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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

213 75th Street, Holmes Beach
$1,250,000
3 Beds ⋅ 3 Baths ⋅ Bay Palms SubDv. ⋅ 34217 Zip Code
It’s a short walk to the beach to enjoy the beautiful water and sunsets and then back to your turnkey furnished vacation home with a pool that offers seating and a table for the cocktail hour. The courtyard also offers a covered, shady patio with a dining table to enjoy the cool breeze through the palm trees. Totally updated floor plan with a great flow! Close to shops and the free trolley. An open floor plan with top of the line amenities throughout. Four, flat screen, “smart” TV’s, one in each bedroom and one in the living room. Wireless internet access. NEW Comfortmaker by Carrier 3 Ton 15.5 SEER2 Straight Cool with electric heat. Condenser Coil protective coating to be installed 8/4/2026. Solar Pool Panels 1/17/2019 Pool Heating Options: Electric/Propane/Solar system with new Aquastrong Inverter Swimming Pool Heat Pump and gas heater. Solar Windows and doors are impact resistant (hurricane rated) 2016 Wind Mitigation report on file Great rental history!

213 75th Street, Holmes Beach

206 75th Street, Holmes Beach
$1,025,000
3 Beds ⋅ 2 Baths ⋅ Bay Palms SubDv. ⋅ 34217 Zip Code
~Discover your slice of paradise on Anna Maria. Lovingly named “The Beach House,” this charming 3-bedroom & 2-bathroom single level 1950s cottage is full of island charm. Offering the perfect blend of comfort, convenience, and character, the open layout creates a great space for entertaining family & friends or for enjoying quiet relaxation. Make it your own, thoughtfully updated with NEW neutral features; paint & trim, sleek tile flooring throughout, and beautifully bright baths & showers. The spacious primary bedroom has two large closets and a private en-suite bath. Step outside to the palm filled yard, perfect for unwinding. The back deck is great for morning coffee or afternoon cocktails, grilling, and dining. Rinse off after a day at the beach in the fully enclosed outdoor shower, *there is also plenty of property to add a future pool. This lovely home also has a durable metal roof and mature landscaping. LOCATION is everything...in the heart of Holmes Beach, just a block from a beloved beach access and only a short distance to great island shops & dining. Just pack your bags, “The Beach House” is offered turnkey furnished. Currently enjoyed for many years as a 2nd home, use as your primary residence, vacation getaway, and/or as a lucrative rental investment property. This coastal gem ensures you are never far from the sun, sand, and surf. THIS IS THE ONE, this wonderful BEACH HOUSE can now be yours!

206 75th Street, Holmes Beach

309 57th Street, Holmes Beach
$935,000
4 Beds ⋅ 3 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
Discover this 4 bedroom, 3 bathroom versatile home, perfectly positioned on Anna Maria Island for effortless coastal living. Located on a spacious 0.23-acre lot (approximately 9,988 sq ft), this property offers many possibilities!! If desired, this home can easily be changed back to a duplex with some modifications making it a 3 bedroom, 2 bathroom unit on one side and a cozy mother in law suite that is 1 bedroom, 1 bathroom unit on the other. Whether you're seeking a multi-generational home, a vacation retreat with rental potential, or an income-generating investment, this setup provides flexibility and charm in one of Florida's most desirable beach communities. Ideal for families or entertaining, featuring ample room for comfortable island-style living. Step outside to a backyard with plenty of space to add your dream pool, creating a private oasis for relaxation under the Florida sun. Or keep the awesome Koi pond and zen feels of the backyard. With its prime location, you're just a short stroll from pristine white-sand beaches and gorgeous sunsets. Walking distance to Holmes Beach restaurants and shops. Schedule a showing today!

309 57th Street, Holmes Beach

104 Sunset Lane, Holmes Beach
$14,250,000
5 Beds ⋅ 7 Baths ⋅ Sunset Cove At Holmes Beach SubDv. ⋅ 34217 Zip Code
Imagine owning a beach retreat on an island beloved by travelers from around the world yet still cherished for its warm, small-town charm. Newsweek recently named Anna Maria Island the #1 Most Popular Beach Town in America, and nestled along its pristine shoreline is Sunset Dream, an extraordinary 8,563 sq ft under-air contemporary beachfront estate designed to celebrate panoramic Gulf views at every turn. Every element of this fully furnished, modern masterpiece is intentional and bespoke. Imported “corner-less” wraparound glass walls frame 180-degree vistas of the Gulf of Mexico, creating an uninterrupted connection to the shoreline. The chef-inspired kitchen redefines entertaining with a layout that allows guests to watch the cooking experience as if they’re part of a live culinary show. A secondary hidden catering kitchen supports large gatherings with ease. This gourmet space includes a dual-faucet Galley Workstation® sink, full-size Sub-Zero® refrigerator and freezer, dedicated red and white wine coolers, a beverage bar, and a built-in Frame® TV. The main living area showcases curated Menotti® Italian furnishings, a white grand piano, a sleek linear gas fireplace, and exquisite finishes that highlight superior craftsmanship. Oversized Euro Doors® open fully, inviting the outdoors in and creating a spectacular indoor–outdoor lifestyle. For game days or cinematic evenings, the media room is a standout feature. Hand-cut paulownia wood wall coverings warm the space, while smart home controls dim the room and bring a 155" screen to life. A smoked-oak bar and dual keg system elevate the experience. The third-level primary suite continues the theme of breathtaking Gulf views with its own floor-to-ceiling wraparound glass walls. A built-in breakfast bar and custom leather bed with a hidden TV lift offer comfort and luxury. The spa-inspired primary bath includes dual water closets and a sculptural tub surrounded by corner-less glass overlooking the beach, a true statement of artistry and retreat. The ground-level terrace is an oasis designed for relaxation and connection. Lounge beside the full-sized pool with in-water bar seating, unwind in the spa, or admire the dramatic one-story waterfall. The space seamlessly opens to a poolside bar and indoor entertaining lounge. To complete the experience, Sunset Dream is equipped with a comprehensive smart home and security system and comes fully furnished for immediate enjoyment. Close at noon and toast to your new lifestyle with a glass of wine at sunset, right from your terrace as the sky melts into the Gulf.

