Holiday Rentals with Pools in Hamptons
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726 rentals in Hamptons.
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Ocean Front Cottage Montauk for rent
2 bedrooms
2 bathrooms
Sleeps 6
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Quaint Seaside Retreat With Full Gym
4 bedrooms
3 bathrooms
Sleeps 10
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Tropical Paradise -Year Round Indoor Pool
4 bedrooms
3 bathrooms
Sleeps 8
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5BR Southampton Home Pool Jacuz Coopers beach town Classic
6 bedrooms
3 bathrooms
Sleeps 10
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Luxury Oceanfront bd House! pool+Jacuzzi facing the ocean call for last min deal
8 bedrooms
7 bathrooms
Sleeps 18
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Luxury Oceanfront House! pool+Jacuzzi facing the ocean call for last min deal
6 bedrooms
6 bathrooms
Sleeps 14
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Sprawling Southampton home with pool & jacuzzi room for entire family
4 bedrooms
3 bathrooms
Sleeps 14
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Beach House W/Short Walk to Ditch Plains Beach
2 bedrooms
1 bathroom
Sleeps 6
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Hampton Bays, south of 27A
4 bedrooms
3 bathrooms
Sleeps 8
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NEW HOUSE, 6Bd, 5bth, 4200sqft, Heated Pool OPEN, Traffic Free, Gigabit Internet
6 bedrooms
5 bathrooms
Sleeps 12
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Beautiful North Fork Vacation Home - Wineries, Beaches, Waterpark, Dining.
3 bedrooms
2 bathrooms
Sleeps 9
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Newly renovated! Quiet, private, short walk to the beach.
3 bedrooms
3 bathrooms
Sleeps 6
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Southampton House Perfect for Families and Entertaining
5 bedrooms
5 bathrooms
Sleeps 12
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Waterfront Cottage Perfection
2 bedrooms
1 bathroom
Sleeps 4
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Backyard Sanctuary. Close to beach, harbor, golf. Perfect family getaway.
5 bedrooms
4 bathrooms
Sleeps 12
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Adorable Cottage Home In Beautiful East Hampton
2 bedrooms
3 bathrooms
Sleeps 4
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Southampton Village Clean Renovated Sun Filled Charm, Gunite Heated Salt Pool
4 bedrooms
4 bathrooms
Sleeps 10
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MONTAUK CONDO RENOVATED 1 BEDROOM WATERFRONT ON FORT POND BAY
1 bedroom
1 bathroom
Sleeps 5
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Bay-View Architectural Masterpiece on Hog Creek, Watch Watercolor Sunsets...
6 bedrooms
7 bathrooms
Sleeps 11
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Waterfront hidden gem with dock
3 bedrooms
4 bathrooms
Sleeps 6
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Gorgeous Home in Secluded Wooded Area 10 mins from East Hampton Village
3 bedrooms
4 bathrooms
Sleeps 6
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Southampton House South of Highway Perfect for Families
4 bedrooms
5 bathrooms
Sleeps 10
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Beautiful, Newly Renovated Bridgehampton Home
4 bedrooms
3 bathrooms
Sleeps 4
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Charming A-Frame Home On Private Quiet Road
3 bedrooms
1 bathroom
Sleeps 6
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Chic Bridehampton Pristine Designer Home + Free Pool Heating!
3 bedrooms
3 bathrooms
Sleeps 8
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Dune Rd's Pond Pt Peninsula Westhampton Beach Bay Views Walk to Ocean Beach 3BRM
3 bedrooms
3 bathrooms
Sleeps 7
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Montauk Surf Club Oceanside Resort Condominium
1 bedroom
2 bathrooms
Sleeps 4
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Relax in Hampton Bays...
3 bedrooms
3 bathrooms
Sleeps 6
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Luxury Hamptons Vacation Home With Heated Pool, Hot Tub & Brand New Tennis Court
6 bedrooms
6 bathrooms
Sleeps 14
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Hamptons Cousy, Spacious, Family Home by the beach
4 bedrooms
3 bathrooms
Sleeps 10
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Sag Harbor, Hamptons Hideaway
2 bedrooms
1 bathroom
Sleeps 4
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WFH Cottage - Fast WiFi
1 bedroom
1 bathroom
Sleeps 4
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Hampton's, Bridgehampton South Grand Estate Home, Newly Decorated Close To Ocean
6 bedrooms
6 bathrooms
Sleeps 15
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*SAIL* YOUR OWN PRIVATE YACHT ! DAYSAILS ON HAMPTONS #1 CATAMARAN
3 bedrooms
3 bathrooms
Sleeps 12
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3 bedroom Hamptons home near beach, vineyards, shopping, golf
3 bedrooms
2 bathrooms
Sleeps 6
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Relaxing / recharge/. Enjoy
4 bedrooms
2 bathrooms
Sleeps 7
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Huge Children’s Playground Set, swings and Fenced-in and Heated Pool!
4 bedrooms
3 bathrooms
Sleeps 9
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Ditch Plains Perfection- Walk to Beach
4 bedrooms
3 bathrooms
Sleeps 8
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Gorgeous, Private, Water View New Home! New Pool and Hot Tub- Bay 1 Street away!
3 bedrooms
3 bathrooms
Sleeps 8
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Updated Modern Waterfront condo with private beach, pool, tennis, pier & more.
1 bedroom
1 bathroom
Sleeps 5
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Sag Harbor Charmer - 2 Bedroom Cottage; Walk to Town
2 bedrooms
1 bathroom
Sleeps 4
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Private Montauk Setting; Walk to Beach & Town; Large Pool; Jacuzzi; Kid Friendly
4 bedrooms
3 bathrooms
Sleeps 12
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Sleek Hampton Bays Getaway on a Half-Acre, Well-Stocked w/ Beach Gear,...
3 bedrooms
3 bathrooms
Sleeps 6
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East Hampton Retreat
4 bedrooms
4 bathrooms
Sleeps 8
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Eagles Nest - Private Hamptons Retreat by Beaches and Vineyards
4 bedrooms
2 bathrooms
Sleeps 12
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Hamptons Beauty, fully renovated home with a pool, minutes to ocean and town
4 bedrooms
3 bathrooms
Sleeps 8
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Montauk Condo ~ Stunning Sunsets & the Sea at Your Doorstep
1 bedroom
1 bathroom
Sleeps 4
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Ditch Plains Leisurama - Entire House Available
3 bedrooms
3 bathrooms
Sleeps 8
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Twin Pond Ocean Front Cottage with Beach Pass
2 bedrooms
1 bathroom
Sleeps 6
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Great Rates in 2019- No Increases In Rates and Over Holiday Weeks
3 bedrooms
2 bathrooms
Sleeps 6
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