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$4,450,000
6 Beds ⋅ 7 Baths ⋅ Bradenton Beach Club SubDv. ⋅ 34217 Zip Code
Welcome to Summer Sunset, the epitome of luxury living on the Gulf of Mexico. This stunning new property offers unparalleled views of the pristine blue waters, now completely unobstructed thanks to recent beachside enhancements. Imagine gazing at the breathtaking Gulf and Bay from multiple balconies or the expansive rooftop deck—each moment here is unforgettable. Inside, you'll find a beautifully designed six-bedroom, six-and-a-half-bathroom haven, adorned with high-end furnishings and intricate details. Dive into your private heated pool and spa, or enjoy a game of foosball before catching your favorite show on the TVs available in every room and even on the poolside porch. With en-suite bathrooms in every bedroom, convenience and privacy are guaranteed. The open-plan kitchen seamlessly merges with the living and dining areas, fostering an inviting atmosphere for entertaining. Choosing between a beach day or poolside relaxation? At Summer Sunset, you don’t have to. Step into the sunlit pool or take a short stroll across the street to the beach, where the water is as blue as you've dreamed. Just minutes away, explore the vibrant Historic Bridge Street with its charming eateries and boutiques, or cast a line at the Bradenton Beach City Pier for an unforgettable fishing experience and views of the Intracoastal Waterway. Summer Sunset is more than a home; it's your personal retreat where every detail is designed for your ultimate enjoyment. This would be a great second home investment property with gross income of 275,000 to 300,000.00

903 Gulf Drive S, Bradenton Beach
$999,000
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
$1,190,000
2 Beds ⋅ 2 Baths ⋅ Ilexhurst SubDv. ⋅ 34217 Zip Code
2111 Avenue B – Easy, Classic Island Living! Welcome to effortless island living in the heart of Anna Maria Island’s beloved “Avenues” neighborhood. Perfectly positioned between the Gulf and the Bay, this home blends timeless Old Florida charm with thoughtful modern updates and resilient construction designed for coastal living. Built of solid concrete block construction, this single-level residence showcases original terrazzo floors throughout — beautifully preserved and classic to the era. Designed with flood-resilient improvements that deliver both durability and a little extra beachside peace of mind, the home features a new blue metal roof (2024), a complete whole-house replumb, updated electrical with raised outlets, and flood-cut friendly lower wall construction for efficient replacement if ever needed. Durable materials and smart design create both confidence and easy maintenance. The kitchen offers a modern yet whimsical vibe with stainless steel counters, a new retro-style refrigerator, and new appliances that perfectly compliment the home’s coastal mid-century character. The updated bathrooms continue the elevated, easy-care aesthetic with frameless shower panels, a floor-mounted pedestal sink, blue sea glass tile accents, and the restoration of the original tub — offering both shower functionality and soaking convenience. Inside, the home features two bedrooms and two bathrooms, including a private ensuite, along with a separate teen bunk room just off the kitchen that currently serves as a third sleeping area. This flexible space offers endless possibilities — from bonus room to expanded living area. The dedicated laundry room is thoughtfully positioned off the bunk room and includes a stacked washer and dryer and a large utility sink. Step outside and discover what truly sets this property apart — a generously sized, deep pool built when pools were designed for swimming. The surrounding stone paver deck was meticulously restored in 2024, each paver lifted and reset. The outdoor space provides ample room for sunbathing, grilling, dining, and entertaining, plus a convenient hot and cold outdoor shower for easy beach (and kid) clean-up. Longtimers call this special neighborhood “The Avenues.” Quiet streets stretch between the Gulf and Bay and lead to a waterfront park featuring a playground, basketball court, new pickleball facility, picnic areas with water views, and a kayak launch. You can easily reach your 10,000 steps without ever leaving the neighborhood. Beach sunsets are just 400 steps away. For sunrise and dolphin watching, the Bay is only 200 steps from your door. Easy. Classic. Timeless ** Property information received from third-party sources is considered reliable but is not guaranteed. All information should be independently verified by buyers and buyers agent.

