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 Stony Brook
4.94 out of 5 average rating, 480 reviewsSpacious Studio Apartment- near SBU
Home in Sag Harbor
4.82 out of 5 average rating, 132 reviewsNew! Sag Harbor Village Pool, Hot Tub &Beach House
Home in Watermill
4.88 out of 5 average rating, 128 reviewsModern House close to the beach
Home in Southampton
5.0 out of 5 average rating, 22 reviewsModern Southampton home, heated pool, pickleball
Home in Sag Harbor
4.89 out of 5 average rating, 74 reviewsSag Harbor Wonder, 3 bedroom 2 Bath & Heated Pool
Home in East Hampton
4.86 out of 5 average rating, 76 reviews4 BD w/ Heated Pool in E Hampton, Fully Furnished
Home in Southampton
5.0 out of 5 average rating, 34 reviewsLuxury Hamptons Poolside Paradise w/ Outdoor Sauna
Home in Southampton
5.0 out of 5 average rating, 58 reviewsDream home in SH with Heated Pool OPEN from May 4
Apartment rentals with a pool
Apartment in Montauk
4.94 out of 5 average rating, 109 reviewsDeluxe Studio Apt@The Montauk Manor
Apartment in Montauk
4.8 out of 5 average rating, 232 reviewsMontauk Royal Atlantic Beach Resort North
Apartment in Greenport
4.9 out of 5 average rating, 108 reviewsBeachside Waterview 2Br Condo w/ Pool in Greenport
Apartment in Greenport
4.84 out of 5 average rating, 146 reviewsSound front condominium
Apartment in Greenport
4.92 out of 5 average rating, 125 reviewsBeautiful Waterview Condo on the North Fork of LI
Apartment in Montauk
4.82 out of 5 average rating, 158 reviewsCoastline View Studio
Apartment in Montauk
4.74 out of 5 average rating, 39 reviewsThe Exclusive Resort in Montauk
Apartment in Montauk
4.88 out of 5 average rating, 17 reviews1 BR Loft Apt- Montauk Manor- Pools, Tennis & Gym!
Home rentals with a private pool
Home in Remsenburg
4.95 out of 5 average rating, 64 reviewsExperience a Quiet Hamptons Getaway
Home in East Hampton
5.0 out of 5 average rating, 13 reviewsSaltbox with Separate Poolhouse in Northwest Woods
Home in Southampton
4.94 out of 5 average rating, 16 reviewsPerfect Getaway at Sunny Modern Shampton Lake House
Home in East Hampton
4.79 out of 5 average rating, 39 reviewsEnchanting Home with Large Decks and Heated Pool
Destinations to explore
- New City Holiday rentals
- Long Island Holiday rentals
- Martha's Vineyard Holiday rentals
- Newark Holiday rentals
- Montauk Holiday rentals
- Hoboken Holiday rentals
- New Haven Holiday rentals
- Washington Holiday rentals
- Philadelphia Holiday rentals
- New York Holiday rentals
- Jersey City Holiday rentals
- Boston Holiday rentals
- Rentals with pools New York
- Rentals with pools United States
- Rentals with pools Manhattan
- Rentals with lake access The Hamptons
- Family-friendly rentals The Hamptons
- Bungalow rentals The Hamptons
- Villa rentals The Hamptons
- Bed and breakfasts The Hamptons
- Private suite rentals The Hamptons
- Beachfront rentals The Hamptons
- Luxury rentals The Hamptons
- Fitness-friendly rentals The Hamptons
- Rentals with a firepit The Hamptons
- Farm stay rentals The Hamptons
- Apartment rentals The Hamptons
- Rentals with a washing machine and dryer The Hamptons
- Cottage rentals The Hamptons
- Rentals with breakfast The Hamptons
- Family-friendly rentals The Hamptons
- Monthly Rentals The Hamptons
- Waterfront rentals The Hamptons
- Mansion rentals The Hamptons
- Guest house rentals The Hamptons
- Rentals with a hot tub The Hamptons
- Pet-friendly rentals The Hamptons
- Rentals with a fireplace The Hamptons
- Rentals with a kayak The Hamptons
- Rentals with beach access The Hamptons
- Rentals with an EV charger The Hamptons
- Beach house rentals The Hamptons
- Rentals with outdoor seating The Hamptons
- Smoking-friendly rentals The Hamptons
- House rentals The Hamptons
- Rentals with a patio The Hamptons
- Flat rentals The Hamptons
- Rentals with pools Brooklyn
- Rentals with pools New York
- Rentals with pools Suffolk County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom