
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

New Modern Minimalist Zen Den (New Pool)

Monthly Specials - 5 Bed Village Cottage Retreat

Beach Getaway w/ Heated Pool & Hot tub

Sunny, walk to beach, large pool

Chic & Spacious Designer Home, Heated Pool/Spa

Modern farmhouse w/ pool, beach, horses and winery

Renovated Southampton Home+Pool

Walk to the village! Charming modern farmhouse.
Condo rentals with a pool

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

Montauk Waterfront Condo w/ Sunset Views

Waterfront Elevated Bungalow - Spectacular Views

Beautiful Waterview Condo on the North Fork of LI

Waterfront Autumn Escape in Wine Country: 2BR

Beachside Waterview 2Br Condo w/ Pool in Greenport

Deluxe Studio Apt@The Montauk Manor

Montauk Oceanfront Condo
Home rentals with a private pool

East Hampton Ranch with Access to Clearwater Private Beach
Enchanting Home with Large Decks and Heated Pool

Southampton Quiet Private Home/Pool 6min to Villag
Perfect Holiday Getaway with Gourmet Kitchen
Saltbox with Separate Poolhouse in Northwest Woods
Destinations to explore
- Plainview Vacation rentals
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- Private suite rentals The Hamptons
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- Rentals with pools Suffolk County
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- Rentals with pools United States
- Yale University
- Foxwoods Resort Casino
- Charlestown Beach
- Fairfield Beach
- Southampton Beach
- Cooper's Beach, Southampton
- Ocean Beach Park
- Walnut Public Beach
- Blue Shutters Beach
- Shinnecock Hills Golf Club
- Napeague Beach
- Cedar Beach
- Groton Long Point Main Beach
- Brownstone Adventure Sports Park
- Woodmont Beach
- Silver Sands Beach
- Sunken Meadow State Park
- Sandy Beach
- Jennings Beach
- Wildemere Beach
- Ninigret Beach
- Mystic Seaport Museum
- Outer Beach at Smith Point County Park
- Seaside Beach