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
Home in Sarasota
4.81 out of 5 average rating, 107 reviews1 House 1400sq. ft. 12 min from Siesta Key!
5–12 Dec
Home in Sarasota
4.97 out of 5 average rating, 159 reviewsThe Palms-Private Heated Pool Hot Tub-5mi to beach
21–28 Aug
Home in Sarasota
4.94 out of 5 average rating, 296 reviews☀Coastal Gem☀Heated pool & amazing location!☀
2–9 Aug
Home in Sarasota
4.85 out of 5 average rating, 152 reviewsBeaches, Shopping, Sculling-Sarasota is calling!
9–16 Oct
Home in Sarasota
4.94 out of 5 average rating, 117 reviewsWhite Sands Villa - Heated Pool/Spa - Near Beaches
26 Aug – 2 Sep
Home in Sarasota
4.97 out of 5 average rating, 100 reviewsSunshine House, close to Downtown Sarasota
6–13 Oct
Home in Sarasota
4.97 out of 5 average rating, 122 reviewsLa Hacienda / heated pool, hot tub, 6mi to beach
27 Sep – 4 Oct
Home in Venice
4.89 out of 5 average rating, 161 reviewsVenice Pool Villa with Bikes Kayaks Great Beaches!
15–22 Oct
Apartment rentals with a pool
Apartment in Siesta Key
4.87 out of 5 average rating, 209 reviewsSiesta Key Beach Community!
19–26 May
Apartment in Sarasota
4.97 out of 5 average rating, 165 reviewsGateway to Siesta Key - 1/2 Mile to the Beach
22–29 Oct
Apartment in Siesta Key
4.85 out of 5 average rating, 131 reviewsSiesta Key Ground Floor Condo 2BR On Trolley Line
15–22 Oct
Apartment in Longboat Key
4.97 out of 5 average rating, 147 reviewsDirect Oceanview - Open May 13th & 14th, $199/nt!
18–25 Dec
Apartment in Venice
4.86 out of 5 average rating, 140 reviewsThe Studio at the Beach 56
7–14 Sep
Apartment in Sarasota
4.92 out of 5 average rating, 122 reviewsBeachside Siesta Key Cottage steps from the ocean
17–24 Jul
Apartment in Sarasota
4.89 out of 5 average rating, 127 reviewsGateway to Siesta Key 1/2 mile to the Beach!
25 Nov – 2 Dec
Apartment in Englewood
4.93 out of 5 average rating, 113 reviewsImmaculate Ground Floor Beach Studio on the Gulf
15–20 May
Quick stats about holiday rentals with a pool in Sarasota
Total rentals
900 properties
Rentals with dedicated workspaces
530 properties have a dedicated workspace
Pet-friendly rentals
340 properties allow pets
Family-friendly rentals
700 properties are a good fit for families
Total number of reviews
23K reviews
Nightly prices starting at
$14 SGD before taxes and fees
Destinations to explore
- Anna Maria Island Holiday rentals
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