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1801 Gulf Drive N Unit 266, Bradenton Beach
$322,500
1 Beds ⋅ 1 Baths ⋅ Runaway Bay SubDv. ⋅ 34217 Zip Code
Welcome to your perfect island retreat at Runaway Bay on beautiful Anna Maria Island! This updated upstairs 1-bedroom, 1-bath condo offers the ideal blend of comfort, convenience, and coastal charm. Whether you're searching for a personal getaway, full-time residence, or income-producing investment property, this turnkey furnished unit is ready for you to enjoy from day one. Inside, you’ll find tasteful updates throughout, including stone countertops, stainless steel appliances, and the convenience of an in-unit washer and dryer. The bright, inviting living space makes it easy to relax after a day at the beach. Runaway Bay offers amenities designed for the ultimate island lifestyle, including a large heated saltwater pool, active clubhouse, tennis court, shuffleboard, fitness room, and a scenic bayfront fishing pier. Best of all, you’ll enjoy deeded beach access to the sugar-sand beaches of Anna Maria Island, complete with an on-demand crosswalk for added safety and convenience. Experience your own “happy place” in paradise while also enjoying excellent rental potential in one of Florida’s most desirable beach communities.

1801 Gulf Drive N Unit 266, Bradenton Beach

3816 6th Avenue Unit 3816, Holmes Beach
$725,000
3 Beds ⋅ 2 Baths ⋅ The Village At Holmes Beach SubDv. ⋅ 34217 Zip Code
Set in one of the most convenient locations in Holmes Beach, this three-level island residence features a private elevator connecting all three levels, making the home easy to navigate while still offering the separation and flexibility of a multi-level layout. Everyday essentials, shopping, dining, and the beach are all within easy reach. Located just behind Publix and nearby retail, and only a short distance from Manatee Public Beach, the setting makes it easy to enjoy island life without giving up everyday convenience. The property also offers strong seasonal rental appeal with a 30-day minimum rental period and 2027 season bookings already in place, creating an opportunity for buyers looking for both personal use and income potential. From the moment you arrive, the layout is designed to make island living practical. The ground level offers a 2-car tandem garage with additional storage, plenty of room for beach gear, bikes, or a golf cart, plus a flexible den and access to the outdoor patio area. Take the stairs or the private elevator up to the main living level, where travertine flooring carries through a bright and comfortable living and dining space. French doors open to a covered balcony, creating an easy spot for morning coffee, evening drinks, or simply enjoying the island air. The kitchen features solid wood cabinetry, stone countertops, stainless steel appliances, a pantry, and an eat-at peninsula that keeps the space open and functional for everyday living or entertaining. Also on this level are two additional rooms, one currently used as a flexible office/bedroom, along with a full guest bath, interior laundry, and extra storage. The layout can be returned to a true 3-bedroom configuration, giving future owners flexibility based on how they want to use the home. The entire top floor is dedicated to the primary suite, creating a private retreat away from the main living areas. French doors open to a covered balcony, while the oversized bedroom flows into a large en-suite bath with dual sinks, custom cabinetry, a walk-in shower, and a spacious walk-in closet. Additional storage near the elevator adds even more functionality to the upper level. Impact windows, a 2019 HVAC replacement, generous storage, garage parking, and additional parking across the street round out the practical side of the home. The community also offers a pool and mature landscaping, making it easy to enjoy time at home when you’re not at the beach. Whether you’re looking for a seasonal escape, full-time Holmes Beach residence, or an investment property with future bookings already secured, this home offers the combination buyers are looking for: location, elevator access, flexibility, rental potential, garage parking, and easy proximity to the beach and everyday conveniences.

