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
Home in Manorville
Ultimate House with Heated Pool, Hot Tub and Sauna
Home in East Hampton
Heated pool, games room, near beach, kid-friendly
Home in Sag Harbor
Exclusive Sag Harbor Compound
Home in Shelter Island
Huge Island Getaway Pool HotTub Walk To Beach
Home in Watermill
Modern House close to the beach
Home in East Hampton
Waterfront Oasis + Pool/Spa & Private Beach
Home in Southampton
Renovated Southampton Home+Pool
Home in Sag Harbor
Sag Harbor Wonder, 3 bedroom 2 Bath & Heated Pool
Condo rentals with a pool
Condo in Montauk
Montauk Royal Atlantic Beach Resort North
Condo in Montauk
Coastline View Studio
Condo in Greenport
Sound front condominium
Condo in Greenport
Beachside Waterview 2Br Condo w/ Pool in Greenport
Condo in Greenport
Beautiful Waterview Condo on the North Fork of LI
Condo in Montauk
Sun N Sound Resort, Montauk, NY
Condo in Montauk
Montauk Retreat - Steps from Beach and Town
Condo in Montauk
Montauk Sunsets
Home rentals with a private pool
Home in East Hampton
Explore the Water & Woods at a Relaxing Retreat
Home in East Hampton
Bike to Town and Beach; Saltwater Pool + Cinema
Home in East Hampton
Saltbox with Separate Poolhouse in Northwest Woods
Home in East Hampton
Enchanting Home with Large Decks and Heated Pool
Home in East Hampton
Historical Estate Home with Backyard Pool
Home in Southampton
Perfect Getaway at Sunny Modern Shampton Lake House
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