2111 Avenue B, Bradenton Beach
$999,999
4 Beds ⋅ 3 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
Discover this 4 bedroom, 3 bathroom versatile home, perfectly positioned on Anna Maria Island for effortless coastal living. Located on a spacious 0.23-acre lot (approximately 9,988 sq ft), this property offers many possibilities!! If desired, this home can easily be changed back to a duplex with some modifications making it a 3 bedroom, 2 bathroom unit on one side and a cozy mother in law suite that is 1 bedroom, 1 bathroom unit on the other. Whether you're seeking a multi-generational home, a vacation retreat with rental potential, or an income-generating investment, this setup provides flexibility and charm in one of Florida's most desirable beach communities. Ideal for families or entertaining, featuring ample room for comfortable island-style living. Step outside to a backyard with plenty of space to add your dream pool, creating a private oasis for relaxation under the Florida sun. Or keep the awesome Koi pond and zen feels of the backyard. With its prime location, you're just a short stroll from pristine white-sand beaches and gorgeous sunsets. Walking distance to Holmes Beach restaurants and shops. Schedule a showing today!

309 57th Street, Holmes Beach
$215,000
Sandpiper Resort Coop SubDv. ⋅ 34217 Zip Code
This rare vacant lot opportunity at the Sandpiper Resort Co-op on Anna Maria Island offers the perfect canvas to build a brand-new coastal retreat in one of the island’s most desirable communities. The lot allows for the placement of a new unit, giving you the unique ability to create a custom residence designed for modern island living, and floor plan drawings for a new unit are already available to help streamline the process and bring your vision to life. As an owner at Sandpiper Resort Co-op, you’ll enjoy a true resort-style lifestyle with access to a heated swimming pool, expansive sun deck, clubhouse and social gathering areas, shuffleboard courts, barbecue and picnic spaces, on-site laundry facilities, and beautifully maintained tropical landscaping, all just steps from Anna Maria Island’s sugar-sand beaches, stunning sunsets, and the laid-back coastal charm that makes this location so sought after.

2601 Gulf Drive N Unit 310, Bradenton Beach
$4,375,000
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
$2,150,000
5 Beds ⋅ 5 Baths ⋅ S.C. Cobb SubDv. ⋅ 34217 Zip Code
This exceptional turnkey 5-bedroom, 5-bath duplex on Anna Maria Island offers a rare investment opportunity just moments from the white-sand beaches of the Gulf of Mexico, as well as the island’s charming shops and top-rated dining. Comprised of two beautifully renovated cottages—a 3BR/3BA and a 2BR/2BA, all en-suite—this unique property is connected by a solid 8-inch concrete block wall for excellent sound insulation, with separate street entrances that provide privacy for guests. Fully renovated down to the bare block in 2009, both residences feature raised ceilings, travertine floors and showers, granite countertops, crown molding, updated plumbing and electrical, new windows and doors, and quality finishes throughout. The 3-bedroom cottage includes a stunning primary suite with a 10-foot lighted tray ceiling, while each cottage enjoys its own private heated pool, maximizing rental appeal. With strong established rental history, this income-producing island property is the perfect blend of luxury, privacy, and prime location.

201 54th Street, Holmes Beach
$475,000
2 Beds ⋅ 2 Baths ⋅ Westbay Cove SubDv. ⋅ 34217 Zip Code
New price you can't pass up! This building is built up and never flooded in the 2024 storms. First-floor corner unit with amazing bay views in the waterfront community of Westbay Cove on Anna Maria Island. This 2 bedroom, 2 bathroom condo offers a bright, functional layout with abundant natural light and peaceful views of the bay. The kitchen features custom cabinetry, tile backsplash, and newer appliances, and opens to the main living area and enclosed Florida room. The Florida room adds additional living space and is the perfect place to enjoy morning coffee while taking in the bay breezes and sunrise skies. The primary suite includes a walk-in closet, private sliding-door access to the Florida room, and an updated en suite bath with a quartz vanity and tile flooring. The guest bedroom is generously sized with dual closets and an ensuite bathroom featuring quartz countertops and a custom tiled shower. The guest bedroom also has private access to the screened front lanai. Additional features include hurricane-rated windows (sliders are not hurricane-rated), updated flooring, and a new stackable washer and dryer in the screened front lanai. The unit is being sold turnkey furnished, making it move-in ready for seasonal use, full-time living, or investment. Westbay Cove is a well-maintained bayfront community on Anna Maria Island offering two pools and beautifully landscaped waterfront grounds. Located just minutes from Anna Maria Island beaches, restaurants, and shopping.

