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Holiday Homes near Stony Brook Southampton

239 Montauk Hwy, Southampton, New York 11968
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Bedrooms

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Property type

Distinctive Features

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5 km
355 rentals in Southampton.
Beachy Chic South of the Hwy in Southampton Village 3blks to town/Bike to, holiday rental in Southampton
Beachy Chic South of the Hwy in Southampton Village 3blks to town/Bike to, holiday rental in Southampton
Beachy Chic South of the Hwy in Southampton Village 3blks to town/Bike to, holiday rental in Southampton

Beachy Chic South of the Hwy in Southampton Village 3blks to town/Bike to

Holiday Rental House
9.3 kilometres from Stony Brook Southampton
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Walk to the Village! Charming modern farmhouse., holiday rental in Southampton
Walk to the Village! Charming modern farmhouse., holiday rental in Southampton
Walk to the Village! Charming modern farmhouse., holiday rental in Southampton

Walk to the Village! Charming modern farmhouse.

Holiday Rental House
9.3 kilometres from Stony Brook Southampton
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Charming Southampton Village Home  4 Bedroom, 2 Bath 
5 minutes from the beach, holiday rental in Southampton
Charming Southampton Village Home  4 Bedroom, 2 Bath 
5 minutes from the beach, holiday rental in Southampton
Charming Southampton Village Home  4 Bedroom, 2 Bath 
5 minutes from the beach, holiday rental in Southampton

Charming Southampton Village Home 4 Bedroom, 2 Bath 5 minutes from the beach

Holiday Rental House
8.4 kilometres from Stony Brook Southampton
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Fall foliage!  VILLAGE HOUSE RARE WATER VIEWS SO. OF HWY NEW PHOTOS, holiday rental in Southampton
Fall foliage!  VILLAGE HOUSE RARE WATER VIEWS SO. OF HWY NEW PHOTOS, holiday rental in Southampton
Fall foliage!  VILLAGE HOUSE RARE WATER VIEWS SO. OF HWY NEW PHOTOS, holiday rental in Southampton

Fall foliage! VILLAGE HOUSE RARE WATER VIEWS SO. OF HWY NEW PHOTOS

Holiday Rental House
6.8 kilometres from Stony Brook Southampton
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Tiny Southampton House on the Bay, holiday rental in Southampton
Tiny Southampton House on the Bay, holiday rental in Southampton
Tiny Southampton House on the Bay, holiday rental in Southampton

Tiny Southampton House on the Bay

Holiday Rental House
5.0 kilometres from Stony Brook Southampton
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Stunning Waterfront Beach House, holiday rental in Southampton
Stunning Waterfront Beach House, holiday rental in Southampton
Stunning Waterfront Beach House, holiday rental in Southampton

Stunning Waterfront Beach House

Condo/Apartment
4.3 kilometres from Stony Brook Southampton
0 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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Charming Southampton Village Guest Home -Walk to Beach, Restaurants, Shops, holiday rental in Southampton
Charming Southampton Village Guest Home -Walk to Beach, Restaurants, Shops, holiday rental in Southampton
Charming Southampton Village Guest Home -Walk to Beach, Restaurants, Shops, holiday rental in Southampton

Charming Southampton Village Guest Home -Walk to Beach, Restaurants, Shops

Holiday Rental House
8.5 kilometres from Stony Brook Southampton
2 bedrooms
2 bathrooms
Sleeps 3
Match: Sleeps
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Peconic Bay Dream Cottage only10 minutes to village & ocean in South Hampton NY, holiday rental in Southampton
Peconic Bay Dream Cottage only10 minutes to village & ocean in South Hampton NY, holiday rental in Southampton
Peconic Bay Dream Cottage only10 minutes to village & ocean in South Hampton NY, holiday rental in Southampton

Peconic Bay Dream Cottage only10 minutes to village & ocean in South Hampton NY

Holiday Rental House
3.5 kilometres from Stony Brook Southampton
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Airy Luxury Hamptons Retreat with Heated Pool!, holiday rental in Southampton
Airy Luxury Hamptons Retreat with Heated Pool!, holiday rental in Southampton
Airy Luxury Hamptons Retreat with Heated Pool!, holiday rental in Southampton

Airy Luxury Hamptons Retreat with Heated Pool!

