Holmes Beach/Bradenton Beach Homes with Pool Amenities

Holmes Beach/Bradenton Beach Homes with Pool Amenities

Welcome to the sun-kissed shores of Holmes Beach and Bradenton Beach, two of Florida's hidden gems nestled on Anna Maria Island in Manatee County. With their pristine white sandy beaches, crystal-clear waters, and a laid-back atmosphere, these coastal towns offer an idyllic escape for those seeking a slice of paradise. Here, you can bask in the sunshine, enjoy world-class fishing, and indulge in delicious seafood at local eateries, all while being surrounded by lush tropical landscapes.

Holmes Beach is known for its friendly community vibe and family-oriented activities, making it a perfect spot for raising children or enjoying a peaceful retirement. Meanwhile, Bradenton Beach boasts a vibrant arts scene, charming boutiques, and stunning sunsets that paint the sky in hues of orange and pink. Whether you're strolling along the scenic shoreline or exploring the nearby nature trails, these towns offer a lifestyle that many dream of.

For those seeking the ultimate in luxury and relaxation, homes with pool amenities are a staple in this region. Imagine unwinding in your private oasis, taking a refreshing dip in your pool after a day at the beach, or hosting unforgettable gatherings with friends and family in your backyard paradise. Many of these homes are designed with open-concept layouts, allowing for seamless indoor-outdoor living, and are often just a short walk or bike ride from the beach.

If you're ready to embrace the coastal lifestyle, Holmes Beach and Bradenton Beach await you with open arms and sparkling waters. Discover your dream home today and start living the life you've always imagined!

Newest Holmes Beach/Bradenton Beach Homes with Pool Amenities

$650,000
2 Beds ⋅ 2 Baths ⋅ Westbay Point SubDv. ⋅ 34217 Zip Code
No Storm damage or flooding from hurricanes! Beautifully updated and fully furnished, this second-floor waterfront condo in Westbay Point & Moorings is one of the few units in the community to include both a DEEDED BOAT SLIP and a PRIVATE CARPORT. Enjoy your morning coffee or evening sunsets from the west-facing enclosed lanai overlooking the canal and your boat slip. The spacious floor plan offers two large bedrooms, each with its own private bath, along with generous closet space throughout. A separate utility closet on the screened front lanai includes the stackable washer and dryer and provides extra storage. Whether you enjoy fishing from the dock, taking your golf cart around the island, or heading out by boat for a day on the Intracoastal Waterway and Tampa Bay, this condo makes it easy to enjoy the Florida lifestyle. The updated interior features granite countertops, wood-look ceramic tile flooring, modern appliances, and quality finishes throughout. Remote-controlled electric hurricane shutters on the rear lanai and accordion shutters on the front provide added protection and peace of mind. Westbay Point & Moorings is a well-maintained waterfront community with an on-site manager, low condo fees, and a quiet location in the heart of Holmes Beach. You're within walking distance of the beach, local parks, restaurants, and shopping. Whether you're looking for a full-time residence, a seasonal getaway, or an investment opportunity, this condo offers excellent flexibility. Rentals are permitted with a 30-day minimum, giving you the option to generate rental income when you're not enjoying it yourself!

6500 Flotilla Drive Unit 235, Holmes Beach
$489,000
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
$2,200,000
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
$339,000
1 Beds ⋅ 1 Baths ⋅ Shell Point SubDv. ⋅ 34217 Zip Code
Don’t miss this opportunity for a quaint and cozy, ground level Shell Point 1 bedroom, 1 bathroom unit! Watch dolphins play in the Bayou! Soak up your spectacular bay views in a private setting with all the amenities - tennis/pickleball court, heated swimming pool, putting green, clubhouse, waterfront park, and shuffleboard. This unit is newly renovated and ready for you to add your favorite decor and special touches! Luxury vinyl plank flooring throughout, new kitchen, appliances, and new baths, as well as fresh paint. Sit and relax on your back patio or launch kayaks into the bayou. Very close to Holmes Beach restaurants, shops and the Gulf for an amazing seasonal or year-round experience.

