Long Island Vacation Rentals

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Boutique Waterfront Home w Pool in the Heart of North Fork Wine Country

Long Island > North Fork > Southold

House, Bedroom(s): 4, Sleeps: 12

Newly Renovated Waterfront Home w/Pool in Southold, NY

ID#: 933 | Last update: 20-Jul-2023 | 2638 View(s)

$339 - $1,399 /Night

6 Reviews

Beach House with Hot Tub

Long Island > Fire Island > Ocean Bay Park

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

Home away from home family beach retreat.

ID#: 755 | Last update: 23-Jun-2023 | 4505 View(s)

$1,000 /Night

0 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 | 14787 View(s)

$315 - $1,750 /Night

33 Reviews

Contemporary, light and airy home - 5 min walk to 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: 06-Aug-2023 | 1722 View(s)

$1,200 /Night

0 Reviews

Beach House - Fire Island, NY

Long Island > Fire Island > Ocean Bay Park

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

Beach House Contemporary 3 bedroom 2 bath, outdoor shower. Located between the Great South Bay and Atlantic Ocean (1) min to either Ocean or Bay.

ID#: 530 | Last update: 04-Sep-2023 | 15511 View(s)

$600 - $950 /Night

14 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: 25-Jun-2023 | 19163 View(s)

$71 - $1,000 /Night

38 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 | 1234 View(s)

$349 - $1,399 /Night

0 Reviews

4BR+ Newly Renovated Southold Home near Beaches and Vineyards

Long Island > North Fork > Southold

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

This is a newly renovated 4BR+ home in the heart of Southold, just minutes from beautiful beaches and vineyards. A beautiful spot for an escape from it all!

ID#: 884 | Last update: 26-Sep-2023 | 2392 View(s)

$350 - $600 /Night

1 Reviews

Spectacular Mega 3 Story Beach Front home W Private Beach & Pool

Long Island > Sound Beach

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

Leave your worries behind at this luxurious 3 Story Beach Front Home with panoramic views.

ID#: 960 | Last update: 01-May-2023 | 834 View(s)

$1,500 - $2,600 /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: 22-Nov-2023 | 15787 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: 15-Nov-2023 | 4431 View(s)

$583 - $1,080 /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 | 1645 View(s)

$349 - $1,399 /Night

0 Reviews

FIRE ISLAND & BAY SHORE

Long Island > Fire Island

House, Bedroom(s): 4, Sleeps: 12

5 minute walk to Fire Island (FI) Ferry & Main St Bay Shore. Enjoy FI at 60% discount. Available 5/1 - 9/5/23. Multi-week or series of weekends. Text 5162504030

ID#: 776 | Last update: 14-Apr-2023 | 2161 View(s)

$460 /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: 25-Mar-2023 | 19277 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: 25-Mar-2023 | 16639 View(s)

$400 - $615 /Night

52 Reviews

Spacious Home with Waterviews, In-ground Pool & Hot Tub

Long Island > North Fork > Orient Point

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

Perfect location for a relaxing family getaway. Enjoy the North Fork's beaches, award winning vineyards, world renowned fishing charters, pristine golf course.

ID#: 285 | Last update: 22-Dec-2022 | 10999 View(s)

$442 - $630 /Night

6 Reviews

Historic Luxury Seaside Getaway

Long Island > North Fork > New Suffolk

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

This 1883 Historic Home is completely renovated & brilliantly decorated. Located in the heart of New Suffolk.

ID#: 927 | Last update: 23-Nov-2023 | 2190 View(s)

$550 - $1,695 /Night

23 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 | 222 View(s)

$420 - $1,824 /Night

0 Reviews

Contemporary Beach House with Vaulted Ceilings and Lots of Sunshine

Long Island > Fire Island > Ocean Bay Park

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

Great Location for 3 Bedrooms, 2 Full Bathrooms Plus Outside Shower sleeps 8 in 7 Beds, Famly Friendly!!

ID#: 914 | Last update: 16-May-2023 | 1388 View(s)

$650 - $1,625 /Night

7 Reviews

Water View Beach House just steps to Private Sandy Beach

Long Island > North Fork > Southold

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

Newly Renovated 4-Bedroom Ranch just steps away from a private Sandy Beach!

ID#: 762 | Last update: 25-Sep-2023 | 5997 View(s)

$350 - $1,000 /Night

3 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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