104 Sunset Lane, Holmes Beach

6201 Holmes Boulevard, Holmes Beach
$1,430,000
5 Beds ⋅ 3 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
INCREDIBLE VALUE! 5 BEDROOM HOME ON ANNA MARIA ISLAND WITH PROVEN RENTAL HISTORY- THIS IS THE ONE!!! Imagine owning a place where every day feels like a vacation. Located on a peaceful corner lot in the heart of Holmes Beach, this spacious 5-bedroom pool home offers the perfect balance of relaxed island living and modern comfort—just steps from everything that makes this island so special. Designed for connection and comfort, the home features an airy, open layout filled with natural light and coastal character. The kitchen anchors the space with recent updates, stainless steel appliances, and generous prep areas, making it ideal for hosting family and friends after long beach days. Sliding glass doors lead to a private outdoor retreat, where a sun-drenched pool, expansive patio, and side courtyard create a setting made for entertaining, relaxing, and making memories. The primary suite feels like a private escape, complete with an updated bathroom, walk-in closet, and direct access to the pool—perfect for morning swims or quiet evenings outdoors. With five bedrooms accommodating up to 10 guests, the home offers flexibility for full-time living, extended stays, or hosting visitors with ease. Major upgrades add value and peace of mind, including fully renovated bathrooms, updated kitchen features, and a metal roof installed in 2022. The home is thoughtfully maintained and ready to be enjoyed from day one. What truly sets this property apart is the lifestyle. Walk to the sugar-white beaches of the Gulf, bike to local cafés and shops, enjoy sunset strolls, and embrace the easygoing rhythm that makes Anna Maria Island one of Florida’s most beloved coastal communities. Weekly rentals are permitted, providing the option to enjoy the home while also benefiting from its income potential. Whether you’re searching for a beach home, a family getaway, or a smart island investment, this Holmes Beach property delivers space, location, and lifestyle—all in one unforgettable setting. Come experience why people fall in love with Anna Maria Island… and never want to leave.

6201 Holmes Boulevard, Holmes Beach

532 70th Street, Holmes Beach
$3,525,000
5 Beds ⋅ 5 Baths ⋅ Bay Palms SubDv. ⋅ 34217 Zip Code
Introducing one of Anna Maria Island’s most captivating bayfront residences, perfectly positioned along the pristine waters of Bimini Bay with sweeping panoramic views stretching across the open water and beyond. Encompassing more than 4,300 square feet of beautifully designed living space, this stunning estate embodies the essence of luxury island living. From the moment you arrive, the home’s elevated coastal architecture, lush tropical landscaping, and commanding presence create an unforgettable first impression. At the heart of the residence, a recent renovation transformed the main living areas into a sophisticated gathering space designed for relaxed family living and effortless entertaining. The chef’s kitchen serves as the centerpiece of the home, showcasing custom cabinetry, premium appliances, designer finishes, an eye-catching backsplash, and an oversized island where family and friends naturally gather. Thoughtfully designed for both beauty and functionality, the kitchen flows seamlessly into expansive living and dining spaces where walls of glass frame breathtaking bay views and fill the home with natural light. The open-concept design creates a seamless connection between indoor and outdoor living, allowing the beauty of the bay to become part of everyday life. Every space was designed to embrace the home’s spectacular setting. Five spacious bedrooms and five beautifully appointed bathrooms provide luxurious accommodations for family and guests. The waterfront primary suite features a private balcony and breathtaking sunrise views across the bay. Additional guest suites and custom bunk accommodations offer comfort, privacy, and refined coastal style throughout. Step outside and discover a private bayfront retreat unlike anything else on the island. The resort-style pool and spa overlook sparkling open water, creating a dramatic backdrop for relaxation and entertaining. Multiple terraces and balconies provide front-row seats to sunrises, passing boats, and the ever-changing colors of the bay. A private putting green adds another layer of enjoyment, while mature tropical landscaping enhances privacy throughout. For boating enthusiasts, the location is simply unrivaled. With no bridges and direct access to Tampa Bay and the Gulf of Mexico, the property offers effortless navigation for everything from offshore fishing adventures to sunset cruises and days exploring nearby sandbars and waterfront destinations. The private dock and 16,000-pound lift place endless adventures just steps from your back door. Yet perhaps the home’s greatest luxury is its setting. Positioned on one of Anna Maria Island’s most coveted stretches of shoreline, this residence offers the rare combination of expansive open-water vistas, direct boating access, modern coastal elegance, and the relaxed sophistication that defines island life. Beyond the property itself lies the timeless charm of Anna Maria Island. Leave the car behind and embrace a lifestyle where bicycles, golf carts, and sunset strolls are part of daily life. Explore sugar-sand beaches, browse the boutiques and galleries of Pine Avenue, and enjoy waterfront dining moments from home. Blending Old Florida charm with coastal sophistication, Anna Maria remains one of Florida’s most sought-after island destinations. This is more than a home. It is a private waterfront resort, an entertainer’s dream, and a rare opportunity to experience the very best of Anna Maria Island living.

