Holmes Beach/Bradenton Beach Homes with Pool Community Features

Holmes Beach/Bradenton Beach Homes with Pool Community Features

Welcome to the sun-kissed shores of Holmes Beach and Bradenton Beach, two picturesque gems nestled on Anna Maria Island in Manatee County, Florida. Known for their stunning white sandy beaches and crystal-clear waters, these vibrant communities offer a perfect blend of relaxation and adventure. Whether you’re looking to bask in the sun, indulge in water sports, or explore charming local shops and eateries, Holmes Beach and Bradenton Beach have something for everyone.

One of the standout features of this region is the abundance of homes with pool community options. Imagine stepping out of your beautifully designed home to dive into your private pool, surrounded by lush tropical landscaping. Many properties in this area boast resort-style amenities, providing residents with the ultimate Florida lifestyle. After a long day at the beach, what could be better than unwinding in your own oasis, complete with a poolside cabana and outdoor dining space?

The community spirit here is palpable, with friendly neighbors and a welcoming atmosphere. Enjoy leisurely strolls along the beach, participate in local events, or savor fresh seafood at one of the many waterfront restaurants. With a variety of homes available, from cozy beach cottages to luxurious waterfront estates, you’re sure to find the perfect property that aligns with your lifestyle.

Discover the charm of Holmes Beach and Bradenton Beach, where every day feels like a vacation. Dive into the vibrant community, enjoy the stunning natural beauty, and make your dream of owning a home with a pool a reality in this idyllic Florida paradise!

Newest Holmes Beach/Bradenton Beach Homes with Pool Community Features

3607 E Bay Drive Unit 211, Holmes Beach
$485,000
2 Beds ⋅ 2 Baths ⋅ Sandy Pointe Condo SubDv. ⋅ 34217 Zip Code
One of the best Locations on Anna Maria Island! Just a short walk to the beach, Publix, restraunts. When you walk in you will Fresh interior paint 10/26, new hurricane sliding doors 2026, NEW PAVERS ON THE SCREENED PORCH, hurricane windows, new roof DECEMBER 2024, new siding, new vinyl plank floors, kitchen has been upgraded with new cabinet doors, stainless appliances, all bathrooms have been updated new tile in the showers, new flooring, home is sold FURNISHED. Zoned for weekly vacation rental. Beautiful views of the Grassy Point Preserve that is 33 acres to watch all the tropical birds, and boats on the intracoastal. This condo is on the second floor no flooding, there are two storage areas for bikes floats, paddle boards. 2 covered parking spaces. PET FRIENDLY up to 25 lbs. This home has been meticulous maintained with the same owner for 20+ years. So there is no rental history. Enjoy riding bikes, the community pool, riding the free Trolley watching the sunset every day. Live music at lots of restaurants on the island nightly. Enjoy shopping the boutique's within walking distance. CVS and Wallgreens are minutes away.

3607 E Bay Drive Unit 211, Holmes Beach
7000 Gulf Drive Unit 115, Bradenton Beach
$1,290,000
2 Beds ⋅ 2 Baths ⋅ Tiffany Place SubDv. ⋅ 34217 Zip Code
Wake up every morning to beautiful views of beautiful sugar-sand beaches and the turquoise waters of the Gulf from this stunning 2-bedroom, 2-bathroom beachfront condo at Tiffany Place. This well-maintained unit features numerous updates and upgrades throughout, including polished porcelain tile in the foyer and kitchen, engineered hardwood flooring throughout the rest of the home, plantation shutters, updated kitchen cabinets, a JennAir range, stainless steel appliances, remodeled bathrooms, and custom cabinetry in the primary bedroom. Major improvements include a new air conditioning system and electrical panel installed in 2022, along with a new water heater installed in 2025. In 2023, all windows were replaced with hurricane-impact windows, which helped protect the condo during both 2024 hurricanes while also contributing to lower insurance costs and improved energy efficiency. Located in the north wing of Tiffany Place, the condo offers the perfect balance of sunshine and shade. Enjoy your morning coffee on the balcony in the warm morning sun, then relax in the comfortable afternoon shade with a cocktail or glass of tea. The unit also includes two additional storage closets for added convenience. Tiffany Place is conveniently located near the free Island Trolley, providing easy access to the island's unique shops, restaurants, and library. Whether you're exploring the island or simply relaxing at home, this condo offers the perfect opportunity to enjoy the beachfront lifestyle.

