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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!

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

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DEAL!! Southampton
Southampton House Rental Picture
  • House Rental Deals and Discounts 5% off = $4,607 per week
  • House Rental Deals and Specials Housekeeping/Electric ($214)
  • bedrooms 3
  • community
  • rental type House
  • sleeps 8
  • baths
  • rates (USD) $900 - $1,500 /nt
    $3,500 - $5,000 /wk
    $12,000 - $18,000 /mth
 
 
 
 
 

1 reviews write a review

2br - 2bath townhouse Canterbury Mews
Southampton Townhome Rental Picture
  • bedrooms 2
  • community Canterbury Mews
  • rental type Townhome
  • sleeps 6
  • baths 2
  • rates (USD) $2,500 /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 - $3,000 /wk
    $3,000 - $15,000 /mth
 
 
 
 
 

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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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9 acres on private pond
Southampton Estate Rental Picture
  • bedrooms 4
  • community
  • rental type Estate
  • sleeps 10
  • baths 3
  • rates (USD) $900 - $2,000 /nt
    $7,000 - $8,000 /wk
    $28,000 - $30,000 /mth
 
 
 
 
 

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New Listing! Fantastic 1BR Apartment in the Hamptons w/Brand New Designer Kitchen, Whirlpool Tub, & Gas Grill - Minutes to Bay or Ocean Beaches!
Southampton Apartment Rental Picture
  • bedrooms 1
  • rental type Apartment
  • sleeps 3
  • baths 1
  • rates (USD) $250 - $350 /nt
    $1,925 /wk
    $3,800 - $10,500 /mth
 
 
 
 
 

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Perfect Southampton Getaway and Family Reunion
Southampton House Rental Picture
  • bedrooms 6
  • rental type House
  • sleeps 12
  • baths
  • rates (USD) $857 - $2,500 /nt
    $6,000 - $11,400 /wk
    $22,000 - $26,000 /mth
 
 
 
 
 

1 reviews write a review

Southampton Escape 4 Bedrooms, 4 Bathrooms, Sleeps 8
Southampton House Rental Picture
  • bedrooms 4
  • rental type House
  • sleeps 9
  • baths 4
  • rates (USD) $750 - $885 /nt
    $28,065 /mth
 
 
 
 
 

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Well Appointed New Construction Convenient To All, And Family Friendly.
Southampton House Rental Picture
  • bedrooms 5
  • rental type House
  • sleeps 14
  • baths
  • rates (USD) $667 - $1,500 /nt
    $20,000 - $45,000 /mth
 
 
 
 
 

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Delightful 3 Bedroom Surrounded by Nature, Heated Pool, Bridge, Jacuzzi
Southampton House Rental Picture
  • bedrooms 3
  • rental type House
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $400 - $600 /nt
    $1,700 /wk
 
 
 
 
 

9 reviews write a review

Southampton House Perfect for Families and Entertaining
Southampton House Rental Picture
  • bedrooms 5
  • rental type House
  • owner badgeowner badge
  • sleeps 12
  • baths
  • rates (USD) $700 - $1,286 /nt
    $2,200 - $5,000 /wk
    $5,000 - $35,000 /mth
 
 
 
 
 

9 reviews write a review

Complete Renovation 2011; Walk to Bay; 5 Mi. to Village
Southampton House Rental Picture
  • bedrooms 4
  • rental type House
  • owner badgeowner badge
  • sleeps 8
  • baths
  • rates (USD) $70 - $450 /nt
 
 
 
 
 

5 reviews write a review

Newly Renovated Hamptons Family Home On 1 Acre; Walk To Water, Minutes To Town
Southampton House Rental Picture
  • bedrooms 5
  • rental type House
  • sleeps 12
  • baths 5
  • rates (USD) $1,143 /nt
 
 
 
 
 

1 reviews write a review

Hamptons Classic - Decorator Home with Solar Heated Pool
Southampton House Rental Picture
  • bedrooms 4
  • rental type House
  • owner badgeowner badge
  • sleeps 13
  • baths 3
  • rates (USD) $1,000 - $3,000 /nt
    $3,000 - $8,700 /wk
    $7,000 - $25,000 /mth
 
 
 
 
 

2 reviews write a review

Soutampton Village-Spacious Sophisticated Home-Contemporary Design-Private Pool
Southampton House Rental Picture
  • bedrooms 2
  • rental type House
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $22,733 /mth
 
 
 
 
 

3 reviews write a review

Architectural Beauty With 2 Master Suits And 2 Guest Rooms
Southampton Estate Rental Picture
  • bedrooms 4
  • rental type Estate
  • sleeps 8
  • baths
  • rates (USD) $15,000 /wk
    $60,000 /mth
 
 
 
 
 

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Location, Privacy & Luxury - Minutes To Ocean
Southampton House Rental Picture
  • bedrooms 4
  • rental type House
  • sleeps 11
  • baths 4
  • rates (USD) $500 - $1,200 /nt
    $15,000 - $36,000 /mth
 
 
 
 
 

