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, 188 reviewsHeated Saltwater Pool, Walk to Beach, Dog Friendly
24 – 31 Oct
Home in Manorville
4.98 out of 5 average rating, 199 reviewsUltimate House with Heated Pool, Hot Tub and Sauna
2 – 9 Oct
Home in Sag Harbor
4.82 out of 5 average rating, 132 reviewsNew! Sag Harbor Village Pool, Hot Tub &Beach House
12 – 19 Nov
Home in Southampton
5.0 out of 5 average rating, 34 reviewsLuxury Hamptons Poolside Paradise w/ Outdoor Sauna
10 – 17 Feb
Home in East Hampton
4.85 out of 5 average rating, 75 reviewsFully Furnished 4 BD in E Hampton w/ Heated Pool
4 – 11 Oct
Home in Southampton
5.0 out of 5 average rating, 42 reviewsBay View Stunner, Modern 6 Bedroom w Heated Pool
18 – 25 May
Home in East Hampton
4.96 out of 5 average rating, 55 reviewsEast Hampton Family Vacation Home
22 – 29 Jan
Home in Sag Harbor
4.89 out of 5 average rating, 71 reviewsSag Harbor Wonder, 3 bedroom 2 Bath & Heated Pool
7 – 14 Oct
Condo rentals with a pool
Condo in Montauk
4.95 out of 5 average rating, 107 reviewsDeluxe Studio Apt@The Montauk Manor
30 Mar – 6 Apr
Condo in Greenport
4.91 out of 5 average rating, 107 reviewsBeachside Waterview 2Br Condo w/ Pool in Greenport
8 – 15 Oct
Condo in Montauk
4.8 out of 5 average rating, 232 reviewsMontauk Royal Atlantic Beach Resort North
20 – 27 July
Condo in Greenport
4.93 out of 5 average rating, 124 reviewsBeautiful Waterview Condo on the North Fork of LI
10 – 17 Nov
Condo in Greenport
4.83 out of 5 average rating, 145 reviewsSound front condominium
30 May – 6 June
Condo in Montauk
4.82 out of 5 average rating, 158 reviewsCoastline View Studio
26 Oct – 2 Nov
Condo in Montauk
4.74 out of 5 average rating, 39 reviewsThe Exclusive Resort in Montauk
19 – 26 Apr
Condo in Montauk
4.88 out of 5 average rating, 17 reviews1 BR Loft Apt- Montauk Manor- Pools, Tennis & Gym!
8 – 15 Sept
Home rentals with a private pool
Home in Remsenburg
4.95 out of 5 average rating, 64 reviewsExperience a Quiet Hamptons Getaway
24 – 31 Jan
Home in East Hampton
5.0 out of 5 average rating, 13 reviewsSaltbox with Separate Poolhouse in Northwest Woods
4 – 11 Apr
Home in Southampton
4.94 out of 5 average rating, 16 reviewsPerfect Getaway at Sunny Modern Shampton Lake House
14 – 21 Jan
Home in East Hampton
4.79 out of 5 average rating, 39 reviewsEnchanting Home with Large Decks and Heated Pool
2 – 9 Apr
Bungalow in East Hampton
4.93 out of 5 average rating, 99 reviewsEast Hampton Ranch with Access to Clearwater Private Beach
15 – 22 May
Destinations to explore
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