Vacation rentals with a pool in South Bradenton

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in South Bradenton

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite

A cocktail pool is seen surrounded by a paved patio, featuring palm trees and tropical landscaping. Comfortable lounge chairs are positioned nearby, and a large umbrella provides shade. The serene water reflects the clear blue sky, contributing to a relaxing outdoor atmosphere.

Home in St. Petersburg

4.99 out of 5 average rating, 68 reviews

Remodeled pool cottage, just minutes from beaches

Relax by our cocktail pool in this recently remodeled guest cottage that is just minutes from the Sun Coast beaches. You will find our cottage is fully equipped and has everything you'll need for a quick getaway or an extended stay. The back door opens up to the patio and the lush, tropically landscaped backyard pool area. 5-minute drive to St Pete Beach, 7 to Treasure Island. Uber, Lyft or ride the SunRunner shuttle, and forget about the hassle and expense of beach parking. We are pet-friendly!

Guest favorite

An aerial view showcases a bright, spacious outdoor pool area surrounded by palm trees and lounge chairs. A well-maintained brick patio leads to the private pool, and the home with a large balcony overlooks this inviting space.

Home in Indian Rocks Beach

4.94 out of 5 average rating, 71 reviews

4Bdm Waterfront Home w/ Heated Pool, Walk to Beach

This 2-storey waterfront home is bright, open, and thoughtfully designed for a smooth and comfortable stay. Enjoy a large heated pool, well-equipped amenities, and attentive management. Experience the best of both poolside relaxation and beachside living—without the resort price tag. *Enjoy waterfront relaxation with a private dock *Heated pool & sun loungers *Private patio & deck with lots of seating *BBQ, SUP, kayaks *Rec room, laundry, parking *Fully equipped kitchen *6 min walk to beach

Superhost

Home in Dunedin

4.71 out of 5 average rating, 7 reviews

Luxurious Poolside Florida Getaway

This updated pool home is situated just about 3 miles from the lively center of Downtown Dunedin. Enjoy the kitchen, featuring stainless steel appliances and a comfortable workspace for remote work. The residence includes two stylish living areas and a dining space perfect for gatherings. Step outside to find in-ground pool, a hot tub, lounge chairs, and a custom tiki bar. The garage is stocked with pool toys, beach necessities, and a washer and dryer to make your stay even more enjoyable.

Guest favorite

A screened-in outdoor area features a heated swimming pool, surrounded by paver stones. Two lounge chairs are positioned nearby, and colorful floaties are visible in the water. The scene is framed by trees and a lawn in the background, with sunlight filtering through.

Home in St. Petersburg

4.91 out of 5 average rating, 147 reviews

Heated Pool and hot tub luxury vacation house

Spend your vacation in luxury! The hot tub and heated swimming pool are perfect for a family vacation or a couples' retreat. In winter we keep the pool temperature at 85 degrees. Enjoy the stylish furniture, a huge luxurious master suite with a large walk-in closet and work desk, a fully equipped kitchen and all the extras you would expect at the resorts. The living room features a 75’ TV! Short drive to Madeira Beach and Treasure Island. Small parties are allowed. A lot of parking space.

Superhost

A heated pool invites guests to relax, surrounded by lush palm trees and vibrant landscaping. Comfortable lounge chairs sit by the water's edge, providing a suitable space for sunbathing. A gentle waterfall feature adds to the tranquil environment of the courtyard area.

Apartment in Clearwater Beach

4.82 out of 5 average rating, 107 reviews

Renovated 2025 - Retro Beach Oasis with Color Pop

Book with confidence—our property is in great shape and ready to host your Clearwater Beach getaway! -No hidden fees -No chores Just a breezy, beachy stay with: -2-minute walk to the beach -Beach Chairs -Free parking -Heated pool -Cold AC -Easy self check-in -Pet friendly (One Pet max -$150 fee) We provide essentials (linens, towels, toilet paper, soap etc.) to get you started. For longer stays, we recommend buying additional supplies. 📍648 Poinsettia Ave, Clearwater Beach, FL 33767

Guest favorite

A screened-in pool area is presented, featuring a heart-shaped heated swimming pool surrounded by a spacious deck. Lush greenery and palm trees are visible beyond the enclosure, providing a serene outdoor setting for relaxation.

Home in Venice

4.91 out of 5 average rating, 185 reviews

Vacation Rental with private swimming pool

Located in a desirable community of South Venice. Venice, Manasota, Nokomis and Sharky’s beaches are located only 5 miles away. The historic Venice Avenue of unique shops, restaurants, special events. Farmer market, tennis courts, and children fountain are close by. Newly renovated home and swimming pool in a quiet peaceful area in an ideal place for any season gateway.A great place for biking, running and walking. My place great for couples, solo adventurers or families with kids.

Guest favorite

The outdoor pool area is highlighted by a heated pool with clear blue water reflecting sunlight. Surrounding the pool are unfinished concrete surfaces, providing spaces for lounging. A basketball hoop is positioned at one end, complemented by floating toys nearby, emphasizing a fun and relaxing atmosphere.

Home in St. Petersburg

4.9 out of 5 average rating, 100 reviews

3BR St. Pete Home, Heated Pool, 5 Min To Beaches

Looking for a beautiful pool home in St. Petersburg just 5 minutes from Florida's best beaches? This spacious 3BR, 2 bath home for 8 guests features a heated pool, ping pong table, dart board, putting green and pool basketball hoop. Enjoy fast WiFi, flat-screen TVs, and a fully equipped kitchen. The outdoor screened-in patio includes a comfortable sectional and smart TV, while the pool area boasts lounge chairs and furniture. Just 2 miles to the beach – perfect for relaxing.

Guest favorite

A spacious pool area is enclosed by a screened-in structure, featuring a sparkling blue pool and a sun lounger. Lush greenery surrounds the space and a serene lake is visible beyond, framed by a colorful sunset sky.

Home in Bradenton

5 out of 5 average rating, 17 reviews

Lakefront Pool Home w/Resort Amenities Near Beach

Escape to this lakeside haven with a private heated pool, just minutes from the pristine beaches of Siesta Key, Anna Maria Island, Bradenton Beach & Lido Key. Relax in the serene setting or explore the nearby sandy shores. Whether you're looking for a peaceful retreat or coastal adventure, this stunning getaway has it all for an unforgettable stay! Perfect for families, friends, or couples seeking both tranquility and excitement. Book your slice of paradise today!

Guest favorite

A private patio features a heated pool surrounded by a stone paver deck. Large glass doors provide direct access to the space, with lush greenery visible in the backdrop under a clear blue sky.

Home in Oldsmar

4.91 out of 5 average rating, 32 reviews

Exquisite Fun Getaway with Private Pool!

Step into our charming Airbnb nestled in the heart of Oldsmar, Florida, where the perfect blend of opulence and practicality awaits you in a cozy, one-story retreat. Immerse yourself in the allure of this enchanting escape, designed to provide an unparalleled experience for guests in search of tranquility, outdoor pursuits, and a sprinkle of historical allure.

Guest favorite

The screened swimming pool reflects bright blue water, creating a serene space. Lush greenery and a pond can be seen beyond a white picket fence, providing a calming backdrop. Light clouds are visible in the distance, enhancing the outdoor setting.

Home in Bradenton

4.88 out of 5 average rating, 126 reviews

Coastal Charm

Charming 3 bedroom, 2 bath home with room to explore. Beautiful swimming pool that overlooks pond and x-large patio to enjoy outdoor dining and relaxing. Coastal decor throughout to enjoy your tropical surroundings. Just 5 miles and easy passage to the beach this home makes for an affordable beach vacation.