Home Vacation Rentals By Owner In Southampton, NY

Showing 240 Of 392 Vacation Rentals
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Exceptional(2)

$1245.66

/ Nightly
Private Vacation Home

Heart of Hamptons Retreat/Southampton/Beaches/5 Star Restaurants

Southampton, New York, United States

Bed 3

Bed

Bath 1

Bath

Sleep 6

Sleeps
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Exceptional(24)

$1652.9

/ Nightly
Private Vacation Home

Newly Renovated, Serene Property with Heated Pool, Tennis, and Resort-Like Spa

Southampton, New York, United States

Bed 6

Bed

Bath 4

Bath

Sleep 14

Sleeps
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$1638.13

/ Nightly
Private Vacation Home

SH Water Mill Towd w/ Pool House, Fenced Yard, & Heated Pool

Southampton, New York, United States

Bed 3

Bed

Bath 3

Bath

Sleep 6

Sleeps
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$1181.17

/ Nightly
Private Vacation Home

Private Southampton Hideaway, Private Pool, Fully Appointed for Memorable...

SOUTHAMPTON, New York, United States

Bed 4

Bed

Bath 2

Bath

Sleep 6

Sleeps
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$2743.06

/ Nightly
Private Vacation Home

HOT summer retreat in Southampton!

Southampton, New York, United States

Bed 4

Bed

Bath 4

Bath

Sleep 9

Sleeps
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Exceptional(27)

$1126.51

/ Nightly
Private Vacation Home

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

Southampton, New York, United States

Bed 5

Bed

Bath 5

Bath

Sleep 12

Sleeps
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$2630.27

/ Nightly
Private Vacation Home

Modern Luxury Southampton Home

Southampton, New York, United States

Bed 5

Bed

Bath 5

Bath

Sleep 10

Sleeps
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$425.03

/ Nightly
Bed & Breakfast

Luxury B&B: Pool, Tennis, Free Local Rides

Southampton, New York, United States

Bed 1

Bed

Bath 1

Bath

Sleep 2

Sleeps
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$1533.24

/ Nightly
Private Vacation Home

Idyllic quiet retreat, golf course views, newly renovated in Hamptons style.

Southampton, New York, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(15)

$1357.48

/ Nightly
Private Vacation Home

Huge Backyard, Large Living Room with Dining Area, Large Den with Built-In...

Southampton, New York, United States

Bed 4

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(25)

$1208.95

/ 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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Exceptional(3)

$1828.94

/ Nightly
Private Vacation Home

Tranquil Waterfront A-Frame Retreat in Southampton

Southampton, New York, United States

Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps
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$516.41

/ Nightly
Bed & Breakfast

Private B&B w/ Pool, Gym, Tennis & Biocharger

Southampton, New York, United States

Bed 1

Bed

Bath 1

Bath

Sleep 2

Sleeps
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Exceptional(1)

$975.08

/ Nightly
Villa

Live on the Water: Dock, Beach, Boat, Kayak & Fish

Southampton, New York, United States

Bed 4

Bed

Bath 2

Bath

Sleep 9

Sleeps
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$2652.09

/ Nightly
Private Vacation Home

Spectacular Summer Home ! 5 min away from Beach

Southampton, New York, United States

Bed 5

Bed

Bath 3

Bath

Sleep 10

Sleeps
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$477.44

/ Nightly
Bed & Breakfast

Lux Southampton B&B: Pool, Tennis, Gym & Bikes

Southampton, New York, United States

Bed 1

Bed

Bath 1

Bath

Sleep 2

Sleeps
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$1164.47

/ Nightly
Private Vacation Home

Spacious 5-bedroom house with AC and fitness room in peaceful Southampton

Southampton, New York, United States

Bed 5

Bed

Bath 4

Bath

Sleep 10

Sleeps
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$414.59

/ Nightly
Bed & Breakfast

B&B Near Shinnecock: Pool, Tennis, Beach Access

Southampton, New York, United States

Bed 1

Bed

Bath 1

Bath

Sleep 2

Sleeps
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Exceptional(1)

$1860.67

/ Nightly
Private Vacation Home

Chic Southampton Getaway with Heated Pool & Seamless Indoor-Outdoor Living

Southampton, New York, United States

Bed 4

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(1)

$1091.86

/ Nightly
Private Vacation Home

Get out of the city, kick back and relax in Southampton!

Southampton, New York, United States

Bed 4

Bed

Bath 4

Bath

Sleep 10

Sleeps
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Home Most popular vacation rentals in Southampton

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Exceptional(1)

$1148.57

/ Nightly
Private vacation home

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

Southampton, New York, United States

Bed 5

Bed

Bath 3

Bath

Sleep 10

Sleeps
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Exceptional(1)

$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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Exceptional(1)

$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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Exceptional(1)

$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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Exceptional(1)

$1117.38

/ Nightly
Private vacation home

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

Southampton, New York, United States

Bed 5

Bed

Bath 5

Bath

Sleep 12

Sleeps
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Exceptional(1)

$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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Exceptional(1)

$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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Exceptional(1)

$1206.34

/ 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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Exceptional(1)

$1202.73

/ 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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Exceptional(1)

$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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