3816 6th Avenue Unit 3816, Holmes Beach

455 62nd Street, Holmes Beach
$435,000
1 Beds ⋅ 1 Baths ⋅ Seaside Gardens SubDv. ⋅ 34217 Zip Code
Welcome to 455 62nd Street, a lovely coastal retreat situated in the heart of Holmes Beach on world famous Anna Maria Island. Positioned in a quiet, highly sought-after residential enclave, this exceptional property holds a distinct market status as currently the only elevated unit on 62nd Street. Engineered with solid elevated concrete block construction, it delivers a rare combination of structural resilience, architectural distinction, and refined coastal living. The elevated design not only provides superior peace of mind and favorable insurance conditions, but also creates valuable covered ground-level parking and a secure, private storage area ideal for golf carts, water sports equipment, and beach gear. Complemented by a newly installed roof and fresh soffits, the home’s major capital elements have been meticulously addressed to create a low-overhead, turnkey ownership experience. Inside, the home opens to an airy, light-filled interior where modern finishes and coastal utility meet. The updated kitchen features contemporary cabinetry, sleek countertops, and quality appliances, serving as an efficient hub for daily living and casual beachside hosting. The open-concept footprint is intelligently configured to comfortably host up to four guests, offering an inviting, low-maintenance layout that maximizes usable living space. This property offers extraordinary versatility tailored to many uses from business to personal. For the vacation rental investor, its placement within a coveted weekly short-term rental district, paired with its efficient four-guest capacity and solid concrete construction, delivers a high-performing asset designed for strong rental demand and minimal operational friction. For buyers seeking a seasonal sanctuary, the low-maintenance, "lock-and-leave" nature of this resilient build provides a seamless warm-weather escape. Local island and Bradenton residents will equally appreciate a rare, accessible opportunity to acquire an upgraded, elevated foothold in one of the Gulf Coast's premier barrier island communities. Step outside and experience the Anna Maria Island lifestyle. Located just a short walk or bike ride from the turquoise Gulf waters and sugar-sand beaches, the residence is also moments from local dining, boutique shopping, and the free island trolley stops along Marina and Gulf Drives. In combining rare elevated construction with unmatched coastal convenience, 455 62nd Street represents an extraordinary real estate opportunity in Holmes Beach.

455 62nd Street, Holmes Beach

600 Manatee Avenue Unit 144, Holmes Beach
$440,000
2 Beds ⋅ 2 Baths ⋅ Westbay Cove SubDv. ⋅ 34217 Zip Code
Check out the virtual video ! Discover your island retreat in Holmes Beach—an appealing option for a second home or an investment property with rental potential. Enjoy bay and pool views with the beach within walking distance and convenient access to shops, restaurants, and other Anna Maria Island attractions! Sold furnished. One of the larger west-facing ground level condo features a renovated kitchen and 2 updated bathrooms. Ceramic tile flooring throughout high-traffic areas, including the living room, dining room, kitchen, and bathrooms. The kitchen offers lots of custom white cabinetry with pull outs, granite countertops, and a raised breakfast bar area. Additional features include newer air conditioning and back hurricane-impact slider doors. Per the seller, the residence has experienced no damage or flooding from past hurricanes or storms. Relax on the front lanai with its six-foot privacy fence, or enjoy water and pool views from the back patio, which is open looking toward the pool and kayak area. Community amenities include multiple pools, pickleball areas, and an inviting social patio where neighbors gather and enjoy full bay views. The condo fee includes contributions to the escrow reserve fund, building exterior insurance, Flood insurance, internet, exterior building maintenance, grounds maintenance, pools and pool maintenance, recreational facilities, sewer, trash, and water. Whether you’re seeking a beach getaway or exploring rental income potential, this condo offers an inviting setting to enjoy island living. Sold Furnished with the exception of personal items.

600 Manatee Avenue Unit 144, Holmes Beach

2601 Gulf Drive N Unit 502, Bradenton Beach
$95,000
1 Beds ⋅ 1 Baths ⋅ Sandpiper Resort Coop SubDv. ⋅ 34217 Zip Code
Sandpiper Resort is a 55+ park. Charming 1 Bedroom, 1 Bath Co-Op in Sandpiper Resort on Anna Maria Island – Sold As-Is Opportunity awaits in the highly sought-after Sandpiper Resort Co-Op, a friendly 55+ waterfront community located just minutes from the beautiful beaches of Anna Maria Island. This 1 bedroom, 1 bath home offers the perfect chance to create your own island retreat. The property sustained storm damage and is being sold strictly as-is, making it an excellent opportunity for buyers looking to renovate, restore, or replace with a new elevated home, subject to community guidelines and approvals. Enjoy all that Sandpiper Resort has to offer, including access to Anna Maria Sound, with boat docks, fishing pier, clubhouse, shuffleboard, and a full calendar of social activities. Residents love the relaxed coastal lifestyle, breathtaking sunsets, and convenient location near shopping, dining, and world-famous Gulf beaches. Whether you're looking for a seasonal getaway, investment opportunity, or future island home, this property offers tremendous potential in one of Florida's most desirable waterfront communities. Sold As-Is. Buyer responsible for verifying all dimensions, condition, and community requirements.

