Vacation rentals with a pool in Sarasota

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Sarasota

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

The screened-in pool area features a private swimming pool with a gently curving shape. Sunlight casts reflections on the water, while a colorful inflatable float rests nearby. Two white chairs and a small table are positioned to provide a relaxing space by the pool.

Home in Venice

4.91 out of 5 average rating, 57 reviews

Heated POOL close to beach fenced in, kid friendly

Family friendly, Pool home has an open floor plan. New kitchen w/ stainless appliances & a breakfast bar. Living room has sleeper sofa w/ upgraded memory foam mattress. Large sunroom overlooks the fully screened in private pool & fenced tropical backyard. Many amenities: washer & dryer, pool floats, beach chairs, umbrella, beach towels & toys, coolers. 7 min by car to Manasota beach, 5 min to shopping restaurants etc. Primary has ensuite bathroom, walk in closet. Pack n play crib, toys & games!

Guest favorite

The private solar-heated pool features a clear blue surface and is surrounded by a secure fence. Two lounge chairs are positioned along the edge, offering a relaxing spot to enjoy the outdoors. A beach ball floats gently on the water's surface.

Home in Englewood

5 out of 5 average rating, 8 reviews

Pet Friendly Pool Home with Large Private Yard

Charming home nestled in a peaceful neighborhood. The entire home is yours, including a private solar-heated pool, covered & screened patio w/ gas BBQ, fully equipped kitchen, 2 bedrooms w/ queen beds, 2 baths, garage & private washer & dryer. Generous side yard can securely store your RV or boat! Easy 15-20 min drive to public beaches or explore the surrounding areas like Sarasota & Fort Myers – all within an hour! Great price for a private pool & pet friendly home in the center of it all!

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, 146 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.

Guest favorite

A screened-in saltwater pool area features clear blue water surrounded by a spacious patio. Lush greenery and palm trees are visible along the perimeter, while the canal is seen in the background, providing a serene waterfront setting.

Home in Punta Gorda

5 out of 5 average rating, 10 reviews

Best of PGI Close to Fisherman’s Village Sleeps 9

This exceptional rental retreat is waterfront on the canal and features a saltwater heated pool. Nestled near the end of a tranquil street, it's a great place to stay with family and friends whether you are relaxing poolside, having a BBQ, fishing in the canal or travelling by foot or bike around PGI and Fisherman's Village. Many outdoor activities, beaches and parks nearby and tremendous dining options, or just stay in and enjoy the full kitchen with plenty of workspace and prep space.

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, 183 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

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, 16 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 pool is enclosed within a screened lanai, featuring a smooth, inviting surface and a clear blue hue. Comfortable lounge chairs are positioned nearby, and an outdoor dining area can be seen in the background, framed by lush greenery.

Home in Port Charlotte

4.95 out of 5 average rating, 20 reviews

Luxury modern home. Heated pool-best Location

Have fun with the whole family at this stylish modern Luxury home. amenities include Master bedroom 1 King bed 2; bedroom One Queen bed 3; Bedroom 2 Full bed and one Twin bed. OUTDOOR LIVING, Private Pool (heated 8.00AM 9.00PM), covered lanai area patio w/ comfortable seating +Smart TV, private yard, dining area, Privacy. Great set up around pool and indoor to gather and relax. Port Charlotte Beach 5 Minutes away Pool heater fee $25.00 Aday

Guest favorite

Home in Cape Coral

4.96 out of 5 average rating, 165 reviews

Family Oasis: Waterfront Heated Pool & Game Room

This gorgeous vacation home boasts a luxury heated salt water pool and a relaxing jetted spa with views of a beautiful canal that provides direct access to three different lakes stocked with a great variety of freshwater fish. It's truly the ultimate dream getaway where guests come to comfortably unwind in a peaceful environment. Get away from it all and enjoy the gentle sound of the Florida breeze whispering through the palm trees!

Top guest favorite

The exterior of the home showcases a well-manicured lawn and landscaped garden, featuring palm trees and vibrant plants. A paved driveway leads to the entrance, and large windows are visible, allowing natural light to illuminate the interior.

Home in Punta Gorda

5 out of 5 average rating, 11 reviews

Stunning! Luxury waterfront home

STUNNING!! LUXURY WATERFRONT HOME - HEATED POOL- Close to Harbor/Fish Village -PREMIER HOST reviews averaging 5.0 since 2018 on other site. -Modern, newly updated home with open layout allowing for enjoyment of the cool waterfront breezes. -Boat dock with very close Harbor access within 10 minutes. -Southern exposure, full sun, heated pool, and waterfront. Oversized pool extends along large portion of rear of home.

