Vacation rentals with a pool in Downtown, Sarasota
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Downtown, 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 Downtown, Sarasota rentals with a pool
House rentals with a pool
Home in Sarasota
4.98 out of 5 average rating, 46 reviewsModern Oasis~Heated Pool~Fresh Remodel~Legacy Trl
Home in Downtown Sarasota
5 out of 5 average rating, 29 reviewsCoastal Contemporary Pool Home
Home in Sarasota
4.98 out of 5 average rating, 136 reviewsBeautiful 3 Bd, 2 bth Pool Home Near Siesta Key!
Home in Sarasota
4.98 out of 5 average rating, 133 reviewsHeated Pool Oasis 3BR/2BA near Siesta Key Beach
Home in Sarasota
5 out of 5 average rating, 15 reviewsLuxe Oasis Mins to Beach & Downtown w/Heated Pool
Home in Sarasota
4.82 out of 5 average rating, 225 reviewsPrivate Siesta Beach House Oasis with Heated Pool.
Home in Sarasota
5 out of 5 average rating, 14 reviewsSwim & Soak Retreat| Master Suite| Heated Pool/Spa
Home in Sarasota
4.94 out of 5 average rating, 70 reviewsThe Wisteria Oasis W/ heated pool & hot tub
Condo rentals with a pool
Condo in Sarasota
4.97 out of 5 average rating, 187 reviewsGateway to Siesta Key - 1/2 Mile to the Beach
Condo in Siesta Key
4.83 out of 5 average rating, 209 reviewsNo Damage: Cozy 1BR Beach Condo on Siesta Key!
Condo in Siesta Key
4.9 out of 5 average rating, 101 reviews*Open* Crystal House on Siesta Key Beach
Condo in Siesta Key
4.96 out of 5 average rating, 296 reviewsWE ARE OPEN—On the Beach; Siesta Key SunBum Studio
Condo in Sarasota
4.9 out of 5 average rating, 138 reviewsGateway to Siesta Key - 1/2 mile to the Beach!
Condo in Siesta Key
4.94 out of 5 average rating, 190 reviewsSiesta key getaway!
Condo in Sarasota
4.85 out of 5 average rating, 137 reviewsSiesta Key Ground Floor Condo 2BR On Trolley Line
Condo in Bradenton
4.95 out of 5 average rating, 120 reviewsCozy 2 bed/2.5 bath townhome
Quick stats about vacation rentals with a pool in Downtown, Sarasota
Total rentals
20 properties
Nightly prices starting at
$10 before taxes and fees
Total number of reviews
810 reviews
Family-friendly rentals
20 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi
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- Rentals with pools Sarasota County
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