6300 Flotilla Drive Unit 107, Bradenton Beach
$765,000
2 Beds ⋅ 1 Baths ⋅ Sunset Villas Condominium SubDv. ⋅ 34217 Zip Code
Rarely available gulf-side ground-level villa on the quiet southern end of Holmes Beach — just a 90-second walk to the sugary white sands of the Gulf. This fully updated 2 bedroom/1 bath residence offers the perfect Anna Maria Island lifestyle with all the hard work already done. The interior features a fully-equipped kitchen with granite countertops and stainless steel appliances, a comfortable living area, and beautifully appointed bedrooms — all turnkey furnished in contemporary coastal décor. Whether you're looking for a primary residence, second home, or income-producing investment, this villa is move-in ready from day one. This property comes with an excellent rental history and future reservations already on the books into 2027. Anna Maria Island consistently ranks among Florida's top vacation destinations, and Sunset Azul's location and condition command strong repeat bookings year after year. The community amenities are equally impressive: a shared heated pool with a waterfall feature, a private outdoor patio, lush tropical landscaping, a paver courtyard, and a charming handmade tiki hut — all set within serene, manicured tropical gardens. In-unit washer/dryer, cable TV, high-speed internet, and A/C round out the package. Perfectly positioned near shopping, restaurants, and trolley stops, yet tucked away enough to feel like a true retreat. Properties this close to the Gulf, in this condition, with proven rental income don't last long on Anna Maria Island.

3009 Avenue E Unit A, Bradenton Beach
$379,900
1 Beds ⋅ 1 Baths ⋅ Coquina Reef Condo SubDv. ⋅ 34217 Zip Code
Attention Investors – Prime Bradenton Beach Opportunity! Located just one block from the sugar-white sands of the Gulf of Mexico, this 1bedroom condominium at 205 Highland Avenue #3 offers an incredible opportunity to own in one of the most sought-after areas of Bradenton Beach. Enjoy being within walking distance to beach access, popular restaurants, local shops, entertainment, and island bars, making this an attractive option for vacationers seeking the ultimate island experience. This furnished unit features hurricane-impact windows, a screened front lanai perfect for enjoying the coastal breeze, and a covered carport parking space and a large storage closet. Residents and guests can also enjoy the community pool and benefit from low condominium fees, helping maximize investment potential. While the property does require some updating and improvements, it presents an outstanding opportunity for buyers willing to invest a little sweat equity. With its unbeatable location and strong appeal for vacation renters, this condo offers the potential for an excellent return on investment through short-term rental programs, subject to association guidelines and local regulations. Sold furnished. Location is everything, and opportunities like this in Bradenton Beach are becoming increasingly hard to find. Attention investors and savvy buyers: transform this island retreat into a profitable vacation rental or your own beach getaway while building equity in one of Florida's most desirable coastal communities. New stairs and landings to be installed seller has paid the special assessment.

205 Highland Avenue Unit 3, Bradenton Beach
$675,000
1 Beds ⋅ 1 Baths ⋅ 5400 Condos SubDv. ⋅ 34217 Zip Code
1+ BEDROOM BEACHFRONT CONDO WITH NO FLOOD DAMAGE, offered fully furnished and move-in ready in one of Anna Maria Island's most welcoming communities. Rarely does an affordable beachfront opportunity like this become available. Enjoy the perfect blend of island comfort, convenience, and community, with condo fees covering nearly everything except electricity, making ownership simple and stress-free. Start your mornings with sunrise walks along the Gulf, spend afternoons poolside, and end your evenings watching spectacular sunsets from the beachfront community patio while visiting with neighbors and friends. Inside, you'll find a spacious living area with neutral coastal décor, creating a relaxed atmosphere for gathering with family and friends after a day at the beach. The versatile bonus room provides the flexibility to create an additional sleeping area, comfortably accommodating up to four adults. Enjoy peaceful courtyard views overlooking the lush tropical landscaping from your private patio, the perfect spot for morning coffee or evening relaxation. The kitchen features wood cabinetry and granite countertops, and the dining area includes an expandable table for entertaining guests. Ample storage is available with four interior closets plus a large exterior storage closet for all your beach gear. Additional features include 8-foot ceilings, in-unit laundry, covered parking, and guest parking. Here, the beach isn't just nearby—it's part of everyday life. Step outside and within moments your toes are in the sand. Spend your days enjoying two large heated community pools, beautifully maintained grounds, and tropical landscaping that creates a true resort-style setting. The community clubhouse hosts social gatherings and offers additional laundry facilities for owners. Properties in this highly sought-after beachfront community rarely become available. More than just a condo, this is an opportunity to embrace the relaxed island lifestyle and own a special piece of paradise that is becoming increasingly difficult to find. *Only Murphy bed photos are virtually staged showing the versatile use for the bonus room/sun room as a second sleeping area for guests.

