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2404 Avenue A, Bradenton Beach
$650,000
2 Beds ⋅ 2 Baths ⋅ Ilexhurst SubDv. ⋅ 34217 Zip Code
Exceptional investment opportunity on beautiful Bradenton Beach! This 2-bedroom, 2-bath home offers 1,506 square feet of living space and is ready for a complete renovation following flooding from Hurricane Helene. No remediation or repairs have been completed, providing a blank canvas for investors, builders, or buyers looking to create their ideal beach retreat. Located just three blocks from the Gulf beaches, this property is situated in a highly desirable area where short-term rentals are permitted, making it an excellent candidate for a vacation rental, seasonal getaway, or permanent residence. The prime location offers easy access to pristine beaches, local restaurants, shopping, and all that island living has to offer. Whether you're looking to renovate, rebuild, or capitalize on the strong rental demand in Bradenton Beach, this property presents a rare opportunity to invest in one of Florida's most sought-after coastal communities. Bring your vision and unlock the potential of this island gem!

2404 Avenue A, Bradenton Beach

5300 Gulf Drive Unit 204, Holmes Beach
$650,000
2 Beds ⋅ 2 Baths ⋅ Martinique Condo SubDv. ⋅ 34217 Zip Code
Beachfront luxury meets island living on beautiful Anna Maria Island. This second-level turnkey condo offers full Gulf views, elevator access, and everything you need to start enjoying paradise immediately. Just two blocks from island shops and restaurants, you’ll love ending every day with unforgettable sunsets and long walks on the beach. Enjoy resort-style amenities including tennis courts, clubhouse, community pool, garage parking spaces, and a private storage unit. Whether you’re into charter fishing, sunbathing, or simply relaxing by the water, this property puts the best of island life right outside your door. Motivated seller offering best-priced unit in the complex — don’t miss this opportunity to own your slice of the Gulf Coast.

5300 Gulf Drive Unit 204, Holmes Beach

600 Manatee Avenue Unit 106, Holmes Beach
$640,000
2 Beds ⋅ 2 Baths ⋅ Westbay Cove SubDv. ⋅ 34217 Zip Code
Experience the quintessential Florida lifestyle in this beautifully updated residence located in the highly sought-after community of Westbay Cove in Holmes Beach on Anna Maria Island. As you step inside, you are greeted by an expansive, light-filled open floor plan featuring stylish wide-plank flooring and a color palette that mirrors the surrounding coast. The chef-inspired kitchen is a true standout, with quartz countertops, premium stainless steel appliances, and a subway tile backsplash. Whether you are hosting friends in the spacious living area or enjoying a quiet morning coffee while looking out on Anna Maria Sound, the seamless indoor-outdoor flow ensures you are always connected to the tropical breeze and lush landscape. The comfort continues into the primary suite that features a spa like ensuite bathroom and renovated walk-in shower. Beyond the front door, the Westbay Cove community offers an unparalleled amenity package that makes every day feel like a vacation. Take a dip in one of the two heated resort-style swimming pools, challenge a neighbor to a match on the tennis and pickleball courts, or explore the local waters via the community’s kayak launch. The location is truly unbeatable for those who love the sun and sand. Situated just a short stroll from the sugar sand beaches on Anna Maria Island, this home puts the best of Holmes Beach at your fingertips. You are steps away from the island’s finest shopping and dining, and the free Island Trolley stop is right nearby to whisk you away to the north end's Pine Avenue or the south end's Bridge Street. With a flexible rental policy making it a savvy investment and a prime location for nature lovers near the Neal Preserve, this Westbay Cove gem is more than just a home, it’s your gateway to paradise.

