
Vacation rentals with a pool in Long Island Sound
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Long Island Sound
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 Long Island Sound rentals with a pool
House rentals with a pool

Private Oasis W/Stunning Vinyard and Pool Views

Modern East Hampton Home w/ Heated Saltwater Pool

Stylish+Modern Cape w/Saltwater Pool-5min to Beach

Luxury Hamptons Poolside Paradise w/ Outdoor Sauna

Chic East Hampton 7 Bedroom, 7 Bath, heated Pool

1800 Historical EH Home, 1 Mile to Town, Hot Tub!

Modern farmhouse w/ pool, beach, horses and winery

Upstate Modern Scandinavian Barn in the Catskills
Condo rentals with a pool

206 · Renovated Chic Premium 1 bdrm

2 BR Waterfront Autumn Escape in Wine Country

Montauk Waterfront Condo w/ Sunset Views

Appalachian Lodge Top Floor w/views

The Vacay Villa

Peaceful Oasis steps from Mohegan Sun

Beachside Waterview 2Br Condo w/ Pool in Greenport

Coastline View Studio
Home rentals with a private pool

Rhinebeck Country Living with a Modern Twist

East Hampton Ranch with Access to Clearwater Private Beach

Beach Barn w/ Heated Pool & Sauna - Dog Friendly
Catskills Farmhouse Retreat | Hot Tub | Sauna
Enchanting Home with Large Decks and Heated Pool
Saltbox with Separate Poolhouse in Northwest Woods

Explore the Water & Woods at a Relaxing Retreat
Beautiful Salt Water Pool & Fully Fenced 10 Acres
Destinations to explore
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- Rentals with pools United States