532 70th Street, Holmes Beach

241 17th Street N, Bradenton Beach
$965,000
3 Beds ⋅ 3 Baths ⋅ Bradenton Beach Club SubDv. ⋅ 34217 Zip Code
Welcome to this slice of paradise in Bradenton Beach, this FULLY TURNKEY 3-bedroom, 2.5-bath beachfront townhouse perfectly positioned in a highly sought-after and rarely available Gulf-front community of Bradenton Beach Club, this residence offers the ultimate Florida lifestyle—whether you’re looking for a full-time residence, vacation home, or income-producing rental (can show numbers) Step inside and immediately feel at home in the bright, open-concept living space, where natural light pours in through expansive windows and sliding glass doors. The thoughtfully designed layout seamlessly connects the living room, dining area, and fully equipped kitchen—creating the perfect space for entertaining or simply relaxing after a day in the sun. The kitchen is both functional and elegant, featuring modern appliances, ample cabinetry, and a convenient island for casual dining. Whether you're preparing a quick breakfast before the beach or hosting a sunset dinner, this space delivers. Upstairs, you’ll find three spacious bedrooms. The primary suite is a true retreat with plenty of room and a private ensuite bath complete with a soaking tub, walk-in shower, and dual vanity. Two additional bedrooms provide flexibility for guests, family, or even a home office setup. Step outside to your private screened-in patio or balcony—ideal for morning coffee or evening cocktails with coastal breezes. From here, you’re just moments away from what truly sets this property apart: direct beach access to the stunning Gulf Coast shoreline. Spend your days soaking up the sun, walking along the sand, or enjoying breathtaking sunsets just steps from your door. Residents and guests also enjoy resort-style amenities, including two heated community pools, a relaxing hot tub, and convenient parking—all within a well-maintained, upscale beachfront complex. This homes has rental income in place through 2026 and into 2027 with current management making this the perfect "pick up and go situation" if you're looking for a income producing property on the beach

241 17th Street N, Bradenton Beach

309 68th Street, Holmes Beach
$1,750,000
4 Beds ⋅ 4 Baths ⋅ Anna Maria Island Beachwalk SubDv. ⋅ 34217 Zip Code
Stunning Key West style home only 2 blocks away from the sugar sands and turquoise waters of the Gulf beaches, this beautifully maintained 4-bedroom, 3.5-bath residence offers the ideal blend of island charm, comfort, and coastal living. Lovingly owner-occupied and meticulously cared for, the home showcases pride of ownership throughout. Spacious living areas and multiple balconies invite you to unwind with your morning coffee while enjoying the refreshing Gulf breeze. Catch the Osprey sightings from the top balcony! Open concept living, kitchen and dining that is perfect for entertaining and family fun. Fabulous features throughout consist of stainless steel appliances, granite counter tops, tile and bamboo flooring for easy clean up, large walk-in showers, soaking tub and more. Very ideal is there are 2 primary suites, one on the main level and one on the upper level. 2 car garage and even more driveway parking for ultimate convenience. 2 a/c units (replaced in 2023). Opportunities are endless as this home would make a great primary, seasonal or investment property. Step outside to your private tropical retreat featuring a heated pool surrounded by lush landscaping, creating the perfect setting for relaxing afternoons or entertaining guests year-round. Located in the heart of Holmes Beach’s most desirable areas, you’re just moments from the beach, local dining, boutique shopping, and everything island life has to offer!

