Skip to content

Home 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.

Superhost
Cottage in Southampton
Secluded Southampton Cottage w/Pool & Spa
*Follow Us on Insta @SimmerCottage* This designer-decorated cozy cottage near Southampton Village & a short drive or bike to the beach has a stocked chef's kitchen, cozy living room with wood-burning stone fireplace, 2 SmartTVs, whimsical dining room, 3 bedrooms, one bath & charming sunroom w/reading nooks. The Cottage has central heating/air & is set on a gated 1/2 acre w/hot-tub, outdoor dining for 8 on a stone patio, outdoor string lights, fire pit, gardener's potting station & gas BBQ.
₹24,413 per night
Superhost
Home in East Hampton
Designer East Hampton Farmhouse
Stylish, renovated three bedroom, two and a half bath cottage built around the turn of the century and moved from the beach in Amagansett to its current location just outside of town. Completely and lovingly restored. Located five minutes from East Hampton Village, Amagansett Village, farmstands, Springs and Ocean Beaches.
₹25,640 per night
Superhost
Home in Water Mill
Dog Friendly Hampton Beach Barn with Heated Pool
Dog friendly (upon request) Hampton Beach Barn with private backyard heated pool. This impressive house, nestled within a rustic, woodland plot, promises a tranquil stay. Eclectic modern decor is complemented by striking rustic touches, such as Dutch-style farm doors, exposed beams, and vintage wood-burning stove.
₹56,269 per night

House rentals with a pool

Superhost
Home in East Hampton
Fantastic East Hampton Village home with Pool
₹10,718 per night
Superhost
Home in Southampton
Dream Home with a wonderful heated pool in SH
₹9,527 per night
Superhost
Home in Shelter Island
Huge Island Getaway Pool HotTub By Beach
₹35,084 per night
Superhost
Home in Sag Harbor
Exclusive Sag Harbor Compound
₹35,429 per night
Superhost
Home in Sagaponack
Amazing Home close to Everything -
₹10,182 per night
Superhost
Home in Manorville
Ultimate House with Heated Pool, Hot Tub and Sauna
₹32,070 per night
Superhost
Home in East Hampton
Kid-friendly, heated pool, games room, near beach
₹31,261 per night
Superhost
Home in Water Mill
Designer's Own, w Pool, 5 min. to Ocean & Village
₹16,672 per night
Superhost
Home in Southampton
Serene 3 Bed 2.5 Bath House w/Heated Pool
₹9,527 per night
Superhost
Home in Southampton
Southampton Village Newly Built Gem
₹43,765 per night
Superhost
Home in East Hampton
Quiet Luxury, Heated Pool, Jacuzzi 7min to EH+Sag
₹57,770 per night
Superhost
Home in Sag Harbor
Sag Harbor Wonder, 3 bedroom 2 Bath & Heated Pool
₹15,780 per night

Apartment rentals with a pool

Superhost
Apartment in Montauk
Montauk Waterfront Condo w/ Sunset Views
₹13,576 per night
Superhost
Apartment in Montauk
Deluxe StudIo Apt@The Montauk Manor
₹11,015 per night
Superhost
Apartment in Greenport
Sound front condominium
₹16,648 per night
Superhost
Apartment in Greenport
Beachside Waterview 2Br Condo w/ Pool in Greenport
₹18,761 per night
Superhost
Apartment in Greenport
Beautiful Waterview Condo on the North Fork of LI
₹17,864 per night
Superhost
Apartment in Montauk
Coastline View Studio
₹83,279 per night
Superhost
Apartment in Montauk
Renovated Beachfront Condo With An Incredible View
₹31,594 per night
Superhost
Apartment in Montauk
Montauk Sunsets
₹21,674 per night
Superhost
Apartment in Bridgehampton
Bridgehampton w/ Pool steps to town 3 bd 2.5 Bath
₹21,436 per night
Superhost
Apartment in Hampton Bays
Waterfront Elevated Bungalow - Spectacular Views
₹26,676 per night
Superhost
Apartment in Greenport
Beach Front Condo on Long Island’s North Fork
₹22,925 per night
Superhost
Apartment in Montauk
1 BR Loft Apt- Montauk Manor- Pools, Tennis & Gym!
₹22,091 per night

Home rentals with a private pool

Superhost
Home in East Hampton
Explore the Water & Woods at a Relaxing Retreat
₹46,340 per night
Superhost
Home in Sag Harbor
Sag Harbor Village: New 3BD/3BA w/ Gym, Fireplace
₹50,017 per night
Superhost
Home in Southampton
Best of Country and Beach Living
₹75,026 per night
Superhost
Home in East Hampton
Quiet Oasis w/ Saltwater Pool 5min from Town/Beach
₹42,666 per night
Superhost
Home in East Hampton
Walk to Water. Stunning Home with Gorgeous Pool & Grounds.
₹47,159 per night
Superhost
Home in Southampton
Southampton Private Home & Pool close to Village
₹62,522 per night
Bungalow in East Hampton
East Hampton Ranch with Access to Clearwater Private Beach
₹32,094 per night
Home in Southampton
Perfect Getaway at Sunny Modern Shampton Lake House
₹49,600 per night
Home in East Hampton
Enchanting Home with Large Decks and Heated Pool
₹41,681 per night
Home in East Hampton
Historical Estate Home with Backyard Pool
₹83,362 per night
Home in East Hampton
Chic Poolside Hideaway in East Hampton
₹75,026 per night
Home in East Hampton
Saltbox with Separate Poolhouse in Northwest Woods
₹54,185 per night

Destinations to explore