Superhost

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, 125 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.

Guest favorite

A screened-in outdoor area features a heated saltwater pool surrounded by a concrete deck. Comfortable seating is provided with wicker chairs and a table, complemented by vibrant blue cushions. Lush greenery is visible through the enclosure, enhancing the serene environment.

Home in Sarasota

4.85 out of 5 average rating, 59 reviews

SieSta Key is Open,Heated Pool, 5min to Siesta key

Less than 2 miles to SIESTA BEACH public access #12 NO PARTIES OR EVENTS ALLOWED This is a happy place! You will find peace and tranquility in the spacious friendly home. Close to shops, bars, restaurants and less than 5min drive from Siesta Key Beach, voted #1 BEST BEACH IN USA in 2017

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What guests are saying

Perfect Getaway with the pool

4.81 out of 5 average rating, 26 reviews3 weeks ago

Beautiful home with comfortable bed, was just my husband and I and our 2 small dogs. Can only comment on the master with king bed. Home is beautifully decorated, well taken care of and in a good location. The shower was absolutely amazing. Our favorite part! The fenced yard was perfect for our dogs, it’s secure all the way around so they could run around and enjoy the yard. Would have liked a bigger comfy couch, and ice and water dispenser. That’s all I felt was missing. Great home, beautiful pool. Water was perfect temp. We enjoyed it very much!

Home in North Port

What guests are saying

Stunning Sarasota Estate with Beautiful Pool

5 out of 5 average rating, 15 reviews2 months ago

If your family is looking for a home-away-from-home vacation - this is the place. You don't even have to leave to go anywhere - you have your very own pool. Just order in your food and RELAX! Privacy and total comfort. You will not be disappointed.

Vacation home in Sarasota

What guests are saying

AMI Sunset Beach - Pool Side Retreat w/ Pool +Deck

4.77 out of 5 average rating, 44 reviews3 months ago

Very nice place. Very clean, and sticked with everything you need. With an amazing rooftop view of the ocean. Pool was heated. Loved this area and the beach was only literally across the street. We are from this area. And we enjoyed our stay very much Rex was a wonderful host.

Home in Bradenton Beach

What guests are saying

Casa Sevilla, heated pool, sleeps 9, 4/3, pets F

4.95 out of 5 average rating, 64 reviews1 week ago

We had a great time during our short getaway. The home was clean, comfortable, and even nicer than the photos. It was a perfect fit for our group of eight adults. The host was easy to reach and helpful throughout our stay. The pool was warm and heated, which we really enjoyed. Having beach chairs and a mat to take with us was a thoughtful and convenient touch. The game room kept everyone entertained, and the fire pit was a nice bonus—we liked sitting around it in the evening. Overall, everything was just what we needed, and we’d be happy to stay here again.

Home in Cape Coral

What guests are saying

Beautiful Waterfront House, Pool, 7 Min to Beach

4.91 out of 5 average rating, 22 reviews2 days ago

Great home base for beach vacation from Siesta Key / Sarasota down to Venice. Easy access to stores, restaurants and more in the area. House was well equipped with beach and pool equipment and needs. Great kitchen and gas grill for eating meals at home too. Wonderful pool and very clean and accommodating house for groups of all sizes. Great house for family with children of all ages that love swimming in the pool. Bird viewing at the island across the way in the backyard was a particular unexpected highlight especially in the morning. Overall felt very private despite being in a neighborhood.

Home in Nokomis

What guests are saying

Modern Heated Pool House

4.93 out of 5 average rating, 40 reviews2 months ago

We truly enjoyed our stay in north port at Liliia’s place. The place was as pictured and the pool was great, we loved swimming each day. It was very clean and had a lot of space for our family! Stores and restaurants are within 10 min and the beautiful beaches are within 30-40 min. Great place and great location. We would love to come back again!

Home in North Port

What guests are saying

New! Perfect Vacation Home w/pool

5 out of 5 average rating, 24 reviews5 days ago

Beautiful, spotless, spacious property only feet away from the Shamrock trail. We enjoyed the daily walks along the Venice canal. Both Venice and Nokomis beach are minutes drive away. The beach chairs and towels are a great bonus Yelena supplied. The location is convenient but still tucked away and peaceful from the busy roads. We’ll definitely be back!

Home in Venice

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