Holiday 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.
Holiday 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 Sarasota
4.97 out of 5 average rating, 112 reviewsTake a Siesta off Bahia Vista
22–29 Aug
Home in Sarasota
4.95 out of 5 average rating, 409 reviewsThe Cottage At Central Park
11–18 Feb
Home in Sarasota
4.97 out of 5 average rating, 109 reviewsGorgeous Home / Heated Pool and Spa
16–23 Nov
Home in Sarasota
4.94 out of 5 average rating, 296 reviews☀Coastal Gem☀Heated pool & amazing location!☀
2–9 Aug
Home in Sarasota
4.94 out of 5 average rating, 147 reviewsModern, Bright Downtown SRQ A-Frame West of Trail
3–10 Dec
Home in Sarasota
4.97 out of 5 average rating, 115 reviewsGorgeous Pool House 3BR/2BA near Siesta Key Beach
2–9 Aug
Home in Sarasota
4.94 out of 5 average rating, 117 reviewsWhite Sands Villa - Heated Pool/Spa - Near Beaches
18–25 Sept
Home in Sarasota
4.87 out of 5 average rating, 131 reviews5 minutes to private Siesta Key Beach + 2 pools
23–30 Sept
Apartment rentals with a pool
Apartment in Siesta Key
4.85 out of 5 average rating, 131 reviewsSiesta Key Ground Floor Condo 2BR On Trolley Line
6–13 Nov
Apartment in Sarasota
4.96 out of 5 average rating, 120 reviewsLido-Key- Tiny Studio Holiday Cottage-A
24–31 Dec
Apartment in Siesta Key
4.96 out of 5 average rating, 275 reviewsOn the Beach; Siesta Key SunBum Studio
2–9 Dec
Apartment in Siesta Key
4.9 out of 5 average rating, 203 reviewsSea Club 2 Condo Siesta Key
16–23 Oct
Apartment in Sarasota
4.92 out of 5 average rating, 122 reviewsBeachside Siesta Key Cottage steps from the ocean
17–24 Jul
Apartment in Siesta Key
4.82 out of 5 average rating, 193 reviewsNew: Cozy 1BR Beach Condo on Siesta Key!!!
20–27 Oct
Apartment in Siesta Key
4.92 out of 5 average rating, 130 reviews*A Stones Throw from #1 Voted Siesta Key Beach*
10–17 Sept
Apartment in Sarasota
4.95 out of 5 average rating, 123 reviewsCozy Beach Side 1BD/2BA, Walk to Beach & Pool
29 Oct – 5 Nov
Quick stats about holiday 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
£40 before taxes and fees
Destinations to explore
- Sarasota Holiday rentals
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- Rentals with pools United States
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- Rentals with pools Sarasota County
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