftop Views & Private Pool! Experience the pinnacle of Anna Maria Island living at 2412 Ave B. This meticulously maintained 6-bedroom, 4-bathroom elevated duplex offers a rare "triple threat": a high-performing investment, a spacious family retreat, OR a savvy "live-in-one, rent-the-other" opportunity. As one of the lowest-priced 6-bedroom properties on all of Anna Maria Island, this home represents a rare opportunity to secure massive sleeping capacity without the typical 6-bedroom price tag. Located just steps from the sugary sands of the Gulf and the pickleball/basketball courts of Herb Dolan Park, this location is pure coastal gold. The upper residence impresses with dramatic vaulted ceilings and a unique architectural loft that spills out onto a private rooftop observation deck—the perfect perch for sunset cocktails and panoramic water views. Each 3BR/2BA unit enjoys its own private balconies and access to the secluded, covered "cocktail pool," featuring a brand-new pool pump (2024) for worry-free year-round relaxation. Forget the stress of coastal maintenance; all the "heavy lifting" is done. This property boasts brand-new impact windows and doors, a 2019 roof, two brand-new high-efficiency AC systems, and two brand-new water heaters. With fresh interior/exterior paint and a rare dual-access design featuring both street and rear-alley entry to two separate garages, the convenience is unmatched. Whether you’re looking to dominate the short-term rental market or secure a legacy beach home, this furnished coastal gem is ready for its next chapter. 2412 Avenue B, Bradenton Beach
$1,800,000 Beautifully renovated 3-bedroom, 3-bath home located in the heart of Bradenton Beach, offering a clean coastal design and highly functional layout. Updated throughout, the property presents a fresh, move-in ready feel with modern finishes and an open-concept living area designed for comfortable everyday living and entertaining. Ideally positioned just one block from Anna Maria Sound and approximately four blocks to the Gulf beaches, the location provides convenient access to both bay and beach. Outdoor living is a key feature, with a private pool and spa, multiple balconies, and dedicated areas for lounging and dining in a tropical setting. The elevated structure includes a two-car garage with alley access, along with established landscaping that enhances privacy and curb appeal. Inside, the single-level floor plan offers seamless flow between the kitchen, dining, and main living spaces. The kitchen is centrally located and well-suited for gathering and daily use. All three bedrooms include ensuite bathrooms, each updated with contemporary finishes. Two bathrooms feature walk-in glass showers, while the third includes a tub and shower combination. Conveniently located near local shops, dining, and waterfront activities, with access to the free island trolley for easy navigation throughout Anna Maria Island. This property offers a well-balanced combination of updated interior finishes, strong outdoor living, and a central island location. 3 Beds ⋅ 3 Baths ⋅ Ilexhurst SubDv. ⋅ 34217 Zip Code Beautifully renovated 3-bedroom, 3-bath home located in the heart of Bradenton Beach, offering a clean coastal design and highly functional layout. Updated throughout, the property presents a fresh, move-in ready feel with modern finishes and an open-concept living area designed for comfortable everyday living and entertaining. Ideally positioned just one block from Anna Maria Sound and approximately four blocks to the Gulf beaches, the location provides convenient access to both bay and beach. Outdoor living is a key feature, with a private pool and spa, multiple balconies, and dedicated areas for lounging and dining in a tropical setting. The elevated structure includes a two-car garage with alley access, along with established landscaping that enhances privacy and curb appeal. Inside, the single-level floor plan offers seamless flow between the kitchen, dining, and main living spaces. The kitchen is centrally located and well-suited for gathering and daily use. All three bedrooms include ensuite bathrooms, each updated with contemporary finishes. Two bathrooms feature walk-in glass showers, while the third includes a tub and shower combination. Conveniently located near local shops, dining, and waterfront activities, with access to the free island trolley for easy navigation throughout Anna Maria Island. This property offers a well-balanced combination of updated interior finishes, strong outdoor living, and a central island location. 2208 Avenue A, Bradenton Beach
$1,750,000 Stunning Key West style home only 2 blocks away from the sugar sands and turquoise waters of the Gulf beaches, this beautifully maintained 4-bedroom, 3.5-bath residence offers the ideal blend of island charm, comfort, and coastal living. Lovingly owner-occupied and meticulously cared for, the home showcases pride of ownership throughout. Spacious living areas and multiple balconies invite you to unwind with your morning coffee while enjoying the refreshing Gulf breeze. Catch the Osprey sightings from the top balcony! Open concept living, kitchen and dining that is perfect for entertaining and family fun. Fabulous features throughout consist of stainless steel appliances, granite counter tops, tile and bamboo flooring for easy clean up, large walk-in showers, soaking tub and more. Very ideal is there are 2 primary suites, one on the main level and one on the upper level. 2 car garage and even more driveway parking for ultimate convenience. 2 a/c units (replaced in 2023). Opportunities are endless as this home would make a great primary, seasonal or investment property. Step outside to your private tropical retreat featuring a heated pool surrounded by lush landscaping, creating the perfect setting for relaxing afternoons or entertaining guests year-round. Located in the heart of Holmes Beach’s most desirable areas, you’re just moments from the beach, local dining, boutique shopping, and everything island life has to offer! 4 Beds ⋅ 4 Baths ⋅ Anna Maria Island Beachwalk SubDv. ⋅ 34217 Zip Code Stunning Key West style home only 2 blocks away from the sugar sands and turquoise waters of the Gulf beaches, this beautifully maintained 4-bedroom, 3.5-bath residence offers the ideal blend of island charm, comfort, and coastal living. Lovingly owner-occupied and meticulously cared for, the home showcases pride of ownership throughout. Spacious living areas and multiple balconies invite you to unwind with your morning coffee while enjoying the refreshing Gulf breeze. Catch the Osprey sightings from the top balcony! Open concept living, kitchen and dining that is perfect for entertaining and family fun. Fabulous features throughout consist of stainless steel appliances, granite counter tops, tile and bamboo flooring for easy clean up, large walk-in showers, soaking tub and more. Very ideal is there are 2 primary suites, one on the main level and one on the upper level. 2 car garage and even more driveway parking for ultimate convenience. 2 a/c units (replaced in 2023). Opportunities are endless as this home would make a great primary, seasonal or investment property. Step outside to your private tropical retreat featuring a heated pool surrounded by lush landscaping, creating the perfect setting for relaxing afternoons or entertaining guests year-round. Located in the heart of Holmes Beach’s most desirable areas, you’re just moments from the beach, local dining, boutique shopping, and everything island life has to offer! 309 68th Street, Holmes Beach
$1,750,000 This oversized lot features an expansive seawall, a brand-new dock, and a 16,000-pound boat lift, offering endless possibilities to build your custom dream home or renovate the existing residence to fit your lifestyle. Enjoy the outdoor Florida lifestyle with a large built-in pool and spa, complete with a new heater. Situated on one of the widest canals in Holmes Beach, this property provides easy boating access through Bimini Bay and directly out to the open waters of the Bay. A rare waterfront gem that truly must be seen to be appreciated! 3 Beds ⋅ 3 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code This oversized lot features an expansive seawall, a brand-new dock, and a 16,000-pound boat lift, offering endless possibilities to build your custom dream home or renovate the existing residence to fit your lifestyle. Enjoy the outdoor Florida lifestyle with a large built-in pool and spa, complete with a new heater. Situated on one of the widest canals in Holmes Beach, this property provides easy boating access through Bimini Bay and directly out to the open waters of the Bay. A rare waterfront gem that truly must be seen to be appreciated! 512 67th Street, Holmes Beach
