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

Summer Oasis: Private Pool, Games & Family Fun

Modern beach getaway ocean views

Spectacular Southampton Retreat!

Gorgeous home with saltwater pool. Steps to beach!

Luxury Hamptons Poolside Paradise w/ Outdoor Sauna

Stunning North Fork House • Heated Pool/ Wineries

Secluded Farmhouse - Studio Apartment Style Unit

Peaceful Light-Filled Guesthouse 1 Hour From NYC
Condo rentals with a pool

1 BR Loft Apt- Montauk Manor- Pools, Tennis & Gym!

Seaside Summer Escape: 2BR Waterfront Condo w/Pool

Montauk Waterfront Condo w/ Sunset Views

Waterfront Elevated Bungalow - Spectacular Views

Beautiful Waterview Condo on the North Fork of LI

1856 Trading House close to water

Beachside Waterview 2Br Condo w/ Pool in Greenport

Deluxe Studio Apt@The Montauk Manor
Home rentals with a private pool

Explore the Water & Woods at a Relaxing Retreat
East Hampton Ranch with Access to Clearwater Private Beach

Chic Poolside Hideaway in East Hampton

Beach Barn w/ Heated Pool & Sauna - Dog Friendly
Enchanting Home with Large Decks and Heated Pool
Perfect Getaway at Sunny Modern Shampton Lake House
Saltbox with Separate Poolhouse in Northwest Woods
Destinations to explore
- Plainview Vacation rentals
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- South Jersey Vacation rentals
- Mount Pocono Vacation rentals
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- Ocean City Vacation rentals
- Rentals with a home theater Long Island
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- Rentals with pools New York
- Rentals with pools United States
- Times Square
- Rockefeller Center
- Bryant Park
- Madison Square Garden
- Columbia University
- Barclays Center
- Jones Beach
- MetLife Stadium
- Yale University
- Fairfield Beach
- Citi Field
- Yankee Stadium
- Southampton Beach
- Central Park Zoo
- Rye Beach
- Cooper's Beach, Southampton
- United Nations Headquarters
- Gilgo Beach
- USTA Billie Jean King National Tennis Center
- Statue of Liberty
- Grand Central Terminal
- Empire State Building
- Robert Moses State Park
- Radio City Music Hall
- Things to do Long Island
- Tours Long Island
- Nature and outdoors Long Island
- Art and culture Long Island
- Sports activities Long Island
- Food and drink Long Island
- Entertainment Long Island
- Sightseeing Long Island
- Things to do New York
- Sports activities New York
- Entertainment New York
- Nature and outdoors New York
- Wellness New York
- Art and culture New York
- Tours New York
- Sightseeing New York
- Food and drink New York
- Things to do United States
- Entertainment United States
- Tours United States
- Sports activities United States
- Food and drink United States
- Sightseeing United States
- Art and culture United States
- Wellness United States
- Nature and outdoors United States