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Swimming pool
Wireless Internet
Air conditioning
Private pool

Heated pool
Private indoor pool
Balcony or terrace
Washing machine
Jacuzzi or hot tub
Garden
Internet access
DVD player
Grill
Fireplace
Cot available
Sauna
High chair
Sea view
Safe
Dishwasher
Children's pool
Games room
Ceiling Fans
Cribs
Shared outdoor pool (heated)
Shared outdoor pool (unheated)
Shared indoor pool
Private outdoor pool (heated)
Private outdoor pool (unheated)
Clothes dryer
Swing set or jungle gym
Table tennis
Pool or snooker table
Fax machine
Video player
Boat available
Staffed property
Private fishing lake or river
Trampoline
Climbing frame
Bicycles available
Towels provided
Linen provided
Microwave
Housekeeping Included

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Pets allowed
Parking
Car not required
Children under 5

Smoking allowed
Non-Smoking property
Smoking - Ask
Wheelchair adapted
Wheelchair accessible

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Beach or lakeside relaxation
City breaks
Walking trips
Tennis in town

Water sports
Horse riding
Fishing
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Golf within 30mins drive
Waterfront

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77 Houses in Southampton with pools

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Ready for Summer 2021

Southampton house

4 bedrooms
3 bathrooms

sleeps 8

Match: Swimming pool

All filters match

Price per night from

$1,718

Southampton Retreat: Heated Pool, Hot Tub, Near Beach

Southampton house

3 bedrooms
2 bathrooms

sleeps 6

Match: Swimming pool

All filters match

Price per night from

$424

Beautiful Estate home in the Hamptons, New York

Water Mill villa

7 bedrooms
7 bathrooms

sleeps 10

Match: Swimming pool

All filters match

Price per night from

$6,870

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

$3,272

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

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

Match: Swimming pool

All filters match

Price per night from

$722

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

$1,374

Fantasy Bay Front Country French Villa

Southampton villa

6 bedrooms
4 bathrooms

sleeps 12

Match: Swimming pool

All filters match

Price per night from

$2,290

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

SOUTHAMPTON POOL & TENNIS

Southampton house

5 bedrooms
5 bathrooms

sleeps 12

Match: Swimming pool

All filters match

Price per night from

$3,272

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

Southampton house

6 bedrooms
3 bathrooms

sleeps 10

Match: Swimming pool

All filters match

Price per night from

$1,036

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

Match: Swimming pool

All filters match

Price per night from

$1,390

Spectacular Family Resort in Hampton Bays, NY

Hampton Bays house

7 bedrooms
5 bathrooms

sleeps 18

Responds fast! avg. 1 hour 30 minutes

Match: Swimming pool

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Price per night from

$850

Bishops Pond Southampton NY

Southampton townhouse

4 bedrooms
10 bathrooms

sleeps 8

Match: Swimming pool

All filters match

Price per night from

$147

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

Sweet Retreat: Private Pool, Outdoor Jacuzzi, Coopers Beach

Southampton house

4 bedrooms
2 bathrooms

sleeps 8

Match: Swimming pool

All filters match

Price per night from

$470

Village Fringe Ranch

Water Mill house

3 bedrooms
3 bathrooms

sleeps 8

Match: Swimming pool

All filters match

Price per night from

$573

Waterfront Southampton Estate, Heated Pool, Spa, Gym, Outdoor Kitchen, Sonos

Tuckahoe house

5 bedrooms
5 bathrooms

sleeps 12

Match: Swimming pool

All filters match

Price per night from

$2,519

Exquisite Hamptons Mansion Retreat

Water Mill house

10 bedrooms
10 bathrooms

sleeps 20

Match: Swimming pool

All filters match

Price per night from

$630

Summer Vacation House

Hampton Bays house

4 bedrooms
2 bathrooms

sleeps 8

Match: Swimming pool

All filters match

Price per night from

$382

Great rentals within 20 miles that match your search

East Hampton Classic

East Hampton house

4 bedrooms
4 bathrooms

sleeps 9

Match: Swimming pool

All filters match

Price per night from

$1,145

Lushly Landscaped Contemporary With Pool East Hampton North

East Hampton house

4 bedrooms
2 bathrooms

sleeps 8

Match: Swimming pool

All filters match

Price per night from

$573

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

$2,519

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

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

All filters match

Price per night from

$900

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

All filters match

Price per night from

$982