2601 Gulf Drive N Unit 502, Bradenton Beach

101 66th Street Unit 6, Holmes Beach
$760,000
2 Beds ⋅ 3 Baths ⋅ Anna Maria Island Club SubDv. ⋅ 34217 Zip Code
Experience the perfect blend of luxury beachfront living and strong investment potential with this rare Gulf-front condo-hotel residence on Anna Maria Island, designed in the timeless style of a charming New England coastal inn. This intimate 12-unit boutique community offers direct access to the sandy beaches of the Gulf of Mexico and delivers one of the most desirable beachfront locations in Florida. Unit #6 is ideally positioned on the second floor and accessed by both an elegant staircase and elevator, offering convenience along with privacy and elevation for enhanced views. This spacious 2-bedroom, 2.5-bath beachfront condo features beautiful original hardwood flooring, crown molding, and a bright open layout designed for coastal comfort. A rare highlight of the residence is its two private balconies, one extending from the living room and the other from the primary suite, providing panoramic Gulf views, pool views, and unforgettable sunset skies—perfect for morning coffee, evening relaxation, or listening to waves rolling onto the shore. The interior is thoughtfully appointed with built-in closets, in-unit washer and dryer, and a fully turnkey package that includes furnishings, décor, beach equipment, kayaks, and paddleboards, allowing for immediate enjoyment without additional setup. As part of a professionally managed condo-hotel investment property, owners benefit from up to 120 days of personal use a year while the on-site management team handles rentals the remainder of the time. With its prime beachfront location on Anna Maria Island, the property consistently achieves strong occupancy rates, making it an attractive income-producing vacation rental investment. Even better, ownership allows you to enjoy months of personal beachfront living annually while rental income helps offset operating costs, creating both lifestyle value and financial efficiency. Offered fully turnkey, this residence checks every box for buyers seeking a luxury beachfront condo on Anna Maria Island, a Gulf-front vacation rental investment property, or a low-maintenance coastal retreat in Florida. Simply bring your swimsuit and start enjoying beachfront living at its finest—where lifestyle, location, and long-term value all come together in one exceptional opportunity.

101 66th Street Unit 6, Holmes Beach

4255 Gulf Drive Unit 116, Holmes Beach
$570,000
2 Beds ⋅ 2 Baths ⋅ Island Village Condominium SubDv. ⋅ 34217 Zip Code
Virtually Staged. NEW ROOF installed in 2025! Welcome to this remodeled and elevated 2-bedroom, 2-bathroom end-unit condo with a flex room at Island Village in Holmes Beach. Perfectly located just one block from the pristine sands of Anna Maria Island. This bright and airy condo has been thoughtfully updated, featuring a clean, modern aesthetic. It includes two dedicated parking spaces under building and includes a storage room. The interior has been freshly painted and new tile floors installed in the kitchen and flex room. One of the upgrades is the enclosed flex room with a closet, now fully under air with the recent extension of the A/C system. This versatile bonus room features a large closet and offers endless possibilities for use. Use it as a sunroom, a comfortable home office or a cozy retreat that effortlessly adapts to your lifestyle needs. This sun-filled retreat is enhanced with sliding glass doors and Phifer weave sunscreen shades, offering views of the lush, park-like surroundings. The kitchen is designed with both style and functionality in mind, featuring durable Corian countertops, a breakfast bar, a Whirlpool full-size stainless-steel refrigerator and freezer, and custom Kitchen Craftmade Cabinetry. The primary bedroom includes sliding glass doors that open to the air-conditioned flex room, a large walk-in closet, and an en-suite bathroom with a walk-in shower. The second bedroom offers another ensuite bath, making it ideal for guests or family members. A dedicated laundry room with a full-size washer and dryer adds everyday convenience. Recent updates include a NEW ROOF in 2025, an upgraded electric meter in 2024, and refreshed exterior paint completed in 2021. The condo also includes an osmosis water filtration system. This condo is part of Island Village condominiums, a well-maintained, maintenance-free community where the HOA covers cable TV, internet, water, sewer, trash, insurance, and upkeep of the grounds, exterior, community pools, and tennis courts. Residents enjoy access to two heated pools and two tennis/pickleball courts, offering ample recreational opportunities year-round. Owners are permitted to rent their condo up to three times yearly, with a minimum rental period of one month. Located only two blocks to direct beach access, this condo is ideally positioned within easy access to over 20 public beach access points, 12 parks, popular restaurants, and local shops. Don’t miss this rare opportunity to own a beautifully updated condo in one of Anna Maria Island’s most desirable communities. Schedule your tour today and experience the relaxed, tropical lifestyle of Island Village. Be sure and check out the 3D walkthrough and floor plan for this lovely condo in Island Village.

