Long Island Vacation Rentals

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Chalet-by-the-Sea

Long Island > Fire Island > Kismet

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

House, 4 Bedrooms, 2 Baths, sleeps 8.

ID#: 661 | Last update: 09-May-2024 | 7410 View(s)

$500 - $1,000 /Night

3 Reviews

Pet Friendly, Bayfront Retreat Close to Restaurants & Shops

Long Island > Fire Island > Ocean Beach

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

Ocean Beach 5-Bedroom 2 Bathroom, Coastal Living close to town's dining & shopping.

ID#: 839 | Last update: 28-Mar-2024 | 4503 View(s)

$900 - $1,450 /Night

11 Reviews

Waterfront Family Friendly 6 Bedroom 4 Bath Seclude 3 Acre Estate w Pool & Hot Tub

Long Island > Hamptons > Westhampton

House, Bedroom(s): 6, Sleeps: 12

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

ID#: 467 | Last update: 01-Oct-2022 | 15194 View(s)

$315 - $1,750 /Night

33 Reviews

OCEAN VIEW - 4 Bedroom - 2 Bathroom Brilliant Beach Home

Long Island > Hamptons > Montauk

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

New completely refurbished beach house with one of the best views in Montauk - ocean view from all rooms. Spacious park like setting.

ID#: 896 | Last update: 30-Apr-2024 | 2612 View(s)

$500 - $1,200 /Night

21 Reviews

Southampton Retreat: Heated Pool, Hot Tub, Near Beach

Long Island > Hamptons > Southampton

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

Welcome to your ultimate peaceful and luxurious getaway in Southampton!

ID#: 1014 | Last update: 05-Sep-2023 | 296 View(s)

0 Reviews

Steve's Place: Heated Pool, 3BR Southold Home, Beach

Long Island > North Fork > Southold

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

Everything you would possibly need and want for a wonderful stay is here!

ID#: 1020 | Last update: 11-Mar-2024 | 1810 View(s)

$431 - $1,019 /Night

0 Reviews

Large Modern North Fork Barn:Vineyards in backyard, Harbes Farms

Long Island > North Fork > Mattituck

Barn, Bedroom(s): 3, Sleeps: 14

Family, Couples, Friends: Beach, Farm, Wine, and Craft Beer Country.

ID#: 611 | Last update: 31-Aug-2023 | 2194 View(s)

0 Reviews

'The Gate House' on Beach front Estate

Long Island > North Fork > Greenport

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

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

ID#: 269 | Last update: 24-Apr-2024 | 19738 View(s)

$71 - $1,000 /Night

38 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 | 774 View(s)

$424 - $1,443 /Night

0 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 | 674 View(s)

$579 - $1,545 /Night

0 Reviews

Summer Retreat w Dock on Inlet has Activities for All from Kayaks to Vineyards

Long Island > North Fork > Mattituck

House, Bedroom(s): 6, Sleeps: 16

Tucked away on the Mattituck inlet on the North Fork of Long Island, most of our guests don't even know there are houses where our home is located.

ID#: 934 | Last update: 22-May-2023 | 1590 View(s)

$349 - $1,399 /Night

0 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 | 494 View(s)

$381 - $1,025 /Night

0 Reviews

Seaside Stay: Waterfront with Views & Beach Access

Long Island > North Fork > Wading River

Cottage, Bedroom(s): 1, Sleeps: 2

Beach Cottage is a 1 bedroom studio that sleeps up to 2 people and has a sofa bed, a full kitchen, and a full bathroom. Perfect little getaway!

ID#: 1005 | Last update: 05-Sep-2023 | 395 View(s)

0 Reviews

Stylish Sunset Retreat: Near Beach, Pool, Hot Tub

Long Island > North Fork > Wading River

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

The beach is a 2-minute drive away or 10 minutes on a walk. Take advantage of the kayaks, paddle boards, and fishing poles to immerse in the beach experience.

ID#: 1013 | Last update: 03-Feb-2024 | 10343 View(s)

0 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 | 8828 View(s)

$350 - $1,333.33 /Night

8 Reviews

Sag Harbor 1.5 acre Private Oasis with Beach Access

Long Island > Hamptons > Sag Harbor

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

Sag Harbor Private 1.5acre Oasis with access to all private resident beaches. Special Offer- July 27- Labor Day based on select dates and length of stay.

ID#: 738 | Last update: 25-Apr-2024 | 8726 View(s)

$1,150 - $1,850 /Night

10 Reviews

This beach house has amazing views secluded steps to the beach!

Long Island > North Fork > Baiting Hollow

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

3 Bedrooms, 1.5 Baths, Sleeps 6

ID#: 739 | Last update: 15-Dec-2021 | 2492 View(s)

$444 - $518 /Night

3 Reviews

Lake Panamoka Bliss: 3BR High End Home, Lakeside, Pristine Views

Long Island > North Fork

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

A true little hidden gem in a quiet neighborhood.

ID#: 1023 | Last update: 04-Sep-2023 | 493 View(s)

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: 04-May-2024 | 16677 View(s)

$490 - $1,835 /Night

8 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 | 5046 View(s)

$641 - $1,190 /Night

10 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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