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Southampton Holiday Rentals with Pools
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Cooper's Beach
Ponquogue Beach
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The following properties match some of your filters:
Beachy Chic South of the Hwy in Southampton Village 3blks to town/Bike to
31
Holiday Rental House
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3 bedrooms
4 bathrooms
Sleeps 6
Match:
Sleeps
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As seen on
Gorgeous private Hamptons house with pool and volleyball court
16
Holiday Rental House
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5 bedrooms
4 bathrooms
Sleeps 15
Match:
Sleeps
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As seen on
Come to the Hamptons and Getaway!
6
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 8
Match:
Sleeps
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As seen on
Cozy Hamptons get away, pool, minutes from beaches, shops, restaurants and more!
27
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 7
Match:
Sleeps
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As seen on
Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!
7
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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As seen on
Picturesque 5 Bedroom Hamptons Villa with pool 3 min from beach
12
Holiday Rental House
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5 bedrooms
5 bathrooms
Sleeps 10
Match:
Sleeps
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As seen on
Beautiful Garden with pool & koi fish pond - 2 cottages fully renovated
10
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 8
Match:
Sleeps
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As seen on
Walk to the Village! Charming modern farmhouse.
15
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 8
Match:
Sleeps
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As seen on
Charming Southampton Village Home 4 Bedroom, 2 Bath 5 minutes from the beach
13
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
9
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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As seen on
Beautiful Vacation Home in Hampton Bays walking distance to Peconic Bay Beaches!
7
Holiday Rental House
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6 bedrooms
4 bathrooms
Sleeps 14
Match:
Sleeps
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As seen on
Bayfront 5 bedrooms family home. Panoramic sea view from all rooms
12
Holiday Rental House
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5 bedrooms
5 bathrooms
Sleeps 10
Match:
Sleeps
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As seen on
Cozy home in Hampton Bays near Ponquogue beach
7
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 5
Match:
Sleeps
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As seen on
Newly Listed - Updated Carriage House Apt - Centrally Located
5
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
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As seen on
Hamptons Waterfront- On A Sandy Beach- Relax & Getaway! (SH)
31
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 3
Match:
Sleeps
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As seen on
Beach Hot tub Enjoy a getaway. Winery near
28
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
13
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
26
Holiday Rental House
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4 bedrooms
4 bathrooms
Sleeps 8
Match:
Sleeps
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As seen on
Southampton Village So of Hwy with Fireplace - water View
10
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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As seen on
Hampton's Retreat
5
Holiday Rental House
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5 bedrooms
4 bathrooms
Sleeps 10
Match:
Sleeps
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As seen on
Southampton Estate, Newly Renovated , Excellent For Families! Sleeps 12-14
16
Holiday Rental House
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7 bedrooms
4 bathrooms
Sleeps 15
Match:
Sleeps
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As seen on
Modern Beach house-5 minutes from the beach!
10
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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As seen on
Beautiful resort style backyard with newly added professional PICKLEBALL COURT.
50
Holiday Rental House
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5 bedrooms
3 bathrooms
Sleeps 14
Match:
Sleeps
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As seen on
Private Beach front Home
12
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 #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 #1
Holiday Rental House
View on map
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
Hampton Chic3 Bedroom 2 Bathrooms with Pool
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
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
Hamptons getaway - let’s go ! Close to ocean beach-family friendly-walk to bay
4
Holiday Rental House
View on map
5 bedrooms
4 bathrooms
Sleeps 8
Match:
Sleeps
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As seen on
New Duplex Apartment
6
Holiday Rental House
View on map
1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
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As seen on
Southampton Village Walk to All
3
Condo/Apartment
View on map
1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
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As seen on
Expansive Hamptons Mansion!
Condo/Apartment
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0 bedrooms
0 bathrooms
Sleeps 16
Match:
Sleeps
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As seen on
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
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
Guest House Overlooking Pool
Holiday Rental House
View on map
1 bedroom
1 bathroom
Sleeps 4
Match:
Sleeps
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As seen on
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
2
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
View on map
1 bedroom
1 bathroom
Sleeps 4
Match:
Sleeps
More info
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As seen on
Southampton Home #6
Holiday Rental House
View on map
1 bedroom
1 bathroom
Sleeps 4
Match:
Sleeps
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As seen on
Cottage on the Bay in Hampton Bays
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
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As seen on
Hamptons Haven: Sunny 1-bedroom oasis with modern comforts near the bay!
5
Condo/Apartment
View on map
1 bedroom
1 bathroom
Sleeps 4
Match:
Sleeps
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As seen on
Spacious Hamptons Apartment - Below Ground Level
1
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 2
Match:
Sleeps
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As seen on
3 Bedroom House 4-5 Month Rental Unfurnished
Holiday Rental House
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1 bedroom
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
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As seen on
Fall in the�beautiful sunsets
13
Holiday Rental House
View on map
2 bedrooms
1 bathroom
Sleeps 3
Match:
Sleeps
More info
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As seen on
1
2
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Showing results 1-50 of 732
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