600 Manatee Avenue Unit 145, Holmes Beach
$3,400,000
4 Beds ⋅ 5 Baths ⋅ Sportsmans Harbor SubDv. ⋅ 34217 Zip Code
Experience elevated coastal living in this brand-new, designer-finished 4BR/4.5BA luxury home located just a 5-minute walk to the pristine beaches of Anna Maria Island. Thoughtfully crafted with high-end finishes and a bright, open-concept layout, this residence blends modern elegance with relaxed island charm. Currently utilized as a successful short term vacation rental with proven rental revenue. 4 spacious ensuite bedrooms, including three king suites with walk-in showers Gorgeous open living area with abundant natural light and upscale coastal décor Chef’s kitchen featuring modern cabinetry, stone counters, and stainless appliances Private heated pool with in-ground spa, surrounded by lush tropical landscaping Expansive rooftop deck offering panoramic views and unforgettable sunsets Fully furnished with professionally curated interiors Designed for relaxation and entertaining, the outdoor oasis includes a sparkling pool, spa, covered lounging areas, multiple decks including a rooftop deck ideal for sunrise coffee or sunset cocktails. The fenced yard provides privacy while maintaining a breezy, coastal feel. Situated in the heart of Holmes Beach, this home offers walkable access to sugar-sand beaches, local dining, boutiques, and the island’s free trolley. Enjoy the perfect blend of tranquility and convenience in one of Florida’s most desirable beach communities. This unique property can be utilized as primary residence, second home, or high-performing vacation rental investment property. This property delivers luxury, comfort, and strong rental appeal in a premier island location.

227 S Harbor Drive, Holmes Beach
$1,100,000
2 Beds ⋅ 2 Baths ⋅ Sunset Terrace SubDv. ⋅ 34217 Zip Code
This two-bedroom, two-bathroom condominium offers one of the finest unobstructed views of the Gulf. Recently updated, the coastal-inspired interior features tiled floors and an unbeatable vantage point for watching amazing sunsets. Guests can enjoy the heated pool or take a short stroll to the beach to enjoy the sugar-sand shores and jeweled waters of the Gulf. The private porch provides the perfect space to relax, while the well-maintained unit ensures comfort with a modern kitchen featuring granite countertops and a large in-unit washer and dryer. This property serves as an excellent vacation rental.

2312 Gulf Drive N Unit 103, Bradenton Beach
$450,000
34217 Zip Code
Rare office space available in well established commercial building in the heart of Holmes Beach on Anna Maria Island. The office area resides in a commercial condominium equipped with elevator, a public restroom for men and women on the second and third floors. Unit for sale is on the second floor. Sign space available and one parking spot under the building. Plenty of exterior parking with both a street and back door entrance. Building provides diverse occupants of financial planning, medical offices, and construction. Current layout of the 988 square feet is a break room with galley kitchen with updated kitchen cabinets. Furthermore, there are three (3) areas equipped with desk counters accommodating several office spaces as well as one room that contains shelving for miscellaneous storage. Interior is decorated coastal with ship lap walls and large doors with glass. Perfect for a small-medium professional office. Space is directly off the main commercial thoroughfare running North and South on Anna Maria Island. This is the hub of Anna Maria Island with Publix, CVS, Walgreens as well as the largest shopping area on Anna Maria Island all an orange throw across the street. This is a perfect location to service residents and visitors of Anna Maria Island. Owner financing will be considered, act now!

