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
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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
Apartment rentals with a pool
Apartment in Montauk
4.95 out of 5 average rating, 107 reviewsDeluxe Studio Apt@The Montauk Manor
30 Mar – 6 Apr
Apartment in Greenport
4.91 out of 5 average rating, 107 reviewsBeachside Waterview 2Br Condo w/ Pool in Greenport
8–15 Oct
Apartment in Montauk
4.8 out of 5 average rating, 232 reviewsMontauk Royal Atlantic Beach Resort North
20–27 Jul
Apartment in Greenport
4.93 out of 5 average rating, 124 reviewsBeautiful Waterview Condo on the North Fork of LI
10–17 Nov
Apartment in Greenport
4.83 out of 5 average rating, 145 reviewsSound front condominium
30 May – 6 Jun
Apartment in Montauk
4.82 out of 5 average rating, 158 reviewsCoastline View Studio
26 Oct – 2 Nov
Apartment in Montauk
4.74 out of 5 average rating, 39 reviewsThe Exclusive Resort in Montauk
19–26 Apr
Apartment in Montauk
4.88 out of 5 average rating, 17 reviews1 BR Loft Apt- Montauk Manor- Pools, Tennis & Gym!
8–15 Sep
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
- New City Holiday rentals
- Long Island Holiday rentals
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- Newark Holiday rentals
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- Rentals with pools New York
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