$1,750,000 Just four homes from the Gulf shoreline and moments from the Intracoastal Waterway, this Bradenton Beach residence delivers the coveted dual-water lifestyle that defines Anna Maria Island. Morning beach walks, rooftop sunsets, and effortless access to both sand and bay become part of everyday life. Offering four bedrooms and four full baths, the home is flooded with natural light and elevated by vaulted ceilings and wide-plank solid wood flooring throughout. Expansive living spaces are designed for entertaining, while generously sized bedrooms provide privacy and comfort for family and guests. The rooftop terrace captures sweeping views of the Gulf and Intracoastal—an exceptional vantage point for sunset gatherings. Below, a private pool surrounded by lush tropical landscaping creates a secluded island retreat. Modern performance meets coastal elegance with elevator access to multiple levels, WiFi-enabled smart home features controlling lighting, thermostat, and blinds, solar enhancements, and a battery backup system for added security. A two-car garage plus additional front parking offers rare convenience on the island. Equally suited for full-time living, seasonal enjoyment, or income-producing investment, this property offers versatility in one of Anna Maria Island’s most sought-after locations. An extraordinary opportunity to own a luxury island property that captures the very best of Anna Maria Island living—elevated, effortless, and just steps from it all. 4 Beds ⋅ 4 Baths ⋅ Ilexhurst SubDv. ⋅ 34217 Zip Code Just four homes from the Gulf shoreline and moments from the Intracoastal Waterway, this Bradenton Beach residence delivers the coveted dual-water lifestyle that defines Anna Maria Island. Morning beach walks, rooftop sunsets, and effortless access to both sand and bay become part of everyday life. Offering four bedrooms and four full baths, the home is flooded with natural light and elevated by vaulted ceilings and wide-plank solid wood flooring throughout. Expansive living spaces are designed for entertaining, while generously sized bedrooms provide privacy and comfort for family and guests. The rooftop terrace captures sweeping views of the Gulf and Intracoastal—an exceptional vantage point for sunset gatherings. Below, a private pool surrounded by lush tropical landscaping creates a secluded island retreat. Modern performance meets coastal elegance with elevator access to multiple levels, WiFi-enabled smart home features controlling lighting, thermostat, and blinds, solar enhancements, and a battery backup system for added security. A two-car garage plus additional front parking offers rare convenience on the island. Equally suited for full-time living, seasonal enjoyment, or income-producing investment, this property offers versatility in one of Anna Maria Island’s most sought-after locations. An extraordinary opportunity to own a luxury island property that captures the very best of Anna Maria Island living—elevated, effortless, and just steps from it all. 2502 Avenue B, Bradenton Beach
$1,750,000 Prime Waterfront Opportunity on the Grand Canal – Holmes Beach, Anna Maria Island Nestled along the expansive Grand Canal—the largest and most sought after on Anna Maria Island—this rare vacant lot presents an extraordinary canvas for discerning buyers seeking unparalleled waterfront luxury. Fully cleared following the October 2025 demolition of the previous residence, this highly desirable parcel offers sweeping, unobstructed water views and direct, deep-water access ideal for boating, fishing, and the quintessential island lifestyle. In one of Florida's most coveted beach towns—where pristine white-sand shores, boutique shopping, acclaimed dining, and a timeless, laid-back ambiance draw residents and visitors alike—this location is among the most sought-after on the island. Moments from the Gulf of Mexico's turquoise waters, yet embraced by the serene beauty of the canal, the property promises a lifestyle of effortless elegance and natural tranquility. A significant advantage awaits the astute buyer: Manatee County's impact fee policies generally provide credit for the prior residential structure on replacement builds (without a strict 2-year time limit for the credit to apply, though prompt action is recommended amid evolving fee schedules). This can substantially reduce costs for a new custom residence compared to entirely new development elsewhere. (Buyer and buyers representation strongly encouraged to consult directly with Manatee County Development Services for site-specific confirmation, as policies are subject to the current ordinance.) With generous dimensions and the island's signature waterfront allure—qualities increasingly scarce in this paradise—this lot invites the creation of a bespoke estate tailored to your vision: a modern coastal masterpiece with private dock, infinity-edge pool, and expansive terraces framing panoramic sunsets, the possibilities are endless. For those envisioning their ultimate Florida retreat, this is a singular chance to craft a legacy property in one of the nation's premier island destinations. Opportunities of this caliber rarely arise—seize the moment to make this piece of paradise your own. Don't hesitate to make your appointment today for exclusive details and to arrange a private viewing. Bay Palms SubDv. ⋅ 34217 Zip Code Prime Waterfront Opportunity on the Grand Canal – Holmes Beach, Anna Maria Island Nestled along the expansive Grand Canal—the largest and most sought after on Anna Maria Island—this rare vacant lot presents an extraordinary canvas for discerning buyers seeking unparalleled waterfront luxury. Fully cleared following the October 2025 demolition of the previous residence, this highly desirable parcel offers sweeping, unobstructed water views and direct, deep-water access ideal for boating, fishing, and the quintessential island lifestyle. In one of Florida's most coveted beach towns—where pristine white-sand shores, boutique shopping, acclaimed dining, and a timeless, laid-back ambiance draw residents and visitors alike—this location is among the most sought-after on the island. Moments from the Gulf of Mexico's turquoise waters, yet embraced by the serene beauty of the canal, the property promises a lifestyle of effortless elegance and natural tranquility. A significant advantage awaits the astute buyer: Manatee County's impact fee policies generally provide credit for the prior residential structure on replacement builds (without a strict 2-year time limit for the credit to apply, though prompt action is recommended amid evolving fee schedules). This can substantially reduce costs for a new custom residence compared to entirely new development elsewhere. (Buyer and buyers representation strongly encouraged to consult directly with Manatee County Development Services for site-specific confirmation, as policies are subject to the current ordinance.) With generous dimensions and the island's signature waterfront allure—qualities increasingly scarce in this paradise—this lot invites the creation of a bespoke estate tailored to your vision: a modern coastal masterpiece with private dock, infinity-edge pool, and expansive terraces framing panoramic sunsets, the possibilities are endless. For those envisioning their ultimate Florida retreat, this is a singular chance to craft a legacy property in one of the nation's premier island destinations. Opportunities of this caliber rarely arise—seize the moment to make this piece of paradise your own. Don't hesitate to make your appointment today for exclusive details and to arrange a private viewing. 526 67th Street, Holmes Beach
$1,700,000 CANAL FRONT IN KEY ROYALE - NORTH POINT HARBOUR WITH COMMUNITY POOL AND TENNIS COURTS. 3 Beds ⋅ 2 Baths ⋅ Key Royale SubDv. ⋅ 34217 Zip Code CANAL FRONT IN KEY ROYALE - NORTH POINT HARBOUR WITH COMMUNITY POOL AND TENNIS COURTS. 607 North Point Drive, Holmes Beach
$1,685,000 Tucked away on a quiet, picturesque street in the heart of Holmes Beach, this ELEVATED WATERFRONT retreat offers a rare private coastal sanctuary. Perfectly positioned on a sprawling 225-foot waterfront SAILBOAT-DEPTH CANAL with NO FIXED BRIDGES and DIRECT ACCESS to Bimini Bay, the Intracoastal Waterway, and the shimmering GULF OF MEXICO. Wrapped in lush, tropical landscaping and framed by a natural mangrove shoreline, a 40+ ft TimberTech COMPOSITE DOCK stretches gracefully into the water; ready to welcome your large boat or sailboat. What sets this home apart is not just its breathtaking setting, but the peace of mind it offers. ELEVATED and STORM-TESTED, this home proudly boasts ZERO HURRICANE DAMAGE - a true rarity on the island. Built with an impressive LIST OF UPGRADES for ultimate resilience: breakaway garage walls REINFORCED with CONCRETE SUPPORTS, a 2023 standing seam ALUMINUM ROOF with underlayment that is MIAMI-DADE STANDARDS, HURRICANE-IMPACT windows and doors with UV protection, and hidden vent soffits and fascia. Step inside and feel the relaxed elegance of this coastal gem. SUNLIGHT floods through every room, dancing off the stunning plank-style porcelain tile floors and creating a warm, inviting atmosphere. The OPEN CONCEPT great room flows seamlessly into a beautifully updated kitchen where your inner chef can run wild. Outfitted with rich maple cabinetry, sparkling Quartz countertops, and top-tier stainless steel appliances. The oversized walk-in pantry is perfect for keeping all your culinary essentials tucked away. The home's bathrooms echo the same attention to detail, featuring gorgeous tilework, granite countertops, upgraded Toto commodes, and brand-new copper piping and plumbing (2025). Every