Long Island Vacation Rentals

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Soundview Beach House: 4BR,Panoramic Views 1.5hrsNYC, Sits Directly on beach

Long Island > North Fork > Wading River

House, Bedroom(s): 3, Sleeps: 10

3 Bedrooms, 1 Bath, Sleeps 10

ID#: 209 | Last update: 13-Mar-2024 | 4677 View(s)

$441 - $1,781 /Night

18 Reviews

Sprawling Southampton home with pool & jacuzzi room for entire family

Long Island > Hamptons > Southampton

House, Bedroom(s): 4, Sleeps: 14

4 Bedrooms, 3.5 Baths, Sleeps 14

ID#: 220 | Last update: 08-Dec-2021 | 18084 View(s)

$500 - $2,500 /Night

11 Reviews

Walk to Breakwater Beach in Heart of Wine Country

Long Island > North Fork > Mattituck

House, Bedroom(s): 2, Sleeps: 6

Beaches, wineries, and Love Lane all just minutes away!

ID#: 938 | Last update: 30-Mar-2024 | 2053 View(s)

$495 - $995 /Night

29 Reviews

Steps from the Beach- dog-friendly, outdoor shower, renovated kitchen and master bedroom

Long Island > Fire Island > Ocean Beach

House, Bedroom(s): 5, Sleeps: 10

This super bright and beach-themed home is located in the Ocean Beach Village on Fire Island and only two-hundred feet from the water.

ID#: 897 | Last update: 23-Jan-2024 | 8165 View(s)

$350 - $1,333.33 /Night

8 Reviews

Peconic Sound Beach Home: Backyard & Vineyards

Long Island > North Fork > Peconic

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

Lovely Beach Front Home in Mattituck Southold is a quaint beach cottage that has a charming allure.

ID#: 1021 | Last update: 11-Mar-2024 | 691 View(s)

$424 - $1,443 /Night

0 Reviews

BEAUTIFUL BEACH ESCAPE 10 MINS TO WEST H BEACH VILLAGE | New York

Long Island > Hamptons > East Moriches

House, Bedroom(s): 6, Sleeps: 8

Beautiful, private BEACH ESCAPE, 6 Bd, 5 baths, near West Hampton Beach Village

ID#: 899 | Last update: 26-Dec-2023 | 2483 View(s)

$795 - $13,000 /Night

0 Reviews

Classic Southampton Home: 5BR, Pool,Jacuzzi, Cooper's Beach

Long Island > Hamptons > Southampton

House, Bedroom(s): 5, Sleeps: 10

5 Bedrooms, 3 Baths, Sleeps 12

ID#: 218 | Last update: 30-Aug-2023 | 7365 View(s)

$600 - $2,500 /Night

15 Reviews

Hamptons Oasis: Pool, Hot Tub, & Volleyball Court

Long Island > Hamptons > Hampton Bays

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

Experience the best of North Fork with a stay in this 2000 square foot home that has 4 bedrooms and 2.5 bathrooms.

ID#: 1015 | Last update: 04-Sep-2023 | 479 View(s)

$381 - $1,025 /Night

0 Reviews

Sag Harbor 1.5 acre Private Oasis with Beach Access

Long Island > Hamptons > Sag Harbor

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

Sag Harbor Private 1.5acre Oasis with access to all private beaches. Special Offer for select dates in June

ID#: 738 | Last update: 25-Jan-2024 | 8616 View(s)

$1,150 - $1,850 /Night

10 Reviews

Luxury Beach Cottage Wineries, Shopping & the Hamptons

Long Island > North Fork > Wading River

Cottage, Bedroom(s): 1, Sleeps: 4

1 Bedroom, 1 Bath, Sleeps 4

ID#: 203 | Last update: 29-Aug-2023 | 5949 View(s)

$104 - $362 /Night

11 Reviews

Charming, Renovated Island Cottage - Shelter Island License #: 012-2017

Long Island > Hamptons > Shelter Island

Cottage, Bedroom(s): 2, Sleeps: 4

House, 2 Bedrooms + Convertible bed(s), 1 Bath, (Sleeps 4)