7000 Gulf Drive Unit 115, Bradenton Beach
749 Manatee Avenue Unit 749, Holmes Beach
$650,000
2 Beds ⋅ 2 Baths ⋅ Westbay Cove South SubDv. ⋅ 34217 Zip Code
Virtually Staged. Only a few pieces of furniture is virtually staged. JAW-DROPPING, UNOBSTRUCTED BAY VIEWS! Set on one of the highest elevations on the island, this remodeled waterfront condo came through the recent hurricanes without damage. Enjoy sunrises over Sarasota Bay from every room, dolphins and manatees from the lanai, yachts waiting on the Manatee Ave bridge, and birds flying to and from Robinson Preserve. The big-ticket items are DONE: newer HVAC, ductwork, roof, hurricane-rated windows and sliders, and water heater, plus renewed electric and plumbing, high-end lighting, solid wood doors and trim, and a full-size stackable LG washer/dryer. Popcorn ceilings gone! Walk to the beach, dining, nightlife, groceries and more, and skip the seasonal island traffic with a quick trip to the mainland. Dog-friendly community with a heated bayview pool, kayak launch, pickleball and tennis. You won’t find a better view at this price. Come see it!

749 Manatee Avenue Unit 749, Holmes Beach
6200 Flotilla Drive Unit 284, Holmes Beach
$645,000
2 Beds ⋅ 2 Baths ⋅ Westbay Point SubDv. ⋅ 34217 Zip Code
This two bedroom, two bathroom, second floor unit has gorgeous open water views all the way to the Sunshine Bridge. Spacious landscaping, a rare feature with condo developments, compliments the water views. This tranquil oasis is just steps from City Hall, the public park and boat ramp. The property’s shoreline provides fishing opportunities, and the boat slips have direct access to the Gulf. Join the avid pickleball group or take your kayak through the sheltered channels to Bimini Bay and beyond. The Westbay III condominium association has some unheralded features. Built on dredgings from the surrounding canals, it enjoys the highest elevation on the island. Even ground floor units were well above the highest storm surge ever experienced. New roofs were installed on all buildings in 2025. The extensive shoreline is protected by mangroves, avoiding the major expense of maintaining a seawall. Although the majority of owners are seasonal residents there is a tight community spirit with owners ensuring the association remains fiscally sound with condo fees among the lowest for this property..

6200 Flotilla Drive Unit 284, Holmes Beach
3302 6th Avenue Unit 1, Holmes Beach
$649,000
2 Beds ⋅ 2 Baths ⋅ Casanas Sub SubDv. ⋅ 34217 Zip Code
Your Anna Maria Island getaway awaits! Just steps from the sugar-white sands and turquoise waters of the Gulf, this beautifully appointed 2-bedroom, 2-bath condo offers the perfect combination of coastal charm, convenience, and island living. Located in The Palms on 34th Street, an intimate four-unit condominium community, this property provides a refreshing alternative to larger condo complexes. Offered furnished, the residence features an inviting, open living space, a well-equipped kitchen with granite countertops and stainless steel appliances, and comfortable accommodations designed for relaxing after a day at the beach. Each unit enjoys the convenience of private laundry and additional storage for all your beach essentials. Spend your mornings strolling along the shoreline, afternoons lounging by the community's heated pool, and evenings enjoying spectacular Gulf Coast sunsets. With the beach just a short walk away, every day feels like a vacation. Whether you're searching for a personal island retreat, a seasonal escape, or an investment opportunity, this property offers outstanding flexibility in one of Florida's most sought-after coastal destinations. With a minimum one-week rental period, the opportunity to enjoy the property personally while exploring rental income potential adds to its appeal. A prime island location, a boutique coastal setting, and the laid-back lifestyle that makes Anna Maria Island so special. Your slice of paradise is waiting!