corner has been meticulously cared but it’s the outdoor living that truly sets this property apart. Your private backyard oasis was designed for both relaxation and unforgettable entertaining. Expansive WRAP-AROUND DECKING, crafted from premium materials and beautifully maintained, offers plenty of space to gather with family and friends. The FENCED IN DECKING also is perfect for pets to roam safely, while the CUSTOM KAYAK LAUNCH invites spontaneous paddles through the tranquil canal waters. Dreaming of a pool? APPROVED PLANS are ready and waiting to transform this outdoor space into your personal tropical paradise. Down at the dock, life slows down. Watch dolphins play, drop a line, or simply sip a cool drink as the sun melts into the Gulf horizon. The wide canal offers ample space for larger vessels - a true rarity on the island. Additional features include a spacious 3-CAR GARAGE with TWO LARGE STORAGE areas perfect for paddleboards, fishing gear, or even a golf cart. Conveniently, a 50-amp outlet has been installed for a RV, boat lift or even a hot tub. Ample guest parking is a major plus when it comes to this property and could even accommodate a RV, boat with trailer or whatever your heart desires! Plus a proactive termite protection system. Best of all? This serene retreat is just a short stroll to the sugar-sand beaches of Anna Maria Island, charming local shops, and island-favorite restaurants - all easily accessible via the free island trolley. Whether you’re searching for a full-time coastal residence, a seasonal getaway, or a savvy investment (zoned R-1 with 30-day minimum rentals), this home checks every box. Come experience the magic of Holmes Beach waterfront living where every day feels like a vacation. 3 Beds ⋅ 2 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code Tucked away on a quiet, picturesque street in the heart of Holmes Beach, this ELEVATED WATERFRONT retreat offers a rare private coastal sanctuary. Perfectly positioned on a sprawling 225-foot waterfront SAILBOAT-DEPTH CANAL with NO FIXED BRIDGES and DIRECT ACCESS to Bimini Bay, the Intracoastal Waterway, and the shimmering GULF OF MEXICO. Wrapped in lush, tropical landscaping and framed by a natural mangrove shoreline, a 40+ ft TimberTech COMPOSITE DOCK stretches gracefully into the water; ready to welcome your large boat or sailboat. What sets this home apart is not just its breathtaking setting, but the peace of mind it offers. ELEVATED and STORM-TESTED, this home proudly boasts ZERO HURRICANE DAMAGE - a true rarity on the island. Built with an impressive LIST OF UPGRADES for ultimate resilience: breakaway garage walls REINFORCED with CONCRETE SUPPORTS, a 2023 standing seam ALUMINUM ROOF with underlayment that is MIAMI-DADE STANDARDS, HURRICANE-IMPACT windows and doors with UV protection, and hidden vent soffits and fascia. Step inside and feel the relaxed elegance of this coastal gem. SUNLIGHT floods through every room, dancing off the stunning plank-style porcelain tile floors and creating a warm, inviting atmosphere. The OPEN CONCEPT great room flows seamlessly into a beautifully updated kitchen where your inner chef can run wild. Outfitted with rich maple cabinetry, sparkling Quartz countertops, and top-tier stainless steel appliances. The oversized walk-in pantry is perfect for keeping all your culinary essentials tucked away. The home's bathrooms echo the same attention to detail, featuring gorgeous tilework, granite countertops, upgraded Toto commodes, and brand-new copper piping and plumbing (2025). Every corner has been meticulously cared but it’s the outdoor living that truly sets this property apart. Your private backyard oasis was designed for both relaxation and unforgettable entertaining. Expansive WRAP-AROUND DECKING, crafted from premium materials and beautifully maintained, offers plenty of space to gather with family and friends. The FENCED IN DECKING also is perfect for pets to roam safely, while the CUSTOM KAYAK LAUNCH invites spontaneous paddles through the tranquil canal waters. Dreaming of a pool? APPROVED PLANS are ready and waiting to transform this outdoor space into your personal tropical paradise. Down at the dock, life slows down. Watch dolphins play, drop a line, or simply sip a cool drink as the sun melts into the Gulf horizon. The wide canal offers ample space for larger vessels - a true rarity on the island. Additional features include a spacious 3-CAR GARAGE with TWO LARGE STORAGE areas perfect for paddleboards, fishing gear, or even a golf cart. Conveniently, a 50-amp outlet has been installed for a RV, boat lift or even a hot tub. Ample guest parking is a major plus when it comes to this property and could even accommodate a RV, boat with trailer or whatever your heart desires! Plus a proactive termite protection system. Best of all? This serene retreat is just a short stroll to the sugar-sand beaches of Anna Maria Island, charming local shops, and island-favorite restaurants - all easily accessible via the free island trolley. Whether you’re searching for a full-time coastal residence, a seasonal getaway, or a savvy investment (zoned R-1 with 30-day minimum rentals), this home checks every box. Come experience the magic of Holmes Beach waterfront living where every day feels like a vacation. 234 85th Street, Holmes Beach
$1,650,500 Tucked within the exclusive waterfront community of Key Royale on Anna Maria Island, this beautifully renovated canal-front residence offers an exceptional blend of island charm, privacy, and effortless island living. Designed to embrace the Florida lifestyle, the home is centered around a spectacular pool courtyard, where almost every room opens to the expansive outdoor living space, creating a seamless connection between indoors and out. Bathed in natural light due to its desirable southern exposure, the home invites sun-filled days by the pool and tranquil evenings under the coastal sky. The thoughtfully designed split floor plan features a private primary suite with ensuite bath, along with two additional guest bedrooms and a well-appointed second bathroom, offering comfort and flexibility for family and visiting guests. The home offers a new roof and seawall was replaced in 2006, ensuring lasting quality and peace of mind for years to come. Ideally situated on a deep-water canal, the property provides a 10,000 lb boat lift and dock with water and electric. Direct access to Tampa Bay, the Gulf of Mexico, and the Intracoastal Waterway, make it a dream for boating enthusiasts and lovers of life on the water. Also, located just moments from Anna Maria Island’s world-renowned beaches, charming boutiques, and acclaimed dining, this residence captures the essence of luxury coastal living in one of the island’s most coveted neighborhoods. Don't miss this extraordinary opportunity to experience the elegance, serenity, and waterfront lifestyle that make Key Royale truly exceptional. 3 Beds ⋅ 2 Baths ⋅ Key Royale SubDv. ⋅ 34217 Zip Code Tucked within the exclusive waterfront community of Key Royale on Anna Maria Island, this beautifully renovated canal-front residence offers an exceptional blend of island charm, privacy, and effortless island living. Designed to embrace the Florida lifestyle, the home is centered around a spectacular pool courtyard, where almost every room opens to the expansive outdoor living space, creating a seamless connection between indoors and out. Bathed in natural light due to its desirable southern exposure, the home invites sun-filled days by the pool and tranquil evenings under the coastal sky. The thoughtfully designed split floor plan features a private primary suite with ensuite bath, along with two additional guest bedrooms and a well-appointed second bathroom, offering comfort and flexibility for family and visiting guests. The home offers a new roof and seawall was replaced in 2006, ensuring lasting quality and peace of mind for years to come. Ideally situated on a deep-water canal, the property provides a 10,000 lb boat lift and dock with water and electric. Direct access to Tampa Bay, the Gulf of Mexico, and the Intracoastal Waterway, make it a dream for boating enthusiasts and lovers of life on the water. Also, located just moments from Anna Maria Island’s world-renowned beaches, charming boutiques, and acclaimed dining, this residence captures the essence of luxury coastal living in one of the island’s most coveted neighborhoods. Don't miss this extraordinary opportunity to experience the elegance, serenity, and waterfront lifestyle that make Key Royale truly exceptional. 608 Gladstone Lane, Holmes Beach
