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Southampton Vacation Rentals

Browse 150 available vacation homes and compared across 7 trusted partners

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Top-Rated Vacation rentals in Southampton

Book the highest-rated Southampton vacation rentals, rated by real guests for comfort, location, cleanliness, services and value for money

House Southampton
House with barbeque, patio & yard | Nature view | Good for workation
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House Southampton
Southampton Village Renovated Sun-filled Charming Home, Heated Salt water Pool
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House Southampton
Beautiful vacation home with patio, BBQ & private pool | Pets are welcome
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House Southampton
Child-friendly big house with BBQ, garden & private pool | Suitable for remote work
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House Southampton
Lovely Southampton Village Ranch, Heated SW Pool, Eat-In Kitchen, Large Yard+BBQ
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House Southampton
Charming Two-Story Retreat in Southampton Village walk to town, beach and train.
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House Southampton
Beautiful Southampton Village Home - Walk and Bike to Town and Beach!
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House Southampton
Vacation home with garden, grill & patio
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House Southampton
SH Village Luxury with Pool House Spa - Guest Cottage. Walk to Town!
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House Southampton
Southampton Village So of Hwy; water View PREMIER HOST
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House Southampton
Fully equipped vacation home with barbecue, patio & yard | Dogs allowed
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House Southampton
Charming Southampton Village Home 4 Bedroom, 2 Bath 5 minutes from the beach
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House Southampton
Vacation home with private pool, terrace & grill
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House Southampton
Vacation home with private pool, grill & garden | City view | Good for workation
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House Southampton
Located in the heart of In the Southampton Village-1 mile to the beach!
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Top 15 most Recommended Vacation Rentals in Southampton

Discover your ideal Southampton vacation rental with real-time comparisons of 150 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

House Southampton
House ∙ 10 guests ∙ 5 bedrooms

Vacation home with pool, barbeque & garden | Garden view

Southampton, Suffolk County, New York, United States
This house rental in Southampton accommodates 10 guests and features a spacious yard perfect for family gatherings.
from $673
per night
View deal
House Southampton
House ∙ 6 guests ∙ 3 bedrooms

Vacation home with garden, barbecue & terrace

Southampton, Suffolk County, New York, United States
This house rental in Southampton accommodates 6 guests and features a private pool for relaxation and enjoyment.
from $919
per night
View deal
House Southampton
House ∙ 8 guests ∙ 5 bedrooms

Child-friendly house with private pool, garden & barbeque | Pet-friendly

Southampton, Suffolk County, New York, United States
This house rental in Southampton accommodates 8 guests and features a private pool for relaxation and fun.
from $1,815
per night
View deal
House Southampton
House ∙ 8 guests ∙ 5 bedrooms

Family-oriented vacation home with heated pool & barbeque | Perfect for remote work

Southampton, Suffolk County, New York, United States
This house rental in Southampton accommodates 8 guests and features a refreshing pool for relaxation and enjoyment.
from $3,787
per night
(12)
View deal
House Southampton
House ∙ 4 guests ∙ 3 bedrooms

House with 3 bedrooms for 4 persons

Southampton, Suffolk County, New York, United States
Charming house rental in Southampton accommodates 4 guests and features a spacious backyard perfect for outdoor gatherings.
from $584
per night
View deal
House Southampton
House ∙ 6 guests ∙ 3 bedrooms

House with private pool, yard & terrace

Southampton, Suffolk County, New York, United States
Charming house rental in Southampton for 6 guests featuring a private pool and a spacious yard for outdoor enjoyment.
from $2,728
per night
View deal
House Southampton
House ∙ 10 guests ∙ 5 bedrooms

Beautiful house with jacuzzi

Southampton, Suffolk County, New York, United States
This house rental in Southampton accommodates 10 guests and features a spacious backyard perfect for outdoor gatherings.
from $2,308
per night
View deal
House Southampton
House ∙ 6 guests ∙ 3 bedrooms

House with barbecue & pool | Suitable for remote work

Southampton, Suffolk County, New York, United States
This house rental in Southampton accommodates 6 guests and features a family-friendly kitchen for enjoyable meals together.
from $697
per night
View deal
House Southampton
House ∙ 6 guests ∙ 4 bedrooms

Family-oriented vacation home with BBQ, garden & patio | Nature view | Suitable for remote work | Pets allowed

Southampton, Suffolk County, New York, United States
Charming house rental in Southampton for 6 guests featuring a family-friendly kitchen and spacious yard.
from $1,181
per night
(4)
View deal

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