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Swimming pool
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92 houses

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

Westhampton Beach house

8 bedrooms
7 bathrooms

sleeps 18

Match: Boat available Ceiling Fans Swimming pool

All filters match

Price per night from

$2,002

Fantasy Bay Front Country French Villa

Southampton villa

6 bedrooms
4 bathrooms

sleeps 12

Match: Boat available Ceiling Fans Swimming pool

All filters match

Price per night from

$2,290

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

Westhampton Beach house

6 bedrooms
6 bathrooms

sleeps 14

Match: Boat available Ceiling Fans Swimming pool

All filters match

Price per night from

$1,500

Tranquil Oasis: Modern Finishes & 2 Min to Beach

Riverhead house

3 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 2 hours 17 minutes

2 of 3 match: Swimming pool, Boat available, Ceiling Fans

2 of 3 filters match

Price per night from

$356

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

Remsenburg house

2 bedrooms
2 bathrooms

sleeps 4

Responds fast! avg. 1 hour 47 minutes

2 of 3 match: Ceiling Fans, Boat available, Swimming pool

2 of 3 filters match

Price per night from

$572

East Hampton/Sag Harbor Village Fringe

Sag Harbor house

6 bedrooms
7 bathrooms

sleeps 12

2 of 3 match: Boat available, Ceiling Fans, Swimming pool

2 of 3 filters match

Price per night from

$3,435

4BR Waterfront + Dock Family Retreat in Southampton

Southampton house

4 bedrooms
2 bathrooms

sleeps 9

Responds fast! avg. 1 hour 29 minutes

2 of 3 match: Swimming pool, Boat available, Ceiling Fans

2 of 3 filters match

Price per night from

$1,031

Bishops Pond Southampton NY

Southampton townhouse

4 bedrooms
10 bathrooms

sleeps 8

2 of 3 match: Boat available, Ceiling Fans, Swimming pool

2 of 3 filters match

Price per night from

$147

Elegance,Privacy, French Farm House

East Hampton farmhouse

3 bedrooms
2 bathrooms

sleeps 8

2 of 3 match: Boat available, Ceiling Fans, Swimming pool

2 of 3 filters match

Price per night from

$1,088

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

Westhampton Beach house

5 bedrooms
5 bathrooms

sleeps 10

2 of 3 match: Boat available, Ceiling Fans, Swimming pool

2 of 3 filters match

Price per night from

$2,290

Classic Southampton Home: 5BR, Pool,Jacuzzi, Cooper's Beach

Southampton house

6 bedrooms
3 bathrooms

sleeps 10

Responds fast! avg. 2 hours 17 minutes

2 of 3 match: Boat available, Ceiling Fans, Swimming pool

2 of 3 filters match

Price per night from

$954

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

Southampton house

4 bedrooms
3 bathrooms

sleeps 13

Responds fast! avg. 2 hours 17 minutes

2 of 3 match: Boat available, Ceiling Fans, Swimming pool

2 of 3 filters match

Price per night from

$712

Sweet Retreat: Private Pool, Outdoor Jacuzzi, Coopers Beach

Southampton house

4 bedrooms
2 bathrooms

sleeps 8

Responds fast! avg. 2 hours 17 minutes

2 of 3 match: Boat available, Ceiling Fans, Swimming pool

2 of 3 filters match

Price per night from

$470

Roanoke Ranch Home: 3BR, Private Pool, Hot Tub, North Fork

Riverhead house

2 bedrooms
3 bathrooms

sleeps 8

Responds fast! avg. 2 hours 17 minutes

2 of 3 match: Boat available, Ceiling Fans, Swimming pool

2 of 3 filters match

Price per night from

$369

Southampton Retreat: Heated Pool, Hot Tub, Near Beach

Southampton house

3 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 2 hours 17 minutes

2 of 3 match: Boat available, Ceiling Fans, Swimming pool

2 of 3 filters match

Price per night from

$420

The Cozy Cottage by the Sea

Montauk cottage

1 bedroom
1 bathroom

sleeps 4

1 of 3 match: Swimming pool, Ceiling Fans, Boat available

1 of 3 filters match

Price per night from

$516

5 bedroom Private Family Get Away

Westhampton Beach house

5 bedrooms
3 bathrooms

sleeps 10

2 of 3 match: Boat available, Ceiling Fans, Swimming pool

2 of 3 filters match

Price per night from

$1,374

Lushly Landscaped Contemporary With Pool East Hampton North

East Hampton house

4 bedrooms
2 bathrooms

sleeps 8

2 of 3 match: Boat available, Ceiling Fans, Swimming pool

2 of 3 filters match

Price per night from

$573

Beachy Keen - East Hampton NY

East Hampton house

3 bedrooms
3 bathrooms

sleeps 6

2 of 3 match: Boat available, Ceiling Fans, Swimming pool

2 of 3 filters match

Price per night from

$1,374

SOUTHAMPTON POOL & TENNIS

Southampton house

5 bedrooms
5 bathrooms

sleeps 12

2 of 3 match: Boat available, Ceiling Fans, Swimming pool

2 of 3 filters match

Price per night from

$3,272

East Hampton Village Classic , South of Highway

East Hampton house

7 bedrooms
9 bathrooms

sleeps 12

2 of 3 match: Boat available, Ceiling Fans, Swimming pool

2 of 3 filters match

Price per night from

$12,268

Montauk Oceanfront Estate

Montauk manor house

5 bedrooms
8 bathrooms

sleeps 10

2 of 3 match: Boat available, Ceiling Fans, Swimming pool

2 of 3 filters match

Price per night from

$17,175

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.

2 of 3 match: Boat available, Ceiling Fans, Swimming pool

2 of 3 filters match

Price per night from

$982

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.

Responds fast! avg. 1 hour 30 minutes

2 of 3 match: Boat available, Ceiling Fans, Swimming pool

2 of 3 filters match

Price per night from

$1,392