Vacation rentals with a pool in South Sarasota
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in South Sarasota
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for South Sarasota rentals with a pool
House rentals with a pool
Home in Arlington Park
The Cottage At Central Park
Home in Sarasota
Your private retreat near Siesta Key Beach.
Home in Sarasota
Beautifully Remodeled Home with Pool Near Siesta
Home in Sarasota
Cottage On Bay (private backyard, near beaches)
Home in Sarasota
Sunshine House, close to Downtown Sarasota
Home in Sarasota
Your private sanctuary, heated pool, WiFi Retreat.
Home in Sarasota
Sarasota Pool Home| Hot-tub| 2-miles to Siesta
Home in Sarasota
Hope Haven Cheerful 3/2 with Heated Private Pool
Condo rentals with a pool
Condo in Siesta Key
Siesta Key Ground Floor Condo 2BR On Trolley Line
Condo in Siesta Key
Siesta key getaway!
Condo in Sarasota
Gateway to Siesta Key 1/2 mile to the Beach!
Condo in Siesta Key
On the Beach; Siesta Key SunBum Studio
Condo in Siesta Key
Siesta Key Condo. Checkout our great rates!
Condo in Siesta Key
Sea Club 2 Condo Siesta Key
Condo in Siesta Key
*A Stones Throw from #1 Voted Siesta Key Beach*
Condo in Sarasota
Beachside Siesta Key Cottage steps from the ocean
Quick stats about vacation rentals with a pool in South Sarasota
Total rentals
260 properties
Rentals with dedicated workspaces
150 properties have a dedicated workspace
Pet-friendly rentals
40 properties allow pets
Family-friendly rentals
220 properties are a good fit for families
Total number of reviews
4.8K reviews
Nightly prices starting at
$68 CAD before taxes and fees
Destinations to explore
- Sarasota Vacation rentals
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- Rentals with pools United States
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- Rentals with a hot tub South Sarasota
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