3909 E Bay Drive Unit 115, Holmes Beach
$1,075,000
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
$499,000
2 Beds ⋅ 2 Baths ⋅ Runaway Bay SubDv. ⋅ 34217 Zip Code
Located at 1801 Gulf Drive, Unit 275 in beautiful Bradenton Beach, this fully furnished 2-bedroom, 2-bathroom condo offers an incredible coastal lifestyle just steps from the Gulf of Mexico. Perfectly positioned across the street from the beach, the home captures beautiful water views and provides effortless access to the sugar sands and turquoise waters that make this area so desirable. Inside, the condo is tastefully furnished and completely move-in ready, featuring a comfortable living space, dining area, and a well-equipped kitchen designed for everyday living or vacation use. Large windows throughout the home fill the space with natural light, while the two spacious bedrooms with generous closet space make for a relaxing retreat after a day at the beach. The primary suite includes a private en-suite bathroom with modern finishes, while the second bathroom is equally updated with contemporary fixtures. Step outside onto your private balcony and enjoy Gulf views and warm coastal breezes, the perfect setting for morning coffee or evening sunsets. Residents also enjoy outstanding community amenities, including the largest heated swimming pool on Anna Maria Island, a fitness center, and secure parking. Ideally located near local restaurants, shops, and island attractions, this property offers both convenience and the laid-back charm of beachside living.

1801 Gulf Drive N Unit 275, Bradenton Beach
$1,795,000
6 Beds ⋅ 4 Baths ⋅ Ilexhurst SubDv. ⋅ 34217 Zip Code
Recently remodeled 3-bedroom, 2-bathroom duplex located just a short walk from the beach. This income-producing property has been updated with modern finishes, including wide-plank flooring, recessed lighting, and a neutral color palette throughout. The kitchen features white shaker cabinets, stone-patterned backsplash, and stainless steel appliances. The layout is open and functional, designed to accommodate both long-term residents and vacation guests. The exterior offers multiple covered balconies and a large, private rooftop deck. From this vantage point, you have clear views of the Gulf and spectacular views overlooking the bay. The ground level includes a garage and ample paved parking. You are less than a five-minute walk to the beach and just around the corner from Herb Dolan Park, which features a playground and pickleball courts. Whether you are looking for a turn-key rental or a primary residence with a built-in investment component, this property is ready for immediate use.

2518 Avenue B, Bradenton Beach
$4,295,000
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
$4,200,000
4 Beds ⋅ 4 Baths ⋅ Seaside Gardens SubDv. ⋅ 34217 Zip Code
Pre-Construction. To be built. PHOTOS ARE FROM PREVIOUS BUILD. NEW CONSTRUCTION** Welcome to coastal luxury living in the heart of Holmes Beach. This newly constructed elevated residence offers the perfect blend of modern design, refined finishes, and the relaxed elegance of island life. Thoughtfully designed across three levels, this stunning home features four spacious bedrooms, four full bathrooms, and nearly 3,000 square feet of beautifully designed living space. The main living level showcases an open-concept layout ideal for entertaining, where the kitchen, dining, and living areas flow seamlessly together beneath soaring ceilings. Large windows invite abundant natural light while framing the lush tropical surroundings. The gourmet kitchen is designed for both everyday living and hosting, complete with a large island, generous storage, and easy access to the outdoor living spaces. Upstairs, the private primary suite provides a tranquil retreat featuring a walk-in closet and a luxurious en-suite bathroom. Additional guest bedrooms offer comfortable accommodations for family and visitors while maintaining privacy throughout the home. Outdoor living is at the heart of this island residence. Multiple covered decks provide inviting spaces to relax and enjoy coastal breezes, while the rooftop deck offers an elevated setting for sunset views and entertaining under the Florida sky. Built to modern coastal standards, the home features elevated construction, a durable standing seam metal roof, and hurricane-rated design elements suited for life near the water. The ground level includes a spacious two-car garage, storage, and convenient access to the home's elevator for seamless movement between floors. Located just moments from the pristine beaches of Anna Maria Island, as well as local dining, boutique shopping, and marina access, this property offers the perfect balance of privacy and proximity to everything the island lifestyle has to offer. Whether as a primary residence, vacation home, or investment opportunity, this Holmes Beach retreat delivers modern coastal living at its finest.