Holiday Rental House
11.9 kilometres from Stony Brook Southampton
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Southampton Beach & Town Cottage, holiday rental in Southampton
Southampton Beach & Town Cottage, holiday rental in Southampton
Southampton Beach & Town Cottage, holiday rental in Southampton

Southampton Beach & Town Cottage

Holiday Rental House
9.7 kilometres from Stony Brook Southampton
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Beautiful Southampton Cottage with Saltwater Pool steps from Bay, holiday rental in Southampton
Beautiful Southampton Cottage with Saltwater Pool steps from Bay, holiday rental in Southampton
Beautiful Southampton Cottage with Saltwater Pool steps from Bay, holiday rental in Southampton

Beautiful Southampton Cottage with Saltwater Pool steps from Bay

Holiday Rental House
5.1 kilometres from Stony Brook Southampton
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Southampton - Walk to water/10 min drive to area beaches and Southampton, holiday rental in Southampton
Southampton - Walk to water/10 min drive to area beaches and Southampton, holiday rental in Southampton
Southampton - Walk to water/10 min drive to area beaches and Southampton, holiday rental in Southampton

Southampton - Walk to water/10 min drive to area beaches and Southampton

Holiday Rental House
4.8 kilometres from Stony Brook Southampton
4 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Perfect SouthHampton getaway, holiday rental in Southampton
Perfect SouthHampton getaway, holiday rental in Southampton
Perfect SouthHampton getaway, holiday rental in Southampton

Perfect SouthHampton getaway

Holiday Rental House
10.6 kilometres from Stony Brook Southampton
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Cozy, Coastal, Colorful, Cottage. Great for beach lovers and families., holiday rental in Southampton
Cozy, Coastal, Colorful, Cottage. Great for beach lovers and families., holiday rental in Southampton
Cozy, Coastal, Colorful, Cottage. Great for beach lovers and families., holiday rental in Southampton

Cozy, Coastal, Colorful, Cottage. Great for beach lovers and families.

Condo/Apartment
10.5 kilometres from Stony Brook Southampton
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Southampton Waterfront - kayaks included!, holiday rental in Southampton
Southampton Waterfront - kayaks included!, holiday rental in Southampton
Southampton Waterfront - kayaks included!, holiday rental in Southampton

Southampton Waterfront - kayaks included!

Holiday Rental House
10.0 kilometres from Stony Brook Southampton
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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SH Village, holiday rental in Southampton
SH Village, holiday rental in Southampton
SH Village, holiday rental in Southampton

SH Village

Holiday Rental House
10.6 kilometres from Stony Brook Southampton
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Private, Luxury Designer Condo in Southampton, holiday rental in Southampton
Private, Luxury Designer Condo in Southampton, holiday rental in Southampton
Private, Luxury Designer Condo in Southampton, holiday rental in Southampton

Private, Luxury Designer Condo in Southampton

Holiday Rental House
7.2 kilometres from Stony Brook Southampton
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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SOUTHAMPTON Romantic house like being at a resort, holiday rental in Southampton
SOUTHAMPTON Romantic house like being at a resort, holiday rental in Southampton
SOUTHAMPTON Romantic house like being at a resort, holiday rental in Southampton

SOUTHAMPTON Romantic house like being at a resort

Holiday Rental House
8.9 kilometres from Stony Brook Southampton
3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Catherine’s Place, holiday rental in Southampton
Catherine’s Place, holiday rental in Southampton
Catherine’s Place, holiday rental in Southampton

Catherine’s Place

Holiday Rental House
11.6 kilometres from Stony Brook Southampton
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Renovated four bedroom home close to Southampton Village and Ocean Beaches., holiday rental in Southampton
Renovated four bedroom home close to Southampton Village and Ocean Beaches., holiday rental in Southampton
Renovated four bedroom home close to Southampton Village and Ocean Beaches., holiday rental in Southampton

Renovated four bedroom home close to Southampton Village and Ocean Beaches.

