Vacation rentals with a pool in Sarasota

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Popular amenities for Sarasota rentals with a pool

House rentals with a pool

Superhost
Home in Sarasota
4.63 out of 5 average rating, 19 reviews

Vitamin Sea: Private Pool, Downtown, and Beaches!

LindaRating, 5 stars9 months ago
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!
Guest favourite
Home in North Port
5 out of 5 average rating, 19 reviews

3bd 2th Solar Heat Pool Large home W/ big yard

Ja'Vaunna Rating, 5 stars1 week ago
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
Superhost
Home in Venice
4.56 out of 5 average rating, 16 reviews

Lovely pool house 5 minutes from the beach

LindaRating, 5 stars12 months ago
Had a lovely stay here. Communication with Carmen was fantastic. Decorating in home was tasteful and lovely and we felt right at home.
Top guest favourite
Home in Port Charlotte
5 out of 5 average rating, 6 reviews

Charming 2BR Home + Private Pool

MakaylaRating, 5 stars1 week ago
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.
Superhost
Home in North Port
4.83 out of 5 average rating, 42 reviews

Tropical Pool Vacation Getaway!

JosephRating, 5 stars1 month ago
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!
Top guest favourite
Home in North Port
4.83 out of 5 average rating, 12 reviews

Cozy Home with Heated Pool

LindaRating, 5 stars1 month ago
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.
Top guest favourite
Home in Cape Coral
4.94 out of 5 average rating, 47 reviews

Spacious Canal Oasis with Pool, BBQ & Mini Golf

TiffanyRating, 5 stars3 weeks ago
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!
Superhost
Home in Venice
4.88 out of 5 average rating, 17 reviews

Private Heated Pool & Spa. Walk to Shamrock Park.

MarcieRating, 5 stars1 month ago
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

Guest favourite
Condo in Bradenton
5 out of 5 average rating, 10 reviews

Lovely Condo, Heated Pools, AMI, IMG, Top beaches

Luis AlbertoRating, 5 stars2 weeks ago
Perfect service, very friendly, comfortable and well-located area
Superhost
Condo in Englewood
4.87 out of 5 average rating, 47 reviews

Condo With Heated Pool, Beaches Only Minutes Away

DanRating, 5 stars1 week ago
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.
Superhost
Condo in Osprey
4.92 out of 5 average rating, 12 reviews

Lovely 2 bedroom condo with pool & tennis courts

CariRating, 5 stars3 weeks ago
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!
Guest favourite
Condo in St. Petersburg
4.91 out of 5 average rating, 23 reviews

Lovely 2 bedrooms condo with pool in Boca Ciega

JohnRating, 5 stars9 months ago
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.
Guest favourite
Condo in Siesta Key
4.87 out of 5 average rating, 101 reviews

Siesta Village Short Walk to Beach w heated Pool

CoryRating, 5 stars8 months ago
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.
Guest favourite
Condo in Bradenton
4.84 out of 5 average rating, 126 reviews

Shorewalk upgraded condo upstairs unit 4415

BrianRating, 5 stars2 months ago
Enjoyed our stay. Very quiet location and convenient to everything
Guest favourite
Condo in Sarasota
4.97 out of 5 average rating, 63 reviews

Peaceful retreat, pool, hot tub, near Siesta Key!

DavidRating, 5 stars5 days ago
Suzanne was very responsive, the residence was clean, spacious and well equipped. Will definitely stay again.
Superhost
Condo in Madeira Beach
4.82 out of 5 average rating, 136 reviews

Lovely Water View Condo, Top Floor, Steps to Beach

KellyRating, 5 stars2 weeks ago
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

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Sarasota County
  5. Sarasota
  6. Rentals with pools