307 62nd Street, Holmes Beach
$2,595,000
Ilexhurst SubDv. ⋅ 34217 Zip Code
This waterfront corner lot offers a rare chance to build your custom coastal retreat on an expansive quarter-acre parcel just steps from the sands of the Gulf. With 196 feet of water frontage, tranquil views across the Intracoastal Waterway, and two existing boat lifts with protected dockage canal side, the property is perfectly suited for boating enthusiasts with direct access to open Gulf waters. Imagine designing a home that captures shimmering bay views, salty breezes, and effortless indoor/outdoor living, with ample space to add a pool and outdoor entertaining areas. The oversized corner footprint provides added flexibility for creative architectural design while maximizing privacy. Spend your mornings on the beach, your afternoons cruising the Gulf, and your evenings enjoying the laid-back island atmosphere just moments from charming shops and local dining. Large waterfront parcels this close to both boating and the beach are increasingly hard to find, making this an extraordinary canvas for your coastal vision.

407 20th Place, Bradenton Beach
$3,295,000
7 Beds ⋅ 8 Baths ⋅ Ilexhurst SubDv. ⋅ 34217 Zip Code
Experience the ultimate coastal lifestyle in this exquisite, newly constructed 7-bedroom house located just steps from the pristine white- sands of Anna Maria Island. Designed as a premier short-term vacation rental, allowing nightly rentals, this incredible home offers a turn-key opportunity for savvy investors looking to capitalize on one of Florida’s most lucrative markets. Boasting seven spacious bedrooms and seven-and-a-half baths, this luxurious retreat is engineered for high-occupancy success and grand entertaining. The open-concept, chef-inspired kitchen—a must-have for large groups—features top-tier appliances, custom cabinetry, and a massive island perfect for guest gatherings. This home has expansive rooftop deck, offering a rare "best of both worlds" perspective with panoramic 360-degree views. Guests can soak in the vibrant turquoise waters and world-class sunsets over the Gulf of Mexico to the west, then turn to watch the sunrise or passing boats across the sparkling Sarasota Bay to the east. This property is perfectly positioned to accommodate the high-demand large group segment. The layout is enhanced by proven five-star amenities, including a private heated pool and spa, multiple covered balconies, and high-end designer finishes throughout. Situated just moments from the beach and the free island trolley, this home ensures a seamless experience for guests seeking a car-free vacation. Outside, your private oasis awaits with a custom-designed pool area that acts as a central hub for relaxation, making it a true showstopper in the competitive rental market. Whether you are looking for a personal tropical escape or a high-performing income generator, this property delivers on every front.

2403 Avenue C, Bradenton Beach
$3,299,000
7 Beds ⋅ 7 Baths ⋅ Bay Manor Pb7/23 SubDv. ⋅ 34217 Zip Code
Welcome to your island escape in the highly sought-after Bradenton Beach area of Anna Maria Island - just steps from the sugar-white sands and turquoise waters of the Gulf. Perfectly positioned within a short stroll to the iconic Bridge Street Pier, vibrant bars, boutique shops, and top-rated restaurants on Bridge Street, this custom-built luxury home offers the ultimate blend of location, lifestyle, and income potential . This stunning 7-bedroom, 6.5-bathroom pool home was thoughtfully designed for both comfort and entertaining. The open-concept living area showcases high-end finishes, abundant natural light, and seamless indoor-outdoor flow. Step outside to your private tropical oasis, complete with a heated saltwater pool and spa, surrounded by generous outdoor lounging space - perfect for relaxing after a day at the beach or unwinding under the stars. Take in breathtaking island sunsets from the expansive rooftop terrace, offering panoramic views and the perfect setting for evening gatherings. Additional highlights include a 3-car garage, ample storage, and premium craftsmanship throughout. Currently operating as a successful vacation rental, this property offers excellent investment potential and can be sold fully furnished for a seamless turnkey opportunity. This house is in one of the few areas on the Island that allows for nightly rentals! Whether you're seeking a luxury primary residence, second home, or income-producing coastal retreat, this exceptional Anna Maria Island property delivers the best of island living - just steps from the beach and the heart of Bridge Street.

