Long Island Rentals with Pools

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88 apartment rentals in Long Island with pools

Amagansett Estate 3 BR 60ft Pool

Amagansett house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Swimming pool

All filters match

Price per night from

$1,146

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

$459

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

$1,751

Amagansett House with Pool near Village & Beach

Amagansett house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Swimming pool

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Price per night from

$1,310

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

Cherry Grove Oceanfront with Heated Pool

Cherry Grove house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Swimming pool

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Price per night from

$602

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

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

$818

Serene & Private East Hampton Summer Rental w/pool

East Hampton house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Swimming pool

All filters match

Price per night from

$982

East Hampton/Sag Harbor Village Fringe

Sag Harbor house

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

Match: Swimming pool

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Price per night from

$3,436

Ready for Summer 2021

Southampton house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Swimming pool

All filters match

Price per night from

$1,718

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

Beachy Keen - East Hampton NY

East Hampton house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Swimming pool

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Price per night from

$1,374

CHIC RETREAT!! Walk to Desirable Bay BEACH!!

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Swimming pool

All filters match

Price per night from

$2,520

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

Amagansett Estate 4BR 60ft Pool

Amagansett manor house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Swimming pool

All filters match

Price per night from

$1,375

Luxury Hamptons Quogue Village 4BR Modernist Retre

Quogue house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Swimming pool

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Price per night from

$1,718

Ground floor sunlit apt. in great area!

Huntington apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Swimming pool

All filters match

Price per night from

$103

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

$1,375

Southampton Retreat: Heated Pool, Hot Tub, Near Beach

Southampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 21 minutes

Match: Swimming pool

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Price per night from

$604

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

$6,873

Match: Swimming pool

All filters match

Price per night from

$985

Sag Harbor Village Fringe, Great Location

Sag Harbor house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Swimming pool

All filters match

Price per night from

$2,290

Magnificent private Southampton Estate

Southampton house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 14

Match: Swimming pool

All filters match

Price per night from

$5,153

Southampton Water Front Retreat

Southampton cottage

  • 4 bedrooms
  • 10 bathrooms
  • sleeps 10

Match: Swimming pool

All filters match

Price per night from

$3,273

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

$1,146

Amagansett Estate 5 Bedroom 60ft Pool

Amagansett villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Swimming pool

All filters match

Price per night from

$1,604

Romantic Getaway in Southampton (private room/bathroom)

Southampton private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Swimming pool

All filters match

Price per night from

$355

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: Swimming pool

All filters match

Price per night from

$716

Quaint Seaside Retreat With Full Gym

Hampton Bays house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Swimming pool

All filters match

Price per night from

$1,375

Fantasy Bay Front Country French Villa

Southampton villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

Match: Swimming pool

All filters match

Price per night from

$2,291

Match: Swimming pool

All filters match

Price per night from

$573

Elegance,Privacy, French Farm House

East Hampton farmhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Swimming pool

All filters match

Price per night from

$1,088

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

Southampton house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 9

Match: Swimming pool

All filters match

Price per night from

$1,718

Relax at our East Hampton home

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Swimming pool

All filters match

Price per night from

$901

Amagansett w/pool last two weeks of August

Amagansett house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

Match: Swimming pool

All filters match

Price per night from

$1,604

SOUTHAMPTON POOL & TENNIS

Southampton house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

Match: Swimming pool

All filters match

Price per night from

$3,273

East Hampton Village Classic , South of Highway

East Hampton house

  • 7 bedrooms
  • 9 bathrooms
  • sleeps 12

Match: Swimming pool

All filters match

Price per night from

$4,909

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