
Vacation rentals with a pool in Sarasota
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Top-rated rentals with a pool in Sarasota
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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!

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.

Huge & Heated Pool Home 5 Minutes Away from Beach!
We stayed at the property for about 5 days over Spring Break. The location of the house is great but you will need a rental car to get around, many beaches, restaurants and other attractions within minutes of the home. We had small children in our group so we appreciated the gated backyard and the high lock on the sliding door in the back to get to the pool. There were plenty of towels and laundry detergent so we could wash them throughout our stay. The kitchen was pretty well equipped for our needs. Luckily, we bought some cheap plastic cups for the kids to use while we were there and we had paper plates. There was limited to no plastic wear or mixing bowls. Place was clean and lots of toiletries provided. There were no blackout curtains on the windows (usually helpful for small kids/babies nap times) We brought our own travel suction cup kind so that wasn't an issue. The thermostat was brand new but we had no idea how to work it - just call them, they're really helpful and responsive

Spacious Family Home/Heated Pool & Play Area
Miguel and Kleydis home was beautiful and clean and they were very responsive! I thought the house was a little closer to things to do and the beach which was my fault for not doing more research but all and all we had a wonderful week!

Charming 2BR Home + Pool( heated pool-winter time)
Loved our stay! House was spotless, beds were comfy, and everything was as described. We brought our 10 month old and so appreciated Pawel’s accommodations for a crib and high chair. Our only hiccup was not realizing the pool was not heated. But that was our own oversight. Would stay again!

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
The house was very nice and comfortable and the Host Elina was very responsive and helpful. Would recommend and would stay here again.

Spacious Canal Oasis with Pool, BBQ & Mini Golf
We had a fantastic week stay on kids Spring Break! Beautiful property, comfortable bedrooms and bathrooms, spacious well equipped kitchen. Amazing pool and hot tub, canal and yard. Mini golf, pool table, foosball table - added tons of fun to our stay. Thank you!
Condo rentals with a pool

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

POOL SIDE right on the BEACH 2 bdrm condo
This condo was perfect for our family vacation! We had everything we could have needed and our host made everything so easy.

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 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

SUNNY DELIGHT! HEATED POOL 2 miles to the beach🐶
Sandra's Place was EVERYTHING thats in the posting. She has everything there for you in case u missed something while packing. The place feels like its urs, furnished well, felt like home. Thanks Sandra

Peaceful retreat, pool, hot tub, near Siesta Key!
Absolutely beautiful home close to everything. Privacy was the key and home had everything and more! The most important was the communication and the host nailed it! I will definitely be back!
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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- John's Pass
- Crescent Beach
- Bean Point Beach
- Cortez Beach
- Lido Key Beach
- Busch Gardens Tampa Bay
- Amalie Arena
- Raymond James Stadium
- North Beach
- Clearwater Beach
- Vinoy Park
- Coquina Beach
- Manasota Key Beach
- Tampa Theatre
- Fort De Soto Park
- Curtis Hixon Waterfront Park
- Streamsong Resort
- Jannus Live
- ZooTampa at Lowry Park
- Adventure Island
- Myakka River State Park
- Splash Harbour Water Park
- River Strand Golf and Country Club
- Clearwater Marine Aquarium