3302 6th Avenue Unit 1, Holmes Beach
6300 Flotilla Drive Unit 96, Holmes Beach
$399,000
2 Beds ⋅ 2 Baths ⋅ Shell Point SubDv. ⋅ 34217 Zip Code
Welcome to Shell Point, a peaceful and highly desirable waterfront community nestled along Watson’s Bayou and Anna Maria Sound on Anna Maria Island! This beautifully renovated 2-bedroom, 2-bath condo offers a bright, inviting interior with an open-concept layout designed for comfortable coastal living. The updated kitchen is light and airy, featuring charming peek-a-boo views of the bay from the kitchen window. The spacious living and dining area flows seamlessly into the enclosed lanai, where the sliding doors have been removed to create additional living space and greater flexibility for relaxing, entertaining, or creating your own cozy retreat. The generously sized primary suite features a private en-suite bathroom, while the spacious second bedroom is conveniently located near the hallway guest bath. Offered partially furnished, this condo provides a wonderful head start on creating your own island getaway. Select listing photos have been virtually staged to showcase the condo's full potential and help buyers envision how beautifully these spaces can be transformed with light, bright coastal furnishings and décor. Shell Point offers a true resort-style lifestyle with a refreshing community pool, tennis and pickleball courts, shuffleboard, a putting green, kayak storage, and beautifully maintained grounds. One of the community’s most cherished traditions is gathering with neighbors along the waterfront to enjoy Anna Maria Island’s spectacular sunsets. Known for its welcoming atmosphere and tranquil waterfront setting, Shell Point is tucked away in a quieter section of Holmes Beach, yet just a short stroll from the island’s beautiful beaches, local shops, restaurants, and entertainment. Monthly rentals are permitted, offering flexibility for those who may not use their island retreat year-round, and pets are welcome for owners! Whether you're searching for a full-time residence, seasonal escape, or investment opportunity, this beautifully updated condo offers an exceptional opportunity to enjoy the Anna Maria Island lifestyle at an attractive price point. Your affordable piece of paradise awaits!

6300 Flotilla Drive Unit 96, Holmes Beach
7320 Gulf Drive Unit 10, Holmes Beach
$1,795,000
3 Beds ⋅ 3 Baths ⋅ La Costa Condominium SubDv. ⋅ 34217 Zip Code
YOUR GULF FRONT ESCAPE AWAITS YOU! Discover the ultimate blend of coastal luxury, island charm, and investment potential in this exceptional Top Floor 3 bedroom, 2.5-bathroom condominium being sold Turnkey- overlooking the sparkling Gulf of Mexico. Nestled within the charming, village-inspired community of La Casa Costiera, this distinctive residence offers the rare opportunity to embrace the beauty of beachfront living while owning a highly desirable vacation retreat on Anna Maria Island. Inside, thoughtful design and upscale finishes create an inviting atmosphere of timeless elegance. The gourmet kitchen features granite countertops, rich wood cabinetry, and stainless steel appliances, while the spacious primary bathroom offers dual showers and a luxurious hydro-massage tub. A cozy fireplace, wet bar, and elegant crown molding add character and refinement throughout, creating the perfect setting for relaxing after a sun-filled day along the coast. Enjoy the convenience of a shared private elevator that opens directly to your front door, a two-car garage, and additional storage for all your beach and recreational essentials. Community amenities elevate the experience even further, including a heated swimming pool, spa, grilling area, and outdoor shower. Beyond the luxury, the location is what truly sets this property apart. With the Gulf of Mexico as your backdrop and the island's beautiful sugar-sand beaches just steps away, this condominium offers the kind of coastal lifestyle that continues to attract vacationers seeking an unforgettable Florida getaway. For investors, the minimum weekly rental opportunity and rarely available 3-Bedroom creates the potential to capitalize on Anna Maria Island's appeal as a sought-after vacation destination. Whether you envision a personal island escape, an income-producing rental property, or the perfect combination of both, La Casa Costiera presents an exciting opportunity to own a piece of the Gulf Coast lifestyle. Experience the beauty of Gulf-front living, the charm of Anna Maria Island, and the possibilities of owning a property that you can enjoy for years to come.

