
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

Family Retreat w/Pool&HotTub 5 min to Siesta Key!

The Sand Castle - Backyard Oasis Mins from Siesta!

2BR/2BA home w/ heated pool, 5 min to Siesta Key!

Your private retreat near Siesta Key Beach.

Beautifully Remodeled Home with Pool Near Siesta

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

Oasis by Siesta Key Beach and Downtown SRQ w/pool

New Renovation 4bd 2bth Pool 3mi from Siesta Beach
Condo rentals with a pool

Sunshine house +6 min. from Siesta +heated pool

Beautiful White Sand Siesta Key Beach

Cozy 1BR Beach Condo on Siesta Key!

Bayside Sunrise Cottage on Siesta Key!

Siesta Key Ground Floor Condo 2BR On Trolley Line

[Beach Elements] pool view + private beach & bikes

Beachfront Resort, Ocean View, Pool, Tennis, Gym

Sarasota Surf & Racquet Club Siesta Key Condo
Other vacation rentals with a pool

Your DreamOasisAwaits: SiestaKeyEscape with Pool!

Siesta Sunsets Suite

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

Slowtide Cottage on Siesta Key

Relax in a Private Tropical Retreat on Siesta Key!

Siesta Dunes 1st Floor Beach Front Retreat + Bikes

Casa Mar Steps 2 Siesta Key, Pool, Tennis, & More!

Poolhouse 1/1, 4 min from Siesta
Quick stats about rentals with a pool near Siesta Beach
Total rentals
1.5K properties
Nightly prices starting at
€ 52 before taxes and fees
Total number of reviews
26K reviews
Family-friendly rentals
1.2K properties are a good fit for families
Pet-friendly rentals
130 properties allow pets
Rentals with dedicated workspaces
690 properties have a dedicated workspace
Destinations to explore
- Waterfront rentals Siesta Beach
- Luxury rentals Siesta Beach
- Townhouse rentals Siesta Beach
- Fitness-friendly rentals Siesta Beach
- Rentals with a fireplace Siesta Beach
- Pet-friendly rentals Siesta Beach
- Rentals with a sauna Siesta Beach
- Rentals with lake access Siesta Beach
- Apartment rentals Siesta Beach
- Rentals with beach access Siesta Beach
- Beach house rentals Siesta Beach
- Rentals with breakfast Siesta Beach
- Condo rentals Siesta Beach
- Rentals with an EV charger Siesta Beach
- Rentals with a washer and dryer Siesta Beach
- Rentals with a hot tub Siesta Beach
- Villa rentals Siesta Beach
- House rentals Siesta Beach
- Rentals with a fire pit Siesta Beach
- Rentals with outdoor seating Siesta Beach
- Family-friendly rentals Siesta Beach
- Rentals with a kayak Siesta Beach
- Beachfront rentals Siesta Beach
- Cottage rentals Siesta Beach
- Rentals with a patio Siesta Beach
- Rentals with pools Sarasota County
- Rentals with pools Florida
- Rentals with pools United States
- Anna Maria Island
- Crescent Beach
- John's Pass
- Raymond James Stadium
- Turtle Beach
- Caspersen Beach
- Coquina Beach
- Lido Key Beach
- Anna Maria Public Beach
- Cortez Beach
- Vinoy Park
- Amalie Arena
- Bean Point Beach
- Streamsong Resort
- Gulfport Beach Recreation Area
- Jannus Live
- Manasota Key Beach
- North Beach
- River Strand Golf and Country Club
- Splash Harbour Water Park
- North Beach At Fort DeSoto Park
- Englewood Beach
- Fort De Soto Park
- Lakewood National Golf Club