
Holiday rentals with a pool in The Hamptons
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in The Hamptons
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 The Hamptons rentals with a pool
House rentals with a pool

¤¤¤ Wonderful retreat on 4 acres with pool ¤¤¤

East hampton 3 bedroom home w/ pool great location

Breathtaking Sag Harbor 5 bed 6 bath-Heated Pool

4 BR Hamptons Oasis w/ Pool,Jacuzzi & Beach Access

Stunning Central E. Hampton Home w/ gunite pool.

Hampton Oasis with private Tennis, Pool, Theater

New Chic SH Villa with Pool Sauna Gym Firepit

Curated Artist Home with New Pool
Condo rentals with a pool

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

Montauk Waterfront Condo w/ Sunset Views

Beautiful Waterview Condo on the North Fork of LI

Seaside Summer Escape –2BR Waterfront Condo w/Pool

Beachside Waterview 2Br Condo w/ Pool in Greenport

Deluxe Studio Apt@The Montauk Manor

Montauk Oceanfront Condo

Beautiful Condo on the Ocean Bluffs
Home rentals with a private pool

Explore the Water & Woods at a Relaxing Retreat
East Hampton Ranch with Access to Clearwater Private Beach
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
- Long Island 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
- Ocean City Holiday rentals
- Rentals with a washing machine and dryer The Hamptons
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- Rentals with pools Suffolk County
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- Yale University
- Charlestown Beach
- Fairfield Beach
- Foxwoods Resort Casino
- Southampton Beach
- Cooper's Beach, Southampton
- Ocean Beach Park
- Walnut Public Beach
- Napeague Beach
- Blue Shutters Beach
- Shinnecock Hills Golf Club
- Brownstone Adventure Sports Park
- Woodmont Beach
- Cedar Beach
- Groton Long Point Main Beach
- Silver Sands Beach
- Jennings Beach
- Sandy Beach
- Ninigret Beach
- Sunken Meadow State Park
- Wildemere Beach
- Seaside Beach
- Groton Long Point South Beach
- Outer Beach at Smith Point County Park