Holiday Rental House
8.2 kilometres from Stony Brook Southampton
4 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Village Gem - July 4th Special, holiday rental in Southampton
Village Gem - July 4th Special, holiday rental in Southampton
Village Gem - July 4th Special, holiday rental in Southampton

Village Gem - July 4th Special

Holiday Rental House
8.9 kilometres from Stony Brook Southampton
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful duplex townhouse in the heart of Southampton, holiday rental in Southampton
Beautiful duplex townhouse in the heart of Southampton, holiday rental in Southampton
Beautiful duplex townhouse in the heart of Southampton, holiday rental in Southampton

Beautiful duplex townhouse in the heart of Southampton

Condo/Apartment
7.1 kilometres from Stony Brook Southampton
3 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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Cheerful 4 Bedroom 2 Bath Southampton Home, holiday rental in Southampton
Cheerful 4 Bedroom 2 Bath Southampton Home, holiday rental in Southampton
Cheerful 4 Bedroom 2 Bath Southampton Home, holiday rental in Southampton

Cheerful 4 Bedroom 2 Bath Southampton Home

Holiday Rental House
9.0 kilometres from Stony Brook Southampton
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Beautiful accommodations and refreshing pool in a serene setting, holiday rental in Southampton
Beautiful accommodations and refreshing pool in a serene setting, holiday rental in Southampton
Beautiful accommodations and refreshing pool in a serene setting, holiday rental in Southampton

Beautiful accommodations and refreshing pool in a serene setting

Holiday Rental House
3.9 kilometres from Stony Brook Southampton
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Live Your Vacation, Southampton Getaway, holiday rental in Southampton
Live Your Vacation, Southampton Getaway, holiday rental in Southampton
Live Your Vacation, Southampton Getaway, holiday rental in Southampton

Live Your Vacation, Southampton Getaway

Holiday Rental House
4.8 kilometres from Stony Brook Southampton
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Newly renovated house in Southampton with pool, holiday rental in Southampton
Newly renovated house in Southampton with pool, holiday rental in Southampton
Newly renovated house in Southampton with pool, holiday rental in Southampton

Newly renovated house in Southampton with pool

Holiday Rental House
7.9 kilometres from Stony Brook Southampton
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Southampton Village South, less than a mile to the beach, holiday rental in Southampton
Southampton Village South, less than a mile to the beach, holiday rental in Southampton
Southampton Village South, less than a mile to the beach, holiday rental in Southampton

Southampton Village South, less than a mile to the beach

Holiday Rental House
10.1 kilometres from Stony Brook Southampton
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Classic Southampton Peconic Bay Waterfront Bungalow Child Safe Gated Community, holiday rental in Southampton
Classic Southampton Peconic Bay Waterfront Bungalow Child Safe Gated Community, holiday rental in Southampton
Classic Southampton Peconic Bay Waterfront Bungalow Child Safe Gated Community, holiday rental in Southampton

Classic Southampton Peconic Bay Waterfront Bungalow Child Safe Gated Community

Holiday Rental House
3.1 kilometres from Stony Brook Southampton
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Tranquility at the Water’s Edge, holiday rental in Southampton
Tranquility at the Water’s Edge, holiday rental in Southampton
Tranquility at the Water’s Edge, holiday rental in Southampton

Tranquility at the Water’s Edge

Holiday Rental House
10.1 kilometres from Stony Brook Southampton
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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-Heated pool, bike to town .Coopers Beach-Pups Welcome, holiday rental in Southampton
-Heated pool, bike to town .Coopers Beach-Pups Welcome, holiday rental in Southampton
-Heated pool, bike to town .Coopers Beach-Pups Welcome, holiday rental in Southampton

-Heated pool, bike to town .Coopers Beach-Pups Welcome

Holiday Rental House
9.7 kilometres from Stony Brook Southampton
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Secluded, Private Southampton House with heated Saltwater Pool, fireplace., holiday rental in Southampton
Secluded, Private Southampton House with heated Saltwater Pool, fireplace., holiday rental in Southampton
Secluded, Private Southampton House with heated Saltwater Pool, fireplace., holiday rental in Southampton

Secluded, Private Southampton House with heated Saltwater Pool, fireplace.

