Vacation rentals with a pool in Sarasota County

Find and book unique homes with a pool on Airbnb

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Popular amenities for Sarasota County rentals with a pool

House rentals with a pool

Guest favorite
An outdoor space showcases a heated saltwater pool with a calm blue hue, surrounded by comfortable lounge chairs. The area is framed by lush greenery and fencing, enhancing privacy. The backdrop features a gently lit sky at dusk, complementing the home's modern design.
Home in Sarasota
4.98 out of 5 average rating, 87 reviews

Retreat by the Bay-Heated Saltwater Pool

AdriannaRating, 5 stars2 weeks ago
Will's place was amazing! Super clean, comfortable, and exactly as described. The location was perfect - there was so much to do nearby, from the beach, great restaurants and shops. Will was also a fantastic host: responsive and helpful. Highly recommend staying here if you're looking for a spot that's both relaxing and close to all the action!
Guest favorite
The outdoor pool area features a heated pool and spa, surrounded by a screened lanai. Lounge chairs are positioned nearby for relaxing. A hammock rests on the grass, inviting moments of leisure. Lush greenery enhances the tranquil environment.
Home in Sarasota
4.94 out of 5 average rating, 68 reviews

Deja Blue Villa Salt Water Heated Pool & Spa

MarlethRating, 5 stars2 weeks ago
My family and I stayed here for a week as we made our first visit to the area. The house had everything we could’ve needed for us and our kids (5&2) to comfortably stay. Everything was clean when we arrived. The pool was a favorite for us and our kids. The location of the house was great- easy drive to beaches, restaurants and shopping. Vincent was a responsive host and we had no issues with our stay. Would stay here again for sure!
Guest favorite
A spacious pool area is enclosed by a screened lanai, featuring a rounded pool with a gentle slope and clear water. Comfortable seating is arranged under the shade, creating a serene space for relaxation. Sunlight streams in, enhancing the bright, airy atmosphere of the area.
Home in Venice
4.95 out of 5 average rating, 103 reviews

Spacious 2 Bedroom Home | Near Beach | Heated Pool

HeatherRating, 5 stars4 days ago
The stay was in a nice neighborhood. Enjoyed spending time at the pool there. The house was clean and free of clutter. When we had issues with the AC, Melissa responded right away and worked hard to fix the issue immediately. She refunded us the night as we stayed at a hotel with the house at 80. The AC got fixed the next day and we stayed our final night. Thanks Melissa for all your help making for a great stay.
Top guest favorite
A single-story home is set amidst lush greenery, featuring a manicured lawn and tropical landscaping. The front entrance is framed by palm trees, and a driveway leads to a single-car garage. The house displays a welcoming façade with well-maintained finishes.
Home in Venice
5 out of 5 average rating, 14 reviews

Morning Side

ChandraRating, 5 stars1 week ago
Morningside was in a great location, very clean and well furnished. John was very responsive. Beautiful pond in the back with lots of wildlife to see. Very relaxing. The weather was our only issue. It was a risk taken at the start of hurricane season. Therefore we spent quite a bit of time at the house. It was a wonderful stay. Highly recommend.
Superhost
A clear and inviting swimming pool is enclosed by a protective pool cage, surrounded by a spacious concrete deck. Lush greenery is visible in the background, under a bright blue sky with scattered clouds.
Home in Sarasota
4.83 out of 5 average rating, 24 reviews

Lagoon View*Close to Siesta Key*Centrally Located

OlindaRating, 5 stars2 weeks ago
Loved our stay!! Only comment is that one bathroom only had 4 rolls of toilet paper for 9 people, which wasn’t enough but besides that, we had everything we needed! - Excess towels, sunscreen, games, stocked kitchen with dishes and some snacks. Pool is clean and 3-5 feet. Pool noodles, wagon and cooler available for use which was awesome to borrow 👏🏼
Guest favorite
Home in Sarasota
5 out of 5 average rating, 14 reviews

House of Peace oasis,heated pool, pool table, fire

ShannonRating, 5 stars1 month ago
We had an amazing stay! The house was cozy, spacious, and had everything we needed. We loved the pool and how close it was to Siesta Key—only about 15 minutes, which was perfect since our friends were staying there. The location was great, and the amenities made it feel like home. Stephanie was such a friendly and helpful host. We'd definitely stay here again!
Superhost
A salt-water pool is highlighted under the nighttime sky, surrounded by tropical plants and illuminated by soft blue lights. The pool area is enclosed by a white fence, featuring stone pavers that enhance the serene atmosphere.
Home in Sarasota
4.9 out of 5 average rating, 39 reviews

New pool 3br 3b #1 Ranked Siesta Key w Game Room

CraigRating, 5 stars1 month ago
Steve was the perfect host as always, super responsive and made for a smooth and peaceful stay. Check-in and check-out was a breeze, highly recommend and will stay again!
Guest favorite
A spacious living area features a large flat-screen television mounted on a light-colored wall opposite a comfortable sectional sofa. A ceiling fan adds to the airy feel, while a dining area with a round table and chairs is visible in the background. Decorative plants and a warm light fixture enhance the welcoming ambiance.
Home in Sarasota
4.96 out of 5 average rating, 72 reviews

Coastal Pool Bungalow - 15 Mins to Famous Beaches

RomanRating, 5 stars2 weeks ago
We had a great time and everything was perfect! The place was clean, comfortable, and exactly as described. The host was friendly and responsive, which made our stay even better. Would definitely recommend and stay again!