309 68th Street, Holmes Beach

2711 Avenue C, Holmes Beach
$750,000
3 Beds ⋅ 2 Baths ⋅ Sunrise Park SubDv. ⋅ 34217 Zip Code
Located just one block from the world famous beaches and Gulf on Anna Maria Island! This house offers relaxed coastal living with all the right touches! Turnkey furnished, 3-bedroom, 2-bath, 1,700-square-foot home welcomes you with a private, landscaped paver patio and a remote-controlled Sunsetter awning that provides afternoon shade and helps keep the living room cool. Inside, vaulted ceilings create an open, airy feel, while the spacious kitchen and baths feature maple cabinetry and quartz countertops. The expansive Florida room overlooks a completely private tropical backyard with lush landscaping, a heated pool, and a paver pool deck. The large primary bedroom includes an ensuite bath and a separate space ideal for an office or sitting area. Additional features include new appliances and pool pump in 2024 and new pool heater in 2026. Further highlights include hurricane shutters, a fully fenced private backyard, a covered side area ideal for a golf cart, and a large freestanding utility shed with electric. This home is also eligible for priority dock rights at the city-owned boat slips at the end of a canal just one block away. Ideally located between the bridges giving easy access on and off the island There is nothing to do here but relax and enjoy your surroundings: take a dip in the pool, stroll to the beach, take the free trolly and indulge in the varied dining options this island has to offer, from tiki bars to fine dining. Whether you are seeking relaxation or adventure, this home provides the perfect base for enjoying Anna Maria Island’s unique charm and vibrant lifestyle!

2711 Avenue C, 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

6327 Gulf Drive, Holmes Beach
$1,000,000
3 Beds ⋅ 2 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
Wake up to Gulf breezes, stroll across the street to the sugar-white sands and turquoise waters of Anna Maria Island, and end each day watching spectacular sunsets from your private wraparound deck with partial Gulf views. This beautifully updated and fully furnished three-bedroom, two-bath home with two car garage offers the ultimate island lifestyle while allowing weekly rentals, creating an exceptional opportunity for both personal enjoyment and investment income. With an elevated home and hurricane windows and sliding glass doors, you'll feel relaxed and worry-free. One of the community's most desirable residences, this property features the largest lot in the neighborhood, offering nearly twice the yard space of neighboring units along with an expansive outdoor living area, covered patio, garage, laundry, and abundant storage. Inside, the light-filled open floor plan is designed for effortless coastal living, featuring a beautifully updated kitchen that flows seamlessly into the living and dining areas, while the spacious primary suite offers a stunning renovated walk-in shower. Upstairs, a charming loft connects two guest bedrooms and a full bath, providing comfortable accommodations for family and guests. Recent improvements include a new roof, fresh exterior paint, updated wraparound deck, new washer and dryer, new lighting fixtures, and stylish new furnishings, allowing the next owner to begin enjoying or renting the property immediately. Just steps from the heated community pool, beach access, restaurants, shopping, and everything Holmes Beach and Anna Maria Island have to offer, this turnkey residence presents a rare opportunity to own one of the community's premier properties. With weekly rentals permitted and excellent income potential, this is Florida beach living at its finest.

6327 Gulf Drive, Holmes Beach

5803 Imperiore Avenue, Holmes Beach
$985,000
2 Beds ⋅ 2 Baths ⋅ Neptunes Gardens SubDv. ⋅ 34217 Zip Code
Smart Buyers: This Price Improvement Is For You. Weekly rental! Exceptional Investment Steps from Holmes Beach. Welcome to Blue Oasis, a fully renovated ground-level retreat just steps from Holmes Beach and the turquoise waters of the Gulf of Mexico. This stunning 2-bedroom, 2-bath home combines modern luxury with island charm. Featuring a versatile den with a pocket door for added privacy, it’s perfect for a home office or guest space. The den includes a stylish daybed with trundle, offering extra sleeping accommodations without sacrificing comfort or design. Every detail has been thoughtfully upgraded, including a new roof (Summer 2025), freshly finished walls, baseboards, doors, and paint throughout, plus custom closet organizers for added functionality. The kitchen and both bathrooms feature all-new soft-close cabinetry and fixtures, complemented by brand-new appliances—dishwasher, refrigerator, gas range/oven, and washer. Comfort is ensured with a new A/C (November 2024-mounted up from the ground), while the new pool pump with Pentair automation adds convenience and efficiency. The master bath boasts a completely redesigned shower with new tile and hardware, and the entire home is furnished with all-new furniture and décor, from beds, mattresses, and nightstands to a stylish sofa, chairs, dining set, and coastal accents. Outdoors, enjoy new patio furniture, umbrellas, lighting, and a perfect sized pool with optional spa jets plus a shed stocked with new beach chairs and a beach cart. Rinse off in the outdoor shower offering both hot and cold water. Additional upgrades include new TVs in every room, palm tree shutters, creating a turnkey property that’s ready to impress. With its prime location just a four-minute walk to the beach, easy access to shops and dining, and exceptional rental performance, Blue Oasis delivers a fantastic ROI and lifestyle appeal—perfect as a short-term rental, second home, or long-term investment in one of Florida’s most sought-after coastal markets. Make your move on this turnkey coastal gem today!

5803 Imperiore Avenue, Holmes Beach

609 Foxworth Lane, Holmes Beach
$1,325,000
3 Beds ⋅ 3 Baths ⋅ Key Royale SubDv. ⋅ 34217 Zip Code
Welcome to 609 Foxworth Lane, a beautiful coastal retreat in the highly sought-after community of Holmes Beach on Anna Maria Island. This inviting residence offers the perfect blend of relaxed island living, stylish comfort, and an exceptional location just minutes from the pristine Gulf beaches, charming shops, local dining, and everything that makes Anna Maria Island so special. Whether you are searching for a full-time residence, vacation getaway, or investment opportunity, this property offers an incredible opportunity to enjoy the laid-back Florida lifestyle in one of the area’s most desirable coastal communities. Come experience the beauty, privacy, and effortless island living that 609 Fox Worth Lane has to offer.

