Vacation rentals with a pool in West Bradenton

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, 147 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 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, 55 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 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, 195 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!

Superhost

A screened-in pool area showcases a sparkling blue pool surrounded by tropical landscaping. Two lounge chairs provide a relaxing spot, while a shaded patio area allows for comfortable outdoor seating. The space is enclosed for tranquility and pest control.

5 out of 5 average rating, 4 reviews

Palm Breeze Pool Home

Stylish, modern pool home. This recently renovated 3 bedroom, 2 bathroom home is about 15 minutes with no traffic to Anna Maria Island beaches. Enjoy an open concept TV room, dining and kitchen. As well as additional family room, with sitting area and desk if you need to work has a door for privacy. Dining room opens to outdoor sitting and dining area, screened in pool and siting area (keeps the pests out). Quiet no through street, yet walking distance to ice cream cafe and much more.

Superhost

A saltwater pool with a stone deck is surrounded by lush greenery, featuring a splash pad for children. A wooden treehouse sits nearby, offering additional play space. The area is fenced for privacy, creating a serene backyard oasis.

4.92 out of 5 average rating, 181 reviews

Treehouse Getaway | Pool | Beach Gear | Kid Haven

Welcome to the Treehouse Getaway- your blissful beachside retreat located in Bradenton, FL just off Anna Maria Island. This 6-bed, 3-bath mid-century modern home is designed to provide you with luxurious comfort and unforgettable outdoor entertainment, making your stay truly exceptional with space for everyone. Treehouse Getaway gives you all the options for fun in the backyard, with heated saltwater pool & all the gear you need for the beach as well! ⭑CONTACT US FOR SEASONAL DISCOUNTS⭑

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, 108 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.

The outdoor pool area is showcased with a screened enclosure, featuring a heated saltwater pool and spa. Multiple lounge chairs are arranged around the pool. A gas grill is visibly placed within the space, providing an inviting area for relaxation and outdoor dining.

4.97 out of 5 average rating, 106 reviews

Luxe Escape: Fire Pit, Pool, Golf near AMI & IMG

Searching for the ultimate family beach getaway? 🌊☀️ Look no further than Riverview Retreat — your dream summer escape! 🏠 5 Bedrooms | 3.5 Bathrooms | Sleeps 18 💦 Heated Pool + Outdoor Lounge 🏖️ Just Minutes from Sandy Beaches 🍽️ Gourmet Grilling & Alfresco Dining 🎯 Indoor/Outdoor Games for All Ages 🐾 Pet-Friendly — Bring the whole family! Pack your swimsuits, bring your loved ones, and get ready for endless sunshine, fun, and memories at Riverview Retreat!

A spacious patio is highlighted by a heated pool, surrounded by a decorative stone border. Comfortable outdoor seating is arranged nearby, beneath string lights that create a soft glow. A serene water view and lush greenery are visible in the background, enhancing the outdoor ambiance.

4.95 out of 5 average rating, 115 reviews

Casa Bella-5BR/Waterfront/Pool/Spa-9 Min AMI

Beautiful 5 bedroom home renovated in 2023. Located 3 minutes from beach access and 9 minutes to Anna Maria Island. A massive waterfront patio with heated pool and spa encompass this house. Master bedroom with walk-out to spa. Custom double walk-in shower in master suite. Family room with 86" television, decorative fireplace, and 15' ceiling. Roku TV’s in every bedroom. Outdoor propane grill. Beach chairs, umbrella, and cart. We welcome you to Casa Bella.

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.

4.95 out of 5 average rating, 187 reviews

Private Oasis: Heated Saltwater Pool+Putting Green

Imagine life in a tropical oasis-surrounded by palms trees, turfed lawn and putting green while enjoying the Florida sun relaxing your private saltwater heated pool with extended sun shelf. This 3 bedroom/2 bath 1940s bungalow is a great place to relax and unwind with your own resort style backyard. The fully equipped home, located between downtown Bradenton and Anna Maria Island offers fun in every direction. We guarantee you'll want to stay awhile!

An aerial view captures the pool area featuring a private heated saltwater pool and spa, surrounded by a spacious patio. Lush palm trees and vibrant landscaping border the space, while a serene pond complements the scene, enhancing the outdoor environment.

5 out of 5 average rating, 106 reviews

AMI Beaches + IMG Sports + Hot Tub & Pool!

🌴Welcome to Beachway Haven! This 5-Star ⭐️ hideaway is just mins from Anna Maria Island's Pristine Beaches & the Gulf of Mexico. Dive into relaxation with your own Heated Saltwater Pool & Spa Hot Tub, nestled in a tropical oasis. Only a skip away from Golf Courses, Nature Parks, IMG Academy, & Palma Sola Causeway's Beach Access – your gateway to Horseback Riding, Kayaking, & endless sandy adventures. Shopping & dining are only a few mins away too!

An aerial view captures a kidney-shaped pool surrounded by lush greenery and vibrant landscaping. Lounge chairs are positioned nearby, while an umbrella offers shade. The pool design includes a spa area, contributing to a serene outdoor atmosphere.

4.91 out of 5 average rating, 313 reviews

Palm Retreat Gold: Luxury Edition of #1 Rental

High end, luxury 3/2 pool home! 7 4k TVs w/ Netflix and cable (75" in living room), SONOS throughout house/pool, wifi, PS5, private heated salt water pool/Spa, putt putt, foosball, beach gear, Pack & Play, Game room (board games, billiards, shuffle board, arcade), massive kitchen/bar, washer & dryer, garage parking-- all in a quiet and safe neighborhood. Just 5 miles to the best beaches and restaurants. Entire home with no shared amenities!