5400 Gulf Drive Unit 18, Holmes Beach
$559,000
2 Beds ⋅ 2 Baths ⋅ Westbay Cove SubDv. ⋅ 34217 Zip Code
From the elevated and coveted 2nd (Top) floor, Experience the ultimate Anna Maria Island lifestyle in this beautifully updated and turnkey-furnished condo at Westbay Cove in the heart of Holmes Beach. Perfectly positioned just steps from the sugar-sand beaches and turquoise Gulf waters, this spacious residence offers the ideal blend of relaxed coastal living, investment potential, and resort-style amenities. Inside, the bright and inviting open floor plan is filled with natural light and designed for effortless island living. The condo features a spacious primary bedroom, a second spacious bedroom with two queen beds for guests, a beautifully updated kitchen, comfortable living area, and a private sunroom overlooking lush tropical landscaping and the pool area — creating the perfect setting for morning coffee or sunset cocktails. Offered fully furnished and move-in ready, this property is ideal as a primary residence, vacation getaway, or income-producing investment.

600 Manatee Avenue Unit 227, Bradenton Beach
$439,000
2 Beds ⋅ 1 Baths ⋅ Bay View Terrace SubDv. ⋅ 34217 Zip Code
LOCATION!!! Dont miss this opportunity to own a beautifully remodeled first-floor condo in the highly sought-after Bayview Terrace community, where location truly is everything! Nestled directly on the bay and just steps from the sugar-white sandy beaches of the Gulf, this 2-bedroom, 1-bath unit offers the perfect blend of island living, convenience, and investment potential. Completely renovated from top to bottom, this move-in-ready, turnkey furnished condo features a gorgeous upgraded kitchen with quartz countertops, stainless steel appliances, custom soft-close shaker cabinetry, and a breakfast bar perfect for casual dining and entertaining. Luxury vinyl plank flooring runs throughout the entire unit, creating a seamless, modern feel. Updated bathroom offers a quartz vanity and a tile-finished shower/tub combo. Both bedrooms are generously sized with plenty of room and comfort for owners and guests alike. A rare feature within Bayview Terrace, this unit includes in-unit laundry for added convenience, as well as its own dedicated parking space located directly outside the back door. Being offered turnkey furnished, this property is ready for immediate enjoyment or rental income potential from day one. Perfectly situated just steps from the community pool, beach access, and the vibrant atmosphere of Bridge Street, you'll enjoy easy access to some of Anna Maria Island's most popular restaurants, shopping, nightlife, and entertainment. Relax by the newly renovated waterfront pool overlooking the Intracoastal Waterway, where dolphins and manatees are frequent visitors. Whether you're looking for a primary residence, vacation getaway, or income-producing investment property, this exceptional island retreat checks every box. Prime location, waterfront lifestyle, turnkey convenience, and fully updated interiors make this a rare opportunity you won't want to miss.

117 7th Street N Unit 2, Bradenton Beach
$434,900
1 Beds ⋅ 1 Baths ⋅ Coquina Reef Condo SubDv. ⋅ 34217 Zip Code
Kick off your flip-flops and settle in—this turnkey furnished 1BD/1BA condo is your ticket to the easy, sandy-toes lifestyle that makes Anna Maria Island so irresistible. Just steps from the beach in the heart of Bradenton Beach, it's packed with island charm and ready for sunny days, salty hair, and lazy afternoons by the pool. The layout lives bigger than you'd expect, with a screened lanai overlooking the pool—the perfect perch for morning coffee, Gulf breezes, and post-beach happy hours. A carport and dedicated storage keep beach gear, bikes, and paddleboards tucked away and ready for the next adventure. Step outside and you're moments from the sand, plus an easy stroll to the shops, dining, and entertainment of historic Bridge Street. Hop the trolley, grab a bite, catch live music, or just wander—everything you need for that classic island day is right at your doorstep. And when it's time to come and go, easy on-and-off-island access keeps the mainland close. Short-term rentals are permitted, so whether you're dreaming of a personal beach hideaway, a smart income property, or the best of both, this one checks every box. New Roof, AC and hot water heater in 2025. Welcome to island time.