7320 Gulf Drive Unit 10, Holmes Beach
4307 Gulf Drive Unit 206, Holmes Beach
$535,000
2 Beds ⋅ 2 Baths ⋅ Cayman Cay Villas Condominium SubDv. ⋅ 34217 Zip Code
Welcome to Cayman Cay, where your island getaway awaits just steps from the sugar sands and turquoise waters of the Gulf! Ideally located directly across from Manatee Public Beach, this charming coastal community offers the perfect combination of beachside living, convenience, and investment potential. With a newly updated rental policy allowing weekly rentals as of March 2026, this is an exciting opportunity to own an affordable investment property on Anna Maria Island! An attached rental projection estimates over $53,000 in annual gross rental income, making this an attractive option for buyers looking to enjoy their own slice of paradise while generating rental income when they are away. This turnkey furnished 2-bedroom, 2-bath condo is ready for you and your guests to start enjoying island life immediately! The beautifully updated kitchen opens to a comfortable living and dining area, with sliding doors leading to a screened lanai where you can unwind and take in the colorful evening skies. The spacious primary suite features an ensuite bath and an additional storage closet that can be locked to securely store personal belongings between rental stays. The guest bedroom is thoughtfully furnished with two twin-over-full bunk beds, offering plenty of sleeping space for family and friends, while the guest bathroom features a convenient tub/shower combination. An in-unit washer and dryer adds to the comfort and convenience of this coastal retreat. Cayman Cay offers a relaxed, resort-style atmosphere with a heated community pool, inviting gathering spaces, BBQ grilling area, and shuffleboard courts. Step across the street to spend your days on the beautiful Gulf beaches, enjoy breathtaking sunsets, or explore the nearby restaurants and shopping. The free island trolley stops curbside, making it easy to discover all of Anna Maria Island without ever getting in your car! Whether you are searching for a personal beach retreat, an income-producing vacation rental, or the best of both worlds, this beautifully furnished condo offers an exceptional opportunity to embrace the island lifestyle. Pack your bags, bring your flip-flops, and start living your Anna Maria Island dream!

4307 Gulf Drive Unit 206, Holmes Beach
1203 Gulf Drive N Unit 400, Bradenton Beach
$799,000
2 Beds ⋅ 2 Baths ⋅ Key West North SubDv. ⋅ 34217 Zip Code
Coastal living at its best! Enjoy the ultimate beach lifestyle in this inviting top-floor condo at Key West North Condominiums, a charming four-unit complex located directly across the street from the beach, offering partial Gulf views and refreshing coastal breezes. Whether you’re looking for a year-round island retreat, a second home, or an income-producing vacation rental, this property offers exceptional flexibility with no minimum rental period requirements (Please refer to the City of Bradenton Beach vacation rental license for applicable details). The elevated building features covered ground-level parking under the structure, an elevator, two stairwells, and a private swimming pool resurfaced in 2025. Inside, the spacious living area opens through two sliding glass doors to a wide, ocean-facing balcony—perfect for relaxing and enjoying the Gulf breezes. The kitchen features white cabinetry, stainless steel appliances, and a convenient pantry. The primary bedroom offers a walk-in closet with built-in system and sliding glass doors leading to a private balcony. The primary bathroom includes a single-sink vanity with abundant cabinet and drawer space, along with a walk-in shower, while the guest bathroom features a tub/shower combination. A generously sized laundry room provides a utility sink, upper cabinetry, and direct access to the rear stairway. Additional features include windows and sliding glass doors replaced in 2021, a metal roof installed in 2025, crown molding, two linen closets, and an air-conditioning system installed in 2012. With its desirable beachside location, inviting outdoor spaces, and vacation rental potential, this condo is an excellent opportunity to embrace the laid-back coastal lifestyle and enjoy the best of island living. NOTE: Property information has been obtained from third-party sources believed to be reliable but is not guaranteed. Buyers and their agents should independently verify all information, including property details, rental regulations, and licensing requirements