Holiday Rental House
9.0 kilometres from Stony Brook Southampton
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Home away from home in Shinnecock, SH, holiday rental in Southampton
Home away from home in Shinnecock, SH, holiday rental in Southampton
Home away from home in Shinnecock, SH, holiday rental in Southampton

Home away from home in Shinnecock, SH

Holiday Rental House
1.8 kilometres from Stony Brook Southampton
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Perfect Southampton Village Getaway, holiday rental in Southampton
Perfect Southampton Village Getaway, holiday rental in Southampton
Perfect Southampton Village Getaway, holiday rental in Southampton

Perfect Southampton Village Getaway

Holiday Rental House
9.0 kilometres from Stony Brook Southampton
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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3BR 3BA one-level home with Pool. Walk to private bay beach. Tennis, BB, kayak, holiday rental in Southampton
3BR 3BA one-level home with Pool. Walk to private bay beach. Tennis, BB, kayak, holiday rental in Southampton
3BR 3BA one-level home with Pool. Walk to private bay beach. Tennis, BB, kayak, holiday rental in Southampton

3BR 3BA one-level home with Pool. Walk to private bay beach. Tennis, BB, kayak

Holiday Rental House
11.4 kilometres from Stony Brook Southampton
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Luxurious, private, very comfortable Shinnecock Hills home, holiday rental in Southampton
Luxurious, private, very comfortable Shinnecock Hills home, holiday rental in Southampton
Luxurious, private, very comfortable Shinnecock Hills home, holiday rental in Southampton

Luxurious, private, very comfortable Shinnecock Hills home

Holiday Rental House
2.6 kilometres from Stony Brook Southampton
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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NEW Charming Southampton Village Beach House 5 min from Beach & Town., holiday rental in Southampton
NEW Charming Southampton Village Beach House 5 min from Beach & Town., holiday rental in Southampton
NEW Charming Southampton Village Beach House 5 min from Beach & Town., holiday rental in Southampton

NEW Charming Southampton Village Beach House 5 min from Beach & Town.

Holiday Rental House
7.2 kilometres from Stony Brook Southampton
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Chic Southampton Home, close to Village and Ocean Beaches, holiday rental in Southampton
Chic Southampton Home, close to Village and Ocean Beaches, holiday rental in Southampton
Chic Southampton Home, close to Village and Ocean Beaches, holiday rental in Southampton

Chic Southampton Home, close to Village and Ocean Beaches

Holiday Rental House
6.9 kilometres from Stony Brook Southampton
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Idyllic quiet retreat, golf course views, newly renovated in Hamptons style., holiday rental in Southampton
Idyllic quiet retreat, golf course views, newly renovated in Hamptons style., holiday rental in Southampton
Idyllic quiet retreat, golf course views, newly renovated in Hamptons style., holiday rental in Southampton

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

Holiday Rental House
5.8 kilometres from Stony Brook Southampton
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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BEACHY WATERFRONT HOME WITH DIRECT ACCESS TO PECONIC BAY AND PRIVATE DOCK,..., holiday rental in Southampton
BEACHY WATERFRONT HOME WITH DIRECT ACCESS TO PECONIC BAY AND PRIVATE DOCK,..., holiday rental in Southampton
BEACHY WATERFRONT HOME WITH DIRECT ACCESS TO PECONIC BAY AND PRIVATE DOCK,..., holiday rental in Southampton

BEACHY WATERFRONT HOME WITH DIRECT ACCESS TO PECONIC BAY AND PRIVATE DOCK,...

