Amagansett Rentals

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Amagansett Estate 3 BR 60ft Pool

Amagansett house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$1,145

Amagansett House with Pool near Village & Beach

Amagansett house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$1,309

Beach House on Private Treasure Island Drive

Amagansett house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$1,685

Amagansett Estate 4BR 60ft Pool

Amagansett manor house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$1,374

Amagansett Estate 5 Bedroom 60ft Pool

Amagansett villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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Price per night from

$1,603

Amagansett w/pool last two weeks of August

Amagansett house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

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Price per night from

$1,603

Family Vacation Home, heated pool

Amagansett house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$1,254

Great rentals within 20 miles that match your search

A One Of A Kind Beach Vacation Rental

Montauk house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$1,031

Lushly Landscaped Contemporary With Pool East Hampton North

East Hampton house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$573

CHIC RETREAT!! Walk to Desirable Bay BEACH!!

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$2,519

Beachy Keen - East Hampton NY

East Hampton house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$1,374

Romantic Getaway in Southampton (private room/bathroom)

Southampton private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$355

Airy, Woodsy, Walk to Beach, New Saltwater Pool!

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

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Price per night from

$1,064

Relax at our East Hampton home

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$900

Montauk Royal Atlantic Beach Resort

Montauk condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$573

Mint Southampton Village 5-BR South of the Highway w Heated Pool

Southampton house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 9

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Price per night from

$1,718

East Hampton Summer Rental

East Hampton house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

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Price per night from

$1,145

Architect Designed Home in Waterfront Village

Greenport house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$409

Southampton Water Front Retreat

Southampton cottage

  • 4 bedrooms
  • 10 bathrooms
  • sleeps 10

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Price per night from

$3,272

SOUTHAMPTON POOL & TENNIS

Southampton house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

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Price per night from

$3,272

Serene & Private East Hampton Summer Rental w/pool

East Hampton house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$982

East Hampton Village Classic , South of Highway

East Hampton house

  • 7 bedrooms
  • 9 bathrooms
  • sleeps 12

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Price per night from

$12,268

Montauk Oceanfront Estate

Montauk manor house

  • 5 bedrooms
  • 8 bathrooms
  • sleeps 10

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Price per night from

$17,175

Dream house vacation on the Long Island Sound

Orient house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$1,088

Elegance,Privacy, French Farm House

East Hampton farmhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$1,088

Shorecrest Beach House, 4 bedroom private beach front, new renovation

Southold house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

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Price per night from

$915

Historic Cottage Near Beach!

Greenport house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$382

ONE-OF-A-KIND VILLA NESTLED ALONG THE SHORE

Southampton villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$1,023

1200ft2 - Great Hamptons location

Southampton house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$1,145

Very Private and Tranquil House in wooded estate.

Southampton house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$1,145

East Hampton Classic

East Hampton house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

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Price per night from

$1,145

Brand New Southampton Condo

Southampton condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$492

Summer in a Hamptons Cottage

Bridgehampton house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$492

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Price per night from

$1,963

Ready for Summer 2021

Southampton house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$1,718

Beech Tree Cottage

Sag Harbor cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“The cottage experience was relaxing and peaceful with a short wa” Enchanting cottage, very comfortable, enjoyed a little interaction with the owner's family and dog. Very sweet.

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Price per night from

$687

PRISTINE GETAWAY, WITHIN SHORT WALK OF TWO WHITE, SANDY, SOUND BEACHES

Southold house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$430

Hip & Stylish East Hampton Getaway

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Airy & beautiful home!” We had a wonderful stay at this beautiful East Hampton home. The floor plan is open and makes for an easy flow between the airy living space and kitchen and dining area. The bedrooms are large and well appointed with comfortable beds and fresh linens. The setting of the house is on a wooded acre with incredible views out over the trees and the swimming pool below. The huge deck affords an outdoor dining area perfect for summer entertaining. We will definitely be back for another visit to this amazing get away.

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Price per night from

$982

Viewing 38 of 105
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