Holiday rentals with a pool in Siesta Beach
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Siesta 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 Siesta Beach rentals with a pool
House rentals with a pool
Home in Siesta Key
4.9 out of 5 average rating, 143 reviewsSiesta Beach House
Home in Sarasota
4.98 out of 5 average rating, 128 reviewsNew remodel- 150 Yds to Beach and Restaurants!
Home in Sarasota
4.87 out of 5 average rating, 134 reviews5 minutes to private Siesta Key Beach + 2 pools
Home in Sarasota
4.97 out of 5 average rating, 112 reviewsGorgeous Home / Heated Pool and Spa
Home in Sarasota
4.98 out of 5 average rating, 161 reviewsThe Palms-Heated Private Pool Hot Tub-5mi to beach
Home in Siesta Key
4.91 out of 5 average rating, 124 reviewsSea Club II Garden House
Home in Sarasota
4.82 out of 5 average rating, 199 reviewsPrivate Siesta Beach House Oasis with Heated Pool.
Home in Sarasota
4.93 out of 5 average rating, 141 reviewsSarasota Sandpiper: 4 Bed/3 bath + Pool
Apartment rentals with a pool
Apartment in Sarasota
4.91 out of 5 average rating, 124 reviewsBeachside Siesta Key Cottage steps from the ocean
Apartment in Sarasota
4.96 out of 5 average rating, 124 reviewsLido-Key- Tiny Studio Holiday Cottage-A
Apartment in Siesta Key
4.92 out of 5 average rating, 131 reviews*A Stones Throw from #1 Voted Siesta Key Beach*
Apartment in Siesta Key
4.83 out of 5 average rating, 123 reviewsSarasota Surf & Racquet Club Siesta Key Condo
Apartment in Siesta Key
4.93 out of 5 average rating, 215 reviewsPrivate Siesta Key Escape
Apartment in Siesta Key
4.89 out of 5 average rating, 119 reviewsSiesta Key Beach Escape
Apartment in Siesta Key
4.81 out of 5 average rating, 291 reviews[Beach Elements] pool view + private beach & bikes
Apartment in Siesta Key
4.97 out of 5 average rating, 111 reviewsSiesta Key For Me @ The Palm Bay Club
Destinations to explore
- Sarasota Holiday rentals
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