609 Foxworth Lane, Holmes Beach

6300 Flotilla Drive Unit 81, Holmes Beach
$390,000
2 Beds ⋅ 2 Baths ⋅ Shell Point SubDv. ⋅ 34217 Zip Code
Virtually Staged. Welcome to Shell Point, a lovely waterfront community in the heart of Holmes Beach. If extra space is what you need this unit has it, with the back lanai that is included in the air conditioned space. This lovely, totally updated condo with washer and dryer closet, is conveniently located near the Holmes Beach Boat ramp, tennis courts, basketball courts , dog park, and all within a short stroll to shopping, fabulous dining and of course the beautiful beaches of Anna Maria Island. This 2 bedroom 2 bath unit has been wonderfully updated with beautiful wood grain tile floors, all new appliances, trim, doors, kitchen cabinets, bathroom cabinets, lights, and ceiling fans. It also boasts new window treatments, and hurricane windows and doors as well. This little "gem" of an island retreat, has extra interior space (extra square feet) with the bonus area that is located off of the living room. This air conditioned interior space has beautiful natural light just pouring in all morning and offers a back door to access the community pool and courtyard which has walking paths. A perfect space that can be used as an office space, reading space, entertainment space , or just a nice gathering space to rest and sip on your morning coffee. This unit is all brand new and just waiting for you to start making it your new island retreat.

6300 Flotilla Drive Unit 81, Holmes Beach

303 62nd Street Unit A, Holmes Beach
$1,035,000
3 Beds ⋅ 2 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
This home is a renovated 3-bedroom, 2-bathroom ½ duplex with a private backyard and pool. The primary suite has an en-suite bathroom. There is a covered upper deck and a lower covered outdoor living and dining area. It is in a weekly rental zone and has good rental history and 5-star reviews. It has a heated and chilled pool. This lovely property is convenient to the beach and in a very quiet Holmes Beach residential neighborhood. It has one shared wall with the unit next door that was double insulated during renovation to reduce noise. It's just a short walk to the many shops and restaurants of downtown Holmes Beach, as well as the Island’s only dog park. There is a garage that includes a ping pong table, a beach cart, beach toys and lots of beach equipment and a propane grill and outdoor propane fire pit ready to enjoy. You can even enjoy drinks at the swim-up tiki table in the pool. This property is turn key furnished and completely ready to enjoy!

303 62nd Street Unit A, Holmes Beach

6804 Gulf Drive Unit 6804, Holmes Beach
$850,000
2 Beds ⋅ 2 Baths ⋅ Anna Maria Beach SubDv. ⋅ 34217 Zip Code
Escape to your own slice of paradise on Anna Maria Island in this rare corner unit tucked away on a wonderfully quiet street within an exclusive gulf front complex of only 16 residences split between two buildings. The bright and inviting layout flows effortlessly across an open kitchen dining and living room area creating a spacious relaxed vibe that is just perfect for entertaining or unwinding after a day in the sun. It comes completely furnished with comfortable coastal decor so you can move right in and start enjoying the beach lifestyle from day one, while the kitchen is fully equipped with stainless steel appliances and a handy breakfast bar for casual morning coffee. Step through the wide sliding glass doors onto your large balcony to catch the cool coastal breezes and take in the gulf views overlooking the water. With most of the units serving as second homes, the entire complex remains incredibly quiet and the outdoor amenities are rarely occupied by everyone at once, offering you a truly peaceful and private escape. The property features beautifully updated exteriors surrounded by lush landscape that instantly makes you feel like you are staying at a hidden luxury resort, and between the premier island location, the massive oversized pool, and the convenience of covered parking with your own dedicated space, this beachside retreat offers everything you need for the ultimate island getaway.

