Hamptons Vacation Rentals

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Montauk House with Lake View

Long Island > Hamptons > Montauk

House, Bedroom(s): 4, Sleeps: 8

Main house

ID#: 303 | Last update: 01-Mar-2026 | 7252 View(s)

$450 - $1,150 /Night

63 Reviews

Stylish East Hampton Village Retreat- Heated Pool and Sauna, Steps to Village

Long Island > Hamptons > East Hampton

House, Bedroom(s): 3, Sleeps: 6

Experience tranquility & convenience in the heart of East Hampton Village. Take morning strolls to cafes & boutiques. Return home to relax by the pristene pool.

ID#: 155 | Last update: 06-Apr-2026 | 4164 View(s)

$700 - $2,375 /Night

34 Reviews

Glorious Sunset Strolls & Poolside Perfection Await!

Long Island > Hamptons > East Hampton

House, Bedroom(s): 4, Sleeps: 8

4 bedrooms (2 ensuite), 3 full bathrooms, 1 half bath, sleeps 8, heated pool

ID#: 185 | Last update: 24-May-2026 | 7178 View(s)

$650 - $2,000 /Night

10 Reviews

East Hampton Designer Gem in Private Clearwater Beach Association with pool!

Long Island > Hamptons > East Hampton

House, Bedroom(s): 3, Sleeps: 8

Beautiful newly renovated home with a pool located in private Clearwater Beach!

ID#: 870 | Last update: 25-Jan-2026 | 4623 View(s)

$400 - $1,300 /Night

1 Reviews

HAMPTONS RETREAT *POOL & HOT TUB*

Long Island > Hamptons > East Quogue

House, Bedroom(s): 3, Sleeps: 7

3 bedrooms, 2 full bathrooms, sleeps 7

ID#: 560 | Last update: 03-Mar-2025 | 11617 View(s)

$600 - $800 /Night

13 Reviews

Perfect Southampton Village Getaway

Long Island > Hamptons > Southampton

House, Bedroom(s): 3, Sleeps: 6

3 bedroom, 3 full bath

ID#: 191 | Last update: 06-Jul-2026 | 12569 View(s)

$550 - $645 /Night

12 Reviews

Waterfront Family Friendly 6 Bedroom 4 Bath Pool & Hot Tub FREE EV CHARGING

Long Island > Hamptons > Westhampton

House, Bedroom(s): 6, Sleeps: 14

Large Well Maintained Spacious Home W/ Pool & Hot Tub Great Reviews

ID#: 467 | Last update: 20-Apr-2025 | 16570 View(s)

$315 - $1,750 /Night

56 Reviews

Southampton 4BR | Pool, Game Room, Near Shinnecock

Long Island > Hamptons > Southampton

House, Bedroom(s): 4, Sleeps: 10

4 Bedrooms, 3.5 Baths, Sleeps 10

ID#: 220 | Last update: 04-Jun-2026 | 19735 View(s)

$500 - $2,500 /Night

31 Reviews

Poppy’s Hampton House | 3BR + Bonus | Near Beach

Long Island > Hamptons > Hampton Bays

House, Bedroom(s): 3, Sleeps: 6

Newly full-renovated with 3 bedrooms and 2 bathrooms and comes with a bonus room with queen sofa.

ID#: 1016 | Last update: 30-Apr-2026 | 2227 View(s)

$290 - $1,824 /Night

9 Reviews

Montauk Beach House Walking Dist to Private Beach and Montauk Harbor

Long Island > Hamptons > Montauk

House, Bedroom(s): 4, Sleeps: 10

4 Bedroom/3 Bathrooms plus Stone Outdoor Shower. House Sleeps 8 People privately

ID#: 393 | Last update: 22-Mar-2026 | 21720 View(s)

$950 - $1,000 /Night

23 Reviews

Luxurious Oceanfront 8BR Home with Pool+Jacuzzi. Last Minute Deals Available! 917.940.2922

Long Island > Hamptons > Westhampton Beach

House, Bedroom(s): 8, Sleeps: 16

8 Bedrooms, 6 + 2 1/2 Baths, (Sleeps 16); 2 master suites, 2nd floor Living Rm; edgeless infinity glass railings; Generator (the ultimate travel insurance) !

ID#: 296 | Last update: 20-Apr-2026 | 27389 View(s)

$1,500 - $5,500 /Night

48 Reviews

Hilltop Haven in Montauk, Family & Pet Friendly, Designer Digs, Walk to Ocean & Town

Long Island > Hamptons > Montauk

House, Bedroom(s): 4, Sleeps: 9

Renovated Modern Farmhouse with pool, Super Private, Family & Pet Friendly, Comfortable, Clean & Fully Stocked w/ All You Need!

ID#: 138 | Last update: 08-Jul-2026 | 17274 View(s)

$700 - $3,500 /Night

24 Reviews

4 bedroom 2.5 bathroom AC Decks Pvt Beach HotTubFirePit

Long Island > Hamptons > Montauk

House, Bedroom(s): 4, Sleeps: 8

Walk To Private Beach

ID#: 1097 | Last update: 12-Jan-2026 | 2945 View(s)

$450 - $1,250 /Night

15 Reviews

Beautiful Sag Harbour Village - Heated pool 5 min walk to BeachRestaurantMuseum

Long Island > Hamptons > Sag Harbor

House, Bedroom(s): 3, Sleeps: 6

Pristine 3-bedroom house with heated pool & central air. Short walk to bay beach

ID#: 832 | Last update: 15-May-2025 | 3182 View(s)

$2,000 - $2,500 /Night

10 Reviews

5 min walk to Beach Restaurants Museums - Village House with large backyard

Long Island > Hamptons > Sag Harbor

House, Bedroom(s): 4, Sleeps: 8

Our Sag Harbor vacation rental is ONLY two minutes away from the beach!

ID#: 833 | Last update: 15-May-2025 | 2306 View(s)

$1,300 - $1,500 /Night

2 Reviews

Beautiful House with Private Beach Access - Rental Registry Cert #23-1,120

Long Island > Hamptons > Montauk

House, Bedroom(s): 5, Sleeps: 12

Beautiful, spacious five bedroom, three full bath in Culloden Shores with private beach access is the ideal family rental! Walk to beach and Montauk Harbor.

ID#: 1104 | Last update: 21-Jan-2026 | 1107 View(s)

$600 - $1,050 /Night

25 Reviews

Think Big Blue Skies, 4 Bedroom, 4 Bath Water Mill

Long Island > Hamptons > Southampton

House, Bedroom(s): 4, Sleeps: 8

This rental doesn't come on the market very often, as usually leases turn into long term leases.

ID#: 1132 | Last update: 28-Jun-2026 | 400 View(s)

$500 - $1,933.33 /Night

11 Reviews

Luxury 8Bdrm Oceanfront Last Minute Deals! Pool & Hot Tub wOceanview. Rose 201-888-1170

Long Island > Hamptons > Westhampton Beach

House, Bedroom(s): 8, Sleeps: 16

Luxurious 8BR Oceanfront Property - Sleeps 16, Great for family vacations

ID#: 616 | Last update: 16-Jul-2025 | 12837 View(s)

$1,500 - $6,000 /Night

14 Reviews

Contemporary, light and airy home - steps away from the bay - heated pool

Long Island > Hamptons > East Hampton

House, Bedroom(s): 3, Sleeps: 6

At the end of a quiet cul de sac is this airy, contemporary house - 3 king bedrooms, 3 bath with pool and short walk to the bay. Central a/c and washer/dryer.

ID#: 936 | Last update: 05-Mar-2026 | 3689 View(s)

$800 - $1,200 /Night

0 Reviews