
Holiday 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.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Sarasota rentals with a pool
House rentals with a pool

Retreat by the Bay-Heated Saltwater Pool

Water's Edge: Charming Canal Oasis

Luxury Downtown Home+Spa & Pool+Near Beaches

LUX Downtown/Siesta Key heated pool & great yard

PrivateTropical Oasis w/Salt Water Pool

Stunning New 3 bed 3 bath pool home by Siesta Key!

The Blessing House- Htd Pool/Spa, Close to Beaches

True Island Living House/beach/water views
Apartment rentals with a pool

2 Bed/2 Bath Condo Resort View on Siesta Key Beach

On the Beach; Siesta Key SunBum Studio

A&A's Paradise near IMG & Anna Maria beaches

Sunset and beach view from your balcony Unit 403

Beachfront Resort, Ocean View, Pool, Tennis, Gym

Anchor house +6 min. from Siesta Beach+heated pool

Siesta Key Beach Front Condo

Condo with a View 1: Oceanfront!
Quick stats about holiday rentals with a pool in Sarasota
Total rentals
870 properties
Nightly prices starting at
€ 8 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
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- Anna Maria Island
- Siesta Beach
- Anna Maria Public Beach
- Crescent Beach
- John's Pass
- Turtle Beach
- Caspersen Beach
- Bean Point Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Lido Key Beach
- Cortez Beach
- Amalie Arena
- Coquina Beach
- Gulfport Beach Recreation Area
- Fort De Soto Park
- North Beach
- Vinoy Park
- Manasota Key Beach
- Jannus Live
- Streamsong Resort
- ZooTampa at Lowry Park
- Curtis Hixon Waterfront Park
- Adventure Island
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