6804 Gulf Drive Unit 6804, 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

1473 Gulf Drive N, Bradenton Beach
$1,100,000
3 Beds ⋅ 3 Baths ⋅ Bermuda Bay Club SubDv. ⋅ 34217 Zip Code
Location is everything at this highly desirable Bermuda Bay Club on sought-after Gulf Drive in Bradenton Beach, this exceptional 3-bedroom, 2.5-bath townhome is calling your name! The unique end unit location overlooks the pool thru the mangroves creating spacious natural ambience. Open bright floor plan living area w/ ceramic plank tile flooring for easy clean up. Sliders off the dining area & living room plus bonus window allow natural light to bathe the room in sunshine. With views from both the Gulf and the Bay from the private deck featuring Trex decking and heavy duty Amish plywood outdoor furniture, you will never want to leave. The updated kitchen features custom cabinetry, quartz countertops, and newer appliances, gorgeous light fixtures while all bathrooms have been completely remodeled with quality finishes and modern design. All updated impact windows and slider doors throughout including the garage door. Upstairs spacious primary ensuite includes its own private deck w/Gulf and Bay views. The other two bedrooms consist of a bunk bed (queen and Xlong twin) and the other a Queen Murphy bed giving plenty of room for guests and share a full bathroom. For peace of mind, Milestone inspection completed, and all building inspections current and up to date within a healthy, well-maintained condominium community. Community pool and Fishing pier to Bay side. Walk across the street to the beach with easy crosswalk. Trolley stop directly in front for easy access to hop on and go explore. Two car garage is perfect for storing bicycles, kayaks & all your beach toys. Convenient main floor laundry & powder room. Bermuda Bay Club amenities include a heated pool, barbecue area, private bayfront access path, and deeded beach access directly across the street providing the resort style experience today's vacation guests are searching for. This offers a rare opportunity for investors seeking strong income potential combined with long-term value appreciation. Anticipated annual gross revenue from rentals approaching $100K annually. Investment opportunities with updated systems, reduced deferred maintenance concerns, oversized garage space, beach access, water views, and prime island location are increasingly difficult to find. Don’t miss out on your opportunity to own a high-demand coastal property in one of Bradenton Beach's most desirable communities. Offered turnkey furnished with a few seller exclusions.

1473 Gulf Drive N, Bradenton Beach

1007 Gulf Drive N Unit 208, Bradenton Beach
$675,000
2 Beds ⋅ 3 Baths ⋅ Summer Sands SubDv. ⋅ 34217 Zip Code
Exclusive waterfront living in Bradenton Beach! On the pristine shores of Anna Maria Island, this exquisite condominium offers an unparalleled blend of luxury, privacy and breathtaking beach and sunset views. In an exclusive 36-residence community, this intimate complex is positioned between a sparkling heated pool with a spa and the sugary sands of the beach. Across the street, the land is owned by Summer Sands Association where no structures will be built to block your view, and also provides direct deeded beach access and a Tiki Hut to relax with a cool beverage. Designed for tranquility and convenience, this spacious two-bedroom, two-and-a-half-bath retreat boasts expansive windows that flood the space with natural light, accentuating the sweeping coastal vistas. Recently designed with luxury vinyl flooring, an updated kitchen and fresh paint, this furnished, move-in-ready home provides impact hurricane-rated windows, high vaulted ceilings, a washer and dryer inside the unit and a split bedroom floor plan, with each bedroom offering an ensuite bath. Culinary enthusiasts can enjoy the gorgeous kitchen, with quartz counters, soft-close drawers and cabinets and stainless steel appliances. The unit is outfitted with the primary bedroom on the first floor plus a half bath just off the main living area, offering convenient access for you and your guest, and a second-floor loft-style guest bedroom or office. This pet-friendly community provides a bayfront heated community pool and spa with an upgraded pool deck, bathhouse, boat and fishing dock, kayak and paddleboard storage and social gatherings. Have peace of mind knowing the association reserves are fully funded and had a new roof installed in 2025, updated the elevators and added beautiful landscaping throughout. With a 30-day minimum rental policy up to four times per year, the community maintains an exclusive, low-turnover atmosphere, ideal for those seeking a more serene coastal escape. Covered parking under the building adds convenience with two parking spots, plus a building elevator, and the community pool and spa provide a picturesque setting for outdoor gatherings and events. Ideally located, this residence offers effortless access to the charming shops, acclaimed dining and vibrant culture of Bradenton Beach and Anna Maria Island. Experience Gulf view living at its finest, where tranquility, luxury and convenience converge. Schedule your private showing today.

1007 Gulf Drive N Unit 208, Bradenton Beach

201 N Harbor Drive, Holmes Beach
$3,800,000
5 Beds ⋅ 4 Baths ⋅ Sportsmans Harbor SubDv. ⋅ 34217 Zip Code
Located in the heart of Holmes Beach on Anna Maria Island, this reimagined waterfront home offers deep-water boating access, direct Gulf views, elevator access, and a beach location that is hard to beat, just steps from the front door to the sand. Set on one of the closest canal-front streets to the beach, the property provides protected dockage, quick access to Tampa Bay, downtown St. Petersburg, and the Gulf of Mexico, along with the everyday ease of true island living. Originally rebuilt from the block in 2022 in collaboration with Richard Haas, the home was thoughtfully redesigned with clean architectural lines, quality coastal construction, and low-maintenance ownership in mind. The result is a modern Anna Maria Island waterfront residence built for comfort, efficiency, and long-term durability without sacrificing style, function, or quality. Inside, the living spaces were designed to maximize natural light and keep water views connected to daily life. The main living area, kitchen, and secondary primary suite all capture direct Gulf views, while large glass openings connect the interior spaces to the outdoor terraces. A custom floating red oak staircase serves as a striking architectural focal point and adds warmth to the clean modern design. The kitchen was designed for both entertaining and everyday use, featuring Cosentino Quartz counters, custom full-height cabinetry, JennAir Professional appliances, and a walk-in pantry. More than fifteen slabs of quartz were incorporated throughout the kitchen and bedroom suites, creating a consistent level of finish throughout the home. Smart-home features, remote-controlled shades, custom lighting, elevator access, and thoughtfully curated finishes contribute to a comfortable and efficient living environment. The primary suite offers a private retreat with a custom-built walk-in closet and a spa-inspired bath featuring Toto fixtures, dual vanities, and multi-function shower features. Additional upgrades include dual high-efficiency HVAC systems, buried gas storage, generator readiness, tankless water heaters, and water-softening systems. A newly installed dock and Golden boat lift accommodate larger vessels, while recent dredging improves canal access for serious boaters. Combining modern coastal architecture, deep-water boating access, Gulf views, updated construction, and one of the most walkable beach locations on Anna Maria Island, this Holmes Beach waterfront residence represents a rare opportunity within Florida's luxury coastal market. Easy access to North bridge/Manatee Ave via two different routes. Please note: A pool permit has been approved. Pool plans, specifications, and contractor quote are available in the attachments.