1203 Gulf Drive N Unit 400, Bradenton Beach
727 Key Royale Drive, Holmes Beach
$3,500,000
5 Beds ⋅ 6 Baths ⋅ North Point Harbour SubDv. ⋅ 34217 Zip Code
EXCEPTIONAL WATERFRONT INVESTMENT OPPORTUNITY ON ANNA MARIA ISLAND! Discover this stunning custom-built waterfront estate in the desirable North Point Harbor community of Holmes Beach. Currently leased and tenant-occupied, this exceptional property offers an attractive investment opportunity with the potential to become your own luxurious island vacation home or private coastal retreat. Situated along the beautiful waters of Key Royale, this impressive two-story residence offers approximately 3,640 square feet of living space, featuring 5 bedrooms, a dedicated office, 4 full bathrooms, 2 half bathrooms, and an attached two-car garage. The spacious open-concept main level features abundant natural light, inviting living and dining areas, and a beautifully appointed kitchen with white cabinetry, stainless steel appliances, a large center island, and picturesque water views. Upstairs, the expansive primary suite, additional bedrooms, dedicated office, and generous family room provide plenty of space for relaxing and entertaining. Two oversized balconies showcase breathtaking panoramic water views and refreshing coastal breezes. A BOATER'S PARADISE! Enjoy a private dock and boat lift with direct deep-water access to Tampa Bay and the Gulf of Mexico, with no bridges to open water. The screened-in swimming pool and waterfront outdoor living areas create the perfect setting for enjoying the Florida lifestyle. Additional highlights include a metal roof, coastal-inspired finishes, and spacious indoor and outdoor gathering areas. Nestled on the highly sought-after northern end of Anna Maria Island, this property offers convenient access to pristine beaches, waterfront dining, boutique shopping, community tennis courts, and the Key Royale Golf Club. Whether you're looking to expand your investment portfolio or secure a future vacation getaway, this extraordinary waterfront property offers the best of island living!

727 Key Royale Drive, Holmes Beach
1007 Gulf Drive N Unit 215, Bradenton Beach
$685,000
2 Beds ⋅ 3 Baths ⋅ Summer Sands SubDv. ⋅ 34217 Zip Code
Virtually Staged. Imagine trading chilly winters for sunshine, spectacular Gulf views, and the laid-back luxury of Anna Maria Island! Welcome to this two-story, 2-bedroom, 2.5-bath waterfront retreat in the coveted Summer Sands community, featuring private beach access and a waterfront pool for the ultimate coastal lifestyle. Enjoy two primary suites, including one on the main level and a private loft-style suite upstairs, offering comfort and flexibility for family and guests. Offered unfurnished, this condo is a blank canvas ready for your personal style and vision. Picture morning beach walks, sunset skies over the Gulf, and relaxing poolside afternoons just steps from the sand. Whether you're dreaming of a seasonal escape, a beachside haven, or a getaway with income-producing potential, rentals are permitted several times per year, subject to community restrictions. This is more than a condo—it's your opportunity to embrace the iconic Anna Maria Island lifestyle. Don't miss another Florida winter in paradise!

1007 Gulf Drive N Unit 215, Bradenton Beach
5200 Gulf Drive Unit 406, Holmes Beach
$650,000
2 Beds ⋅ 2 Baths ⋅ Martinique Condo SubDv. ⋅ 34217 Zip Code
Fall asleep to the sound of crashing waves in this Gulf-front unit at Martinique South. Sweeping beach views stretch from the living area, kitchen, and primary bedroom, and the sand is just steps away. You’re in the heart of Holmes Beach, a block from top restaurants, shops, and the island trolley. Offered in original condition, this unit is a blank canvas for your own coastal vision. Design it exactly the way you want, from the finishes to the floor plan details. Enjoy a private covered carport, separate beach storage, a heated pool, and a tennis court. The all-inclusive HOA covers cable, internet, water, trash, and insurance, making ownership simple. Community has a 30 day rental minimum, with a max of 3 rentals per year.

5200 Gulf Drive Unit 406, Holmes Beach
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