ID#: 373 | Last update: 14-Feb-2024 | 8881 View(s)

$250 - $330 /Night

16 Reviews

Large Luxurious Estate heated Pool Hugh Fen Yard Beach The Lindsey

Long Island > North Fork > Wading River

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

4 Bedrooms, 3 Baths, Sleeps 10

ID#: 740 | Last update: 29-Aug-2022 | 3196 View(s)

$591 - $960 /Night

0 Reviews

Secluded, great bay views, great for families, close friends

Long Island > Fire Island > Kismet

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

Now renting for 2024 in Beautiful Kismet.

ID#: 93 | Last update: 12-Apr-2024 | 16556 View(s)

$490 - $1,835 /Night

8 Reviews

Lakeside Haven: Private Dock, Water Views

Long Island > North Fork > Mattituck

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

Beautiful Long Island Sound Beach with incredible sunsets.

ID#: 1018 | Last update: 15-Mar-2024 | 655 View(s)

$579 - $1,545 /Night

0 Reviews

Sea Breeze Paradise: Beachfront & Panoramic Views

Long Island > North Fork > Southold

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

3 Bedrooms, 2 Baths, Sleeps 7

ID#: 610 | Last update: 01-Sep-2023 | 6151 View(s)

$500 - $2,027 /Night

5 Reviews

Fully Renovated 5-star Rating Beach House in Seaview, Fire Island

Long Island > Fire Island > Seaview

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

House, 4 Bedrooms, 2 Baths, (Sleeps 8)

ID#: 748 | Last update: 27-Jan-2024 | 5009 View(s)

$641 - $1,190 /Night

10 Reviews

Newly Renovated Waterfront Home with Pool in the heart of North Fork

Long Island > North Fork > Mattituck

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

4 Bedroom 3 Bathroom Waterfront Home w/ Pool

ID#: 935 | Last update: 24-May-2023 | 1928 View(s)

$349 - $1,399 /Night

0 Reviews

Poppy's Hampton House: Large Yard,Beach,Newly Renovated,Restaurants

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: 04-Sep-2023 | 788 View(s)

$420 - $1,824 /Night

0 Reviews

Beach and waterfront Estate - One of a Kind Vacation House

Long Island > North Fork > Greenport

House, Bedroom(s): 5, Sleeps: 10

Beach House Rental, 5 Bedrooms + Sleeping Porch, 3 Baths, (Sleeps 8-10)

ID#: 267 | Last update: 09-Mar-2024 | 19982 View(s)

$257 - $3,000 /Night

24 Reviews

Pet Friendly, Charming Bay View Cottage Close to Shops and Restaurants

Long Island > Fire Island > Ocean Beach

Cottage, Bedroom(s): 2, Sleeps: 5

This fully renovated cottage is perfectly located just one house off the Great South Bay & a 2-minute walk to Fine Seaside Restaurants, Markets & Shopping

ID#: 176 | Last update: 28-Mar-2024 | 17214 View(s)

$400 - $615 /Night

52 Reviews

Vacation Rentals In Long Island|New York Rental By owner

Discover and Explore Long Island

DISCOVER AND EXPLORE LONG ISLAND Anchored in the Atlantic Ocean just southeast of New York City is the East Coast gem of Long Island. Though perhaps best known for its vineyards and vast array of lavish summer vacation rental homes, Long Island is not only a haven for the celebrated rich and famous. With its wealth of white-sand beaches, sky-high surf and Eastern coastal charm, both shores of Long Island attract flocks of regulars and tourists alike, particularly in the warmer months. Set apart by its distinct blue, green and white color palate, Long Island is a summer vacation destination with a long nautical history, perfect for the seafaring soul.

Long Island Areas: Orient Point - I s perched on the very northern tip of the North Fork of Long Island. Accessible by automobile but most frequently by ferry from New London across the Sound, Orient is a sleepy... Read more

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