600 Manatee Avenue Unit 106, Holmes Beach

6921 Holmes Boulevard, Holmes Beach
$620,000
2 Beds ⋅ 3 Baths ⋅ Clark Spring Lake Estates SubDv. ⋅ 34217 Zip Code
Following a FINAL price reduction, the seller has positioned this property for a prompt sale. Buyers who have been waiting for the right opportunity should take notice-this home now offers outstanding value and is priced for immediate consideration. This elevated two-bedroom, two-bath half-duplex home in Holmes Beach offers an ideal beach getaway with the added benefit of allowing weekly rentals and no HOA. Situated on a quiet cul-de-sac, it's just a block away from Beach Access #69. The home features a front deck, perfect for morning coffee, and a back deck for evening cocktails, complete with a stairway leading to a private backyard. Enjoy peaceful lagoon views from your backyard, creating a serene and relaxing setting. Both decks have been updated with Trex decking, known for its durability and longevity, often lasting many years. The backyard also provides ample space for a future pool. Inside, the home boasts a combined living and dining room and a pass-through kitchen. The primary bedroom includes a walk-in closet with a stackable washer/dryer, and the second bedroom and bath are conveniently adjacent to the primary. Recent updates enhance the home's appeal and functionality, including a new AC in 2018, newer kitchen appliances, newer kitchen cabinetry and waterproof vinyl flooring throughout. Significant exterior upgrades were completed in 2021, such as a new metal roof, Hardie board siding, and impact windows and doors. Hardie board siding (fiber cement siding) is recognized for its durability and resistance to weather, pests and fire. Impact windows and doors offer benefits such as enhanced security, noise reduction, increased energy efficiency and protection against extreme weather, potentially increasing property value and lowering insurance costs. A 6-foot privacy fence was also added in 2021. The ground floor features a garage with tandem parking for two cars or space for one car and a golf cart or bikes. Additionally, a non-conforming space offers flexibility for an office, art studio or other uses. This home is centrally located in Holmes Beach, providing easy access to local shops, restaurants, a dog park, a marina and the 63rd Street boat ramp. Holmes Beach, in the middle of Anna Maria Island, is known for its pristine public beaches and offers various activities and attractions.

6921 Holmes Boulevard, Holmes Beach

204 29th Street, Holmes Beach
$612,000
2 Beds ⋅ 1 Baths ⋅ Ilexhurst SubDv. ⋅ 34217 Zip Code
Get a piece of paradise! This charming island home is tucked away on beautiful Anna Maria Island with 2-bedrooms an 1-bathroom. Two Zero Four 29th Street sits on a desirable 6,000-square-foot lot and offers endless possibilities. Whether you're looking to get your hands on a starter project and refresh the home and personalize it to your hearts content. Convert the garage to a true primary suite and add some games in the empty bonus room. Or... if you prefer to really put your imagination to the task, you could create your dream island retreat from the ground up. This property is a rare chance to own in one of the Gulf Coast’s most sought-after locations. The interior of the home has been recently refreshed and features beautiful terrazzo floors that add timeless Florida character. Outside, the location truly shines — just two blocks from the sparkling blue waters of the Gulf of Mexico and the sugar-soft sandy beaches that make island living so special. Enjoy all the perks of life on this barrier island: sunshine year-round, walkable access to local boutiques, favorite restaurants, and the laid-back coastal lifestyle that makes Anna Maria Island such a beloved destination. A great opportunity to enjoy now, invest in for later, or build something truly special. Come live the Anna Maria Life!

204 29th Street, Holmes Beach

1105 Gulf Drive S Unit 2, Bradenton Beach
$610,000
2 Beds ⋅ 2 Baths ⋅ Cortez Beach SubDv. ⋅ 34217 Zip Code
Anna Maria Island. Take in spectacular sunsets from the west-facing wraparound balcony with additional southern exposure. The spacious living and dining area is filled with natural light and coastal charm, featuring tile flooring throughout, bench seating in the dining area, white kitchen cabinetry and appliances. Sold turnkey furnished in the dining room, living room, and primary bedroom, this second-floor unit offers a great opportunity to enjoy as-is or update to match your style. A washer and dryer are conveniently located in the unit, and the property includes 1 deeded carport plus a private basement storage area for all your beach essentials. Just across Gulf Drive South from beach access, the Gulf of Mexico is only steps away. This 2 bedroom 2 bath condo is ideal as a vacation rental investment, seasonal escape, or full-time island residence. Golf-cart friendly and just minutes from local dining, shopping, and Publix. Condo does not meet VA/FHA or CONV financing guidelines.

1105 Gulf Drive S Unit 2, Bradenton Beach

4255 Gulf Drive Unit 229, Holmes Beach
$598,000
3 Beds ⋅ 2 Baths ⋅ Island Village Condominium SubDv. ⋅ 34217 Zip Code
Rarely available 3 bedroom, two bath condo in Island Village. Nicely updated, spacious condo is perfectly positioned just across the street from the stunning white sand beaches of Anna Maria Island offering effortless access to the Gulf of Mexico's turquoise waters and spectacular sunsets. Meticulously maintained this condo features impact windows, new AC in 2021, and a new roof in 2025. The interior boasts fresh finishes with crown molding, wood flooring and spacious bedrooms that comfortably accommodate family or guests. Additional features include under-building parking with 2.5 dedicated spaces (plenty of room for vehicles plus a golf cart), plus a private storage shed for bikes, beach gear or seasonal items. The resort-style community has 2 community pools, a tennis court, and pickleball courts for active recreation. Perfect as a primary residence, second home, or vacation getaway in one of Florida's most coveted beach communities. This one checks every box!

