
Home rentals with a pool near Siesta Beach
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool near Siesta Beach
Guests agree: these stays are highly rated for location, cleanliness, and more.
Popular amenities for rentals with a pool near Siesta Beach
House rentals with a pool

Gorgeous Home / Heated Pool and Spa

The Sand Castle - Backyard Oasis Mins from Siesta!

Coastal Calm - 3BD/2BA Heated Pool Near Beaches

Toes In The Sand | Private Pool, Walk to Beach!

Beach! Spa, PuttPutt, Beach Gear, Pool Table&More

Stunning Siesta Home | 4 Bedroom | Walk to Village

Pool Courtyard, patio w/ fire pit, 2 mls downtown

Siesta Key Retreat 1mi to Beach!
Condo rentals with a pool

Stunning Siesta Vistas Direct Beach Access & Pool

Beach Haven on Siesta Key Beach

Best Siesta Key Condo

Beautiful White Sand Siesta Key Beach

Siesta Key Ground Floor Condo 2BR On Trolley Line

Condo with a View 1: On the Water!

Top Floor Beautiful View Condo-Shore To Please

Siesta Key Condo. Checkout our great rates!
Other vacation rentals with a pool

Your DreamOasisAwaits: SiestaKeyEscape with Pool!

Penthouse Expansive Ocean Views

Amazing SK beach views... Newly renovated condo!!!

Coastal Luxe, SaltPool/Spa, 5miles to Siesta

Siesta Dunes 1st Floor Beach Front Retreat + Bikes

Upscale Villa in the heart of Siesta Key!

Spacious 2BR 2nd floor Siesta Key condo - GBB 1274

Sarasota Surf & Racquet Club Siesta Key Condo
Quick stats about rentals with a pool near Siesta Beach
Total rentals
1.5K properties
Nightly prices starting at
$82 CAD before taxes and fees
Total number of reviews
24K reviews
Family-friendly rentals
1.2K properties are a good fit for families
Pet-friendly rentals
130 properties allow pets
Rentals with dedicated workspaces
730 properties have a dedicated workspace
Destinations to explore
- Rentals with a firepit Siesta Beach
- Beach house rentals Siesta Beach
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- Condo rentals Siesta Beach
- Rentals with an EV charger Siesta Beach
- Kid-friendly rentals Siesta Beach
- Rentals with a kayak Siesta Beach
- Townhouse rentals Siesta Beach
- Rentals with a patio Siesta Beach
- Rentals with outdoor seating Siesta Beach
- Rentals with a hot tub Siesta Beach
- Rentals with lake access Siesta Beach
- Rentals with a washer and dryer Siesta Beach
- Apartment rentals Siesta Beach
- Rentals with beach access Siesta Beach
- Fitness-friendly rentals Siesta Beach
- Family-friendly rentals Siesta Beach
- Waterfront rentals Siesta Beach
- Rentals with a sauna Siesta Beach
- House rentals Siesta Beach
- Rentals with pools Sarasota County
- Rentals with pools Florida
- Rentals with pools United States
- Anna Maria Island
- Crescent Beach
- John's Pass
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- Anna Maria Public Beach
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- Bean Point Beach
- Raymond James Stadium
- Amalie Arena
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- Coquina Beach
- Cortez Beach
- Gulfport Beach Recreation Area
- Fort De Soto Park
- Vinoy Park
- Manasota Key Beach
- Jannus Live
- North Beach
- Streamsong Resort
- Curtis Hixon Waterfront Park
- Splash Harbour Water Park
- Myakka River State Park
- North Beach At Fort DeSoto Park
- Alafia River State Park
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