$1,650,000 Live the island lifestyle in this custom-built, ELEVATED canal home located in a quiet, no-HOA neighborhood just minutes from the heart of Holmes Beach. Built in 2006, this well-constructed residence offers peace of mind, privacy, and easy access to everything Anna Maria Island is known for—beaches, local dining, boutique shopping, and waterfront parks. The home features an open, multi-level layout designed for comfortable island living, with three spacious bedrooms, multiple balconies and porches, and CANAL and OPEN-WATER views from several levels. The primary bedroom is privately located on the first living level, offering convenience and separation from the additional bedrooms above. Boating enthusiasts will appreciate the private dock with deep-water access and NO BRIDGE RESTRICTIONS, allowing quick access to open water. Additional features include an ELEVATOR, METAL ROOF, four-car garage, ample storage, and room to add a pool for enhanced outdoor living. As one of the few elevated homes in the area, this property offers notable structural integrity and the opportunity to enjoy Anna Maria Island living with confidence. 3 Beds ⋅ 3 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code Live the island lifestyle in this custom-built, ELEVATED canal home located in a quiet, no-HOA neighborhood just minutes from the heart of Holmes Beach. Built in 2006, this well-constructed residence offers peace of mind, privacy, and easy access to everything Anna Maria Island is known for—beaches, local dining, boutique shopping, and waterfront parks. The home features an open, multi-level layout designed for comfortable island living, with three spacious bedrooms, multiple balconies and porches, and CANAL and OPEN-WATER views from several levels. The primary bedroom is privately located on the first living level, offering convenience and separation from the additional bedrooms above. Boating enthusiasts will appreciate the private dock with deep-water access and NO BRIDGE RESTRICTIONS, allowing quick access to open water. Additional features include an ELEVATOR, METAL ROOF, four-car garage, ample storage, and room to add a pool for enhanced outdoor living. As one of the few elevated homes in the area, this property offers notable structural integrity and the opportunity to enjoy Anna Maria Island living with confidence. 504 59th Street, Holmes Beach
$1,635,000 Virtually Staged. This architecturally distinctive 3 level home reflects coastal construction features rarely found in comparable homes. Built with strength and durability in mind, this home has been architecturally designed with concrete grade beams intersecting massive solid piling caps running the home's perimeter 8 - 10 feet below grade. The reinforced concrete perimeter walls and poured in place exterior stairways set it apart from standard residential beach properties. Step outdoors past the neighboring home with no streets to cross, no parking to try to find or golf cart ride needed and you're immediately at the beach... walking barefoot on the sandy shores.Wake up to the scent of salt in the air and the sound of waves just steps away, this is not a vacation, this is your everyday! Picture yourself walking barefoot at the beach just about 500 feet from your home, everyday! The European 2 person elevator glides you through 2262 square feet encompassing 3 bedrooms, 2 bathrooms, an open kitchen, dining room and multiple living areas to the rooftop retreat where Gulf views await stretching endlessly Westward. The details of this home are custom for this one of a kind beach residence. Features include richly hued cherry wood floors, a 2025 primary bathroom shower conversion, electric roll-down hurricane shutters for peace of mind, a 2024 newer roof, a 2025 hurricane rated garage door and poured in place concrete exterior stairs located on the North and South.. Utilities are located underground. Enjoy Caribbean quality sunsets night after night over the gulf for jaw dropping vistas. Step onto one of the breezy balconies with your morning coffee for an incredible way to begin your day! At day's end, climb on up again to your private rooftop perch, kick back and inhale the sea air. Whether you're lounging in the living areas, gathering with friends in the family room, taking in panoramic views of the Gulf or taking the elevator down for a barefoot walk on the shoreline to collect shells and watch the sunset you'll be living your life like a vacation - every day! Be sure to check out the 3D Virtual Tour. One or more photo(s) has been virtually staged. 3 Beds ⋅ 2 Baths ⋅ Ilexhurst SubDv. ⋅ 34217 Zip Code Virtually Staged. This architecturally distinctive 3 level home reflects coastal construction features rarely found in comparable homes. Built with strength and durability in mind, this home has been architecturally designed with concrete grade beams intersecting massive solid piling caps running the home's perimeter 8 - 10 feet below grade. The reinforced concrete perimeter walls and poured in place exterior stairways set it apart from standard residential beach properties. Step outdoors past the neighboring home with no streets to cross, no parking to try to find or golf cart ride needed and you're immediately at the beach... walking barefoot on the sandy shores.Wake up to the scent of salt in the air and the sound of waves just steps away, this is not a vacation, this is your everyday! Picture yourself walking barefoot at the beach just about 500 feet from your home, everyday! The European 2 person elevator glides you through 2262 square feet encompassing 3 bedrooms, 2 bathrooms, an open kitchen, dining room and multiple living areas to the rooftop retreat where Gulf views await stretching endlessly Westward. The details of this home are custom for this one of a kind beach residence. Features include richly hued cherry wood floors, a 2025 primary bathroom shower conversion, electric roll-down hurricane shutters for peace of mind, a 2024 newer roof, a 2025 hurricane rated garage door and poured in place concrete exterior stairs located on the North and South.. Utilities are located underground. Enjoy Caribbean quality sunsets night after night over the gulf for jaw dropping vistas. Step onto one of the breezy balconies with your morning coffee for an incredible way to begin your day! At day's end, climb on up again to your private rooftop perch, kick back and inhale the sea air. Whether you're lounging in the living areas, gathering with friends in the family room, taking in panoramic views of the Gulf or taking the elevator down for a barefoot walk on the shoreline to collect shells and watch the sunset you'll be living your life like a vacation - every day! Be sure to check out the 3D Virtual Tour. One or more photo(s) has been virtually staged. 2918 Avenue E, Holmes Beach
$1,625,000 **Seller is offering a $25,000 incentive for a contract closed before June 1st!** Discover a rare opportunity in Holmes Beach: a fully renovated four-bedroom, three-bathroom waterfront home offering immediate access to the Intracoastal Waterway and the Gulf of America, along with direct beach access just steps away. Every element of this property is thought out, creating a residence equally suited for personal enjoyment or investment. Set on a deep-water canal with no bridges to open water, the home is designed for effortless boating. The composite dock and electric boat lift allow for quick departures to the Gulf, while the brand-new pool anchors a private outdoor setting ideal for entertaining or quiet relaxation. Whether returning from a day on the water or an afternoon at the beach 2 blocks away, the outdoor spaces are designed to complement the island lifestyle. Inside, the renovation reflects a clean, modern coastal design with thoughtful functionality throughout. Four spacious bedrooms and three beautifully appointed bathrooms provide flexibility for hosting family and guests. Upgrades such as instant hot water at every faucet and an EV-ready charging connection add everyday convenience, while the garage offers valuable storage (an increasingly important feature on Anna Maria Island) plus potential for a future ADU conversion (buyer to verify zoning, permits, and feasibility). Holmes Beach remains one of the most desirable enclaves on Anna Maria Island, known for its walkability, local dining, boutique shopping, and relaxed sophistication. With monthly rentals permitted, this home offers exceptional versatility as a primary residence, seasonal retreat, or income-producing property. Completely updated, impeccably located, and ready for immediate occupancy and with all furniture available for separate purchase, it represents island living at its finest. 4 Beds ⋅ 3 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code **Seller is offering a $25,000 incentive for a contract closed before June 1st!** Discover a rare opportunity in Holmes Beach: a fully renovated four-bedroom, three-bathroom waterfront home offering immediate access to the Intracoastal Waterway and the Gulf of America, along with direct beach access just steps away. Every element of this property is thought out, creating a residence equally suited for personal enjoyment or investment. Set on a deep-water canal with no bridges to open water, the home is designed for effortless boating. The composite dock and electric boat lift allow for quick departures to the Gulf, while the brand-new pool anchors a private outdoor setting ideal for entertaining or quiet relaxation. Whether returning from a day on the water or an afternoon at the beach 2 blocks away, the outdoor spaces are designed to complement the island lifestyle. Inside, the renovation reflects a clean, modern coastal design with thoughtful functionality throughout. Four spacious bedrooms and three beautifully appointed bathrooms provide flexibility for hosting family and guests. Upgrades such as instant hot water at every faucet and an EV-ready charging connection add everyday convenience, while the garage offers valuable storage (an increasingly important feature on Anna Maria Island) plus potential for a future ADU conversion (buyer to verify zoning, permits, and feasibility). Holmes Beach remains one of the most desirable enclaves on Anna Maria Island, known for its walkability, local dining, boutique shopping, and relaxed sophistication. With monthly rentals permitted, this home offers exceptional versatility as a primary residence, seasonal retreat, or income-producing property. Completely updated, impeccably located, and ready for immediate occupancy and with all furniture available for separate purchase, it represents island living at its finest. 501 65th Street, Holmes Beach
