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850 rentals
in Southampton.
Beachy Chic South of the Hwy in Southampton Village 3blks to town/Bike to
Holiday Rental House
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3 bedrooms
4 bathrooms
Sleeps 6
Match:
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Gorgeous private Hamptons house with pool and volleyball court
Holiday Rental House
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5 bedrooms
4 bathrooms
Sleeps 15
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Come to the Hamptons and Getaway!
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 8
Match:
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Cozy Hamptons get away, pool, minutes from beaches, shops, restaurants and more!
2 reviews
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 7
Match:
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Entire House in Southampton Village, Heated Pool, 2 Fireplaces, Walk Everywhere
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
Match:
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Five ⭐️ Beach Bungalow, New Jacuzzi, Steps to Water, Tennis Southampton Shores!
1 review
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
Match:
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Hamptons!!
3 reviews
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 10
Match:
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Picturesque 5 Bedroom Hamptons Villa with pool 3 min from beach
Holiday Rental House
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5 bedrooms
5 bathrooms
Sleeps 10
Match:
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Beautiful Garden with pool & koi fish pond - 2 cottages fully renovated
7 reviews
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 8
Match:
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Luxury living meets Hamptons charm in this Award-Winning Carriage House
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 6
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Walk to the Village! Charming modern farmhouse.
6 reviews
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 8
Match:
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Charming Southampton Village Home 4 Bedroom, 2 Bath 5 minutes from the beach
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
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As seen on
Charming Hampton Bays Home 5 Mi to Cooper’s Beach
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
Match:
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Beautiful Vacation Home in Hampton Bays walking distance to Peconic Bay Beaches!
Holiday Rental House
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6 bedrooms
4 bathrooms
Sleeps 14
Match:
Sleeps
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Bayfront 5 bedrooms family home. Panoramic sea view from all rooms
5 reviews
Holiday Rental House
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5 bedrooms
5 bathrooms
Sleeps 10
Match:
Sleeps
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Cozy home in Hampton Bays near Ponquogue beach
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 5
Match:
Sleeps
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Newly Listed - Updated Carriage House Apt - Centrally Located
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
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1Bd, 1.5Ba Cottage with Waterviews in Hampton Bays
Holiday Rental House
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1 bedroom
2 bathrooms
Sleeps 4
Match:
Sleeps
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Hamptons Waterfront- On A Sandy Beach- Relax & Getaway! (SH)
20 reviews
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 3
Match:
Sleeps
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As seen on
enjoy the beach/ wineries and hot tub
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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As seen on
Stunning Bayfront Views
3 reviews
Holiday Rental House
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6 bedrooms
5 bathrooms
Sleeps 12
Match:
Sleeps
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As seen on
Luxury Southampton Village House
16 reviews
Holiday Rental House
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4 bedrooms
4 bathrooms
Sleeps 8
Match:
Sleeps
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VILLAGE RARE WATER VIEWS SO. OF HWY NEW PHOTOS Oct. 6-15 Intl. Film Festival
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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As seen on
HAMPTON HAVEN- Gorgeous home in Hampton Bays New York (sleeps 6)
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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As seen on
Southampton Estate, Newly Renovated , Excellent For Families! Sleeps 12-14
Holiday Rental House
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5 bedrooms
4 bathrooms
Sleeps 15
Match:
Sleeps
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As seen on
Modern Beach house-5 minutes from the beach!
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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As seen on
Brand new fully renovated backyard paradise! Come relax at our family resort.
33 reviews
Holiday Rental House
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5 bedrooms
2 bathrooms
Sleeps 14
Match:
Sleeps
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As seen on
Spacious Hamptons Oasis 4BD/2.5BA with private pool & massive desk
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 10
Match:
Sleeps
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As seen on
Beachfront Hamptons Getaway with beach access and a private pool!
Holiday Rental House
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4 bedrooms
4 bathrooms
Sleeps 10
Match:
Sleeps
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As seen on
Private Beach front Home
3 reviews
Holiday Rental House
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4 bedrooms
4 bathrooms
Sleeps 10
Match:
Sleeps
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As seen on
Studio on Tianna Bay (Memorial Day - Labor Day)
Condo/Apartment
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0 bedrooms
1 bathroom
Sleeps 2
Match:
Sleeps
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As seen on
Southampton Home #5
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 4
Match:
Sleeps
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As seen on
Beautiful Beach Front 1 Bedroom Triplex
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
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As seen on
Southampton Home #1
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 3
Match:
Sleeps
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As seen on
Southampton Home #2
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 3
Match:
Sleeps
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As seen on
Southampton Home #3
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 3
Match:
Sleeps
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As seen on
Tiny Southampton House on the Bay
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
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As seen on
Million Dollar Sunsets Overlooking Bayfront Beach
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 4
Match:
Sleeps
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As seen on
New Duplex Apartment
2 reviews
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
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As seen on
Southampton Village Walk to All
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
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Expansive Hamptons Mansion!
Condo/Apartment
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0 bedrooms
0 bathrooms
Sleeps 16
Match:
Sleeps
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Hamptons 2 bedroom with heated pool
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 4
Match:
Sleeps
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As seen on
Hidden Hideaway - Close to All
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
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As seen on
Retro Mid-Century Cottage 1/2 mile to CPI
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
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As seen on
Pool House
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 4
Match:
Sleeps
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As seen on
Hampton Bay Home 2 Miles from Beach & Dune Road
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
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Payment Protection
Stunning Waterfront Beach House
Condo/Apartment
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0 bedrooms
1 bathroom
Sleeps 7
Match:
Sleeps
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As seen on
Chic sunny 2bedroom guest cottage 5 mins from beach and village
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
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As seen on
Water mill cottage on a 5 acre estate near beaches
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
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As seen on
Southampton Home #4
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 4
Match:
Sleeps
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As seen on
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Showing results 1-50 of 850
Frequently Asked Questions about Southampton
Do any holiday rentals in Southampton have a pool?
Yes, here are some popular holiday rentals in Southampton that have a pool:
Romantic Getaway in Southampton (private room/bathroom)
Hampton Bays Oasis with pool, steps from Tiana Bay
Hamptons Country Home summer rental
See all holiday rentals with a pool in Southampton on Tripadvisor
Do any holiday rentals in Southampton have internet access?
Yes, here are some popular holiday rentals in Southampton that have internet access:
Beachy Chic South of the Hwy in Southampton Village 3blks to town/Bike to
Gorgeous private Hamptons house with pool and volleyball court
Come to the Hamptons and Getaway!
See all holiday rentals in Southampton on Tripadvisor
What are the best pet friendly rentals in Southampton?
The best pet friendly rentals in Southampton are:
Gorgeous private Hamptons house with pool and volleyball court
Come to the Hamptons and Getaway!
Cozy Hamptons get away, pool, minutes from beaches, shops, restaurants and more!
See all pet friendly holiday rentals in Southampton on Tripadvisor
What are some great rentals in Southampton that are kid friendly?
Some of the most popular kid friendly rentals in Southampton are:
Beachy Chic South of the Hwy in Southampton Village 3blks to town/Bike to
Gorgeous private Hamptons house with pool and volleyball court
Come to the Hamptons and Getaway!
See all kid friendly holiday rentals in Southampton on Tripadvisor