
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

Home in East Hampton
4.87 out of 5 average rating, 103 reviews4 BD w/ Heated Pool in E Hampton, Fully Furnished

Home in East Hampton
4.83 out of 5 average rating, 92 reviewsEast Hampton Oasis - Pool and Hot Tub

Home in Holbrook
4.97 out of 5 average rating, 33 reviewsHome for the Holidays

Home in East Hampton
4.86 out of 5 average rating, 49 reviewsSpacious Village Fringe East Hampton Home W/ Pool

Home in East Marion
5 out of 5 average rating, 11 reviewsLong Island home w/ large pool

Home in Bridgehampton
4.76 out of 5 average rating, 37 reviewsCheerful 3 bed-3bath beach cottage home with pool

Home in Rocky Point
4.96 out of 5 average rating, 93 reviewsLuxury modern farmhouse with heated pool & hot tub

Home in Montauk
4.9 out of 5 average rating, 31 reviewsModern Renovation-Indoor/Outdoor Living w/ Pool
Condo rentals with a pool

Condo in Montauk
4.92 out of 5 average rating, 26 reviews1 BR Loft Apt- Montauk Manor- Pools, Tennis & Gym!

Condo in Greenport
4.83 out of 5 average rating, 125 reviewsSeaside Escape w Pool, Private Beach + Patio

Condo in Montauk
5 out of 5 average rating, 218 reviewsMontauk Waterfront Condo w/ Sunset Views

Condo in Hampton Bays
4.78 out of 5 average rating, 23 reviewsWaterfront Elevated Bungalow - Spectacular Views

Condo in Montauk
4.89 out of 5 average rating, 9 reviewsEndless Summer Studio Condo w Balcony Bayview

Condo in Greenport
5 out of 5 average rating, 107 reviews"Breathtaking Waterfront Water's Edge view"

Condo in Hampton Bays
4.95 out of 5 average rating, 42 reviewsA Unique Piece of Paradise, Water Front pool

Condo in Montauk
4.95 out of 5 average rating, 119 reviewsDeluxe Studio Apt@The Montauk Manor
Home rentals with a private pool

Home in East Hampton
4.98 out of 5 average rating, 128 reviewsExplore the Water & Woods at a Relaxing Retreat

Home in Southampton
5 out of 5 average rating, 81 reviewsBest of Country and Beach Living
Home in East Hampton
4.82 out of 5 average rating, 45 reviewsEnchanting Home with Large Decks and Heated Pool

Home in Southampton
4.93 out of 5 average rating, 61 reviewsSouthampton Quiet Private Home/Pool 6min to Villag

Home in Southampton
4.95 out of 5 average rating, 20 reviewsPerfect Getaway at Sunny Modern Shampton Lake House

Home in East Hampton
5 out of 5 average rating, 13 reviewsSaltbox with Separate Poolhouse in Northwest Woods

Home in Sag Harbor
4.99 out of 5 average rating, 75 reviewsLuxurious All-Season Oasis close to Sag Harbor Village
Destinations to explore
- Jersey City Holiday rentals
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