4255 Gulf Drive Unit 116, Holmes Beach

2517 Avenue C, Bradenton Beach
$1,132,500
4 Beds ⋅ 4 Baths ⋅ Ilexhurst SubDv. ⋅ 34217 Zip Code
The Beach is Calling! Just steps from the sugar sands and turquoise waters of Bradenton Beach on world-famous Anna Maria Island, this rarely available income-producing duplex offers the perfect combination of island lifestyle, investment opportunity, and coastal charm. Whether you’re dreaming of owning a private beach retreat, a high-performing vacation rental, or both, this property delivers endless possibilities in one of Florida’s most desirable beach destinations. Imagine waking up to salty sea breezes, spending your days on the beach, and generating rental income all at the same time. Live in one unit while renting the other, lease both for maximum return, or create the ultimate multi-family vacation getaway. Opportunities like this are incredibly rare on Anna Maria Island, especially this close to the beach and the vibrant energy of Bridge Street. Both units have been thoughtfully updated and are being sold fully furnished and completely turn-key, making them ready for immediate enjoyment or short-term rental use. One unit is a true coastal showpiece featuring stylish shiplap accent walls, stunning tongue-and-groove ceilings, and a custom-designed primary bed with built-in storage that maximizes both functionality and charm. Recent improvements, including a brand-new roof installed in 2026, provide added value and peace of mind for years to come. Designed with both privacy and entertaining in mind, each unit features its own private entrance, dedicated parking, separate laundry room, and individual outdoor living spaces. The spacious balconies create the perfect setting for morning coffee, sunset cocktails, or gathering with family and friends after a day at the beach. Charming outdoor showers add the quintessential Florida touch, allowing guests to rinse off after long afternoons in the sand and surf. Each side of the duplex offers 2 bedrooms and 2 full bathrooms, comfortably accommodating multiple families or larger groups while still allowing everyone to enjoy their own private retreat. The flexible layout makes this property especially attractive for vacation renters, seasonal residents, or investors seeking strong income potential in a prime island location. Location truly sets this property apart. Just a short stroll away is Bridge Street, the lively heart of Bradenton Beach, known for its open-air restaurants, local boutiques, live music, and laid-back island atmosphere. Spend your days at nearby Coquina Beach, bike to the breathtaking shores of Bean Point, or explore the charming communities of Holmes Beach and Anna Maria to the north. Cross over to the historic Cortez Fishing Village for fresh-off-the-boat seafood and Old Florida charm, or venture into Bradenton for waterfront dining, arts, and attractions like the Bishop Museum of Science and Nature. For upscale shopping, fine dining, and cultural experiences, Sarasota, Longboat Key, and St. Armands Circle are all just a short drive away. This is more than just a property—it’s a lifestyle investment in one of Florida’s most beloved coastal destinations. Sunsets, sandy toes, island living, and incredible income potential all come together in this exceptional Anna Maria Island duplex. Your piece of paradise awaits.

2517 Avenue C, Bradenton Beach

504 58th Street, Holmes Beach
$1,110,000
3 Beds ⋅ 2 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
BEST PRICED CANAL FRONT HOME ON A.M.I. Recently renovated 3 bedroom, 2 bath canal front home on a beautiful, deep water, natural-lined mangrove canal with a boat dock. This meticulously cared for home is located on a very quiet street in Holmes Beach. A shady, private paver lined courtyard sits canal side and is a serene spot to escape. PGT Hurricane rated windows & doors installed Oct. 2021, new metal roof installed 2025, new A/C, ductwork & insulation 2025 and all new appliances 2025. Centrally located on the island just steps from Holmes Beach City Park & Public Event Venue, with pickleball courts, a dog park and The Island Library. Walking distance to great dining options & local shopping boutiques. Hop on your golf cart to enjoy the pristine beach & Gulf located just minutes from your door! One car garage and ample driveway parking. This great home is truly "island living" at its best.