205 Highland Avenue Unit 2, Bradenton Beach
$645,000
2 Beds ⋅ 2 Baths ⋅ Westbay Cove South SubDv. ⋅ 34217 Zip Code
JAW-DROPPING WATER VIEWS! Located on one of the highest sea level slices of land on the island. Revel & Relax as you experience amazing water views. Prepare to be enthralled by the mesmerizing beauty of the sparkling waters of Sarasota Bay, teaming with playful dolphins, graceful manatees, and the colorful spectacle of Florida's native birds. Witness spectacular sunrises, behold the magnificent moon while casting its illuminating reflection upon Sarasota Bay, all from this incredible place. This building sits on one of the highest points on the island. We are on the water with an incredible water view and we didn't get damaged (unlike our close communities) THIS IS HUGE Excellent investment. NON-OBSTRUCTED view in this Waterfront condo. You won't find a better view around this price. Enjoy spectacular sunrises and sunsets from every room. Sit on the Lanai and watch the yachts as they await the Manatee Bridge to lift so they can go under, this is a beautiful site as they cruise the blue waters. This beautifully remodeled condo on the bay is one of the few dog friendly communities. So many big ticket $$$$$$ items are newer inclusive of the HVAC, roof, Hurricane rated sliders and windows, hot water heater, stackable LG full capacity Laundry, duct work, baseboard and cove moulding throughout. The doors and all trim work has been upgraded to solid wood. There is new high end lighting, renewed electric and plumbing, and the list goes on. Popcorn ceilings gone!!! This is great considering the post hurricane prices now to renovate. WALK to the beach, dining, nightlife, grocery, drug store, liquor store and more. 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.

749 Manatee Avenue Unit 749, Holmes Beach
$760,000
2 Beds ⋅ 2 Baths ⋅ Playa Encantada Condominium SubDv. ⋅ 34217 Zip Code
THIS is the ultimate beachfront "Turn-Key" Investment where shorter-term rentals are permitted. Skip the furniture trucks and design stress and start enjoying a fully furnished vacation home that pays you when you're not using it! Located in the heart of one of the world’s top beaches, Anna Maria Island, this spacious and open concept features a 2-bedroom, 2-bathroom slice of paradise has a flexible 2 week rental policy with a proven track record. This unit is ready for your first sunset or your first rental guest the moment you close. With a "secret" beach access, you are steps away from the sugar-white sands of the Gulf. Enjoy what feels like a private beach experience with exclusive access points sets the mood for intimate sunsets front and center as this building only has 38 units on the beachside. Unlike many island properties, this unit has undergone a complete structural, foundation and reserve milestones so you can relax stress free. From the sparkling heated pool and spa to the tennis courts/pickleball, shuffleboard, elevator and lush tropical grounds, the entire complex radiates a "newly opened" resort energy. Bright and airy with ceramic tile throughout (perfect for sandy toes), plenty of closet space, two skylights for natural Florida sunshine along with being an end unit allowing more natural light, and a private lanai with entries from both the living room and primary suite to take in sunsets. The convenience of having underground assigned parking, a private storage locker for your beach gear, and an in-unit washer/dryer make living here feel like home! With the Hop on the free Island Trolley right outside to explore Pine Avenue's boutiques or walk to the nearby Holmes Beach Plaza, you’ll never run out of things to do whether you live on vacation or are actually on vacation. Invest in a property that works as hard as you do. Between the scarcity of beachfront units and the booming rental market on Anna Maria Island, Unit 207 is the smartest…and most beautiful…move you’ll make this year. Pack your swimsuit and leave the rest to us. Schedule your showing today!

6006 Gulf Drive Unit 207, Holmes Beach
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