201 N Harbor Drive, Holmes Beach

617 Dundee Lane, Holmes Beach
$2,035,000
3 Beds ⋅ 3 Baths ⋅ Key Royale SubDv. ⋅ 34217 Zip Code
Welcome to your light-filled Key Royale retreat—an effortlessly elegant coastal charmer on Anna Maria Island. Beautifully refreshed and thoughtfully designed, this home embraces the best of indoor-outdoor living with an open floor plan and walls of sliding glass doors that frame sparkling pool and tranquil water views. As you enter the home, you’re greeted by a bright and spacious living room with inviting views of the outdoors beyond. This welcoming space flows seamlessly into the kitchen and dining area, creating the perfect setting for indoor/outdoor entertaining and everyday enjoyment as living room opens to a covered patio, offering generous space for outdoor dining and lounging. At the heart of the home, a brand-new kitchen shines with a large island, breakfast bar, and dedicated dining area—perfect for gathering and hosting. A well-appointed butler’s pantry adds both function and style, featuring a desk workspace, second sink, and ample cabinetry. Enjoy cooking with top-tier appliances, including dual ovens and sleek induction cooktop. The spacious primary suite is a private sanctuary, where sliders and French doors lead to a serene backyard and a charming back porch—ideal for unwinding with evening cocktails as the sun sets. This sanctuary is also appointed with an ample walk- in closet for your comfort and convenience. Step outside to your own tropical oasis: a sparkling pool and spa, lush lawn, and a sandy beach area complete with a cozy fire pit. Boating enthusiasts will love the oversized dock equipped with a 10,000 lb boat lift, providing gorgeous sunset views over Bimini Bay and direct access to the Gulf, Tampa Bay, and the Intracoastal Waterway. Beyond the beauty, thoughtful upgrades provide peace of mind. In 2022 the seawall was replaced and sewer pipes were scoped and lined with PVC, a flood mitigation system has been installed, and all windows are hurricane-rated. This is more than a home—it’s a lifestyle. Start your mornings with sunlight dancing on the water, spend afternoons cruising the bay or playing a round at the nearby Key Royale Club, and end your days exploring Anna Maria Island’s renowned beaches, boutique shops, and charming restaurants. This property is a true island gem, perfectly capturing the relaxed elegance of coastal living.

617 Dundee Lane, Holmes Beach

1603 Gulf Dr N Unit 26, Bradenton Beach
$290,000
1 Beds ⋅ 1 Baths ⋅ Tradewinds Condo SubDv. ⋅ 34217 Zip Code
Enjoy Island Cottage life for under $350,000 in Bradenton Beach. Also, BEST priced investment option for vacation rentals on Anna Maria Island! NO HURRICANE DAMAGE NOR WATER INTRUSION!!! Step inside this remodeled and fully stocked beach cottage offered turnkey furnished. Luxury vinyl plank flooring throughout. Open floor plan encompassing living room and kitchen. Primary bedroom with en suite bath and living room with a queen sleeper sofa. Private front porch comes with a dedicated parking space right outside your door. No elevators, no parking lot hassles! Tradewinds Beach Resort is located on quaint Anna Maria Island on the Gulf of Mexico. This charming resort has pastel cottages covered with tangles of jasmine and bougainvillea. Colorful Key West style cottages line both sides of a private street with large bayfront heated pool set amongst palm trees & a fishing pier that juts into Sarasota Bay. Deeded beach access is located just across the street with complimentary chaise lounges, umbrellas and towels. Come and enjoy the glorious turquoise waters and magnificent colorful sunset views that promise to break your heart with their beauty. Numerous charcoal BBQ grills are set beside arbors shaded with flowering vines and picnic tables beneath for al fresco dining. Pet friendly too! Enjoy blocking out time to stay on the island in your cottage and when you’re not there gain income from nightly, weekly or monthly stays. For added convenience the full service on site rental management offers maid service, laundry facilities and maintenance. Just a short stroll away lies Historic Bridge Street with numerous boutique shops and restaurants. Catch the free island wide trolley right outside the driveway and explore the individual styles of Holmes Beach and Anna Maria.

