
Vacation rentals with a pool in Sarasota
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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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Popular amenities for Sarasota rentals with a pool
House rentals with a pool

Vitamin Sea: Private Pool, Downtown, and Beaches!
My family and I stayed here for 10 days and we can say it was one of the best stays. Our flight landed early and we reached out to the host to ask for an early check in, they responded back fast and were able to accommodate us. Once inside the house everything was clean and the kids went right into the pool which was also very clean. Overall we felt right at home and the whole stay was 10/10!

3bd 2th Solar Heat Pool Large home W/ big yard
Absolutely gorgeous home. It actually felt like home away from home. My teenage boys were very chill and relaxed. I loved the fact that there were two living room areas.. that way my teens could play their gaming system in one and my toddlers could watch tv in the other. My two toddlers are still asking when are we going back to our new home. lol

Lovely pool house 5 minutes from the beach
Had a lovely stay here. Communication with Carmen was fantastic. Decorating in home was tasteful and lovely and we felt right at home.

Charming 2BR Home + Private Pool
Great place to stay in Port Charlotte. This was our first big trip away with our toddler, and the host and home accommodations made it great. Port Charlotte is a great vacation destination, but the house and pool are so nice that even when our toddler was too tired to go anywhere, staying home didn’t feel like a waste of time/money.

Tropical Pool Vacation Getaway!
Beautiful place to stay. Kitchen was well equipped. Only couple complaints (if you call it that)…my husband and I would have liked to see full beds in the bedroom with twin beds, maybe a few bath and kitchen towels, a dresser in the spare bedrooms sure would have been nice to put clothes in or suitcases on, maybe a tv in each bedroom, the garage door opener didn’t work. Sounds spoiled but just what we are used to. Pool was absolutely amazing!! Gas grill worked just great!

Cozy Home with Heated Pool
Had a wonderful time, place was clean and exactly like the pictures. Everything we needed was provided. Eliana was responsive and very helpful. Would definitely stay again.

Spacious Canal Oasis with Pool, BBQ & Mini Golf
Beautiful place and spotless! The outdoor area was amazing. We didn't venture out very much because the property had everything we needed to relax. Publix was only 4 mins away to grab groceries. Sanibel was about a half hour as well as ft myers beach. Beds all very comfortable, our teenage son slept on the Murphy bed and said it was great. nice heated pool, fishing from the dock, quiet neighborhood. we took walks and felt very safe. could use a few more things in the kitchen like rubber scraper, pizza cutter, cooking pans for oven, pool towels and kitchen towels. We would definitely recommend this place and would stay here again!

Private Heated Pool & Spa. Walk to Shamrock Park.
Ryan’s place was just right for our escape from the Wisconsin winter! We walked every morning to the Shamrock park and Nature center. Great restaurants and shopping in Venice.
Condo rentals with a pool

Lovely Condo, Heated Pools, AMI, IMG, Top beaches
Perfect service, very friendly, comfortable and well-located area

Condo With Heated Pool, Beaches Only Minutes Away
We were pleasantly surprised by Nicole’s apartment. It was extremely clean, lots of towels, linen, well appointed kitchen and everything else needed to make it like home. We didn’t need to buy or bring anything for the beach because we had beach chairs and an umbrella which were in really great shape. The apartment is within a short driving distance to beaches, stores, restaurants and shop. We had a great time and felt right at home. We highly recommend her place to anyone vacationing in the area.

Lovely 2 bedroom condo with pool & tennis courts
This condo was even cuter in person than it was in the photos. It was super clean, safe, spacious, had a gorgeous screened in balcony that looked out over the pool, and was centrally located really close to groceries, restaurants, multiple beaches, and more. We stayed here as a family of 4 and the kids had their own room and bathroom and we had a master with en suite. I saw another review that said there is a little noise from the busy road outside but you really only notice it if you're trying to sleep with the windows open. We originally booked a hotel that ended up being awful so I found this place last minute and they were able to get us in the very next morning. They let us check in early since we were kind of stranded, and walking in was like a breath of fresh air. Highly recommend this place for 2-4 people!

Lovely 2 bedrooms condo with pool in Boca Ciega
Matt was the best at explaining everything and. Was so quick. To respond and answer and questions I had as well as give me great info around the area. Would rent from him again for sure and recommend him to anyone looking for a great place and helpful with any questions you might have.

Siesta Village Short Walk to Beach w heated Pool
This place was fantastic with everything we needed. It was close to everything and a short drive to some of the other local activities. Short walk to multiple beach entrances and a cart, chairs, umbrella, etc. was all available to take to the beach. There’s a local shuttle that takes you all over the island for free and a market around the corner that’s fully stocked with everything you need to cook some meals there. We did the night time LED kayaking and then did the Mangrove Eco Tour with Kayaking SRQ, ask for Kaleb for the mangrove tour, the man knew everything about the area, its history, conservation, and gave some great restaurant and attraction recommendations in the area. Or… just hang out at the beach. We were there during tropical storm Debby and Kathryne communicated with us throughout. Absolute amazing stay… even with a tropical storm! We can’t wait to come back.

Shorewalk upgraded condo upstairs unit 4415
Enjoyed our stay. Very quiet location and convenient to everything

Peaceful retreat, pool, hot tub, near Siesta Key!
Suzanne was very responsive, the residence was clean, spacious and well equipped. Will definitely stay again.

Lovely Water View Condo, Top Floor, Steps to Beach
We had a great week! The condo was clean, quick, easy access to beach. The beach chairs, umbrella and wagon were a nice touch. Enjoyed watching the dolphins from the balcony in the morning.
Quick stats about vacation rentals with a pool in Sarasota
Total rentals
870 properties
Nightly prices starting at
$14 CAD before taxes and fees
Total number of reviews
25K reviews
Family-friendly rentals
680 properties are a good fit for families
Pet-friendly rentals
340 properties allow pets
Rentals with dedicated workspaces
510 properties have a dedicated workspace
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- Crescent Beach
- John's Pass
- Cortez Beach
- Bean Point Beach
- Lido Key Beach
- Busch Gardens Tampa Bay
- Amalie Arena
- Raymond James Stadium
- North Beach
- Clearwater Beach
- Vinoy Park
- Coquina Beach
- Tampa Theatre
- Curtis Hixon Waterfront Park
- Fort De Soto Park
- Streamsong Resort
- ZooTampa at Lowry Park
- Jannus Live
- Manasota Key Beach
- Myakka River State Park
- Clearwater Marine Aquarium
- Lakewood National Golf Club
- Splash Harbour Water Park
- River Strand Golf and Country Club