100 12th Street N, Bradenton Beach
$1,899,000
3 Beds ⋅ 2 Baths ⋅ Bay Palms SubDv. ⋅ 34217 Zip Code
Discover island living in this spacious 3-bedroom, 2-bathroom single-family home was completely renovated in 2025, offering modern luxury just steps from Gulf beaches. The open-concept interior features a brand-new kitchen with stainless steel appliances, new countertops, a large island, and new cabinetry. Both bathrooms are luxuriously updated, with fresh flooring, lighting, and finishes throughout. Two new hot water heaters, gutters, crown molding. Outside, relax in your private heated pool and spa, with brand new pump & heater, set in a lush, fenced backyard oasis, with a screened lanai ideal for entertaining or unwinding. Perfect as a primary residence, vacation home, or strong rental investment in Holmes Beach's popular weekly rental zone, which offers excellent income potential. You'll enjoy a short walk to pristine sandy beaches and public access, plus minutes-away shops, restaurants, cafes, and the Bridge Street Pier—all in an easy island vibe with no high-rises and convenient nearby amenities. In the 2026 market, remodeled pool homes this close to the beach are highly sought after. Schedule your showing today!

419 Clark Drive, Holmes Beach
$3,490,000
4 Beds ⋅ 4 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
Beachfront Bliss – Gulf Views from Every Angle! Just one house from the beach, this 4-bedroom, 4-bath coastal stunner delivers postcard-perfect Gulf views straight from the kitchen sink—yes, you’ll actually smile while scrubbing plates! Natural light throughout, high ceilings, 2 sided fireplace, wet bar in the living room, open living area that flows into a chef’s kitchen. Stainless steel appliances, gas stove, double ovens and more! The coastal chic blue countertops and tile throughout for easy beach sand clean up! Step outside to your wrap around balcony to dine and enjoy the gulf breeze. Backyard features your private heated pool that includes a sun shelf. All the bedrooms are spacious and have their own privacy. The primary suite is upstairs with even better views of the Gulf to wake up to. Enjoy your private balcony AND a spiral staircase leading up to the roof top deck, ideal to watch sunsets and dolphins jump in the water. Master bathroom has a huge walk-in shower, soak in tub, dual sinks and a large walk-in closet that includes a safe. The location is central to the island, close to everything and very convenient. 30 day minimum rental period. One house away from the Gulf, this may be the island’s best-kept secret!

105 49th Street, Holmes Beach
$1,475,000
3 Beds ⋅ 2 Baths ⋅ Haverkos Court SubDv. ⋅ 34217 Zip Code
Welcome to your slice of paradise on beautiful Anna Maria Island! This 3-bedroom, 2-bath island retreat is ideally located just 2.5 blocks from the sugar-sand beaches of the Gulf of Mexico, offering the ultimate coastal lifestyle in one of Florida’s most sought-after destinations. Designed for relaxation and entertaining, the home features an amazing ground-level pool with spa — your own private tropical oasis perfect for soaking up the Florida sunshine or unwinding after a day at the beach. The spacious layout comfortably accommodates family and guests, making every stay feel like a vacation. Enjoy being within walking distance to all that Anna Maria has to offer — charming local shops, great dining, grocery options, and more. Leave the car behind and embrace the true island lifestyle. In addition to being a wonderful personal getaway or primary residence, this property is a great rental home with strong appeal to vacationers seeking location, comfort, and exceptional outdoor living. Its proximity to the beach, walkability, and desirable pool/spa amenities make it highly attractive for short-term rental opportunities. Whether you're looking for an island escape, investment property, or both — this home delivers the very best of Anna Maria Island. Come live your Anna Maria Life!

