Vacation rentals with a pool in West Bradenton

A serene pool area is framed by lush greenery and a white privacy fence. Vibrant yellow umbrellas provide shade over several comfortable lounge chairs arranged around the pool. The clear blue water invites relaxation and enjoyment in a tranquil outdoor setting.

5 out of 5 average rating, 11 reviews

Palm House-Pool-Pickleball-MiniPutt-3 Kingbeds-AMI

💦 Private pool ⛳️ Mini-putt 🎾 Pickleball 🏓 Ping Pong 🏀 Pop-a-shot 🍼 Kid friendly 🍔 BBQ Grill 🌽Cornhole 🛏️ 3 Kings ⛱️ Beach Gear 📺 2 Living Rooms (kids & adults) ☕️Nespresso,Keurig & drip coffee pot 🛏️ Multi-level home 📍Perfect Location Anna Maria Island-Holmes Beach-6.5 mi Cortez Beach-7.8 mi Coquina Beach-8.9 mi IMG Academy-3.8 mi Digital guidebook link provided upon booking to help plan your stay with our favorite local recs!

4.96 out of 5 average rating, 107 reviews

Condo in Bradenton

A&A's Paradise near IMG & Anna Maria beaches

Conveniently located just 12 minutes drive from the beaches, close to IMG Academy and all amenities, this second floor corner condo has much to offer. Its picturesque lake view, modern upgrades, and spectacular open-concept design combine to enhance your vacation experience. Facilities at Shorewalk Palms include heated swimming pools, hot tubs, tennis court, basketball court, shuffle board court, pool table, ping pong table, BBQ area and a kid's playground. All are available for your enjoyment

A serene outdoor space showcases a sparkling pool framed by lush tropical landscaping. Palms and vibrant plants surround the area, with a flamingo statue in the foreground. Soft lighting from string lights enhances the tranquil atmosphere as the sky transitions to dusk.

5 out of 5 average rating, 34 reviews

Flamingo Royale — Beach Luxury Resort

Welcome to the Flamingo Royale — Your luxury sanctuary! This exquisite escape gives tropical elegance perfect for indulgent relaxation and unforgettable memories. Experience the charm of old Florida with a modern twist in a stylish setting. Step outside to your personal paradise—a shimmering pool surrounded by lush landscaping & palms galore. W/ beautiful Anna Maria Island just moments away, relish pristine beaches, boutique shopping, and fine dining. Experience paradise at the Flamingo Royale!

The exterior view of the house showcases a vibrant yellow facade framed by palm trees. A serene pool is centered in the foreground, surrounded by stone pavers and white gravel. The sunset sky casts warm hues, enhancing the welcoming atmosphere of the outdoor space.

4.95 out of 5 average rating, 144 reviews

WOW-King Bed w/86° Pool, Turf Golf green, Beaches

Location! Have fun with the whole family at this stylish home. Just minutes to Anna Maria Island beaches. This incredible newly built home sets the highest standards of luxury living. It’s the ideal retreat with its expansive views of the outdoors from the moment you enter. Open concept with large French doors throughout the home creates the perfect indoor-outdoor lifestyle. Spend the day lounging by the heated pool with a cold drink in your hand. Fun turf yard area with games and putting green

A serene outdoor area features a heated saltwater pool surrounded by paved stone flooring. Lush tropical plants line the edges, and a white privacy fence encloses the space. A shaded area is visible in the background, providing a shaded retreat from the sunlight.

4.93 out of 5 average rating, 15 reviews

Near Holmes Beach & AMI|Heated Saltwater Pool| IMG

We’re so happy to share our home with you & truly hope you enjoy the area as much as we do. Welcome to our little oasis! Nestled in beautiful West Bradenton, our home features a heated saltwater pool and easy access to some of Florida’s most stunning Gulf beaches just 5.9 miles to the nearest beach and only 6.4 miles to the breathtaking shores of Anna Maria Island. Whether you're here to unwind, explore, or catch unforgettable sunsets, your peaceful home away from home is ready to welcome you!

A tranquil outdoor space features a heated pool surrounded by stone pavers. Comfortable lounge chairs are positioned nearby, and a modern fire pit offers seating. The restored stone house stands in the background, framed by palm trees under a clear blue sky.

5 out of 5 average rating, 12 reviews

100 yr Old Stone Home by Beaches

Charming 100-Year-Old Restored Stone House with Italian Flair – Close to Beach & Downtown! Welcome to your dream getaway! This beautifully restored 100-year-old stone home blends old-world charm with modern luxury. Inspired by the elegance of Italy, this unique retreat is just minutes from the beach and vibrant downtown Bradenton. The home has abundant natural light and has 2 bedrooms, 2 half baths and a spacious yard! You will love the heated pool and outdoor firepit for year-round relaxing.

