
Vacation rentals with a pool in Whitney Beach
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Whitney Beach
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 Whitney Beach rentals with a pool
House rentals with a pool

Breezy Harbor AMI pool retreat near the Beach

Chic Oasis-Backyard Goals-Game Room-Pup Haven-Pool

Gulf Views | Heated Pool | Elevator, 50yd to Beach

Canal front, dock, heated Pool, near AMI+IMG

SIESTA BEACH HOUSE HEATED POOL☀️🌴3 MIN TO BEACH!!

New Prof Decorated-Pool/Spa 5 minute walk 2 Ocean

Location! Beach Access + Restaurants + Trolley!

Flamingo Royale — Beach Luxury Resort
Condo rentals with a pool

3 BR Condo On Longboat Key Beach and Waterfront

On the Beach; Siesta Key SunBum Studio

Toes in the Sand Beachfront penthouse condo

Tropical Beachfront Penthouse-Beach Cottages

Spectacular beach to bay views from this resort.

1145 Sqft! - 2 Bedroom 2 Bath (GULF FACING!) Condo

Siesta Key Beach Front Condo

The Seascape Premier Beachfront Cottage-Gulf View
Other vacation rentals with a pool

Your DreamOasisAwaits: SiestaKeyEscape with Pool!

Heated Pool-Game Room-EV-Near AMI Beaches/IMG!

Getaway Family Beach Townhome w/Pool!

Stunning New 3 bed 3 bath pool home by Siesta Key!

Casa Bonita

Family Oasis | Heated Pool, Hot Tub & Game Room

Sunshine House- Sarasota Pool Retreat

Rollin' wth the Waves by Beach Boutique Rentals
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