504 58th Street, Holmes Beach

2918 Avenue  E, Holmes Beach
$1,635,000
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

2913 Gulf Drive, Holmes Beach
$960,000
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

6200 Flotilla Drive Unit 301, Holmes Beach
$862,000
2 Beds ⋅ 2 Baths ⋅ Westbay Point SubDv. ⋅ 34217 Zip Code
One of a kind, stunning and rarely available first floor, end unit in Westbay Point & Moorings III! With its exceptional water views, corner-unit privacy, extensive renovations, assigned dock and assigned carport, this condo offers a rare opportunity to enjoy the best of Anna Maria Island living in a well cared for condo community. This stunning corner-unit condo offers expansive water views from the main living area, kitchen, and master suite, creating a serene backdrop for everyday island living. Thoughtfully renovated with an open layout and a soothing palette of neutral coastal tones, the residence is move-in ready and designed for relaxed Florida living. Step outside to the travertine patio, relax and take in the spectacular waterfront setting. Enjoy beautiful sunrises and colorful sunsets while watching dolphins and other wildlife as they pass through the surrounding waters. An assigned dock provides the perfect place to enjoy the water and island lifestyle, while the enclosed front porch and patio offer additional space to relax and enjoy the coastal breezes. Additional features include an assigned covered carport space, assigned dock, and the convenience of a well-maintained waterfront community. Residents enjoy a resort-style pool, separate grilling area, kayak storage, and a tennis / pickleball court. The Westbay Point & Moorings complex is just blocks away from Anna Maria's sugar white sand, gulf beaches, boutique shops and numerous restaurants. This rarely available condo offers a unique opportunity to enjoy the best of Anna Maria Island living—whether as a full-time residence, vacation getaway, or investment property. Call now for a private showing!

6200 Flotilla Drive Unit 301, Holmes Beach

310 63rd St, Bradenton Beach
$1,600,000
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

6300 Flotilla Drive Unit 107, Bradenton Beach
$307,500
1 Beds ⋅ 1 Baths ⋅ Shell Point SubDv. ⋅ 34217 Zip Code
Don’t miss this opportunity for a quaint and cozy, ground level Shell Point 1 bedroom, 1 bathroom unit! Watch dolphins play in the Bayou! Soak up your spectacular bay views in a private setting with all the amenities - tennis/pickleball court, heated swimming pool, putting green, clubhouse, waterfront park, and shuffleboard. This unit is newly renovated and ready for you to add your favorite decor and special touches! Luxury vinyl plank flooring throughout, new kitchen, appliances, and new baths, as well as fresh paint. Sit and relax on your back patio or launch kayaks into the bayou. Very close to Holmes Beach restaurants, shops and the Gulf for an amazing seasonal or year-round experience.

6300 Flotilla Drive Unit 107, Bradenton Beach

108 9th St  N Unit 1, Bradenton Beach
$1,137,500
2 Beds ⋅ 3 Baths ⋅ Bradenton East SubDv. ⋅ 34217 Zip Code
This amazing property sits perfectly positioned between the beach and the intercoastal, Owner is selling the whole building. This is a 3 unit condominium with an active association. The upstairs unit is a 2 bedroom 1 bath unit with a combined living/dining kitchen space including a balcony overlooking the southern exposure with line of sight views to both the gulf to the right and intercoastal on the left. There are 2 downstairs units that are studios having full kitchens, a single bath and combined area for living and sleeping, each studio having its own screened and covered porch on the front side of the building. There is a shared utility room on the west side for laundry that all units share. Owner has renovated the downstairs units after the storm, Upstairs has been refreshed. Downstairs units were rented long term and the upstairs 2/1 was a managed short term rental by one of the local management companies. The property has tremendous amount of possibilities and upside for a variety of investors.