205 Haverkos Court, Holmes Beach
$2,950,000
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
$649,900
2 Beds ⋅ 1 Baths ⋅ Tortuga Condo SubDv. ⋅ 34217 Zip Code
Rarely available and fully reimagined, this ground-level 2-bedroom, 1-bathroom condo at the award-winning Tortuga Inn Beach Resort offers a sophisticated coastal retreat. Following a comprehensive 2025 remodel, the residence now features a modern aesthetic that perfectly complements its prime Anna Maria Island location. The open-concept floor plan flows seamlessly from the living area to a private courtyard, creating an ideal sanctuary for al fresco dining and relaxation. Inside, the kitchen is a standout with brand-new appliances, elegant countertops, a breakfast bar, and updated cabinetry. Both bedrooms are generously proportioned with ample closet space, and the unit comes turnkey furnished, making it a seamless transition for a primary residence or a high-performing investment. With a solid rental history and future reservations already on the books, this property is as practical as it is beautiful. Residents are just a short walk from the world-renowned white sands of Anna Maria and a five-minute stroll from local boutique shops and restaurants.

1325 Gulf Drive N Unit 125, Bradenton Beach
$2,699,000
6 Beds ⋅ 5 Baths ⋅ Jones Sub SubDv. ⋅ 34217 Zip Code
Own the sunset and step into a lifestyle buyers dream about—and renters actively seek out. Just moments from the Gulf, this stunning 6-bedroom, 4.5-bath coastal retreat delivers the perfect blend of luxury, comfort, and exceptional income potential. Designed to host and impress, the home lives like a private resort. Outside, guests are drawn to the resort-style pool with a sun shelf, a relaxing hot tub, and a tranquil waterfall feature. The outdoor bar and expansive patio create an effortless entertaining space, while the rooftop deck offers unforgettable Gulf-view sunsets that elevate every stay. Inside, the bright, open-concept design is made for connection, comfortably accommodating large groups, families, or vacation guests. High-end finishes meet relaxed coastal style, creating a space that feels both upscale and welcoming—exactly what today’s buyers and renters are looking for. Whether you're building a strong vacation rental portfolio or securing your own coastal escape, this property stands out as a high-demand, memory-making destination with proven appeal.

130 50th Street, Holmes Beach
$7,985,000
7 Beds ⋅ 7 Baths ⋅ Cortez Beach SubDv. ⋅ 34217 Zip Code
Experience the pinnacle of waterfront living in this extraordinary custom bayfront estate, offered fully turn-key and professionally decorated. Encompassing 6,000 square feet of living space and 8,747 square feet under roof, this architectural masterpiece delivers breathtaking 360-degree panoramic views of the Gulf of Mexico and The Inter Coastal Water Way,through dramatic floor-to-ceiling glass walls. Designed for both grand entertaining and relaxed coastal living, the residence features 7 spacious bedrooms, 5 full bathrooms, and 2 half baths. Two fully equipped gourmet kitchens showcase solid wood custom cabinetry, striking tile backsplashes, oversized marble countertops with expansive islands, and high-end stainless-steel appliances, including gas ranges—perfect for hosting family and guests with ease. The luxurious primary suite offers a serene retreat with an elegant en-suite bath, complete with a soaking tub and walk-in steam shower. Additional highlights include an elevator, private theater room and a game room with pool table, creating exceptional indoor entertainment spaces. Outdoor living is elevated to resort caliber with expansive balconies featuring a built-in outdoor kitchen, bar, and dining area—ideal for sunset gatherings. The spectacular heated pool boasts a waterfall feature, sun shelf, and a spa with custom lighting, all overlooking tranquil bay waters. Boating enthusiasts will appreciate the private dock, two boat lifts, and jet ski lift, while a rooftop deck offers yet another vantage point for unforgettable views and stargazing. Recent upgrades include five new central HVAC systems, new flooring, new garage doors, new poolside tile, fresh interior and exterior paint, designer wallpaper, updated light fixtures, and new washer and dryer—ensuring effortless, worry-free ownership. This property is ideally suited for weekly short-term rentals, offering a rare opportunity to combine luxury ownership with strong income potential. Its premier bayfront location, expansive sleeping capacity, resort style amenities, and turnkey, professionally decorated interiors make it highly desirable for high end vacation rentals and multi-family retreats on Anna Maria Island. This is a rare opportunity to own a one-of-a- kind luxury home with timeless design, modern upgrades, and unparalleled water views converge.

