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Holiday Rentals with Pools in Hamptons

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1172 rentals in Hamptons.
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Luxury Oceanfront House, Pool+Jacuzzi facing the ocean, call Rose for info!
Holiday Rental House
6 bedrooms
6 bathrooms
Sleeps 14
Match: Sleeps, All pools
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NEW HOUSE, 6Bd, 5bth, 4200sqft, Heated Pool OPEN, Traffic Free, Gigabit Internet
Holiday Rental House
6 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps, All pools
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Kitchen
Guest bedroom 2
Hip & Stylish East Hampton Getaway
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Payment Protection
Southampton House Perfect for Families and Entertaining
Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps, All pools
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View from pool towards house
Private pool area
Private and Immaculate East Hampton Home With Pool
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, All pools
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Hamptons Haven w/Serene Views!Heated Pool and Hot Tub! Game Room.WiFi
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps, All pools
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9 Acre Safe Haven/ connected to 200 acre reserve with 2 virus killing saunas
Holiday Rental House
6 bedrooms
6 bathrooms
Sleeps 20
Match: Sleeps, All pools
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Two Week Stay in August Now Available, (8/24-9/7) Email for more information
Holiday Rental House
7 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps, All pools
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Southamptn WaterView, DogsFREE! Pool,Kayaks,Bikes
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, All pools
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MONTAUK CONDO RENOVATED 1 BEDROOM WATERFRONT ON FORT POND BAY
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, All pools
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Save time - get the best Hamptons rentals sent straight to your email!
Beautiful 5 BR, 5 BA home. Walk to town and beaches. HomeAway/VRBO Exclusive.
Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps, All pools
More info
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Southampton Village Clean Renovated Sun Filled Charm, Gunite Heated Salt Pool
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps, All pools
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Charming, Quiet, Peaceful, Warm and Traditional
Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps, All pools
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Late checkout avail * Beautiful East Hampton Contemporary w/ lux sheets & towels
Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps, All pools
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Charming East Hampton cottage w/pool, near Georgica beach
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, All pools
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Bay-View Architectural Masterpiece on Hog Creek, Watch Watercolor Sunsets...
Holiday Rental House
6 bedrooms
7 bathrooms
Sleeps 11
Match: Sleeps, All pools
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Mid-Century Modern-By the Water with Pool and Chef's Kitchen
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, All pools
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Hamptons Cedar Shingle with Heated Pool & Gym - on a Private Road
Holiday Rental House
6 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps, All pools
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Get $1,100 rebate when you book 2 weeks in 2021, see availability
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, All pools
More info
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Southampton House South of Highway Perfect for Families
Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps, All pools
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Backyard Sanctuary. Close to beach, harbor, golf. Perfect family getaway.
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps, All pools
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Cove View Manor of Sag Harbor
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, All pools
More info
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Gorgeous Home in Secluded Wooded Area 10 mins from East Hampton Village
Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 4
Match: Sleeps, All pools
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Updated Modern Waterfront condo with private beach, pool, tennis, pier & more.
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, All pools
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East Hampton Classic
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 9
Match: Sleeps, All pools
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SOUTHAMPTON LUXURY 6 BEDROOM GETAWAY !!!
Holiday Rental House
6 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps, All pools
More info
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Stunning Hampton Holiday Family Fantasy for your Team of TEN
Holiday Rental House
5 bedrooms
7 bathrooms
Sleeps 10
Match: Sleeps, All pools
More info
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Luxury home, great WiFi, Office, Kayaks, Peloton, Hot Tub & Pool Open
Holiday Rental House
7 bedrooms
6 bathrooms
Sleeps 13
Match: Sleeps, All pools
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Private Montauk Setting; Walk to Beach & Town; Large Pool; Jacuzzi; Kid Friendly
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps, All pools
More info
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Montauk Surf Club Oceanside Resort Condominium
Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps, All pools
More info
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Cosy 6 bedrooms, 5 baths, 45 ' Salt Pool
Holiday Rental House
6 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps, All pools
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New 5 bdrm with pool - walk to Gosman's
Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps, All pools
More info
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Hamptons Beauty, fully renovated home with a pool, minutes to ocean and town
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps, All pools
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SPACIOUS, IMMACULATE 5 BEDROOM SOUTHAMPTON BEAUTY!!!
Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps, All pools
More info
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Renovated Beautiful Montauk Condo! Waterfront!
Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps, All pools
More info
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Montauk Mansion Indoor & Outdoor Pools
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
More info
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Montauk Retreat with Water Views
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps, All pools
More info
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!!Ocean View!!
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, All pools
More info
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Book Sag Harbor Getaway -HOT TUB OPEN THROUGH NEW YEARS!
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, All pools
More info
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Montauk Condo ~ Stunning Sunsets & the Sea at Your Doorstep
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, All pools
More info
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Book your vacation at our EH retreat on the water!
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, All pools
More info
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Hampton's, Bridgehampton South Grand Estate Home, Newly Decorated Close To Ocean
Holiday Rental House
6 bedrooms
6 bathrooms
Sleeps 15
Match: Sleeps, All pools
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AMAGANSETT 2 ACRE MODERN NEAR BEACH AND TOWN
Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps, All pools
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Sag Harbor Home w/Pool Walk to Private Beach/Village HomeAway/VRBO
Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps, All pools
More info
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Luxury Hamptons Vacation Home With Heated Pool, Hot Tub & Brand New Tennis Court
Holiday Rental House
6 bedrooms
6 bathrooms
Sleeps 14
Match: Sleeps, All pools
More info
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Beautiful Dream Home
Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps, All pools
More info
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Farmhouse Nestled by Meadow, Pool, Near Beaches and Centrally Located!
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, All pools
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Flexible Cancellation-Book with Confidence!
Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps, All pools
More info
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Great Location Westhampton Short Walk to Village (1/2 mile)
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, All pools
More info
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Modern 2.5 Private Acre East Hampton Estate
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps, All pools
More info
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