A serene outdoor scene showcases a beautifully designed pool surrounded by lush palm trees. The pool is framed by paver patio and features a space for seating with a small table and chairs. Vibrant plants add natural color to the area.

5 out of 5 average rating, 53 reviews

Private Backyard + Heated Pool + Luxury Boho Style

Welcome to Palm Haven! A retro-modern-boho style freshly updated home in W. Bradenton with wall-to-wall bay window views to a private pool and secluded palmy backyard patio. Heat the pool up to 90 degrees! Enjoy close access to the Warner Bayou boat launch & the scenic drive to Anna Maria Island (AMI). After your adventures, retreat back to Palm Haven when you need a place to cool off, wind down & relax. Perfect atmosphere & space for families and/or professionals to unwind and break away.

A refreshing pool area is framed by a vibrant sunset sky. Colorful pool inflatables float on the water, while two white lounge chairs and a table are positioned nearby. A playset is visible in the background, surrounded by a green lawn and white walls of the home.

5 out of 5 average rating, 9 reviews

New! Near AMI - Endless Outdoor Fun + Huge Pool

Welcome to Casa Sol. A stylish retreat where sunshine and comfort meet. Our spacious, tastefully furnished 3-bedroom, 3-bathroom pool home is located in a quiet neighborhood, centrally located to everything Bradenton and Sarasota have to offer. ☀ 6 miles to Anna Maria Island Beaches ☀ 3 miles to Causeway - pull your car up to the beach ☀ 17 miles to Siesta Key Beach ☀ 3 miles to Robinson Nature Preserve ☀ 4 miles to IMG Academy ☀ 4 miles to Bradenton Riverwalk ☀ 12.5 miles to SRQ Airport

A serene backyard is showcased with a newly installed pool surrounded by lounge chairs. Two umbrellas offer shade by the water's edge. Lush green grass and small shrubs enhance the outdoor space, while a light-colored house stands in the background.

4.98 out of 5 average rating, 187 reviews

Bradenton Gem - BRAND NEW POOL!

** NEW POOL! ** You’re going to love this! The house is central to everything. World-Famous beaches 15 minutes away. Explore up-and-down the coast... Anna Maria Island, Holmes Beach, Coquina, Longboat, Lido, Siesta, etc. Downtown Bradenton (incl Bishop Museum, RiverWalk and Pier 22 Restaurant) is only 1 mile away. Tampa and Sarasota attractions, including the Ringling Museum, Sarasota Jungle Gardens, Busch Gardens, St. Pete's Pier, wildlife Preserves all around… fun for the whole family!

A serene backyard features a heated pool with a gentle curve and inviting lounge chairs positioned around it. Lush greenery and palm trees surround the area, enhancing the relaxing outdoor space. A partial view of a playset is visible in the background.

4.96 out of 5 average rating, 102 reviews

Upscale Resort*Htd Pool/Hot Tub*5 Bdrms*GameRoom

Off the Florida Keys, there's a place called Kokomo, that's where you wanna go to get away from it all...Relax with the whole family at Kokomo House! Bask in a lush, one-of-a-kind backyard w/ a HEATED pool/hot tub, outdoor dining, fire pit, lounge chairs, & hammock. Play bocce ball, cornhole, foosball, darts, board games, Ms Pacman or on the slackline swingset. 6 miles from Anna Maria Island, 5 miles from IMG, & 4.5 mi from LECOM Park and ½ mi from Manatee River boat ramp

A serene outdoor space features a sparkling pool surrounded by lush greenery and tropical plants. Comfortable lounge chairs are placed along the poolside, and string lights cast a warm glow overhead. A shaded seating area with a gazebo can be seen in the background.

4.91 out of 5 average rating, 372 reviews

Palm Retreat: #1 Top Rated Rental of Bradenton/AMI

Enjoy Florida sun in a stunning, newly renovated 4/2 pool home! We have provided almost everything we could think of including five 4k TVs w/ Netflix and cable, wifi, heated (optional) salt water pool w/ 7' privacy fencing, adult bikes, beach gear, Pack & Play, office, board games, relaxing lounge chairs, stocked kitchen, washer & dryer, garage parking, dog crate, all in a quiet and safe neighborhood. Oh, and of course it's just 5 miles to world renowned beaches.

An outdoor oasis displays a vibrant green lawn with a putting green in the foreground. A private saltwater pool is positioned centrally among lush palm trees and a covered outdoor kitchen area is visible to the right, enhancing the relaxed atmosphere of the backyard.