$1,611,000 SOLD 7/31/26 4 Beds ⋅ 5 Baths ⋅ Bay Palms SubDv. ⋅ 34217 Zip Code SOLD 7/31/26 302 72nd Street Unit A, Bradenton Beach
$1,600,000 Island living meets proven vacation-rental performance in this beautifully maintained Holmes Beach home! Whether you’re searching for your own Anna Maria Island retreat or an established income-producing property, this home offers the rare combination of tropical privacy, generous indoor and outdoor living space, and an impressive history as a successful vacation rental. Currently licensed for short-term rental use with the City of Holmes Beach, the property allows a minimum 7-night stay and comes with something particularly valuable to an investor: an established rental history, repeat clientele and bookings already extending into 2027. The home has earned an exceptional 10/10 rating on VRBO from 163 guest reviews, with guests repeatedly praising the pool and spa, cleanliness, comfortable accommodations, well-stocked home and easy walk to the beach. Some returning guests have vacationed here for nine years—and have already booked again for 2027. The home itself was made for the Florida lifestyle. Bright, comfortable living spaces flow easily into multiple outdoor areas, while the lush tropical surroundings create a wonderful sense of privacy. The expansive covered lanai provides an incredible amount of room for dining, entertaining and relaxing out of the Florida sun, while the upper covered balcony offers another peaceful spot surrounded by palms. At the heart of the outdoor experience is the private saltwater pool and spa, beautifully tucked into the tropical landscape and featuring a specially designed non-slip surface. The pool has been exceptionally well maintained, with a new heater installed in October 2024 and additional equipment updates and a comprehensive maintenance review completed in 2026. Remote Pentair ScreenLogic controls allow the pool and spa to be managed from virtually anywhere. Inside, the spacious kitchen offers abundant cabinetry and counter space and opens to the main gathering areas which boasts twelve foot high ceilings, enhancing the feeling of space and light in the dining and living areas. The primary suite includes a generous bath with dual vanities, soaking tub and separate walk-in shower, while additional bedrooms provide comfortable accommodations for family and guests. Thoughtful ownership is evident throughout, including two modern and meticulously maintained HVAC systems, with the main-level Lennox installed in 2022 and the upper-level Trane installed in 2018, along with numerous recent appliance, mechanical and equipment updates. Remote thermostat access makes managing the property especially convenient for an owner who may not live locally. The property also holds a current Holmes Beach Rental Certificate valid through May 2028 and successfully completed its 2026 West Manatee Fire & Rescue inspection. HOA fees include several significant ownership expenses, including flood and property/casualty insurance, grounds maintenance, trash removal, pest and termite treatment, exterior maintenance, irrigation and backflow testing. Come for the island lifestyle—or step into a turnkey furnished vacation property with a track record already in place. Either way, this is a home designed to make the most of life on Anna Maria Island. 3 Beds ⋅ 3 Baths ⋅ Island Walk On Ami SubDv. ⋅ 34217 Zip Code Island living meets proven vacation-rental performance in this beautifully maintained Holmes Beach home! Whether you’re searching for your own Anna Maria Island retreat or an established income-producing property, this home offers the rare combination of tropical privacy, generous indoor and outdoor living space, and an impressive history as a successful vacation rental. Currently licensed for short-term rental use with the City of Holmes Beach, the property allows a minimum 7-night stay and comes with something particularly valuable to an investor: an established rental history, repeat clientele and bookings already extending into 2027. The home has earned an exceptional 10/10 rating on VRBO from 163 guest reviews, with guests repeatedly praising the pool and spa, cleanliness, comfortable accommodations, well-stocked home and easy walk to the beach. Some returning guests have vacationed here for nine years—and have already booked again for 2027. The home itself was made for the Florida lifestyle. Bright, comfortable living spaces flow easily into multiple outdoor areas, while the lush tropical surroundings create a wonderful sense of privacy. The expansive covered lanai provides an incredible amount of room for dining, entertaining and relaxing out of the Florida sun, while the upper covered balcony offers another peaceful spot surrounded by palms. At the heart of the outdoor experience is the private saltwater pool and spa, beautifully tucked into the tropical landscape and featuring a specially designed non-slip surface. The pool has been exceptionally well maintained, with a new heater installed in October 2024 and additional equipment updates and a comprehensive maintenance review completed in 2026. Remote Pentair ScreenLogic controls allow the pool and spa to be managed from virtually anywhere. Inside, the spacious kitchen offers abundant cabinetry and counter space and opens to the main gathering areas which boasts twelve foot high ceilings, enhancing the feeling of space and light in the dining and living areas. The primary suite includes a generous bath with dual vanities, soaking tub and separate walk-in shower, while additional bedrooms provide comfortable accommodations for family and guests. Thoughtful ownership is evident throughout, including two modern and meticulously maintained HVAC systems, with the main-level Lennox installed in 2022 and the upper-level Trane installed in 2018, along with numerous recent appliance, mechanical and equipment updates. Remote thermostat access makes managing the property especially convenient for an owner who may not live locally. The property also holds a current Holmes Beach Rental Certificate valid through May 2028 and successfully completed its 2026 West Manatee Fire & Rescue inspection. HOA fees include several significant ownership expenses, including flood and property/casualty insurance, grounds maintenance, trash removal, pest and termite treatment, exterior maintenance, irrigation and backflow testing. Come for the island lifestyle—or step into a turnkey furnished vacation property with a track record already in place. Either way, this is a home designed to make the most of life on Anna Maria Island. 310 63rd St, Bradenton Beach
$1,600,000 Virtually Staged. Just moments from the sugar sand and turquoise waters of Anna Maria Island, 117 51st St delivers the ultimate coastal lifestyle with an exceptional beachside location, stunning upgrades, and a private backyard retreat made for effortless island living. Nestled in the heart of Holmes Beach, this beautifully renovated 3-bedroom, 3-bath residence welcomes you with lush tropical landscaping, charming curb appeal, and quality improvements throughout. A premium metal roof installed in 2025 and hurricane-impact windows and doors added in 2024 provide lasting peace of mind, while the 2019 kitchen renovation blends timeless coastal design with everyday functionality. Inside, you’ll find bright and inviting living spaces accented by coastal-inspired finishes, updated interior doors, soft-close cabinetry, quartz countertops, stainless steel appliances, and a striking apron-front sink. The remodeled bathrooms feature sleek modern touches that elevate the home’s relaxed elegance. Designed with comfort and entertaining in mind, the layout flows seamlessly for full-time living, hosting guests, or enjoying as the perfect island getaway. Outdoor living takes center stage here. A screened balcony overlooks the tropical grounds and creates the ideal setting for morning coffee, sun-soaked afternoons, or evening Gulf breezes. Beyond the doors, your private fenced backyard feels like a boutique resort, complete with a sparkling pool, spillover spa, and beautifully maintained landscaping supported by irrigation. The pool was resurfaced in 2025, adding to the home’s long list of recent enhancements. After a day on the beach, unwind by the pool, soak in the spa, or gather in the versatile lower-level space ideal for entertaining, storing beach gear, or creating the perfect casual lounge area with easy access to the outdoor oasis. Adding even more value, the property is located within an R2-R4 zoning district allowing 7-night minimum rentals - offering exceptional flexibility and strong income-producing potential for investors or second-home buyers alike. With its unbeatable location near the beach, private pool and spa, extensive 2024-2025 updates, and desirable weekly rental flexibility, 117 51st St stands out as one of Holmes Beach’s most compelling opportunities. This is more than a home - it’s your own piece of Anna Maria Island paradise filled with sunshine, privacy, and laid-back coastal luxury. 