Holiday Rental House
10.1 kilometres from Stony Brook Southampton
4 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Southamp, DogsStayFREE! CozyFireplace,
Waterview, Kayaks, PingPong, holiday rental in Southampton
Southamp, DogsStayFREE! CozyFireplace,
Waterview, Kayaks, PingPong, holiday rental in Southampton
Southamp, DogsStayFREE! CozyFireplace,
Waterview, Kayaks, PingPong, holiday rental in Southampton

Southamp, DogsStayFREE! CozyFireplace, Waterview, Kayaks, PingPong

Holiday Rental House
3.2 kilometres from Stony Brook Southampton
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Designer Southampton House family friendly near Shinnecock Golf Course, holiday rental in Southampton
Designer Southampton House family friendly near Shinnecock Golf Course, holiday rental in Southampton
Designer Southampton House family friendly near Shinnecock Golf Course, holiday rental in Southampton

Designer Southampton House family friendly near Shinnecock Golf Course

Holiday Rental House
6.4 kilometres from Stony Brook Southampton
5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Immaculate garden sanctuary with pool in Southampton, minutes to beaches!, holiday rental in Southampton
Immaculate garden sanctuary with pool in Southampton, minutes to beaches!, holiday rental in Southampton
Immaculate garden sanctuary with pool in Southampton, minutes to beaches!, holiday rental in Southampton

Immaculate garden sanctuary with pool in Southampton, minutes to beaches!

Holiday Rental House
3.4 kilometres from Stony Brook Southampton
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Newly Renovated Southampton Home with Heated Pool, holiday rental in Southampton
Newly Renovated Southampton Home with Heated Pool, holiday rental in Southampton
Newly Renovated Southampton Home with Heated Pool, holiday rental in Southampton

Newly Renovated Southampton Home with Heated Pool

Holiday Rental House
7.9 kilometres from Stony Brook Southampton
3 bedrooms
3 bathrooms
Sleeps 11
Match: Sleeps
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Modern Traditional Waterfront & Waterviews  in Southampton, holiday rental in Southampton
Modern Traditional Waterfront & Waterviews  in Southampton, holiday rental in Southampton
Modern Traditional Waterfront & Waterviews  in Southampton, holiday rental in Southampton

Modern Traditional Waterfront & Waterviews in Southampton

Holiday Rental House
12.2 kilometres from Stony Brook Southampton
4 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Classic townhome with a luxury feel, perfect for relaxing after a day at..., holiday rental in Southampton
Classic townhome with a luxury feel, perfect for relaxing after a day at..., holiday rental in Southampton
Classic townhome with a luxury feel, perfect for relaxing after a day at..., holiday rental in Southampton

Classic townhome with a luxury feel, perfect for relaxing after a day at...

Holiday Rental House
4.5 kilometres from Stony Brook Southampton
4 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Waterfront Beach Cottage with Dock, holiday rental in Southampton
Waterfront Beach Cottage with Dock, holiday rental in Southampton
Waterfront Beach Cottage with Dock, holiday rental in Southampton

Waterfront Beach Cottage with Dock

Holiday Rental House
10.1 kilometres from Stony Brook Southampton
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful Southampton Home Minutes from Beaches, Nature Preserve, Golf..., holiday rental in Southampton
Beautiful Southampton Home Minutes from Beaches, Nature Preserve, Golf..., holiday rental in Southampton
Beautiful Southampton Home Minutes from Beaches, Nature Preserve, Golf..., holiday rental in Southampton

Beautiful Southampton Home Minutes from Beaches, Nature Preserve, Golf...

Holiday Rental House
8.0 kilometres from Stony Brook Southampton
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Southampton Summer Home, holiday rental in Southampton
Southampton Summer Home, holiday rental in Southampton
Southampton Summer Home, holiday rental in Southampton

Southampton Summer Home

Holiday Rental House
7.7 kilometres from Stony Brook Southampton
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Dream Home in SH with heated Pool open from May 19, holiday rental in Southampton
Dream Home in SH with heated Pool open from May 19, holiday rental in Southampton
Dream Home in SH with heated Pool open from May 19, holiday rental in Southampton

Dream Home in SH with heated Pool open from May 19

Holiday Rental House
10.8 kilometres from Stony Brook Southampton
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Holidays in the Hamptons! Chic Beach Home mins from Village, holiday rental in Southampton
Holidays in the Hamptons! Chic Beach Home mins from Village, holiday rental in Southampton
Holidays in the Hamptons! Chic Beach Home mins from Village, holiday rental in Southampton

Holidays in the Hamptons! Chic Beach Home mins from Village

Holiday Rental House
4.8 kilometres from Stony Brook Southampton
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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