4255 Gulf Drive Unit 229, Holmes Beach

3701 5th Avenue Unit 1, Holmes Beach
$575,000
2 Beds ⋅ 3 Baths ⋅ Gulf View Townhouses Condo SubDv. ⋅ 34217 Zip Code
Gulf View Town Houses Condominium is one of a few select small association properties nestled just south of Manatee Public Beach. Just far enough away for a quiet beach day and just close enough to be an attractive location for vacation renters. A convenient grocery store and shopping district are just 1/8 mile east of this Holmes Beach condominium, making errands a breeze. The Association has been diligent and timely with their maintenance and repairs of the building and common elements, which are in tip top shape. Beach access is a short 150-yard walk west, offering the public beach restaurant and tiki bar just a short stroll north. This is one of the premier weekly rental locations in Holmes Beach and Anna Maria Island as a whole. Unit #1 has two designated parking spaces, a small first floor storage shed, and is one of just four units in this intimate single building condominium complex with heated pool on a spacious corner lot. West facing, with tons of light, this spacious two story 2 bed 2.5 bath condominium is the ultimate in hassle free island living for both owners and renters. On the first floor you will find tile floors throughout an open floor plan with an all-wood cabinet galley kitchen with induction cook top/range and hood, nice breakfast nook, and large living room with ½ bath. The kitchen also features full matching stainless GE Profile line appliances in great shape. A 5x12 ft balcony just off the living room is perfect for sunset viewing and windows and doors are hurricane rated and have been replaced in the past few years. Upstairs find the Primary en-suite bedroom with private west facing balcony and full tile bath with whirlpool tub and separate shower. The guest bedroom is also roomy with private full tile shower bathroom. The laundry room with washer and dryer are also found on the second floor. Definitely schedule a showing to take a closer look! Thanks *A FEW PHOTOS ARE VIRTUALLY STAGED*

3701 5th Avenue Unit 1, 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

441 63rd Street, Holmes Beach
$557,500
2 Beds ⋅ 2 Baths ⋅ Sea Side Gardens SubDv. ⋅ 34217 Zip Code
Live the island lifestyle just steps from the beach! This beautifully renovated 2-bedroom, 2-bath townhouse in Holmes Beach offers the perfect blend of charm, comfort, and investment potential. Well located within walking distance to the sugar-sand beaches of Anna Maria Island, local restaurants, shops, and island conveniences. Featuring no HOA, this move-in-ready property is ideal as a primary residence, vacation home, or short-term rental opportunity such as Airbnb or VRBO. Inside, the home has been fully updated with stylish quartz countertops, stainless steel appliances, elegant gold hardware, and light-colored luxury vinyl plank flooring throughout. Additional highlights include a screened-in porch, a private yard space, and a brand-new electric water heater. Whether you're looking for a turnkey coastal retreat or an income-producing island property, this one checks all the boxes.

441 63rd Street, Holmes Beach

17 Seaside Court, Holmes Beach
$550,000
2 Beds ⋅ 2 Baths ⋅ Seaside Gardens SubDv. ⋅ 34217 Zip Code
Your own slice of paradise awaits in Seaside Gardens, a beloved island neighborhood where laid-back coastal charm meets easy Gulf access. This property is a blank canvas ready for your vision. Inside, the space has been opened up and is primed for its next chapter—design and finish it exactly the way you've always imagined. Step outside to 40 feet of grandfathered dockage, so your boat stays just steps from your door, complemented by a newer seawall installed in 2022. Launch your paddle board right from the dock and glide out onto the bayou, or settle onto the covered waterfront porch—the perfect perch for morning coffee, sunset cocktails, or simply watching the boats drift by. With beautiful water views, cooling coastal breezes, and room to entertain, the possibilities for outdoor living are endless. Beyond the water, everything island life has to offer is just a short stroll away: the dog park, playground, tennis and pickleball courts, and skate park, plus dining, shopping, and local coffee shops. Whether you're dreaming of a weekend getaway, a seasonal escape, or a full-time island residence, this is your chance to create something truly special—just moments from sandy beaches, waterfront dining, and everything that makes island life so irresistible.