108 9th St N Unit 1, Bradenton Beach

1603 Gulf Drive N Unit 3, Bradenton Beach
$450,000
1 Beds ⋅ 1 Baths ⋅ Tradewinds Condo SubDv. ⋅ 34217 Zip Code
Experience the charm of Old Florida living just steps from the Gulf of Mexico at this beautifully renovated turnkey-furnished beach cottage in the sought-after Tradewinds Beach Resort on Anna Maria Island. Whether you're searching for a carefree island retreat, an income-producing vacation rental, or the perfect blend of both, this stylish one-bedroom residence offers exceptional flexibility with no minimum rental restrictions and professional on-site management available. Completely remodeled with a fresh coastal aesthetic, the interior is move-in ready, and designed for immediate enjoyment. Soft tropical hues, wood-look tile flooring, and an open floor plan create a bright, inviting atmosphere, while the updated kitchen showcases stone countertops, custom cabinetry, newer stainless steel appliances, and generous workspace. The beautifully renovated bath echoes the same timeless finishes, and in-residence washer/dryer provides added convenience. Offered turnkey furnished, the residence includes a king-size bed, queen sleeper sofa, two flat-screen televisions, and tasteful décor, allowing you to begin enjoying island life from day one. Outside, a shaded private front patio with a newly installed paver walkway provides the perfect setting for morning coffee or evening cocktails, while assigned parking is conveniently located just outside your door. Offering added peace of mind, the home has been thoughtfully updated with Hardie® siding, impact-rated windows and doors, and new plumbing and sewer lines. Tradewinds Beach Resort captures the relaxed character that has made Anna Maria Island one of Florida's most beloved destinations. Pastel-colored cottages draped in jasmine and bougainvillea line a quiet private lane leading to a heated bayside swimming pool, fishing pier, picnic pavilions, charcoal grills, and beautifully landscaped grounds. Across the street, deeded beach access leads to the powdery white sands and turquoise waters of the Gulf of Mexico, where unforgettable sunsets become part of everyday life. The pet-friendly community also offers on-site laundry facilities and optional rental management services, including housekeeping, beach loungers, umbrellas, and guest services, making ownership effortless. Perfectly positioned just moments from Historic Bridge Street, you'll enjoy easy access to waterfront restaurants, local boutiques, live entertainment, fishing charters, and island cafés. The free Anna Maria Island Trolley stops nearby, providing convenient transportation to Holmes Beach, Anna Maria, Coquina Beach, and additional island attractions. Whether you're spending your days boating, paddleboarding, shelling along the shoreline, or exploring the island's vibrant dining scene, this exceptional residence offers the quintessential Anna Maria Island lifestyle with outstanding rental potential.

1603 Gulf Drive N Unit 3, Bradenton Beach

607 Baronet Lane, Holmes Beach
$4,000,050
Key Royale SubDv. ⋅ 34217 Zip Code
Experience exceptional waterfront living in this brand new canal front residence offering 5 bedrooms, 5½ baths, plus a den. Thoughtfully designed with custom wood trim, rich wood flooring, and elegant stone countertops throughout, this home blends refined craftsmanship with modern luxury.Enjoy 100 feet of canal frontage with direct canal access, perfect for boating and water enthusiasts. A private elevator services all levels. There is also a breathtaking rooftop deck with panoramic water and sunset views—ideal for entertaining or unwinding.The outdoor living spaces rival a private resort, featuring custom tropical landscaping, a designer pool and spa, and seamless indoor-outdoor flow. A spacious 5-car garage offers abundant room for vehicles, storage, and recreational gear.

607 Baronet Lane, Holmes Beach

6300 Flotilla Drive Unit 71, Holmes Beach
$395,000
2 Beds ⋅ 2 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
Turnkey coastal living in highly desirable Shell Point. This beautifully remodeled 2-bedroom, 2-bathroom residence offers an open, functional floor plan designed for effortless Florida living. The main living space features newer luxury plank-style flooring, a fresh neutral palette, and plenty of room to relax or entertain. The fully updated kitchen boasts crisp white cabinetry, quartz-style countertops, a contemporary tile backsplash, and a complete stainless-steel appliance package. Both bedrooms are generously sized, complemented by two updated full baths offering comfort and privacy. Step right outside for a short walk to the sparkling community pool, or take advantage of manicured grounds and dedicated covered carport parking. Ideally located just minutes from premier shopping, dining, and daily conveniences. Schedule your private tour today.

