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Vacation Rentals in Southampton, New York

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about Southampton

Southampton, New York Vacation Rentals and Tourism

Head out to Southampton, New York, this summer for vacation. Southampton vacation rentals are luxurious and surrounded by the beauty of the area. Spend long summer days enjoying the beach, hiking nature trails, and shopping in the villages of Southampton. Southampton, NY, on the south fork of Long Island, has been a popular summer getaway destination for decades – come, experience it yourself! Your Southampton family vacation home is the perfect home base for hitting the beach or the shops and gives you plenty of room to store beach toys and shopping finds. With so many reasons to choose vacation rentals in Southampton, NY, why even consider hotels?

Southampton rentals are near seven miles of beautiful beaches for swimming, sunbathing and surfing. Explore the nearby islands by raft or canoe. Bicycle around the village or stroll Southampton’s Main Street for souvenirs and restaurants; attend free concerts at Village Park. Tour one of the region’s noted wineries – a great autumn activity, or take in a little Southampton history at the Southampton Historical Museum or the Halsey House, one of the oldest houses in the area, dating back to 1660. Southampton, NY, hosts many annual events; check out the Bridgehampton Antiques Show, Annual House and Garden Tour, Water Mill’s Classic Car Expo and other vintage car shows, to name a few. There’s always something going on in Southampton, including concert headliners, arts and crafts fairs and charity galas.

Plan a classic summer getaway to Southampton, New York, and experience the charms that have drawn the rich and famous for years. Book your vacation beach house in Southampton today for a relaxing and affordable vacation your whole family will love.

Southampton Vacation Rental Deals

Don't be intimidated by hotel prices—if you want to take a vacation to Southampton, check out Southampton discount vacation rentals for last minute deals, and all around good prices on homey, luxurious condos, town homes, and beach houses.  Choose from a wide variety of roomy-but still budget friendly Southampton accommodation options for a way to enjoy your Southampton vacation. We accommodate groups of any size so none of your family will miss out.  And just think; you'll have more money to spend having fun and less time being stressed if you choose cheap Southampton vacation rentals!

more destinations

Check out more areas which feature homes, villas, cabins, cottages, or condos.

Southampton things to do

 

Cooper's Beach

Real deal. Beautiful 'granulated sugar' sand, big waves, (relatively) small crowds, and no cig butts to be found anywhere. One star off for the $40 parking,...read more

 

Ananda Yoga Center

I'm always conflicted at giving out five stars, but this is--as Yelp emphasizes--as good as it gets. This studio is a great combination of old and new...read more

 

Rotations Bicycle Center

As a local resident of Southampton, it really bugs me that we do not have a small town bike shop. What I am saying is that this place cater's to the...read more

 

Southampton Village Cooper's Beach

Beautiful, nice, very very clean, easy to access, and not to crowded. Overall one of the best beaches I've been too. Though I hear it can get crowded when...read more

 

Arthur T. Kalaher Fine Art

The two Arthur T. Kalaher Fine Art Galleries are located on the East End of Long Island in the historic villages of Southampton and Sag Harbor, New York....read more

 

Capri

So I have not been to Capri in Southern Italy, but I did make my way to Capri in East Hampton. Doctor ordered me to some R&R and Capri was my medicine....read more

 

Keszler Gallery

I am a big fan of art and must say this place always amazes me with some of the pictures and art he has! The owner is also super-friendly and goes into...read more

 

Shinnecock Hills Golf Club

If you're considering playing here, you don't need my review. Shinnecock Hills Golf Course is one of the premier courses in the country. It hosted the US...read more

 

Southampton Golf Range

Great driving range, plus a batting cage and a pitch n putt for the kiddies. Owned by the same family for like 40 years, they are wonderful people. Moderate...read more

 

Bathing Corp of Southampton

Ha. So the Bathing Corp is a private club on the ocean at the South end of Lake Agawam in Southampton Village. They have beach access, lockers, food, a...read more

 

Parish Art Museum

Hate to say this because I like to support museums, however... small, not much in there. Extra star for gift shop and kind staff. Outer grounds nicer than...read more

 

United Artists Southampton Theatre

Many a movie I've seen here, on a lifeless, rainy winter night in SH. Between SH and HB, the two theaters cover pretty much all the big flicks, so you never...read more

 

Radu Physical Culture

Hello McFly....Are you there McFly??? This place is Out Of Business for over TWO years now. It's been taken over by another Gym facility which seems to be...read more

 

Day & Night Beach Club

I went there for dinner this weekend with a large group. Personally it was not good. We had a cold seafood appetizer set up for us. It was $120 for a cold...read more

 

Duckwalk Vineyards

Duckwalk Vineywards didn't give me the real vineyard feel. I have been to many wineries in the past and this was geared towards the drinkers and partiers,...read more