17 Seaside Court, Holmes Beach

23 Seaside Court, Holmes Beach
$540,000
2 Beds ⋅ 2 Baths ⋅ Seaside Gardens SubDv. ⋅ 34217 Zip Code
HUGE PRICE REDUCTION – now under $600K! NEW ROOF! Investor alert! Opportunities like this on Anna Maria Island are rare, especially at this price point. Here’s your chance to bring your dream home to life in picturesque Holmes Beach within the transforming Seaside Gardens community. This is your blank canvas to create the ultimate waterfront retreat and boater’s paradise, with no bridges to the Gulf and generous dock potential allowing for quick and easy access to open water. The location is unbeatable, just 0.5 miles to the sugar-white sand beaches and even closer to the vibrant heart of Holmes Beach, where you’ll find charming restaurants, lively taverns, coffee shops, a marina, and more. You can even see the nearby boat launch from the property. For those who enjoy staying active, tennis, pickleball, and basketball courts are all just steps away. Wake up to peaceful views of Watson’s Bayou and design your ideal 2-bedroom island escape. Whether you envision a private coastal getaway or a high-performing short-term rental, the possibilities are exceptional. Don’t miss this opportunity—the island lifestyle has never been more attainable.

23 Seaside Court, Holmes Beach

3701 East Bay Drive Unit 5, Holmes Beach
$535,636
2 Beds ⋅ 3 Baths ⋅ Sunbow Bay SubDv. ⋅ 34217 Zip Code
Rarely do units of this square footage, and amenities, come on the market. The home features 1320 Square feet of living above a finished first floor area with two large rooms and and a third full bath, The under roof garage has a separate large laundry/workshop area .The rear of the unit has a living room porch overlooking your own deeded boat/fishing dock. There is also a large patio area for your your outdoor living activities. Plenty of room for guests. Sunbow Bay is on the Intracoastal Waterway in a prime Anna Maria Island location with one of the largest shopping areas on the island across the street. The Free Island Trolly has a stop at the street in front of Sunbow Bay. The Manatee Public Beach, and restaurant is 1/2 mile away or a short trolly ride. This is one of the few areas on Anna Maria Island you, and guests, can arrive and park your car for the entire time you are here! Sunbow Bay also has two pools, tennis courts and an extremely long dock stretching out into the Intracoastal Waterway for your enjoyment. Island living at its best!

3701 East Bay Drive Unit 5, Holmes Beach

6400 Flotilla Drive Unit 56, Holmes Beach
$525,000
2 Beds ⋅ 2 Baths ⋅ Westbay Point SubDv. ⋅ 34217 Zip Code
In the sought-after Westbay Point and Moorings community, this 1,377-square-foot second-floor End unit residence offers an exceptional opportunity to complete a coastal retreat with your custom finishes. This two-bedroom, two-bath condominium is in vanilla shell/box condition, with new sheetrock installed, and major structural and mechanical upgrades completed. Features include a new roof with a tie-down system, new firewall, new air duct system, updated insulation, new electric and plumbing infrastructure, new air handler and new roof-mounted air compressor. All windows have been replaced with hurricane impact-rated glass, including those in the guest bedroom and side elevations. Additional upgrades include a new hurricane-rated front entry door, porch screening system, and laundry room door. Enjoy panoramic water views and an unobstructed view of the Skyway Bridge from this top-floor unit. The residence presents an ideal blank canvas for designing a personalized interior while benefiting from high-cost improvements.

6400 Flotilla Drive Unit 56, Holmes Beach

15 Seaside Court, Holmes Beach
$520,000
2 Beds ⋅ 2 Baths ⋅ Seaside Gardens SubDv. ⋅ 34217 Zip Code
Waterfront opportunity awaits on Anna Maria Island! Discover the potential to craft your ideal coastal retreat in the evolving Seaside Gardens community of Holmes Beach. With direct, no-bridge access to the Gulf, this property is perfectly suited for boating enthusiasts, offering generous dock space and a 2020 seawall backed by a transferable 60-year warranty. Located just a short half-mile from the island’s renowned sugar-sand beaches, you can enjoy sun-filled days and peaceful mornings watching the sunrise over the water. Nearby, you’ll find the best of island living—local restaurants, lively gathering spots, coffee shops, and a marina—all just minutes away. Outdoor amenities, including tennis, pickleball, and basketball courts, along with a convenient boat launch, are right around the corner. Whether you envision building a custom waterfront home overlooking Watson’s Bayou or enhancing the existing structure to unlock its full value, the possibilities here are wide open. With strong short-term rental appeal in a highly desirable location, this is a rare chance to secure your place in paradise.