3 Beds ⋅ 3 Baths ⋅ 123 51st Street SubDv. ⋅ 34217 Zip Code Virtually Staged. Just moments from the sugar sand and turquoise waters of Anna Maria Island, 117 51st St delivers the ultimate coastal lifestyle with an exceptional beachside location, stunning upgrades, and a private backyard retreat made for effortless island living. Nestled in the heart of Holmes Beach, this beautifully renovated 3-bedroom, 3-bath residence welcomes you with lush tropical landscaping, charming curb appeal, and quality improvements throughout. A premium metal roof installed in 2025 and hurricane-impact windows and doors added in 2024 provide lasting peace of mind, while the 2019 kitchen renovation blends timeless coastal design with everyday functionality. Inside, you’ll find bright and inviting living spaces accented by coastal-inspired finishes, updated interior doors, soft-close cabinetry, quartz countertops, stainless steel appliances, and a striking apron-front sink. The remodeled bathrooms feature sleek modern touches that elevate the home’s relaxed elegance. Designed with comfort and entertaining in mind, the layout flows seamlessly for full-time living, hosting guests, or enjoying as the perfect island getaway. Outdoor living takes center stage here. A screened balcony overlooks the tropical grounds and creates the ideal setting for morning coffee, sun-soaked afternoons, or evening Gulf breezes. Beyond the doors, your private fenced backyard feels like a boutique resort, complete with a sparkling pool, spillover spa, and beautifully maintained landscaping supported by irrigation. The pool was resurfaced in 2025, adding to the home’s long list of recent enhancements. After a day on the beach, unwind by the pool, soak in the spa, or gather in the versatile lower-level space ideal for entertaining, storing beach gear, or creating the perfect casual lounge area with easy access to the outdoor oasis. Adding even more value, the property is located within an R2-R4 zoning district allowing 7-night minimum rentals - offering exceptional flexibility and strong income-producing potential for investors or second-home buyers alike. With its unbeatable location near the beach, private pool and spa, extensive 2024-2025 updates, and desirable weekly rental flexibility, 117 51st St stands out as one of Holmes Beach’s most compelling opportunities. This is more than a home - it’s your own piece of Anna Maria Island paradise filled with sunshine, privacy, and laid-back coastal luxury. 117 51st Street, Holmes Beach
$1,600,000 Own 2 Vacation / Investment Properties for the price of 1 with this Island Duplex -Live in 1 Side / Rent the other with Strong repeat weekly Income Potential. Just a short 8 min. healthy walk to the beaches and downtown Homes Beach. This fully remolded duplex offers two private 2 BR/2BA residences, each with its own private entrance and each with a private heated and cooled pool ideal for total privacy each side. Designed for both easy living and high-performance rentals. This property is offered Turnkey Furnished with upgraded furniture and appliances as well as enclosed outside storage for each unit filled with Pool and Beach Toys. Each unit features an open-concept layout, updated systems including smart TV"S, private outdoor living spaces and a resort-style tropical setting. New AC'S, Hot water heaters and Decorative Metal Roof added in 2025. Parking for 4 vehicles makes this a unique property to avoid looking for parking on the Island and has a free trolley stand just across the street. This is an ideal opportunity for Investors or Buyers seeking a personal Island Retreat that generates income as a weekly rental. Prime Location, Proven Performance with rentals in place for Effortless Island Living! Looking for acceptable contract to close prior September 30, 2026 4 Beds ⋅ 4 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code Own 2 Vacation / Investment Properties for the price of 1 with this Island Duplex -Live in 1 Side / Rent the other with Strong repeat weekly Income Potential. Just a short 8 min. healthy walk to the beaches and downtown Homes Beach. This fully remolded duplex offers two private 2 BR/2BA residences, each with its own private entrance and each with a private heated and cooled pool ideal for total privacy each side. Designed for both easy living and high-performance rentals. This property is offered Turnkey Furnished with upgraded furniture and appliances as well as enclosed outside storage for each unit filled with Pool and Beach Toys. Each unit features an open-concept layout, updated systems including smart TV"S, private outdoor living spaces and a resort-style tropical setting. New AC'S, Hot water heaters and Decorative Metal Roof added in 2025. Parking for 4 vehicles makes this a unique property to avoid looking for parking on the Island and has a free trolley stand just across the street. This is an ideal opportunity for Investors or Buyers seeking a personal Island Retreat that generates income as a weekly rental. Prime Location, Proven Performance with rentals in place for Effortless Island Living! Looking for acceptable contract to close prior September 30, 2026 311 63rd Street, Holmes Beach
$1,570,000 Recently updated four-bedroom, three-bathroom home nestled in the middle of Anna Maria Island. This elevated Key West-style home is only a block and a half from the world-famous beaches of AMI, and the free island trolley stops only a block away from your front door. "White Sands Beach House" offers an open floor plan with plenty of space for family and friends to gather. The layout on the main level combines the living room, dining room and kitchen together for a perfect place for everyone to congregate. French doors off the main living area open onto a screened balcony to enjoy those island sunsets and breezes! Two of the four bedrooms feature ensuite bathrooms, and the master bedroom has its own screened balcony. The private elevator services all three floors so climbing stairs isn't necessary! The backyard is a tropical oasis with a beautiful heated pool, covered lanai, outdoor shower and mature landscaping. The pool area also has its own Mosquito Mist System so you can enjoy the warm island weather without mosquitos or other insects. The oversized two car garage has ample storage for all your beach toys, a pool table and even a golf cart. This unique island property would make an excellent full-time residence, or continue to benefit from the home's excellent rental history. Make an appointment for your private showing today. 4 Beds ⋅ 3 Baths ⋅ Ilexhurst SubDv. ⋅ 34217 Zip Code Recently updated four-bedroom, three-bathroom home nestled in the middle of Anna Maria Island. This elevated Key West-style home is only a block and a half from the world-famous beaches of AMI, and the free island trolley stops only a block away from your front door. "White Sands Beach House" offers an open floor plan with plenty of space for family and friends to gather. The layout on the main level combines the living room, dining room and kitchen together for a perfect place for everyone to congregate. French doors off the main living area open onto a screened balcony to enjoy those island sunsets and breezes! Two of the four bedrooms feature ensuite bathrooms, and the master bedroom has its own screened balcony. The private elevator services all three floors so climbing stairs isn't necessary! The backyard is a tropical oasis with a beautiful heated pool, covered lanai, outdoor shower and mature landscaping. The pool area also has its own Mosquito Mist System so you can enjoy the warm island weather without mosquitos or other insects. The oversized two car garage has ample storage for all your beach toys, a pool table and even a golf cart. This unique island property would make an excellent full-time residence, or continue to benefit from the home's excellent rental history. Make an appointment for your private showing today. 7005 Holmes Boulevard, Holmes Beach
