Southampton Rentals

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21 Houses

Southampton Retreat: Heated Pool, Hot Tub, Near Beach

Southampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 21 minutes

Match: Wheelchair accessible

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Price per night from

$475

Magnificent private Southampton Estate

Southampton house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 14

Match: Wheelchair accessible

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Price per night from

$5,146

Sprawling Southampton Home: Private Pool, Hot tub, Game Room

Southampton house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 13

Responds fast! avg. 3 hours 21 minutes

Match: Wheelchair accessible

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Price per night from

$535

SOUTHAMPTON POOL & TENNIS

Southampton house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

Match: Wheelchair accessible

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Price per night from

$3,268

Majestic Southampton Waterfront Estate

Southampton villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 18

“Incredible home” This was the perfect home for my husband, kids and grandkids. I can't begin to describe how incredible this home was. From the amazing outdoor kitchen, magnificent landscaping, the toasty warm huge pool, with seating enough for our supersized family of 20 with 4 grandbabies. This home was able to house us all comfortably. The inside of the house was clean, spacious and beautifully decorated. The high count sheets were a dream to sleep on (cute pun intended). The air conditioning was set to the perfect temperature. Every day all of us lived in the pool and at night enjoyed the gorgeous sunsets over the bay. To say we loved this home is an understatement. We are still all talking about the amazing vacation. The owner was really really nice to deal with and made us feel welcomed.

Match: Wheelchair accessible

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Price per night from

$1,389

SEASHELLS BY THE SEA SHORE

Hampton Bays house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 20

Match: Wheelchair accessible

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Price per night from

$1,217

Spectacular Family Resort in Hampton Bays, NY

Hampton Bays house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 18

Match: Wheelchair accessible

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Price per night from

$849

Hamptons Lofty Beach Barn - Pet Friendly

Water Mill house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12

Responds fast! avg. 1 hour 38 minutes

Match: Wheelchair accessible

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Price per night from

$1,716

Southampton Village home/Heated Pool/July availability

Water Mill house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

Match: Wheelchair accessible

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Price per night from

$2,631

Poppy's Hampton House:Large Yard,Beach,Newly Renovated, Restaurants

Hampton Bays house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 21 minutes

Match: Wheelchair accessible

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Price per night from

$361

Great rentals within 20 miles that match your search

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

East Quogue house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Wheelchair accessible

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Price per night from

$401

Private Waterfront W Beach, New Renovation

Southold house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Wheelchair accessible

All filters match

Price per night from

$829

Hamptons Lifestyle At Private Refuge On The Ocean With Pool & Near Wine Trail

Westhampton Beach house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Wheelchair accessible

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Price per night from

$2,287

Lavender Fields Retreat: Nearby the Beach & Farms

East Marion cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 21 minutes

Match: Wheelchair accessible

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Price per night from

$211

Sand Dollar Beach House:North Fork,Vineyards,Farm Stands,Kayaks

Mattituck house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 3 hours 21 minutes

Match: Wheelchair accessible

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Price per night from

$387

Respite Ranch: Private Pool, Hot Tub, Beach Access

Mattituck house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 21 minutes

Match: Wheelchair accessible

All filters match

Price per night from

$336

Sea Breeze Paradise: Beachfront & Panoramic Views

Southold house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 21 minutes

Match: Wheelchair accessible

All filters match

Price per night from

$448

Goose Creek Getaway: Modern Home with Beach Access

Southold house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 3 hours 21 minutes

Match: Wheelchair accessible

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Price per night from

$323

Private Waterfront Home: Dock, Kayaks, Town of Southold, near Greenport

Southold house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 21 minutes

Match: Wheelchair accessible

All filters match

Price per night from

$358

Sea Breeze: Hot Tub, Steps to Beach, Near Vineyards

Baiting Hollow house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 7

Responds fast! avg. 3 hours 21 minutes

Match: Wheelchair accessible

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Price per night from

$247

Oceanfront Oasis: Sunny Deck w/ Amazing Views

Mattituck house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 3 hours 21 minutes

Match: Wheelchair accessible

All filters match

Price per night from

$158

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