
Holiday 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.
Holiday 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

Designer Home w/ Heated, Salt-Water Pool

Gorgeous home with saltwater pool. Steps to beach!

Luxury Hamptons Poolside Paradise w/ Outdoor Sauna

Beach Getaway w/ Heated Pool & Hot tub

Stunning North Fork House • Heated Pool/ Wineries

Modern House close to the beach

Trendy Ranch in Bellport Village

Summer Getaway in the Hamptons. Mins from Beaches
Apartment 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
East Hampton Ranch with Access to Clearwater Private Beach

Chic Poolside Hideaway in East Hampton
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 Holiday rentals
- New York City Holiday rentals
- Boston Holiday rentals
- Washington Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Mount Pocono Holiday rentals
- The Hamptons Holiday rentals
- Ocean City Holiday rentals
- Rentals with lake access Long Island
- Ski-in/ski-out rentals Long Island
- Boutique hotel rentals Long Island
- Guest house rentals Long Island
- Rentals with a kayak Long Island
- Beachfront rentals Long Island
- Rentals with a sauna Long Island
- Flat rentals Long Island
- Rentals with a washing machine and dryer Long Island
- Holiday home rentals Long Island
- Villa rentals Long Island
- Rentals with a hot tub Long Island
- Chalet rentals Long Island
- House rentals Long Island
- Rentals with a patio Long Island
- Rentals with an EV charger Long Island
- Loft rentals Long Island
- Rentals with a cinema Long Island
- Mansion rentals Long Island
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- Tiny house rentals Long Island
- Serviced apartment rentals Long Island
- Rentals with beach access Long Island
- Rentals with an accessible-height toilet Long Island
- Bed and breakfasts Long Island
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- Farm stay rentals Long Island
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- Rentals with breakfast Long Island
- Apartment rentals Long Island
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- Rentals with a firepit Long Island
- Hotel rentals Long Island
- Rentals with an accessible-height bed Long Island
- Smoking-friendly rentals Long Island
- Townhouse rentals Long Island
- Cottage rentals Long Island
- Waterfront rentals Long Island
- Family-friendly rentals Long Island
- Fitness-friendly rentals Long Island
- Beach house rentals Long Island
- Rentals with a fireplace Long Island
- 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
- Nature and outdoors Long Island
- Tours Long Island
- Art and culture Long Island
- Sports activities Long Island
- Food and drink Long Island
- Sightseeing Long Island
- Entertainment Long Island
- Things to do New York
- Art and culture New York
- Tours New York
- Entertainment New York
- Nature and outdoors New York
- Food and drink New York
- Sports activities New York
- Sightseeing New York
- Wellness New York
- Things to do United States
- Tours United States
- Nature and outdoors United States
- Sightseeing United States
- Art and culture United States
- Food and drink United States
- Wellness United States
- Entertainment United States
- Sports activities United States