6300 Flotilla Drive Unit 71, Holmes Beach

6808 Palm Drive Unit B, Holmes Beach
$690,000
2 Beds ⋅ 2 Baths ⋅ Clark Spring Lake Estates SubDv. ⋅ 34217 Zip Code
Welcome to Palm View Lakehouse in Holmes Beach. This fully renovated 2-bedroom, 2-bath ELEVATED half duplex was updated in 2022 and allows for weekly rentals, offering excellent investment potential with nearly $50,000 in year-to-date bookings and almost to $60,000 in bookings in 2024, plus several bookings already secured for next year. The home features luxury vinyl plank flooring throughout, granite countertops, stainless steel appliances, and IMPACT windows and doors, with both bathrooms updated with new tile and vanities. Outside, enjoy a PRIVATE heated saltwater pool, along with a DOCK added in 2023 where you can fish, kayak or paddleboard. Other recent improvements include a AC in 2021 and new garage door in 2025. Close in proximity to the Gulf beaches, dining, and shopping, this property blends island living with convenience and comfort.

6808 Palm Drive Unit B, Holmes Beach

605 Key Royale Drive, Holmes Beach
$3,615,000
3 Beds ⋅ 4 Baths ⋅ Key Royale SubDv. ⋅ 34217 Zip Code
This fully remodeled 3-bedroom, 3.5-bath waterfront home is a rare find—offering breathtaking views, modern upgrades throughout, and direct access to Tampa Bay and the Gulf of Mexico in the highly sought after neighborhood of Key Royale on Anna Maria Island. Situated on a tranquil south-facing cove along the Intracoastal Waterway, this property provides both stunning scenery and natural protection. Upon entering the home, you will find an open, airy floor plan featuring all-new wood flooring, new interior and exterior doors, new windows with shutters, and exceptional craftsmanship at every turn. The chef’s kitchen is a true showstopper, showcasing top-of-the-line Thermador appliances, custom cabinetry, and a spacious layout designed for effortless hosting and everyday living. The primary suite is a retreat of its own with large walk -in closet and a beautifully updated ensuite bath. The second bedroom functions like a second primary, offering a generous bedroom space and its own private ensuite bathroom—ideal for guests or multi-generational living. Outdoors, the home transforms into a private waterfront paradise. Enjoy a saltwater pool and spa, an outdoor kitchen with a gas BBQ, green egg, griddle, and your own putting green—all overlooking sparkling water views where dolphins are frequent visitors. Boaters will appreciate the 16,000-lb boat lift, deep water access, and plenty of side-yard space for additional toys, including a 50-amp RV hookup and room for a boat or trailer. Additional peace of mind comes with recent updates: the lanai was screened in March 2026, and a full home inspection was completed in January 2026 by SWF Home Inspections. With luxury updates, protected water, and unparalleled views, this is Florida waterfront living at its finest!

605 Key Royale Drive, Holmes Beach

2502 Avenue B, Bradenton Beach
$1,750,000
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

2308 Canasta Drive, Bradenton Beach
$1,550,000
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

3017 Avenue C, Holmes Beach
$300,000
Ilexhurst SubDv. ⋅ 34217 Zip Code
Priced for quick sale with a brand-new survey already completed, this is your opportunity to own a prime 5,000 square foot vacant lot in the heart of Holmes Beach on Anna Maria Island, just two blocks from the beach. Zoned R1 for residential single-family use, this property offers incredible potential to build a custom coastal retreat or high-demand vacation rental. Ideally located just moments from the pristine Gulf beaches, the lot backs directly to the serene Grassy Point Preserve, providing a private natural backdrop with no rear neighbors. This rare piece of land is situated in one of the most sought-after neighborhoods on the island, offering easy access to charming local shops, waterfront dining, and the laid-back lifestyle that Anna Maria Island is known for. As one of the last remaining buildable lots in Holmes Beach and already survey-ready, buyers can move forward with confidence in designing and building their island oasis. Don't miss this rare opportunity to make your vision a reality in one of Florida's most desirable coastal communities, your island dream awaits.

3017 Avenue C, Holmes Beach

3720 Gulf Drive, Holmes Beach
$2,500,000
Casanas Sub SubDv. ⋅ 34217 Zip Code
Set along the shimmering Gulf shoreline in the heart of Holmes Beach, this rare Anna Maria Island parcel invites you to bring your coastal vision to life. Just moments from powdery white sands and within easy reach of the area’s charming boutiques, local dining, and laid-back island attractions, the location strikes an ideal balance between tranquility and vibrant beach town energy. Whether you imagine a striking custom residence designed to capture sweeping Gulf views and unforgettable sunsets, or you’re looking to secure a prime investment in a highly desirable destination, the possibilities here are as expansive as the horizon. This is more than a homesite, it’s an opportunity to create a personalized retreat where every day feels like a getaway.

