Hampton Bays Rentals with Pools

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71 Houses in Hampton Bays with pools

Quaint Seaside Retreat With Full Gym

Hampton Bays house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Swimming pool

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Price per night from

$1,374

Spectacular Family Resort in Hampton Bays, NY

Hampton Bays house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 18

Match: Swimming pool

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Price per night from

$850

Summer Vacation House

Hampton Bays house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Swimming pool

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Price per night from

$382

Great rentals within 20 miles that match your search

Exquisite Hamptons Mansion Retreat

Water Mill house

  • 10 bedrooms
  • 10 bathrooms
  • sleeps 20

Match: Swimming pool

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Price per night from

$629

New Reno Westhampton Beach Heated Pool Steps to Town

Westhampton Beach house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 16

Match: Swimming pool

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Price per night from

$1,430

Modern 3BR 2BA Home w/ Patio & Outdoor Salt Pool

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Swimming pool

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Price per night from

$343

Idyllic North Fork Waterfront Home with Pool

Mattituck house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 14

Match: Swimming pool

All filters match

Price per night from

$430

Boutique Waterfront Home with Pool in Heart of North Fork

Southold house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

Match: Swimming pool

All filters match

Price per night from

$430

Wine Country Retreat w/ Dock & Pool on Mattituck Inlet

Mattituck house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14

Match: Swimming pool

All filters match

Price per night from

$430

House for Rent North Fork Long Island

Mattituck house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Swimming pool

All filters match

Price per night from

$1,374

Match: Swimming pool

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Price per night from

$2,061

5 bedroom Private Family Get Away

Westhampton Beach house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Swimming pool

All filters match

Price per night from

$1,374

Very Private and Tranquil House in wooded estate.

Southampton house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Swimming pool

All filters match

Price per night from

$1,145

East Hampton Classic

East Hampton house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

Match: Swimming pool

All filters match

Price per night from

$1,145

Beachy Keen - East Hampton NY

East Hampton house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Swimming pool

All filters match

Price per night from

$1,374

Romantic Getaway in Southampton (private room/bathroom)

Southampton private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Swimming pool

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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

Match: Swimming pool

All filters match

Price per night from

$1,064

Relax at our East Hampton home

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Swimming pool

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Price per night from

$900

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

Southampton house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 9

Match: Swimming pool

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Price per night from

$1,718

Ready for Summer 2021

Southampton house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Swimming pool

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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.

Match: Swimming pool

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Price per night from

$687

Fantasy Bay Front Country French Villa

Southampton villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

Match: Swimming pool

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Price per night from

$2,290

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.

Match: Swimming pool

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Price per night from

$900

Luxury Oceanfront 8bd House! Pool & Jacuzzi facing Ocean call for Winter Deals!

Westhampton Beach house

  • 8 bedrooms
  • 7 bathrooms
  • sleeps 18

Match: Swimming pool

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Price per night from

$2,000

Perfect Hamptons Rental with Pool and Tennis

Bridgehampton house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Swimming pool

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Price per night from

$1,661

3BR/2BA- Private Heated Pool Steps to Moriches Bay

Remsenburg house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Swimming pool

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Price per night from

$258

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: Swimming pool

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Price per night from

$1,390

Luxury Oceanfront House, Pool+Jacuzzi facing the ocean, call for Winter Deals!

Westhampton Beach house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

Match: Swimming pool

All filters match

Price per night from

$1,500

Waterfront Condo C204 at The Cliffside Resort

Greenport apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Swimming pool

All filters match

Price per night from

$458

Luxury Hamptons Quogue Village 4BR Modernist Retre

Quogue house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Swimming pool

All filters match

Price per night from

$1,718

Hamptons Lofty Beach Barn - Pet Friendly

Water Mill house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12

Responds fast! avg. 1 hour 38 minutes

Match: Swimming pool

All filters match

Price per night from

$1,718

Westhampton Waterfront 6 Bedroom Secluded 3 Acre E

Westhampton house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 16

Responds fast! avg. 2 hours 54 minutes

Match: Swimming pool

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Price per night from

$1,145

Beautiful Estate home in the Hamptons, New York

Water Mill villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 10

Match: Swimming pool

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Price per night from

$6,870

Bishops Pond Southampton NY

Southampton townhouse

  • 4 bedrooms
  • 10 bathrooms
  • sleeps 8

Match: Swimming pool

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Price per night from

$147

Stunning North Fork Haven: Beachfront,Private Pool

Southold house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

Responds fast! avg. 3 hours 21 minutes

Match: Swimming pool

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Price per night from

$720

Silver Beach Bliss: Luxury Waterfront Home w/ Pool

Baiting Hollow house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 3 hours 21 minutes

Match: Swimming pool

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Price per night from

$386

Coastal Haven: Private Pool, Bay Access, Water Sports

Aquebogue house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 21 minutes

Match: Swimming pool

All filters match

Price per night from

$372

Sweet Retreat: Private Pool, Outdoor Jacuzzi, Coopers Beach

Southampton house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 21 minutes

Match: Swimming pool

All filters match

Price per night from

$454

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