110 10th Street S, Bradenton Beach
$2,750,000
4 Beds ⋅ 4 Baths ⋅ Key Royale SubDv. ⋅ 34217 Zip Code
Now Priced to Be the Obvious Choice in Key Royale. Welcome to 634 Key Royale Drive, a beautifully maintained turnkey furnished, elevated waterfront home offering over 3,020 square feet of refined coastal living with quick boating access to Tampa Bay and the Gulf. Built in 2011, this newer construction home combines quality craftsmanship, peace of mind, and the waterfront lifestyle in one of Anna Maria Island's most desirable neighborhoods. Designed for boating and entertaining, the bright, open floor plan flows seamlessly through French doors to a private outdoor retreat featuring a heated pool, Trex dock, 10,000-pound boat lift, jet ski lift, and beautiful canal views. Whether you're heading out for a day on Tampa Bay, exploring the Gulf, or simply relaxing poolside, this home is designed to make the most of island living. A private artesian well helps maintain the lush tropical landscaping while reducing irrigation costs. Inside, recent upgrades include new quartz countertops in the kitchen, two brand-new HVAC systems, Icynene spray-foam insulation, and two Rinnai tankless water heaters, creating a comfortable and energy-efficient home. The spacious primary suite overlooks the canal and features dual vanities, a soaking tub, and custom port windows, while three additional guest bedrooms and two full baths provide plenty of space for family and guests. Built with impact-rated windows and doors and elevated construction that has experienced no storm damage to date, this home offers the confidence today's buyers are looking for. The oversized garage with 12-foot ceilings and a 9-foot door easily accommodates a boat, golf cart, workshop, or additional storage. Now offered at $2,750,000, this is one of the best opportunities to own a newer, elevated waterfront home in Key Royale. While many waterfront homes on the island were built decades earlier, this residence delivers the advantages of newer construction, modern systems, elevated design, immediate boating access, and the convenience of a turnkey furnished home that's ready to enjoy from day one. Located just minutes from the beach, Key Royale Club, restaurants, shopping, and everything Anna Maria Island has to offer—yet tucked away on a quiet canal—this property delivers the ideal combination of boating, comfort, and coastal living. Vacant and easy to show—schedule your private tour today.

634 Key Royale Drive, Holmes Beach
$1,199,000
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
$4,499,000
8 Beds ⋅ 8 Baths ⋅ Cortez Beach SubDv. ⋅ 34217 Zip Code
Offering the full duplex, this property presents a rare opportunity to own two residences, each featuring 4 bedrooms and 3.5 bathrooms, for a combined total of 8 bedrooms and 7 bathrooms. Each side showcases an expansive open floor plan with vaulted ceilings and beam detailing, creating inviting living spaces designed for gathering and entertaining. Spacious living areas connect to multiple covered decks that capture Gulf-to-Bay views. Both kitchens include solid wood cabinetry and granite countertops, while the primary and guest bedrooms offer en-suite bathrooms and walk-in closets for comfort and privacy. The outdoor setting centers around a private pool area with covered spaces for dining and relaxation, highlighted by a waterfall feature. Elevators in each residence provide access to all levels. Located in an area that allows for daily or weekly rentals, this offering provides flexibility for personal use or income potential, all just steps from the Gulf of Mexico and close to the bay, Bridge Street, trolley access, dining, and boutique shopping.

105 4th Street S, Bradenton Beach
$1,225,000
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