$1,569,000 There are homes that simply exist, and there are homes that become part of an island's story. Cherished by the same family for the past 46 years and with only two owners in its history, this waterfront retreat captures the authentic charm of old Anna Maria Island. Perfectly positioned on a quiet dead-end street, this three-bedroom, two-bath home sits on a generous waterfront lot with beautiful water views from nearly every room. A deep-water canal with no fixed bridges provides direct boating access to Bimini Bay and the Gulf of Mexico, making it an ideal home for boaters, anglers, and anyone who dreams of life on the water. Thoughtfully updated while preserving its inviting island character, the home features a beautifully remodeled kitchen (2024), new ceramic tile flooring throughout, a new air conditioning system (2024), and a new water heater (2024). The private pool creates the perfect setting for relaxing after a day on the boat or enjoying Florida evenings with family and friends. Being sold fully furnished, this home is ready to enjoy from day one. Move right in and embrace the timeless island lifestyle, or use this exceptional property as the foundation for creating your own custom waterfront dream home. Opportunities like this with such history, character, and an unbeatable boating location rarely come along. Only a few blocks from the beach, offering the best of both worlds—deep-water boating from your backyard and easy access to the Gulf's white-sand shoreline. Come experience the enduring magic of old Anna Maria Island, moments from the gulf beaches and conveniently located to island dining and shopping. **Property information received from third-party sources is considered reliable but is not guaranteed. All information should be independently verified by buyers and buyer's agent. 3 Beds ⋅ 2 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code There are homes that simply exist, and there are homes that become part of an island's story. Cherished by the same family for the past 46 years and with only two owners in its history, this waterfront retreat captures the authentic charm of old Anna Maria Island. Perfectly positioned on a quiet dead-end street, this three-bedroom, two-bath home sits on a generous waterfront lot with beautiful water views from nearly every room. A deep-water canal with no fixed bridges provides direct boating access to Bimini Bay and the Gulf of Mexico, making it an ideal home for boaters, anglers, and anyone who dreams of life on the water. Thoughtfully updated while preserving its inviting island character, the home features a beautifully remodeled kitchen (2024), new ceramic tile flooring throughout, a new air conditioning system (2024), and a new water heater (2024). The private pool creates the perfect setting for relaxing after a day on the boat or enjoying Florida evenings with family and friends. Being sold fully furnished, this home is ready to enjoy from day one. Move right in and embrace the timeless island lifestyle, or use this exceptional property as the foundation for creating your own custom waterfront dream home. Opportunities like this with such history, character, and an unbeatable boating location rarely come along. Only a few blocks from the beach, offering the best of both worlds—deep-water boating from your backyard and easy access to the Gulf's white-sand shoreline. Come experience the enduring magic of old Anna Maria Island, moments from the gulf beaches and conveniently located to island dining and shopping. **Property information received from third-party sources is considered reliable but is not guaranteed. All information should be independently verified by buyers and buyer's agent. 508 83rd Street, Holmes Beach
$1,550,000 ~~~ 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
$1,550,000 Steps from the Gulf of Mexico on a quiet street in Holmes Beach, this elevated duplex offers the perfect balance of coastal relaxation and rental income opportunity, and it’s being sold turnkey, fully furnished and ready to go! Each unit features 2 bedrooms and 2 bathrooms with spacious open living areas, comfortable coastal decor, and plenty of natural light. A shared pool sits in the private fully fenced backyard, ideal for cooling off after a beach day or enjoying laid-back evenings under the palms. With garage parking for both units, large carports, and generous storage, there’s ample space for owners and guests alike. Located in a desirable weekly rental zone, this property is primed for vacation rental success. Whether you're looking to invest or simply savor the island lifestyle, this one checks all the boxes. 4 Beds ⋅ 4 Baths ⋅ Edgemere Sub SubDv. ⋅ 34217 Zip Code Steps from the Gulf of Mexico on a quiet street in Holmes Beach, this elevated duplex offers the perfect balance of coastal relaxation and rental income opportunity, and it’s being sold turnkey, fully furnished and ready to go! Each unit features 2 bedrooms and 2 bathrooms with spacious open living areas, comfortable coastal decor, and plenty of natural light. A shared pool sits in the private fully fenced backyard, ideal for cooling off after a beach day or enjoying laid-back evenings under the palms. With garage parking for both units, large carports, and generous storage, there’s ample space for owners and guests alike. Located in a desirable weekly rental zone, this property is primed for vacation rental success. Whether you're looking to invest or simply savor the island lifestyle, this one checks all the boxes. 117 Neptune Lane, Holmes Beach
$1,500,000 Fantastic Vacation Rental Loved By All Generations 3 Beds ⋅ 2 Baths ⋅ Bay Palms SubDv. ⋅ 34217 Zip Code Fantastic Vacation Rental Loved By All Generations 204 75th Street, Holmes Beach
$1,498,650 Turnkey Coastal Duplex | 5-Star Short Term Rental | Proven Rental Income | Short stroll to the Beach. Rarely does a property this well-positioned come to market. This elevated, fully furnished duplex in the heart of Holmes Beach is an established, high-performing short-term rental with a 5-star Airbnb rating and verified income history available upon request. Two private residences, each offering 2 bedrooms, 2 bathrooms, private entrances, and open-concept living with coastal finishes, create a truly flexible investment opportunity. Ideal for maximizing rental income, offsetting ownership costs by occupying one unit, or enjoying as a vacation home that performs. Just a two-minute walk to the beach, this property benefits from strong and consistent guest demand. Year-to-date rental performance reflects this demand, with approximately $50,000 in gross bookings through March 2026, demonstrating strong early-year performance and consistent booking momentum; detailed financials available upon request. Covered parking and generous storage beneath the elevated structure add convenience for both guests and owners. A conceptual rendering for a pool and outdoor lounge is attached, offering clear upside potential, subject to permitting and buyer verification. Proven income, 5-star reputation, premier location, and weekly rental zoning make this a compelling investment opportunity. 4 Beds ⋅ 4 Baths ⋅ West Wind Shores SubDv. ⋅ 34217 Zip Code Turnkey Coastal Duplex | 5-Star Short Term Rental | Proven Rental Income | Short stroll to the Beach. Rarely does a property this well-positioned come to market. This elevated, fully furnished duplex in the heart of Holmes Beach is an established, high-performing short-term rental with a 5-star Airbnb rating and verified income history available upon request. Two private residences, each offering 2 bedrooms, 2 bathrooms, private entrances, and open-concept living with coastal finishes, create a truly flexible investment opportunity. Ideal for maximizing rental income, offsetting ownership costs by occupying one unit, or enjoying as a vacation home that performs. Just a two-minute walk to the beach, this property benefits from strong and consistent guest demand. Year-to-date rental performance reflects this demand, with approximately $50,000 in gross bookings through March 2026, demonstrating strong early-year performance and consistent booking momentum; detailed financials available upon request. Covered parking and generous storage beneath the elevated structure add convenience for both guests and owners. A conceptual rendering for a pool and outdoor lounge is attached, offering clear upside potential, subject to permitting and buyer verification. Proven income, 5-star reputation, premier location, and weekly rental zoning make this a compelling investment opportunity. 213 71st Street Unit A&B, Holmes Beach
$1,465,000 Welcome to Sand Palace on Anna Maria Island! 3 Beds ⋅ 3 Baths ⋅ Beach Walk Condo SubDv. ⋅ 34217 Zip Code Welcome to Sand Palace on Anna Maria Island! 215 65th Street, Holmes Beach
$1,450,000 Spectacular location with full Gulf views. Property is a tear down. 5 Beds ⋅ 5 Baths ⋅ Cortez Beach SubDv. ⋅ 34217 Zip Code Spectacular location with full Gulf views. Property is a tear down. 1303 Gulf Drive S, Bradenton Beach