15 Seaside Court, Holmes Beach

4307 Gulf Drive Unit 103, Holmes Beach
$515,000
2 Beds ⋅ 2 Baths ⋅ Cayman Cay Villas Condominium SubDv. ⋅ 34217 Zip Code
Turnkey, income-producing boutique beach condo just steps to the sand. Fully furnished and rental ready, this unit has an established revenue history compliant with Holmes Beach's 7-day minimum rental policy, making it the perfect blend of personal use and strong short-term rental potential. Completely renovated with updated electrical, plumbing, modern finishes, and impact-resistant windows, doors, and sliders. The building also remained completely dry during recent storms- an increasingly important factor on the island. Unbeatable location with a 1-minute stroll to the beach, grocery, restaurants, and the town center. Community features include a heated pool with new outdoor furniture, additional storage for bikes and beach chairs, plus pet friendly flexibility. Assigned covered parking, a large private storage closet, and an association benefit that is all inclusive of your utilities, insurance, reserve fund, and building maintenance add even more convenience and value, making this the true path to living on island time.

4307 Gulf Drive Unit 103, Holmes Beach

3601 E Bay Drive Unit 106, Holmes Beach
$510,000
2 Beds ⋅ 2 Baths ⋅ Sandy Pointe Condo SubDv. ⋅ 34217 Zip Code
Step into effortless island living with this beautifully updated turnkey 2BD/2BA retreat in the heart of Sandy Pointe, a serene mangrove lined community. Tucked away just beyond a private wooden bridge, this elevated condo welcomes you with an open floor plan that seamlessly blends living and dining spaces. Recent updates add fresh style and comfort throughout, making it move in ready from day one. Interior laundry is added for comfort and convenience. Savor your morning coffee or evening breeze on the screened lanai overlooking the inviting heated pool and peaceful estuary. A 2 car tandem carport and extra storage make parking and stashing beach gear a breeze. The community’s weekly vacation rental policy adds income potential. Just a short stroll brings you to shopping, dining, and sandy beaches, and a nearby trolley stop makes exploring the island easy. This is island life at its best, vibrant, convenient, and fully refreshed for your enjoyment.

3601 E Bay Drive Unit 106, Holmes Beach

1801 Gulf Drive N Unit 173, Bradenton Beach
$500,000
2 Beds ⋅ 2 Baths ⋅ Runaway Bay SubDv. ⋅ 34217 Zip Code
This beautifully renovated, turnkey 2BR/2BA ground-floor unit in the sought-after Runaway Bay community offers serene lake and fountain views along with partial bay views. Fully updated between 2024 and 2025, it features luxury vinyl and tile flooring, quartz kitchen counters, and modern finishes throughout. Major upgrades include new impact windows and entry door (2021), a new Pella impact slider, and a custom roll-shutter and screen system unique to this home. The HVAC and water heater were replaced in November 2024, and the seller is including one year of flood insurance. Ideally located near the beach with two private deeded accesses, the community boasts renovated amenities including a clubhouse, pool, and dock on Sarasota Bay—plus the largest saltwater heated pool on Anna Maria Island. A fantastic chance to own a fully updated, storm-ready home in a prime location.

1801 Gulf Drive N Unit 173, Bradenton Beach

725 Manatee Avenue Unit 725, Holmes Beach
$500,000
2 Beds ⋅ 2 Baths ⋅ Westbay Cove South SubDv. ⋅ 34217 Zip Code
There is so much value in the elevation of this property as it got no water in the hurricane and these three buildings are more elevated than most of the entire island. RENOVATED AND TURNKEY. Prepare to be enthralled by the mesmerizing beauty of the sparkling waters of Anna Maria Sound, teaming with playful dolphins, graceful manatees, and the colorful spectacle of Florida's native birds. Witness spectacular sunrises as you wake up to the beautiful rays filling your space every morning. Then there is the magnificent moon while casting its illuminating reflection upon Anna Maria Sound, all from this incredible place. This building sits on one of the highest points on the island and did not flood during previous storms. This makes it an Excellent investment. Sit on the Lanai and watch the yachts as they await the Manatee Bridge to lift so they can go under. This beautifully remodeled condo on the water is one of the few dog friendly communities. If all this wasn't enough the space you walk into is being sold Turnkey and looks as if a professional designer made all the decisions down to the smallest things. Now its all your ready to go just pack a suitcase and no need to do anything. Are you a bird watcher? If so you will love the birds you view all day as they fly close to you coming to and fro from nearby Robinson Preserve. One of the nicest things about this place is you don't get stuck during season in all the traffic on the island and its easy to get off to the main land without the long wait that the owners on the north end or south end have. Community has a kayak launch and pickleball as well as tennis and a large heated pool with views of the water. Community HOA fees are much lower than most due to the lack of damage as compared to other places on the island.

