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Vacation Rentals & Houses in Hamptons

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51 houses

Waterfront Southampton Gem! Sailboat On Grounds - Travertine patio and Hot Tub

Water Mill house

3 bedrooms / 3 bathrooms / sleeps 6

Match: Fax machine Jacuzzi or hot tub

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Price per night from

$800

Amagansett Estate 3 BR 60ft Pool

Amagansett house

3 bedrooms / 3 bathrooms / sleeps 6

Match: Fax machine Jacuzzi or hot tub

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Price per night from

$1,025

Amagansett Estate 4BR 60ft Pool

Amagansett manor house

4 bedrooms / 4 bathrooms / sleeps 8

Match: Fax machine Jacuzzi or hot tub

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Price per night from

$1,210

SOUTHAMPTON POOL & TENNIS

Southampton house

5 bedrooms / 5 bathrooms / sleeps 12

Match: Fax machine Jacuzzi or hot tub

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Price per night from

$1,529

Gorgeous House in Amagansett on Private Beach

Amagansett house

4 bedrooms / 4 bathrooms / sleeps 8

Match: Fax machine Jacuzzi or hot tub

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Price per night from

$2,548

Contemporary East Hampton 3 Bdrm in 4 Acres

East Hampton house

3 bedrooms / 3 bathrooms / sleeps 6

Match: Fax machine Jacuzzi or hot tub

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Price per night from

$918

Secluded Mini Estate in Hamptons

Hampton Bays house

9 bedrooms / 4 bathrooms / sleeps 18

“A Fabulous Indulgence” I literally just wanted some time off to spend with my kids and husband and a few close relatives and friends but didn't want to go so far away. It must have been through the grace of God that I came across this ginormous house and for the price the owner was asking for...practically a steal! I'm so happy in the decision I made in renting this home as opposed to just practically handing away my money to a hotel/resort, everything was conveniently close by, beaches, shops, theaters...there was even a guide book at the house that came in really handy. My kids loved the pool so much that it was difficult keeping them out. My husband enjoyed the outdoor BBQ and looked cute working the grill as well. This house has everything anyone could ever ask for and I mean everything! It was completely furnished, kitchen was fully stocked with appliances, cookware and utensils. Everyone enjoyed spending time together but the best part is that everyone got to go their separate ways at night in their own bed rooms with their own TV (def a must if you're a soap opera fanatic as I am). The only thing that I wasn't too crazy about was the check in (3 pm) and check out (11 am) time, it was a little too late and definitely too early for my taste (mostly because I really didn't want to leave). I def recommend not only this house, but the owner as well...very pleasant woman, it was like dealing with a family member...she was very welcoming and will most definitely rent from her again, am already counting down the days to my next vacation.

Responds fast! avg. 1 hour 50 minutes

Match: Fax machine Jacuzzi or hot tub

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Price per night from

$910

Majestic Southampton Waterfront Estate

Southampton villa

7 bedrooms / 5 bathrooms / sleeps 18

“Best alternative to Fire Island” My partner and I wanted to try something new, we originally always go to Fire Island and although we will always love that place, I can't express how expensive it is just to go for a weekend with friends not to mention that we can't help but feel stranded in a way (we don't drive) because once the ferry leaves, that's it! You will be staying whether you want to or not. I would have never thought that I would find a house of this size, with amenities such as linens, towels, beach chairs, hot tub, and pool included for such a reasonable price at the Hamptons none the less...I thought it had to be a mistake, I literally had to call to confirm the rates. The owner was very prompt in her responses whether it would be through phone and or email, and she definitely went out of her way to make sure we were properly accommodated as well as gave awesome recommendations to nearby shops and restaurants. I never had such a pleasant and smooth experience. It was a one, two, three transaction and was very pleased with the outcome, will be coming back next year for sure!

Responds fast! avg. 1 hour 50 minutes

Match: Fax machine Jacuzzi or hot tub

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Price per night from

$1,398

Westhampton Waterfront 6 Bedroom Secluded 3 Acre E

Westhampton house

6 bedrooms / 4 bathrooms / sleeps 16

Responds fast! avg. 3 hours 21 minutes

Match: Fax machine Jacuzzi or hot tub

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Price per night from

$1,145

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East Hampton Dream House 'Serendipity' - Great Buy

East Hampton house

3 bedrooms / 3 bathrooms / sleeps 6

1 of 2 match: Jacuzzi or hot tub, Fax machine

1 of 2 filters match

Price per night from

$435

Amagansett Estate 5 Bedroom 60ft Pool

Amagansett villa

5 bedrooms / 5 bathrooms / sleeps 10

1 of 2 match: Jacuzzi or hot tub, Fax machine

1 of 2 filters match

Price per night from

$1,370

Southampton Water Front Retreat

Southampton cottage

4 bedrooms / 10 bathrooms / sleeps 10

1 of 2 match: Fax machine, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$941

Fabulous Updated Tennis Golf Pool Condo SOUTHAMPTON NY

Southampton condo

2 bedrooms / 3 bathrooms / sleeps 4

Responds fast! avg. 37 minutes

1 of 2 match: Fax machine, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$651

The Seashell House

Sag Harbor house

4 bedrooms / 3 bathrooms / sleeps 10

1 of 2 match: Fax machine, Jacuzzi or hot tub

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Price per night from

$1,000

Brand New Southampton Condo

Southampton condo

2 bedrooms / 3 bathrooms / sleeps 6

1 of 2 match: Fax machine, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$505

Waterfront home: 4 bed, 3 bath, hot tub & more!

