Vacation Rentals By Owner In Southampton, NY

Showing 200 Of 392 Vacation Rentals

Exceptional(1)

$1361.4

/ Nightly

Private Vacation Home

Spacious 6-bedroom house in enchanting Southampton with pool & fitness room

Southampton, New York, United States

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Bath

Sleeps

Exceptional(17)

$1465.45

/ Nightly

Private Vacation Home

5BR, Luxury Home, Pool, Large Yard , Close to Beach & Town

Southampton, New York, United States

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Bath

Sleeps

Exceptional(4)

$4164.42

/ Nightly

Private Vacation Home

Gracious 6 Bedroom home with a backyard paradise minutes from Main Street

Southampton, New York, United States

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Bath

Sleeps

Exceptional(3)

$1601.22

/ Nightly

Private Vacation Home

Luxurious Colonial House with heated Pool in Southampton, NY

Southampton, New York, United States

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Bath

$1586.2

/ Nightly

Private Vacation Home

Bay Access & Hidden Beach >>> Charming 3-bedroom house in Southampton

Southampton, New York, United States

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Bath

Sleeps

$717.77

/ Nightly

Private Vacation Home

Classic townhome with a luxury feel, perfect for relaxing after a day at...

Southampton, New York, United States

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Bath

Sleeps

$7644.26

/ Nightly

Private Vacation Home

Full Gym with Full Tile Steam Room, Roofed Cabana, Short Distance to...

Southampton, New York, United States

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Bath

Sleeps

$2235.67

/ Nightly

Private Vacation Home

Stately traditional home with open floorplan and private pool in coveted...

Southampton, New York, United States

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Bath

Sleeps

$6517.74

/ Nightly

Private Vacation Home

Spacious Southampton Home with Pool, Minutes to Shinnecock Hills Golf Club,...

Southampton, New York, United States

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Bath

Sleeps

Exceptional(1)

$617.3

/ Nightly

Private Vacation Home

Open Floor Plan, Private Tennis Court, Close to Ocean Beaches and...

Southampton, New York, United States

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Bath

Sleeps

$747.05

/ Nightly

Private Vacation Home

Surrounded by Protective Reserves, Steps to Marina Bay Beach, Golf Courses...

Southampton, New York, United States

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Bath

Sleeps

$4783.07

/ Nightly

Private Vacation Home

Stunning, Contemporary Southampton Home Near Town Beaches and Downtown

Southampton, New York, United States

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Bath

Sleeps

Select Dates for Price

Private Vacation Home

Stylish and recently renovated home with pool, sunlit open floor plan,...

Southampton, New York, United States

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Bath

Sleeps

$2432.91

/ Nightly

Private Vacation Home

Elegant Home South of Highway Near Town & Beach, Heated Pool, Sauna, Fireplaces

Southampton, New York, United States

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Bath

Sleeps

Exceptional(1)

$1388.56

/ Nightly

Private Vacation Home

Spacious Southampton Home Minutes to Town, Private Pool, Perfect for Families

Southampton, New York, United States

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Bath

Sleeps

$867.72

/ Nightly

Private Vacation Home

BEACHY WATERFRONT HOME WITH DIRECT ACCESS TO PECONIC BAY AND PRIVATE DOCK,...

Southampton, New York, United States

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Bath

Sleeps

Exceptional(2)

$640.09

/ Nightly

Private Vacation Home

Chic Southampton Escape with Heated Pool, Stylish Interiors, Minutes to...

Southampton, New York, United States

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Bath

Sleeps

Exceptional(17)

$2740.1

/ Nightly

Private Vacation Home

Hamptons Retreat ☀️ 5 bed 4 bath, salt water pool, gym, walk to water sleep10

Southampton, New York, United States

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Bath

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Exceptional(7)

$3963.34

/ Nightly

Private Vacation Home

IN THE ViILLAGE OF SOUTHAMPTON POOL,TENNIS,PICKLEBALL COURTS BEACH CHAIRS&BIKES

Southampton, New York, United States

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Bath

Sleeps

Exceptional(18)

$400.85

/ Nightly

Private Vacation Home

Charming Southampton Village Home 4 Bedroom, 2 Bath 5 minutes from the beach

Southampton, New York, United States

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Bath

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Rent a place that suits your needs

Private vacation home

View 364 Private vacation home

Most popular vacation rentals in Southampton

Exceptional(18)

$1148.57

/ Nightly

Private vacation home

Newly Renovated, Modern home with pool, cathedral ceilings, open-floor...

Southampton, New York, United States

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Bath

Sleeps

Exceptional(18)

$1089.19

/ Nightly

Private vacation home

Cheerful 4 Bedroom 2 Bath Southampton Home

Southampton, New York, United States

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Bath

Sleeps

Exceptional(18)

$1095.66

/ Nightly

Private vacation home

Tranquility at the Water’s Edge

Southampton, New York, United States

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Bath

Sleeps

Exceptional(18)

$1109.37

/ Nightly

Private vacation home

Minutes from the beach, brand new 4 bedroom

Southampton, New York, United States

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Bath

Sleeps

Exceptional(18)

$1117.38

/ Nightly

Private vacation home

Private 2.1 acre gated home with heated pool and tennis & pickleball court

Southampton, New York, United States

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Bath

Sleeps

Exceptional(18)

$1133.03

/ Nightly

Private vacation home

Modern designed 3-bedroom 2 bath home on a quiet, 1 acre, Southampton cul-de-sac

Southampton, New York, United States

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Bath

Sleeps

Exceptional(18)

$1198.77

/ Nightly

Private vacation home

4-bedroom house in North Sea Southampton with Private lake property

Southampton, New York, United States

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Bath

Sleeps

Exceptional(18)

$1206.34

/ Nightly

Private vacation home

Southampton Gem House with Beautiful Heated Pool

Southampton, New York, United States

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Bath

Sleeps

Exceptional(18)

$1202.73

/ Nightly

Private vacation home

Charming Southampton Village Cottage

Southampton, New York, United States

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Bath

Sleeps

Exceptional(18)

$1088.60

/ Nightly

Private vacation home

Cottage in Southampton Village

Southampton, New York, United States

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Bath

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Vacation Rentals By Owner In Southampton, NY

$1361.4

$1465.45

$4164.42

$1601.22

$1586.2

$717.77

$7644.26

$2235.67

$6517.74

$617.3

$747.05

$4783.07

$2432.91

$1388.56

$867.72

$640.09

$2740.1

$3963.34

$400.85

Rent a place that suits your needs

Most popular vacation rentals in Southampton

$1148.57

$1089.19

$1095.66

$1109.37

$1117.38

$1133.03

$1198.77

$1206.34

$1202.73

$1088.60

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