725 Manatee Avenue Unit 725, Holmes Beach

4307 Gulf Drive Unit 207, Holmes Beach
$490,000
2 Beds ⋅ 2 Baths ⋅ Cayman Cay Villas Condominium SubDv. ⋅ 34217 Zip Code
This beautifully updated 2BD/2BA coastal retreat offers the perfect blend of comfort, style, and location in the highly desirable Cayman Cay community on Holmes Beach. Ideally situated mid-island and just steps to the soft powdery sands of the Gulf, this TOP FLOOR residence is TURNKEY FURNISHED and truly MOVE-IN-READY. Inside, you’ll find a bright, open layout with a relaxed beach-inspired feel, HURRICANE IMPACT-RATED Windows and thoughtful upgrades throughout. A MAJOR RENOVATION opened up the kitchen and main living area, creating a more spacious and modern flow with NO CARPET throughout the unit. The well-appointed kitchen features upgraded cabinetry, modern countertops, tile backsplash and stainless steel appliances, making it perfect for both everyday living and entertaining. The main living space features custom wood accent wall detailing, adding a stylish coastal touch, and providing both durability and easy maintenance. Both bathrooms have been tastefully updated, and recent improvements include a NEW HURRICANE IMPACT-RATED TURTLE GLASS sliding door and a REFRESHED LANAI. Step out onto the screened lanai and enjoy peaceful surroundings with PARTIAL GULF VIEWS along with views of the pool and tropical landscaping, creating the perfect space to relax and unwind. Additional features include a private owner’s storage room and a designated covered carport space for Unit #207. Cayman Cay offers a well-maintained community setting with a heated pool, shuffleboard courts, and BBQ grilling area, perfect for relaxing after a day at the beach or enjoying time with family and friends. The location is truly unbeatable, just minutes from local restaurants, shopping, Publix, CVS, and everything that makes Anna Maria Island so special. For added convenience, the island trolley is nearby, making it effortless to explore the surrounding area. Enjoy convenient access on and off the island, along with a short drive to Sarasota Bradenton International Airport. Whether you're seeking a full-time residence, a relaxing vacation retreat, or an investment property, this condo delivers the perfect blend of location, modern updates, and easy island living. UNPACK, UNWIND, and START LIVING the island life from day one—while offering excellent INCOME POTENTIAL when you’re away.

4307 Gulf Drive Unit 207, Holmes Beach

6500 Flotilla Drive Unit 212, Holmes Beach
$485,000
2 Beds ⋅ 2 Baths ⋅ Westbay Point SubDv. ⋅ 34217 Zip Code
Welcome to an inviting ground-level canal-front condo tucked into the highly sought-after WestBay Point and Moorings community on beautiful Anna Maria Island. This bright and airy 2-bedroom, 2-bath residence welcomes you with a private front courtyard—an ideal spot for morning coffee or a quiet read—then leads into a versatile enclosed lanai offering endless possibilities for a home office, sunroom, or additional entertaining space. Inside, the updated kitchen features KraftMaid cabinets, and new countertops, convenient pull-out drawers and a wet bar that make hosting effortless. The expansive dining and living room combination brings in natural light from multiple sliders and flows seamlessly to the enclosed back lanai, where peaceful canal views and glimpses of the community tennis courts set a serene backdrop. The primary suite is a tranquil retreat with lanai access, an updated ensuite bathroom and generous walk-in closet with abundant storage. The beautifully updated second bath serves the guest bedroom, which also enjoys direct access to the front lanai, plus its own walk-in closet. This ground-floor unit is especially attractive for its accessibility and, importantly, it did not flood. Beyond the home, WestBay Point and Moorings deliver resort-style amenities: a heated community pool and spa, well-maintained tennis courts, and a kayak launch for easy access to the canal and surrounding waterways. Nestled in the heart of Holmes Beach, the community offers a rare combination of convenience and privacy—close to shops, dining and the island’s renowned beaches, yet tucked away for peaceful, everyday living. This thoughtfully updated condo is a must-see for anyone seeking island living with comfort, storage and outdoor lifestyle conveniences. Short walk to restaurants, shops, and Island trolly stop.

6500 Flotilla Drive Unit 212, Holmes Beach

101 73rd Street Unit 3, Holmes Beach
$480,000
2 Beds ⋅ 2 Baths ⋅ Princess Martha Apartments SubDv. ⋅ 34217 Zip Code
Virtually Staged. This is your golden moment. Zoned for nightly rentals. Beachfront boutique building is comprised of only six units. This updated two-bedroom, two-bath unit has magnificent views with shells and sand at your back patio that lead you to the private path, which opens to the breathtaking sands of The Gulf. This is a rare opportunity as unique buildings like these are few and far between. It could be the ideal place to call home or to use as a nightly or weekly rental. The condominium association fee includes exterior maintenance, cable, water, sewer and trash. One pet allowed with no weight limit. The roof, air-conditioning unit and water heater were installed in 2025. Make your appointment today to be one of the premier owners of this boutique beachfront condominium.

