
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

Designer Home w/ Heated, Salt-Water Pool

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

Peaceful Retreat in Immaculate Architect’s House

Charming Village home in the heart of Southampton

Modern farmhouse w/ pool, beach, horses and winery

East Hampton Village 3BR & Pool/Near Ocean Beaches

Southampton Stunner: Pool, Beach & more!

Summer Getaway in the Hamptons. Mins from Beaches
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

Beautiful Waterview Condo on the North Fork of LI

Condo on the ocean in Montauk

Beachside Waterview 2Br Condo w/ Pool in Greenport

Deluxe Studio Apt@The Montauk Manor
Home rentals with a private pool
Walk to Water. Stunning Home with Gorgeous Pool & Grounds.
East Hampton Ranch with Access to Clearwater Private Beach

Explore the Water & Woods at a Relaxing Retreat

5br / 5ba; Bike to town and beach; Heated Pool
Enchanting Home with Large Decks and Heated Pool

Southampton Quiet Private Home/Pool 6min to Villag
Perfect Getaway at Sunny Modern Shampton Lake House
Saltbox with Separate Poolhouse in Northwest Woods
Destinations to explore
- Long Island Vacation rentals
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- Kid-friendly rentals The Hamptons
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- Beach
- Charlestown Beach
- Fairfield Beach
- Yale University
- Southampton Beach
- Foxwoods Resort Casino
- Cooper's Beach, Southampton
- Ocean Beach Park
- Napeague Beach
- Shinnecock Hills Golf Club
- Walnut Public Beach
- Woodmont Beach
- Jennings Beach
- Blue Shutters Beach
- Sunken Meadow State Park
- Amagansett Beach
- Ninigret Beach
- Silver Sands Beach
- Sandy Beach
- Groton Long Point Main Beach
- Brownstone Adventure Sports Park
- Cedar Beach
- Seaside Beach
- South Jamesport Beach