2 reviews write a review

Southampton Village ESTATE Section -Bike to Beach, available for Summer 2014
Southampton House Rental Picture
  • bedrooms 4
  • rental type House
  • sleeps 15
  • baths
  • rates (USD) $8,000 - $15,000 /wk
    $30,000 - $50,000 /mth
 
 
 
 
 

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Unique Hampton Waterfront Beach Home With Private Dock
Southampton Cottage Rental Picture
  • bedrooms 3
  • rental type Cottage
  • sleeps 8
  • baths 2
  • rates (USD) $695 - $975 /nt
    $5,500 - $6,625 /wk
 
 
 
 
 

3 reviews write a review

Southampton Water Front Retreat with Dock for 2 Boats Bike to Village
Southampton Cottage Rental Picture
  • bedrooms 5
  • rental type Cottage
  • sleeps 12
  • baths 4
  • rates (USD) $800 - $1,500 /nt
    $8,000 /wk
    $23,200 - $45,000 /mth
 
 
 
 
 

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Secluded Southampton Luxury Estate (288)
Southampton Estate Rental Picture
  • bedrooms 7
  • rental type Estate
  • owner badgeowner badge
  • sleeps 14
  • baths
  • rates (USD) $1,250 - $3,250 /nt
    $4,550 - $15,000 /wk
 
 
 
 
 

2 reviews write a review

Elegant Private Waterfront Villa
Southampton Villa Rental Picture
  • bedrooms 6
  • rental type Villa
  • owner badgeowner badge
  • sleeps 16
  • baths
  • rates (USD) $1,000 - $2,333 /nt
    $10,000 /wk
    $30,000 - $70,000 /mth
 
 
 
 
 

5 reviews write a review

Your Haven in the Hamptons
Southampton Cottage Rental Picture
  • bedrooms 2
  • rental type Cottage
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $467 - $2,000 /wk
    $2,067 /mth
 
 
 
 
 

2 reviews write a review

4 acre property in estate section, 1/4 mile from ocean
Southampton House Rental Picture
  • bedrooms 6
  • rental type House
  • sleeps 11
  • baths 6
  • rates (USD) $17,500 /wk
 
 
 
 
 

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Beautifully Designed, Private Southampton Property Close To All!!
Southampton House Rental Picture
  • bedrooms 4
  • rental type House
  • sleeps 8
  • baths 2
  • rates (USD) $1,143 /nt
    $35,000 /mth
 
 
 
 
 

5 reviews write a review

Lovely, private Southampton home with pool, tennis quick drive to beaches
Southampton House Rental Picture
  • bedrooms 5
  • rental type House
  • sleeps 10
  • baths
  • rates (USD) $35,000 /mth
 
 
 
 
 

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The Southampton Fun House - Sleeps 25+ - Now Booking For 2014!
Southampton House Rental Picture
  • bedrooms 7
  • rental type House
  • owner badgeowner badge
  • sleeps 25
  • baths
  • rates (USD) $500 - $2,000 /nt
 
 
 
 
 

2 reviews write a review

The Southampton Sports Preserve - Amazing Amenities Only A Few Weekends Left!
Southampton House Rental Picture
  • bedrooms 5
  • rental type House
  • sleeps 20
  • baths
  • rates (USD) $500 - $2,000 /nt
 
 
 
 
 

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Beautifully Renovated, Quiet, Private Southampton Getaway
Southampton House Rental Picture
  • bedrooms 6
  • rental type House
  • sleeps 13
  • baths
  • rates (USD) $2,000 /nt
    $10,000 /wk
    $30,000 - $62,000 /mth
 
 
 
 
 

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The Perfect Southampton Summer Rental for Your Vacation
Southampton House Rental Picture
  • bedrooms 5
  • rental type House
  • owner badgeowner badge
  • sleeps 9
  • baths 3
  • rates (USD) $9,250 /wk
 
 
 
 
 

5 reviews write a review

Luxury Hamptons House - Southampton - Great Location!
Southampton House Rental Picture
  • bedrooms 7
  • rental type House
  • sleeps 20
  • baths
  • rates (USD) $1,214 - $3,500 /nt
 
 
 
 
 

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Mediterranean Style House in Southampton
Southampton Villa Rental Picture
  • bedrooms 5
  • rental type Villa
  • sleeps 12
  • baths
  • rates (USD) $1,000 - $7,000 /nt
    $6,000 - $25,000 /wk
 
 
 
 
 

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Stunning and unique property, minutes by foot to Southampton village a
Southampton House Rental Picture
  • bedrooms 5
  • rental type House
  • sleeps 10
  • baths
  • rates (USD) $5,600 - $7,000 /wk
    $26,000 - $28,500 /mth
 
 
 
 
 

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4-Bedroom Architect Lakehouse on Big Fresh Pond
Southampton House Rental Picture
  • bedrooms 4
  • rental type House
  • owner badgeowner badge
  • sleeps 10
  • baths 2
  • rates (USD) $500 /nt
    $7,500 /wk
    $13,000 /mth
 
 
 
 
 

2 reviews write a review