3720 Gulf Drive, Holmes Beach

111 6th Street N, Bradenton Beach
$2,850,000
8 Beds ⋅ 7 Baths ⋅ Crystal Beach Sub SubDv. ⋅ 34217 Zip Code
Sea Forever has everything you need for your Anna Maria Island beach home! From stunning beach views, an amazing location, an elevator and other incredible amenities, this luxurious 8 bedroom and 6 and 1/2 bathroom home offers it all. With just a short 200 steps to the beautiful white sandy beaches, you can enjoy spectacular 360-degree views of the blue Gulf waters, the Bay, and even the Cortez Bridge from the spacious rooftop deck. Spend your days lounging in the private heated pool and spa, or simply walk down to the stunning Bradenton Beach to swim in the crystal-clear waters. With enough room for everyone, this home can comfortably accommodate a total of 18 people, and offers something for every traveler in your group. Sit back and relax at the "boat bar" located under the covered lanai, catch a sunset on the turfed rooftop deck and bar, or play pinball in your personal arcade room! Sea Forever is a spectacular custom built home just steps from the Anna Maria Sound, Gulf beaches local shopping and restaurants. Take over the extensive future bookings through 2026 and own a piece of world-famous Anna Maria Island for yourself. Call for your private showing today!

111 6th Street N, Bradenton Beach

8106 Gulf Drive, Holmes Beach
$1,370,000
4 Beds ⋅ 4 Baths ⋅ Edgemere Sub SubDv. ⋅ 34217 Zip Code
**ACTIVE Short Term Rental** Financials and Insurance information available upon request. Bookings for 2026 (August is full and Fall is filling up) and 2027 in place with strong reviews. 2025 Income $146K with 70% Occupancy (Owners used the Property extensively) still producing $104K NET INCOME.COASTAL INVESTMENT OPPORTUNITY! Elevated duplex. Weekly rentals. One block to the beach. Rare deeded boat slip. Turnkey, Fully Furnished, and Income-Producing from DAY ONE! Welcome to island living at its finest at 8106 Gulf Drive, Units A & B, in Holmes Beach on beautiful Anna Maria Island. This Property offers the ideal blend of personal retreat and exceptional income-producing opportunity, along with private residential beach access to the Gulf of Mexico just one block away. With established rental history, and exceptional guest reviews providing immediate confidence for investors, this turnkey property is ready to generate rental income from day one while offering the flexibility of a personal island getaway whenever the mood strikes. Located just one street from the Anna Maria city limits, where weekly short-term rentals are permitted, it maximizes income potential in one of the island's most desirable locations. Each thoughtfully updated 2-bedroom, 2-bath unit is beautifully furnished with coastal-inspired décor, newer appliances and comfortable mattresses that guests consistently rave about. Simply arrive, unpack, and start enjoying everything island life has to offer. Buy with added peace of mind knowing a pre-listing inspection has already been completed. Highlights include a durable metal roof, well-maintained A/C systems, newer windows and sliding glass doors (approximately four years old), plus an elevated design with flood barriers for added confidence. Outside, the island lifestyle takes center stage. Private balconies with Adirondack chairs invite morning coffee, sunset breezes and front-row seats to the laid-back rhythm of Holmes Beach. The fully fenced yard, installed just six months ago, creates a welcoming outdoor gathering space, while the side yard grill is perfect for relaxing after a day at the beach. Rinse off in the outdoor shower, store your gear in the owner's storage room and enjoy the convenience of separate laundry and utility rooms with washers and dryers, along with golf cart plug-ins for each unit. The island lifestyle comes fully equipped. Two kayaks, a paddleboard and bicycles are included, making it easy for owners and guests alike to experience the very best of Anna Maria Island. For boating enthusiasts, the story gets even better! A rare deeded boat slip conveys with the property, offering immediate access for launching the included kayaks while presenting the opportunity to create a future dock. It's an uncommon bonus that adds both lifestyle appeal and long-term value. Whether you choose to live in one residence while generating income from the other or maximize your investment by leasing both, this exceptional property offers flexibility, strong rental potential and a collection of amenities rarely found together in a single investment opportunity on Anna Maria Island. Follow your nose to the salt air. Chase another spectacular Gulf sunset. Own your slice of paradise with built-in income potential. No shoes required!

8106 Gulf Drive, Holmes Beach

508 83rd Street, Holmes Beach
$1,569,000
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

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