1603 Gulf Dr N Unit 26, Bradenton 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

620 North Point Drive, Holmes Beach
$2,050,000
3 Beds ⋅ 4 Baths ⋅ North Point Harbour SubDv. ⋅ 34217 Zip Code
Hidden gem on North Point Drive in one of the most exclusive communities on Anna Maria Island. This beautifully remodeled 3 Bed, 3.5 Bath two story home is nestled on a quiet cul-de-sac, offering privacy and tranquility just steps away from the stunning waterfront. The bright and airy layout features vaulted ceiling in the living room and loft area, creating an inviting atmosphere for relaxation and entertainment. The gourmet kitchen, the heart of the home, boasts custom tile and solid wood cabinetry, marble backsplash, a six-burner gas range and an expansive island, perfect for culinary enthusiasts. Each bedroom is an ensuite with walk-in closets, offering privacy and comfort. The primary suite, located on the main level, features a luxurious walk-in shower, built -in medicine cabinets, laundry bin cabinetry, and a double sink vanity. There is a dedicated A/C system for each floor. Step outside to enjoy a large patio that leads to your private dock with a new 12,000 pound boat lift, making it easy to access the beautiful waters of Tampa Bay. Additional outdoor amenities include a kayak lift, fish cleaning station, outdoor shower and kayak storage rack. The property is surrounded by lush, tropical landscaping, enhancing its curb appeal and creating a serene environment. Additionally, a secure gated area for your pets ensures a safe space to play. Community amenities include access to a pool and tennis/racquetball courts, perfect for an active lifestyle. With an elevation of more than 8 feet above base flood elevation, your home is safe and secure, potentially qualifying for favorable flood insurance rates. There is room for a pool see pool plan in attachments Don't miss this rare opportunity to own a piece of paradise on Anna Maria Island! Schedule your private showing today.

620 North Point Drive, Holmes Beach

101 25th Street N Unit 3, Bradenton Beach
$695,000
2 Beds ⋅ 2 Baths ⋅ Seagrass Flats SubDv. ⋅ 34217 Zip Code
Wake up to Gulf breezes, spend your days with the beach just steps away, and end each evening watching breathtaking sunsets over the Gulf from your front porch. Perfectly positioned in an adorable 4-unit boutique complex, this beautifully updated upper-level retreat captures the essence of effortless island living while offering the added benefit of a strong, proven vacation rental history and loyal repeat guests. Offered turnkey furnished and freshly painted, this inviting 2-bedroom, 2-bath residence blends coastal charm with exceptional versatility. The bright and airy interior features elegant wainscoting accents, durable luxury vinyl plank flooring, and a well-appointed kitchen that maximizes both functionality and efficiency. A convenient in-unit laundry closet adds practicality, while the thoughtful floor plan comfortably accommodates guests with a spacious king primary suite featuring an en suite bath, a guest bedroom with two twin beds, and a sleeper sofa. Both bathrooms showcase tasteful coastal finishes. Thoughtfully designed to maximize comfort and livability, the home feels remarkably spacious, while the Gulf views from the front porch create the kind of memorable island experience that keeps guests returning year after year. For investors, the property offers a compelling combination of location, guest appeal, and established rental performance. Repeat visitors continue to return year after year, drawn by the unbeatable proximity to the Gulf, charming boutique setting, and relaxed island atmosphere. Recent improvements—including a new roof (2024), hurricane impact windows (2025), updated plumbing (2022), and water heater and AC (2020)—provide lasting value and peace of mind for years to come. Lounge by the community pool, stroll across the street to the sugar-white sands of the Gulf, or explore nearby shops, restaurants, parks, and trolley stops. Whether you're seeking a high-performing investment property, a personal coastal escape, or a blend of both, this Gulf-view getaway delivers the lifestyle guests crave and the income potential owners appreciate.

101 25th Street N Unit 3, Bradenton Beach

6325 Gulf Drive, Holmes Beach
$754,000
3 Beds ⋅ 2 Baths ⋅ North Beach Village SubDv. ⋅ 34217 Zip Code
BACK ON THE MARKET! Buyer financing fell through. Priced below market value. North Beach Village-located in the heart of Holmes Beach on beautiful Anna Maria Island, this property offers the ultimate island lifestyle with beach access directly across the street. Enjoy a leisurely wander to local favorite restaurants, shopping, and island attractions. Enjoy the charm of coastal living in one of the island's most desirable locations. Beautifully furnished and move-in ready, the home features coastal charm and comfort throughout. This three bedroom residence offers a functional and inviting layout ideal for families and guests. The primary bedroom and second bedroom each include queen beds, while the upstairs bedroom is designed for additional guests, featuring a twin over full bunk bed with a twin trundle. The living room sofa also includes a hideaway bed, providing extra sleeping space when needed. Enjoy both front and rear balconies, where open sliding doors invite in the refreshing island breeze and offers a peek-a-boo view of the Gulf. Additional highlights include a new roof (2024), front decking (2023), updated kitchen and bathroom, hurricane shutters for added peace of mind, and a new front door (2026). Unlike a condo, this property is part of an HOA, allowing you to own the land while benefitting from low monthly fees. With weekly rentals permitted, this home presents an excellent opportunity as a high performing investment property, vacation rental, or flexible personal retreat.

6325 Gulf Drive, Holmes Beach

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