Holiday rentals with a pool in Sarasota Beach
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Sarasota Beach
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 Beach rentals with a pool
House rentals with a pool
Home in Venice
4.9 out of 5 average rating, 162 reviewsVenice Pool Villa with Bikes Kayaks Great Beaches!
2–9 Jun
Home in Sarasota
4.98 out of 5 average rating, 126 reviewsNew remodel- 150 Yds to Beach and Restaurants!
6–13 Dec
Home in Sarasota
4.82 out of 5 average rating, 196 reviewsPrivate Siesta Beach House Oasis with Heated Pool.
15–22 Sep
Home in Sarasota
4.97 out of 5 average rating, 207 reviewsYour private retreat near Siesta Key Beach.
3–10 Sep
Home in Sarasota
4.98 out of 5 average rating, 160 reviewsThe Palms-Private Heated Pool Hot Tub-5mi to beach
27 Jun – 4 Jul
Home in Sarasota
4.95 out of 5 average rating, 410 reviewsThe Cottage At Central Park
17–24 Apr
Home in Venice
4.89 out of 5 average rating, 184 reviewsPerfect vacation home 3 miles from beach.
27 Oct – 3 Nov
Home in Sarasota
4.97 out of 5 average rating, 110 reviewsGorgeous Home / Heated Pool and Spa
7–14 Nov
Condo rentals with a pool
Condo in Siesta Key
4.96 out of 5 average rating, 276 reviewsOn the Beach; Siesta Key SunBum Studio
3–10 Apr
Condo in Sarasota
4.94 out of 5 average rating, 127 reviewsCozy Beach Side 1BD/2BA, Walk to Beach & Pool
13–20 Sep
Condo in Siesta Key
4.85 out of 5 average rating, 132 reviewsSiesta Key Ground Floor Condo 2BR On Trolley Line
30 Sep – 7 Oct
Condo in Sarasota
4.89 out of 5 average rating, 128 reviewsGateway to Siesta Key 1/2 mile to the Beach!
1–8 Nov
Condo in Siesta Key
4.96 out of 5 average rating, 105 reviewsSiesta Key Condo. Checkout our great rates!
7–14 Oct
Condo in Sarasota
4.91 out of 5 average rating, 123 reviewsBeachside Siesta Key Cottage steps from the ocean
31 Jul – 5 Aug
Condo in Sarasota
4.97 out of 5 average rating, 166 reviewsGateway to Siesta Key - 1/2 Mile to the Beach
26 Aug – 2 Sep
Condo in Longboat Key
4.97 out of 5 average rating, 150 reviewsCharming Condo on the Coast!
29 Oct – 5 Nov
Destinations to explore
- Sarasota Holiday rentals
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