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DEAL!! Newly Renovated Victorian Walk To Beach
Southampton House Rental Picture
  • House Rental Deals and Discounts $500 off = $3,000 per week
  • bedrooms 3
  • community Southampton Shores
  • rental type House
  • sleeps 7
  • baths 2
  • rates (USD) $3,000 - $3,500 /wk
    $10,000 - $13,500 /mth
 
 
 
 
 

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Wonderful Waterviews, Very Private with Swimming Pool
Southampton House Rental Picture
  • bedrooms 5
  • community Sandringham Beach
  • rental type House
  • sleeps 10
  • baths
  • rates (USD) $2,200 - $6,500 /wk
    $5,000 - $24,000 /mth
 
 
 
 
 

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Beach house dream - near Sebonack, Shinnecock
Southampton House Rental Picture
  • bedrooms 4
  • community Peconic Crescent
  • rental type House
  • sleeps 8
  • baths 2
  • rates (USD) $3,500 - $4,000 /wk
 
 
 
 
 

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Southampton Waterfront Luxury Hamptons Rental
Southampton House Rental Picture
  • bedrooms 6
  • community
  • rental type House
  • sleeps 16
  • baths 4
  • rates (USD) $1,000 - $2,200 /nt
    $3,000 - $6,800 /wk
 
 
 
 
 

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Southampton Summer Get- Away
Southampton House Rental Picture
  • bedrooms 3
  • community
  • rental type House
  • sleeps 6
  • baths 2
  • rates (USD) $650 - $700 /nt
    $495 - $650 /wk
    $395 - $600 /mth
 
 
 
 
 

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Sebonac Get Away
Southampton House Rental Picture
  • bedrooms 5
  • community
  • rental type House
  • sleeps 10
  • baths 3
  • rates (USD) $4,700 - $7,500 /wk
    $20,000 - $24,000 /mth
 
 
 
 
 

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Hamptons Retreat
Southampton House Rental Picture
  • bedrooms 3
  • community
  • rental type House
  • sleeps 7
  • baths 2
  • rates (USD) $4,250 - $4,250 /wk
    $15,000 - $16,500 /mth
 
 
 
 
 

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9 acres on private pond
Southampton House Rental Picture
  • bedrooms 4
  • community
  • rental type House
  • sleeps 10
  • baths 3
  • rates (USD) $8,000 - $8,000 /wk
    $28,000 - $28,000 /mth
 
 
 
 
 

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Stunning Waterfront Beach House
Southampton House Rental Picture
  • bedrooms 3
  • community
  • rental type House
  • sleeps 5
  • baths 2
  • rates (USD) $300 - $500 /nt
    $2,100 - $3,500 /wk
    $6,000 - $12,000 /mth
 
 
 
 
 

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Southampton Village 3 bedroom house
Southampton House Rental Picture
  • bedrooms 3
  • community
  • rental type House
  • sleeps 8
  • baths 2
  • rates (USD) $400 - $800 /nt
    $2,500 - $3,500 /wk
    $8,000 - $10,000 /mth
 
 
 
 
 

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Quiet cottage on lake with private dock
Southampton House Rental Picture
  • bedrooms 2
  • community North Sea
  • rental type House
  • sleeps 4
  • baths 1
  • rates (USD) $300 - $500 /nt
    $1,500 - $2,500 /wk
    $2,000 - $15,000 /mth
 
 
 
 
 

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Shinnecock/Southampton
Southampton House Rental Picture
  • bedrooms 3
  • community
  • rental type House
  • sleeps 6
  • baths
  • rates (USD) $900 - $1,500 /nt
    $3,000 - $5,000 /wk
    $12,000 - $18,000 /mth
 
 
 
 
 

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The Enclave Inn
Southampton Hotel Rental Picture
  • bedrooms 1
  • community
  • rental type Hotel
  • sleeps 3
  • baths 1
  • rates (USD) $79 - $425 /nt
    $300 - $2,400 /wk
    $800 - $10,000 /mth
 
 
 
 
 

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Southampton, NY Fall & Winter Rental
Southampton House Rental Picture
  • bedrooms 4
  • community
  • rental type House
  • sleeps 10
  • baths 3
  • rates (USD) $200 - $500 /nt
    $1,500 - $8,000 /wk
 
 
 
 
 

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Southhampton Charming House On Lake
Southampton House Rental Picture
  • bedrooms 4
  • community
  • rental type House
  • sleeps 10
  • baths 2
  • rates (USD) $350 - $600 /nt
 
 
 
 
 

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Bellows
Southampton House Rental Picture
  • bedrooms 4
  • community Southampton Village
  • rental type House
  • sleeps 10
  • baths 7
  • rates (USD) $3,000 - $8,000 /wk
 
 
 
 
 

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Great Home for the Whole Family
Southampton House Rental Picture
  • bedrooms 8
  • community
  • rental type House
  • sleeps 30
  • baths 5
  • rates (USD) $1,000 - $1,000 /nt
 
 
 
 
 

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