East Quogue house

4 bedrooms / 3 bathrooms / sleeps 10

1 of 2 match: Fax machine, Jacuzzi or hot tub

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Price per night from

$412

Hamptons Waterfront Romantic Guest Suites (2 available, pricing is per suite)

Remsenburg house

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 1 hour 45 minutes

1 of 2 match: Fax machine, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$429

Waterfront Hamptons Home w/ Dock & Stunning Views!

Remsenburg house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 28 minutes

1 of 2 match: Fax machine, Jacuzzi or hot tub

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Price per night from

$279

Southampton House w/Yard & Pool, Near Harbor!

Water Mill house

3 bedrooms / 4 bathrooms / sleeps 7

Responds fast! avg. 5 minutes

1 of 2 match: Fax machine, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$373

Luxury Hamptons Home on Canal w/Dock & Kayaks

East Quogue house

3 bedrooms / 3 bathrooms / sleeps 16

Responds fast! avg. 5 minutes

1 of 2 match: Fax machine, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$633

Fully Renovated Beautiful Montauk Waterfront Condo

Montauk condo

2 bedrooms / 1 bathroom / sleeps 5

1 of 2 match: Fax machine, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$500

THE PERFECT HAMPTON'S BEACH HOUSE 200 FT TO OCEAN

Amagansett house

3 bedrooms / 3 bathrooms / sleeps 6

1 of 2 match: Fax machine, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$925

Live in Luxury in This English Manor Home.

East Hampton house

6 bedrooms / 7 bathrooms / sleeps 12

1 of 2 match: Fax machine, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$3,822

Fantasy Bay Front Country French Villa

Southampton villa

6 bedrooms / 4 bathrooms / sleeps 12

1 of 2 match: Fax machine, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$2,176

SEAGULLS BY THE BAY

Hampton Bays house

7 bedrooms / 1 bathroom / sleeps 16

Responds fast! avg. 1 hour 50 minutes

1 of 2 match: Fax machine, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$992

SEASHELLS BY THE SEA SHORE

Hampton Bays house

8 bedrooms / 6 bathrooms / sleeps 20

Responds fast! avg. 1 hour 50 minutes

1 of 2 match: Fax machine, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$1,200

ENJOY THE BEAUTY OF THE HAMPTONS

Hampton Bays house

7 bedrooms / 4 bathrooms / sleeps 14

Responds fast! avg. 1 hour 44 minutes

1 of 2 match: Fax machine, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$985

'Ober Oaks' East Hampton Beach House w/Pool & Deck

East Hampton house

3 bedrooms / 4 bathrooms / sleeps 7

Responds fast! avg. 28 minutes

1 of 2 match: Fax machine, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$356

East Hampton 7 bedroom, 6 bath, heated pool, theater, contemporary smart home!

East Hampton house

7 bedrooms / 6 bathrooms / sleeps 22

1 of 2 match: Fax machine, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$3,269

Beautiful East Hampton Home w/ Hot Tub & Pool!

East Hampton house

4 bedrooms / 4 bathrooms / sleeps 8

Responds fast! avg. 5 minutes

1 of 2 match: Fax machine, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$669

East Hampton House w/Private Pool - 5 min to Beach

East Hampton house

4 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 5 minutes

1 of 2 match: Fax machine, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$663

Upscale Montauk Villa w/Hot Tub-Near Beach & Parks

Montauk villa

2 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 5 minutes

1 of 2 match: Fax machine, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$296

Sprawling Southampton home with pool & jacuzzi room for entire family

Southampton house

4 bedrooms / 3 bathrooms / sleeps 14

Responds fast! avg. 42 minutes

1 of 2 match: Fax machine, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$1,065

Southampton Home Pool Jacuzzi near Town Coopers Beach sweet retreat

Southampton house

4 bedrooms / 2 bathrooms / sleeps 9

Responds fast! avg. 42 minutes

1 of 2 match: Fax machine, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$302

6BR Private Home In Sag Harbor / Southampton With Pool & Jacuzzi

Sag Harbor house

6 bedrooms / 4 bathrooms / sleeps 12

Responds fast! avg. 42 minutes

1 of 2 match: Fax machine, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$1,276

6BR Southampton Home Pool Jacuz Coopers beach town Classic

Southampton house

6 bedrooms / 3 bathrooms / sleeps 12

Responds fast! avg. 42 minutes

1 of 2 match: Fax machine, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$537

Vacation home in Artistic / Historic area of East Hampton, NY

Springs house

4 bedrooms / 4 bathrooms / sleeps 8

1 of 2 match: Fax machine, Jacuzzi or hot tub

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Price per night from

$1,568

Sagaponack House + Studio... Centrally Located

Sagaponack house

5 bedrooms / 4 bathrooms / sleeps 10

1 of 2 match: Fax machine, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$2,016

Viewing 38 of 51
rentals in Hamptons

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