$1,430,000 INCREDIBLE VALUE! 5 BEDROOM HOME ON ANNA MARIA ISLAND WITH PROVEN RENTAL HISTORY- THIS IS THE ONE!!! Imagine owning a place where every day feels like a vacation. Located on a peaceful corner lot in the heart of Holmes Beach, this spacious 5-bedroom pool home offers the perfect balance of relaxed island living and modern comfort—just steps from everything that makes this island so special. Designed for connection and comfort, the home features an airy, open layout filled with natural light and coastal character. The kitchen anchors the space with recent updates, stainless steel appliances, and generous prep areas, making it ideal for hosting family and friends after long beach days. Sliding glass doors lead to a private outdoor retreat, where a sun-drenched pool, expansive patio, and side courtyard create a setting made for entertaining, relaxing, and making memories. The primary suite feels like a private escape, complete with an updated bathroom, walk-in closet, and direct access to the pool—perfect for morning swims or quiet evenings outdoors. With five bedrooms accommodating up to 10 guests, the home offers flexibility for full-time living, extended stays, or hosting visitors with ease. Major upgrades add value and peace of mind, including fully renovated bathrooms, updated kitchen features, and a metal roof installed in 2022. The home is thoughtfully maintained and ready to be enjoyed from day one. What truly sets this property apart is the lifestyle. Walk to the sugar-white beaches of the Gulf, bike to local cafés and shops, enjoy sunset strolls, and embrace the easygoing rhythm that makes Anna Maria Island one of Florida’s most beloved coastal communities. Weekly rentals are permitted, providing the option to enjoy the home while also benefiting from its income potential. Whether you’re searching for a beach home, a family getaway, or a smart island investment, this Holmes Beach property delivers space, location, and lifestyle—all in one unforgettable setting. Come experience why people fall in love with Anna Maria Island… and never want to leave. 5 Beds ⋅ 3 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code INCREDIBLE VALUE! 5 BEDROOM HOME ON ANNA MARIA ISLAND WITH PROVEN RENTAL HISTORY- THIS IS THE ONE!!! Imagine owning a place where every day feels like a vacation. Located on a peaceful corner lot in the heart of Holmes Beach, this spacious 5-bedroom pool home offers the perfect balance of relaxed island living and modern comfort—just steps from everything that makes this island so special. Designed for connection and comfort, the home features an airy, open layout filled with natural light and coastal character. The kitchen anchors the space with recent updates, stainless steel appliances, and generous prep areas, making it ideal for hosting family and friends after long beach days. Sliding glass doors lead to a private outdoor retreat, where a sun-drenched pool, expansive patio, and side courtyard create a setting made for entertaining, relaxing, and making memories. The primary suite feels like a private escape, complete with an updated bathroom, walk-in closet, and direct access to the pool—perfect for morning swims or quiet evenings outdoors. With five bedrooms accommodating up to 10 guests, the home offers flexibility for full-time living, extended stays, or hosting visitors with ease. Major upgrades add value and peace of mind, including fully renovated bathrooms, updated kitchen features, and a metal roof installed in 2022. The home is thoughtfully maintained and ready to be enjoyed from day one. What truly sets this property apart is the lifestyle. Walk to the sugar-white beaches of the Gulf, bike to local cafés and shops, enjoy sunset strolls, and embrace the easygoing rhythm that makes Anna Maria Island one of Florida’s most beloved coastal communities. Weekly rentals are permitted, providing the option to enjoy the home while also benefiting from its income potential. Whether you’re searching for a beach home, a family getaway, or a smart island investment, this Holmes Beach property delivers space, location, and lifestyle—all in one unforgettable setting. Come experience why people fall in love with Anna Maria Island… and never want to leave. 6201 Holmes Boulevard, Holmes Beach
$1,400,000 Welcome to your own piece of paradise on Anna Maria Island! This is a BRAND NEW remodel including new metal roof, all new plumbing and electrical, pool/spa and turf and much more! This charming coastal home offers the perfect blend of comfort and island living. Nestled off a quiet street, this property is just a short stroll from the stunning Gulf of Mexico beaches. Featuring 3 bedrooms and 3 bathrooms, its spacious enough for family and guests. One bathroom having access right off the pool for easy access. The open concept living and dining area create an inviting space for relaxation and entertainment. The updated kitchen has modern appliances, quartz countertops and plenty of cabinet and storage space with a large island. Enjoy the Florida sunshine in your private backyard oasis, complete with new turf and a putting green, heated pool/spa and lush landscaping. Your garage provides ample storage space for your beach toys and outdoor gear. Holmes Beach is known for its serene atmosphere and friendly community. This is your chance to own a piece of paradise on Anna Maria Island. Whether you're looking for a permanent residence or a vacation retreat, weekly rentals allowed. Property owners in Holmes Beach can lease a boat slip from the city for $600/year! Schedule your private showing today. 3 Beds ⋅ 3 Baths ⋅ Bay Palms SubDv. ⋅ 34217 Zip Code Welcome to your own piece of paradise on Anna Maria Island! This is a BRAND NEW remodel including new metal roof, all new plumbing and electrical, pool/spa and turf and much more! This charming coastal home offers the perfect blend of comfort and island living. Nestled off a quiet street, this property is just a short stroll from the stunning Gulf of Mexico beaches. Featuring 3 bedrooms and 3 bathrooms, its spacious enough for family and guests. One bathroom having access right off the pool for easy access. The open concept living and dining area create an inviting space for relaxation and entertainment. The updated kitchen has modern appliances, quartz countertops and plenty of cabinet and storage space with a large island. Enjoy the Florida sunshine in your private backyard oasis, complete with new turf and a putting green, heated pool/spa and lush landscaping. Your garage provides ample storage space for your beach toys and outdoor gear. Holmes Beach is known for its serene atmosphere and friendly community. This is your chance to own a piece of paradise on Anna Maria Island. Whether you're looking for a permanent residence or a vacation retreat, weekly rentals allowed. Property owners in Holmes Beach can lease a boat slip from the city for $600/year! Schedule your private showing today. 414 79th Street, Holmes Beach
$1,380,000 Discover your slice of paradise heaven at Barefoot Bliss! This charming 3-bedroom, 3-bathroom ground level home offers the perfect blend of coastal comfort, modern updates, and unbeatable location—right down the street from the pristine Gulf beaches. Step inside this inviting ~1,974 sq ft residence and feel the island lifestyle immediately. The open layout provides multiple hang out areas for family gatherings, entertaining, or quiet relaxation. Offered turnkey furnished and ready to go! It has been thoughtfully updated with modern amenities, ensuring a comfortable and stylish living experience. From the sleek kitchen to the contemporary bathrooms, every detail has been carefully considered. A New Metal Roof was installed in 2023. After the hurricane, instead of drywall there is cement board 4 ft up and the baseboards trim are PVC - completely waterproof. The backyard is spacious and perfect to get a tan, dip in the pool, relax in the covered area or grill and dine outside. The lush new landscaping surrounding the property enhances its curb appeal and creates a serene oasis for relaxation. Location is everything here, just right down the street from the beach while also being so close to the heart of Holmes Beach shops and restaurants. Currently a vacation rental, however, the owner uses it in prime months so it could generate even more! Don’t miss this rare opportunity—schedule your private showing today and start living the island dream! 3 Beds ⋅ 3 Baths ⋅ Key Royale SubDv. ⋅ 34217 Zip Code Discover your slice of paradise heaven at Barefoot Bliss! This charming 3-bedroom, 3-bathroom ground level home offers the perfect blend of coastal comfort, modern updates, and unbeatable location—right down the street from the pristine Gulf beaches. Step inside this inviting ~1,974 sq ft residence and feel the island lifestyle immediately. The open layout provides multiple hang out areas for family gatherings, entertaining, or quiet relaxation. Offered turnkey furnished and ready to go! It has been thoughtfully updated with modern amenities, ensuring a comfortable and stylish living experience. From the sleek kitchen to the contemporary bathrooms, every detail has been carefully considered. A New Metal Roof was installed in 2023. After the hurricane, instead of drywall there is cement board 4 ft up and the baseboards trim are PVC - completely waterproof. The backyard is spacious and perfect to get a tan, dip in the pool, relax in the covered area or grill and dine outside. The lush new landscaping surrounding the property enhances its curb appeal and creates a serene oasis for relaxation. Location is everything here, just right down the street from the beach while also being so close to the heart of Holmes Beach shops and restaurants. Currently a vacation rental, however, the owner uses it in prime months so it could generate even more! Don’t miss this rare opportunity—schedule your private showing today and start living the island dream! 310 66th Street, Holmes Beach