
Vacation 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.
Vacation 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

North Fork paradise between beaches and vineyards

Sag Harbor 3 bedrooms with Pool

4 BD w/ Heated Pool in E Hampton, Fully Furnished

Spectacular Southampton Retreat!

Stunning Central E. Hampton Home w/ gunite pool.

Amazing Home in SH with private heated Pool

Private East Hampton Estate

Cheerful 3 bed-3bath beach cottage home with pool
Condo rentals with a pool

Second Floor Corner Unit Overlooking the Ocean

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

Seaside Summer Escape: 2BR Waterfront Condo w/Pool

Montauk Waterfront Condo w/ Sunset Views

Bridgehampton w/ Pool steps to town 3 bd 2.5 Bath

Beachside Waterview 2Br Condo w/ Pool in Greenport

Deluxe Studio Apt@The Montauk Manor

Beautiful Condo on the Ocean Bluffs
Home rentals with a private pool
Enchanting Home with Large Decks and Heated Pool
East Hampton Ranch with Access to Clearwater Private Beach
Perfect Getaway at Sunny Modern Shampton Lake House
Saltbox with Separate Poolhouse in Northwest Woods
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- Beach
- Charlestown Beach
- Fairfield Beach
- Southampton Beach
- Yale University
- Foxwoods Resort Casino
- Cooper's Beach, Southampton
- Napeague Beach
- Shinnecock Hills Golf Club
- Walnut Public Beach
- Ocean Beach Park
- Dunewood
- Woodmont Beach
- Amagansett Beach
- Blue Shutters Beach
- Seaside Beach
- Jennings Beach
- Silver Sands Beach
- Quotonset Beach
- Heckscher State Park
- Ninigret Beach
- Sunken Meadow State Park
- Outer Beach at Smith Point County Park
- Groton Long Point South Beach