Vacation Rentals in Southampton, New York

50 Properties Available

Private vacation home

Contemporary Residence on .43 Acres, Spacious Indoor and Outdoor Living...

$11145 / night

View Details

Private vacation home

GORGEOUS, 10K SF PRIVATE VILLA - Seasonal rental only.

$6809 / night

View Details

Private vacation home

US Golf Open - Charming Southampton waterfront minutes from Shinnecock Golf Club

$6529 / night

View Details

Private vacation home

Newly Constructed Luxury Southampton Village Estate- Walk to town!

$6393 / night

View Details

Private vacation home

Luxurious Atterbury Hills Southampton Home with Pool. Private Beach Access

$4036 / night

View Details

Private vacation home

Southampton Village Charmer - South of Highway

$3417 / night

View Details

Private vacation home

Newly-Renovated Southampton Cottage, Open Floor Plan, Great Room with...

$3322 / night

View Details

Private vacation home

Southampton Luxury- Heated Pool, Spa, Putting Green, Walk to Beach & Tennis/PB

$2832 / night

View Details

Private vacation home

Luxurious, private, very comfortable Shinnecock Hills home minutes from US Open

$2683 / night

View Details

$Modern Southampton \/ Watermill Home$ Private vacation home

Modern Southampton \/ Watermill Home

$2628 / night

View Details

Private vacation home

Home in Southampton

$2560 / night

View Details

Private vacation home

Southampton Home - Farm Views and Close Proximity to Village

$2411 / night

View Details

Private vacation home

IN THE ViILLAGE OF SOUTHAMPTON POOL,TENNIS,PICKLEBALL COURTS BEACH CHAIRS&BIKES

$2400 / night

View Details

Private vacation home

Modern & New 4 Bedroom Home in Southampton with pool. Walk to Beach!

$2282 / night

View Details

Private vacation home

Peaceful Southampton retreat

$2271 / night

View Details

Private vacation home

Amazing waterfront, heated pool, jacuzzi, lg waterside lawn, close to everything

$2176 / night

View Details

Private vacation home

Southampton Village Luxury Retreat

$2160 / night

View Details

$5 BR House; 1 Acre Property; Newly Renovated ; Minutes to town\/beach$ Private vacation home

5 BR House; 1 Acre Property; Newly Renovated ; Minutes to town\/beach

$2040 / night

View Details

Private vacation home

Spacious 5-Bedroom, 4.5 Bath Beach House in Enchanting Village of Southampton

$2021 / night

View Details

Private vacation home

Traditional, modern-modern-style home with a private, heated pool,...

$2013 / night

View Details

Private vacation home

Designer Southampton House family friendly near Shinnecock Golf Course

$1993 / night

View Details

Private vacation home

Newly renovated Southampton Village mini-complex

$1946 / night

View Details

$Southampton Newly-renovated Home \/ Heated Pool!$ Private vacation home

Southampton Newly-renovated Home \/ Heated Pool!

$1923 / night

View Details

Private vacation home

Summer Rental with Private Heated Pool &Tennis Near Beach & Village

$1892 / night

View Details

Private vacation home

Coastal Cabana minutes to village ocean beaches.

$1853 / night

View Details

Private vacation home

Hamptons Home Near Beaches w/ Pool & Water Views!

$1780 / night

View Details

Private vacation home

Southampton Shinnecock Bay View, Salt Water Pool, Modern Architecture House

$1653 / night

View Details

Private vacation home

Stunning Waterfront Home on Peconic Bay, Gorgeous Sunsets, Private Dock

$1587 / night

View Details

Private vacation home

Just renovated, Amazing oasis, heated pool-spa, between Sag Harbor -Southampton

$1536 / night

View Details

Private vacation home

Southampton Private Retreat is on the market for sale.

$1525 / night

View Details

Private vacation home

Southampton Beach House Close Proximity to the U.S. Open

$1503 / night

View Details

Private vacation home

Charming Cape Cod in Southampton

$1490 / night

View Details

Private vacation home

Serene, Luxurious Southampton Village Escape That's Close to Everything

$1471 / night

View Details

Private vacation home

Wooded Oasis and Guest House in Hamptons!

$1454 / night

View Details

Private vacation home

Classic Hamptons retreat; large yard and pool near town and the beach!

$1421 / night

View Details

$Avail 8\/28-9\/15! Quiet, large new deck, private pool + big garden, near Beach! \n$ Private vacation home

Avail 8\/28-9\/15! Quiet, large new deck, private pool + big garden, near Beach! \n

$1382 / night

View Details

Private vacation home

Gorgeous Southampton Village Charmer, French Country Style

$1357 / night

View Details

$Southamp Waterview DogsStayFREE! \nPrivate Pool, Kayaks, PingPong$ Private vacation home

Southamp Waterview DogsStayFREE! \nPrivate Pool, Kayaks, PingPong

$1349 / night

View Details

Private vacation home

Southampton sanctuary with resort-style pool, lush grounds, and spacious...

$1287 / night

View Details

Private vacation home

New Construction Modern Luxury Retreat w 6 Beds

$1277 / night

View Details

Private vacation home

Golf Retreat w/ Heated Pool · Southampton

$1232 / night

View Details

Private vacation home

Southampton Village So of Hwy; water View PREMIER HOST

$1211 / night

View Details

Private vacation home

Rove Travel | Oceanstone | Villa w/ Beach Access

$1206 / night

View Details

Private vacation home

4-bedroom house in North Sea Southampton with Private lake property

$1199 / night

View Details

Private vacation home

Fantastic 6-bedroom house with heated saltwater pool in Southampton

$1174 / night

View Details

Private vacation home

10 minutes to Coopers beach. Stylish Southampton Retreat on 1.6 acres with deck.

$1159 / night

View Details

Private vacation home

Southampton Luxury Estate with Pool, Sunset Bay Views & Resort-Style Backyard

$1120 / night

View Details

Private vacation home

Surrounded by Protective Reserves, Steps to Marina Bay Beach, Golf Courses...

$1086 / night

View Details

Private vacation home

Southampton - Plush, perfect and private!

$1060 / night

View Details

Private vacation home

Sweet Retreat: Private Pool, Outdoor Jacuzzi, Beach

$1045 / night

View Details