101 73rd Street Unit 3, Holmes Beach

600 Manatee Avenue Unit 230, Holmes Beach
$475,000
2 Beds ⋅ 2 Baths ⋅ Westbay Cove SubDv. ⋅ 34217 Zip Code
Welcome to your dream coastal getaway! This beautifully maintained second-floor condo comes completely turnkey and fully furnished, making it effortless to move right in and start living the relaxed Florida lifestyle. Perched on an elevated corner, the home enjoys extra privacy, fantastic natural light, and lovely glimpses of the bay right from your windows. The recently updated kitchen boasts a nice, crisp aesthetic with sleek white cabinetry, stainless steel appliances, stylish floating wood shelving, and abundant storage options throughout. Step outside onto your screened lanai to enjoy relaxing views overlooking the sparkling community pool. With all major exterior repairs recently completed and every detail ready for immediate enjoyment, this corner unit offers complete peace of mind and effortless coastal living. Located within a quiet, well-manicured community, this property is the perfect blend of luxury and location. Whether you are looking for a relaxing vacation home or a serene permanent residence, this beautiful condo is a spectacular choice!

600 Manatee Avenue Unit 230, Holmes Beach

6500 Flotilla Drive Unit 187, Holmes Beach
$475,000
2 Beds ⋅ 2 Baths ⋅ Westbay Point SubDv. ⋅ 34217 Zip Code
SPECTACULAR WATER VIEWS!!! Welcome to Westbay Point & Moorings, a highly desirable waterfront condominium community tucked away in a quiet area of Holmes Beach on Anna Maria Sound. This charming community offers resort-style amenities including a heated pool and spa, tennis and pickleball courts, and kayak launch. Monthly rentals are permitted up to 12 times per year, offering exceptional flexibility for both personal use and investment. This second-floor 2B/2B condo is being sold furnished and turnkey, featuring beautiful coastal décor throughout—ready for immediate enjoyment or rental opportunity. BUILDING HAS NEW ROOF IN 2024. Recent updates include: Luxury vinyl flooring throughout living areas and bedrooms, Hurricane-impact windows, Brand-new stainless steel appliances (2026),New A/C system (2025). The spacious primary suite opens to breathtaking water views, creating a serene retreat. Additional features include an in-unit laundry closet and pet-friendly policies. Westbay Point is known for its welcoming, friendly atmosphere where neighbors truly feel like a community. Just around the corner, you’ll find the Holmes Beach public boat ramp as well as public pickleball, basketball, fitness, dog, and skate parks, plus the local library. Ideally located just a short stroll from Anna Maria Island’s famous sugar-sand beaches, as well as boutique shopping and top-rated dining. Low HOA fee of $713/month includes: Cable TV, high speed internet, 2 community pools, escrow reserves, insurance on the building, exterior and grounds maintenance, on-site management, pest control, sewer, trash, and water—everything except electric! FULLY FUNDED RESERVES AND NO OPEN HURRICANE CLAIMS.

6500 Flotilla Drive Unit 187, Holmes Beach

4307 Gulf Drive Unit 109, Holmes Beach
$460,000
2 Beds ⋅ 2 Baths ⋅ Cayman Cay Villas Condominium SubDv. ⋅ 34217 Zip Code
Steps from the Gulf and newly approved WEEKLY rental policy! Experience the best of Anna Maria Island in this charming, ground-level 2-bedroom, 2-bathroom condo located in a premier Holmes Beach community. This residence perfectly balances modern upgrades with the relaxed, "Old Florida" charm that makes this island world-famous. THE INTERIOR: The heart of this home is the newly remodeled kitchen, featuring crisp quartz countertops, contemporary cabinetry, high-end hardware, and a deep farm sink. Sold fully turnkey, the transition to your new beach life is seamless. OUTDOOR LIVING & PRIVACY: Relax and enjoy your morning coffee on your covered, screened-in lanai which overlooks the sparkling community pool or step out for effortless access to the heated swimming pool for a midday dip! For ultimate seclusion, the primary suite features a rare, private open-air patio. Complete with a private outdoor shower, it is a serene sanctuary perfect for sunbathing or getting lost in a good book COMMUNITY & LOCATION: Located directly across the street from the sugary sands of the Gulf of Mexico, this complex offers a true resort feel with a heated pool, BBQ grilling area, and shuffleboard courts. Whether you’re looking for a permanent residence, a seasonal getaway, or an investment, the flexible rental policy - WEEKLY RENTALS ALLOWED - offers great potential. HIGHLITES: • Prime Location: Easy walk to shopping, dining, and island entertainment, with quick access off-island. • Pet-Friendly: Owners are welcome to bring their pets! • Maintenance-Free: Ground-level entry with no stairs to navigate. ADDITIONAL OFFERINGS: covered parking, LG storage closet, small enclosed area off of BD #2 for office space or additional storage. Don't miss this opportunity to own a piece of paradise where the beach is your backyard and every day feels like a vacation!