Condo rentals with a pool

Guest favorite
A community pool area is highlighted, featuring a clear blue pool surrounded by lounge chairs. The yellow building with arched windows stands in the background, and palm trees add greenery to the serene environment. A sunny sky enhances the overall vibrant atmosphere.
Condo in Sarasota
4.97 out of 5 average rating, 201 reviews

Gateway to Siesta Key - 1/2 Mile to the Beach

Stephanie Rating, 5 stars1 week ago
Excellent place, unbeatable location, very cozy and comfortable. Chris let us know we could check in early without even asking. I would gladly come back!
Guest favorite
The image features a sparkling blue pool surrounded by a spacious patio area. Palm trees and lush greenery enhance the scenery, while the nearby Tiki Hut provides shaded seating. The backdrop includes a serene view of the water, with boats visible in the distance under a partly cloudy sky.
Condo in Siesta Key
4.84 out of 5 average rating, 235 reviews

Cozy 1BR Beach Condo on Siesta Key!

HaleyRating, 5 stars2 weeks ago
We absolutely loved the space—beautiful, clean, and cozy. The spot by the pool is amazing, and you can’t beat the quick walk to the beach. Everything was perfect for a relaxing getaway. We’ll definitely be back!
Top guest favorite
A comfortable living area features a neutral sofa with decorative cushions, flanked by two bedside tables with lamps. A piece of wall art depicting a beach scene adds a calming touch, while a ceiling fan provides overhead cooling. Natural light is visible through an open doorway.
Condo in Siesta Key
4.92 out of 5 average rating, 238 reviews

Sea Club 2-Relaxing Siesta Key Condo-Siesta Sky

LauraRating, 5 stars2 weeks ago
Absolutely love Sea Club. This was our second stay there. Will always come back. Walk to the beach is not bad at all. Condo is next to the road but still quiet. Really enjoyed our stay!
Top guest favorite
Condo in Siesta Key
4.97 out of 5 average rating, 317 reviews

On the Beach; Siesta Key SunBum Studio

AmberRating, 5 stars1 week ago
This is our 5th time staying here, and the place and location speak for itself. The one thing that takes this place over the top in our opinion is the amazing and friendly hosts, Honestly they have treated us like family and made sure our stay has been amazing and safe. We were there for hurricane Helene and they made sure we were taken care of the whole time. I can’t thank them enough, including Vince who is always on top of everything. Thank you from the bottom of my heart.
Superhost
A two-story building with a light yellow exterior is situated among palm trees and lush greenery. The entrance features a covered porch, and the pathway is lined with flowering plants, leading to the parking area and common spaces.
Condo in Sarasota
4.8 out of 5 average rating, 104 reviews

LIDO KEY 1 BR/1Bath Heated Pool 16

ChrisRating, 5 stars9 months ago
Had a great stay and everything was as listed. Clean and convient, quiet location, 5 minute walk to the beach. Was located right across from both pool and laundry room (quarters only) which was great. William also provided beach chairs and umbrella as well as small cooler which was exactly what I needed
Superhost
An inviting pool area is showcased, featuring a crescent-shaped pool with steps leading in. Surrounding lounge chairs are arranged neatly along the pool deck, with palm trees adding greenery to the scene. A small shed is visible in the background, enhancing the tropical ambiance.
Condo in Sarasota
4.91 out of 5 average rating, 114 reviews

Siesta Key - 1/2 Mile to the Beach!

SabrinaRating, 5 stars1 month ago
This condo was the perfect place to stay for my trip to Siesta Key. This condo is private in a neighborhood far enough from the hustle and bustle but close enough to get to the beach within a 5 minute drive. The condo was equipped with beach gear and all kitchen necessities. Very clean, comfortable, and felt right at home. I will definitely be booking this condo again for my next trip to my favorite beach!!
Guest favorite
A large heated pool is visible, surrounded by lounge chairs for relaxation. Tall palm trees frame the area, and the building's exterior provides a backdrop. The clear blue water reflects the sunny sky, inviting guests to enjoy a refreshing swim.
Condo in Sarasota
4.86 out of 5 average rating, 148 reviews

Siesta Key Ground Floor Condo 2BR On Trolley Line

AnnRating, 5 stars1 week ago
Great stay, the location, the amenities all were wonderful. Melissa and Brandon were super responsive and the place had more essential stocked than most of the other places we have stayed, which was very thoughtful. Melissa also had a regular coffee pot sent out to us right away, since we don’t use Keurig’s which was super nice and very much appreciated. We would definitely come back!
Top guest favorite
A clear view of the tranquil waters reveals a vibrant blue float anchored in the shallows. The backdrop features a picturesque beachside resort with palm trees, framed by a clear blue sky and soft sandy shorelines.
Condo in Longboat Key
4.98 out of 5 average rating, 183 reviews

Condo with a View 1: Beachfront!

AnitaRating, 5 starstoday
Heidi is a generous, gracious host. From sending us helpful lists with restaurants and attractions to being available and responsive, she took care of us. We loved the location - beautiful quiet beach and the ocean just steps away. The pool below the palm trees. Great restaurants nearby. We loved our stay.

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