Home Vacation Home Rentals By Owner In Southampton, NY

Showing 40 Of 364 Vacation Rentals
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$2023.69

/ Nightly
Private Vacation Home

Newly renovated Southampton Village mini-complex

Southampton, New York, United States

Bed 5

Bed

Bath 3

Bath

Sleep 10

Sleeps
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$2079.72

/ Nightly
Private Vacation Home

Charming Cottage for US Open in Southampton Village, Walking distance to town

Southampton, New York, United States

Bed 4

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(3)

$2085.55

/ Nightly
Private Vacation Home

Southampton Village South, less than a mile to the beach

Southampton, New York, United States

Bed 4

Bed

Bath 3

Bath

Sleep 8

Sleeps
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$2235.67

/ Nightly
Private Vacation Home

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

Southampton, New York, United States

Bed 5

Bed

Bath 5

Bath

Sleep 10

Sleeps
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Exceptional(5)

$2400.23

/ Nightly
Private Vacation Home

Peaceful Southampton retreat

Southampton, New York, United States

Bed 4

Bed

Bath 3

Bath

Sleep 12

Sleeps
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$2388.48

/ Nightly
Private Vacation Home

Designer Southampton House family friendly near Shinnecock Golf Course

Southampton, New York, United States

Bed 5

Bed

Bath 3

Bath

Sleep 12

Sleeps
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Exceptional(32)

$2367.88

/ Nightly
Private Vacation Home

Southampton Renovated Home / Heated Pool!

Southampton, New York, United States

Bed 5

Bed

Bath 3

Bath

Sleep 10

Sleeps
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Exceptional(2)

$2349.44

/ Nightly
Private Vacation Home

5 BR House; 1 Acre Property; Newly Renovated ; Minutes to town/beach

Southampton, New York, United States

Bed 5

Bed

Bath 5

Bath

Sleep 12

Sleeps
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$2346.72

/ Nightly
Private Vacation Home

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

Southampton, New York, United States

Bed 5

Bed

Bath 5

Bath

Sleep 8

Sleeps
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$2335.3

/ Nightly
Private Vacation Home

Enjoy this perfect summer rental located close to all the Hamptons has to offer!

Southampton, New York, United States

Bed 4

Bed

Bath 4

Bath

Sleep 8

Sleeps
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$2320.42

/ Nightly
Private Vacation Home

Luxe Southampton Estate - Minutes to Village

Southampton, New York, United States

Bed 6

Bed

Bath 6

Bath

Sleep 12

Sleeps
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Exceptional(4)

$2318.99

/ Nightly
Private Vacation Home

Southampton South, New York

Southampton, New York, United States

Bed 6

Bed

Bath 6

Bath

Sleep 12

Sleeps
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$2288.84

/ Nightly
Private Vacation Home

Private Southampton Retreat with Pool, Tennis & Resort Style...

Southampton, New York, United States

Bed 5

Bed

Bath 4

Bath

Sleep 10

Sleeps
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Exceptional(2)

$2267.7

/ Nightly
Private Vacation Home

Southampton WaterFront Cottage with Dock & Heated Pool Walk to Golf Course

Southampton, New York, United States

Bed 5

Bed

Bath 4

Bath

Sleep 10

Sleeps
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$2245.57

/ Nightly
Private Vacation Home

Luxury Country Southampton Estate with Heated Pool and Expansive Grounds

Southampton, New York, United States

Bed 4

Bed

Bath 4

Bath

Sleep 8

Sleeps
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Exceptional(9)

$2107.59

/ Nightly
Private Vacation Home

Southampton exclusive private location with beautiful heated salt water pool

Southampton, New York, United States

Bed 5

Bed

Bath 5

Bath

Sleep 10

Sleeps
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Exceptional(75)

$2118.85

/ Nightly
Private Vacation Home

Resort Style backyard including professional PICKLEBALL COURT paddles & HOT TUB.

Southampton, New York, United States

Bed 5

Bed

Bath 2

Bath

Sleep 16

Sleeps
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Exceptional(1)

$2116.04

/ Nightly
Private Vacation Home

Private Southampton Oasis with Pool, Spa & Effortless Indoor-Outdoor Living

Southampton, New York, United States

Bed 7

Bed

Bath 6

Bath

Sleep 12

Sleeps
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$2125.82

/ Nightly
Private Vacation Home

Spacious Southampton estate with pool, hot tub, fire pit, and seamless...

Southampton, New York, United States

Bed 6

Bed

Bath 8

Bath

Sleep 12

Sleeps
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$2104.32

/ Nightly
Private Vacation Home

Spacious 5-Bedroom, 4.5 Bath Beach House in Enchanting Village of Southampton

Southampton, New York, United States

Bed 5

Bed

Bath 4

Bath

Sleep 10

Sleeps
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Home Most popular vacation rentals in Southampton

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$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

Bed 3

Bed

Bath 2

Bath

Sleep 5

Sleeps
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$1088.60

/ Nightly
Private vacation home

Cottage in Southampton Village

Southampton, New York, United States

Bed 3

Bed

Bath 1

Bath

Sleep 4

Sleeps
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$1089.19

/ Nightly
Private vacation home

Cheerful 4 Bedroom 2 Bath Southampton Home

Southampton, New York, United States

Bed 4

Bed

Bath 2

Bath

Sleep 8

Sleeps
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$1095.66

/ Nightly
Private vacation home

Tranquility at the Water’s Edge

Southampton, New York, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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$1109.13

/ Nightly
Private vacation home

Hamptons Modern Retreat NEW CONS

Southampton, New York, United States

Bed 6

Bed

Bath 6

Bath

Sleep 12

Sleeps
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$1109.37

/ Nightly
Private vacation home

Minutes from the beach, brand new 4 bedroom

Southampton, New York, United States

Bed 4

Bed

Bath 3

Bath

Sleep 10

Sleeps
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$1184.12

/ Nightly
Private vacation home

Charming Southampton Village Cottage

Southampton, New York, United States

Bed 3

Bed

Bath 1

Bath

Sleep 4

Sleeps
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$1198.77

/ Nightly
Private vacation home

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

Southampton, New York, United States

Bed 4

Bed

Bath 2

Bath

Sleep 8

Sleeps
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$1189.86

/ Nightly
Private vacation home

Southampton Gem House with Beautiful Heated Pool

Southampton, New York, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
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$1087.28

/ Nightly
Private vacation home

Southampton House Renovated with a heated pool and large outdoor space

Southampton, New York, United States

Bed 4

Bed

Bath 2

Bath

Sleep 8

Sleeps

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