4307 Gulf Drive Unit 109, Holmes 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

101 73rd Street Unit 2, Holmes Beach
$450,000
2 Beds ⋅ 2 Baths ⋅ Princess Martha Apartments SubDv. ⋅ 34217 Zip Code
Virtually Staged. This is your golden moment! Units 1, 2, 3 are all listed for sale and zoned for nightly rentals. Beachfront boutique building is comprised of only six units. This renovated two-bedroom, two-bath unit has magnificent views with shells and sand at your back patio that lead you to the private path, which opens to the breathtaking sands of the Gulf of Mexico. This is a rare opportunity as unique buildings like these are few and far between. It could be the ideal place to call home use as a daily rental. The condominium association fee includes exterior maintenance, cable, water, sewer and trash. One pet allowed with no weight limit. The roof was installed in 2025, and the air-conditioning unit in 2022. Make your appointment today to be one of the premier owners of this boutique beachfront condominium.

101 73rd Street Unit 2, Holmes Beach

117 7th Street N Unit 23, Bradenton Beach
$427,000
2 Beds ⋅ 1 Baths ⋅ Bay View Terrace SubDv. ⋅ 34217 Zip Code
Discover the idyllic lifestyle at Bay View Terrace Condominiums, a remarkable 40-unit complex perched over the enchanting Anna Maria Sound. This exquisitely updated 2-bedroom, 1-bathroom condo is the ultimate choice for anyone seeking a primary residence, a seasonal escape, or a lucrative rental investment. The moment you step inside, you’ll fall in love! Experience the warmth of the inviting living room, which flows effortlessly into the dining area. The beautifully renovated kitchen is a chef's dream, featuring stunning live-edge butcher block countertops, brand new appliances, and elegant glass backsplashes that add a touch of sophistication. Both generously sized bedrooms offer their own unique charms; the first boasts a spacious walk-in closet and sliding doors that lead directly to your private parking space, while the second overlooks the peaceful courtyard. Indulge in the spa-like atmosphere of the meticulously renovated bathroom, complete with a roomy, fully tiled walk-in shower and a stylish, lighted medicine cabinet with anti-fog features. Plus, for your convenience, a locked storage unit on the second floor awaits to house all your beach essentials. This condo is not only gorgeous but also equipped with significant updates, including beautiful laminate flooring throughout, a new A/C system, a new water heater, and brand new impact windows and doors, all completed in 2025. Best of all, it comes fully furnished! The current owners have taken care of all assessments, and the condo association generously covers flood insurance, allowing you to move in with total peace of mind. Bay View Terrace amenities are equally enticing: enjoy a heated pool that overlooks the bay, a delightful picnic area, and dedicated storage for your kayaks and bikes. Situated just across the street from the beach and within a short stroll of local shops, restaurants, and entertainment, this property offers the perfect blend of relaxation and convenience. This is more than just a home; it's a lifestyle. Don't let this opportunity slip away—schedule your showing today and start living like you're on vacation every day!

117 7th Street N Unit 23, Bradenton Beach

101 73rd Street Unit 1, Holmes Beach
$420,000
1 Beds ⋅ 1 Baths ⋅ Princess Martha Apartments SubDv. ⋅ 34217 Zip Code
Virtually Staged. This is your golden moment! Units 1, 2, 3 are all listed for sale and zoned for nightly rentals. Beachfront boutique building is comprised of only six units. This renovated one-bedroom, one-bath unit is a first-floor corner unit that has magnificent views with shells and sand at your back patio that lead you to the private path, which opens to the breathtaking sands of the Gulf. This is a rare opportunity as unique buildings like this are few and far between. It could be the ideal place to call home or as a daily rental. The condominium association fee includes exterior maintenance, cable, water, sewer and trash. One pet allowed with no weight limit. The roof and air-conditioning unit were installed in 2025. Make your appointment today to be one of the premier owners of this boutique beachfront condominium.

101 73rd Street Unit 1, Holmes Beach

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