Long Island Vacation Rentals

Luxurious Beach House--Wineries, Farms, The Hamptons (Mermaid Inn)
Long Island > North Fork > Wading River
House, Bedroom(s): 5, Sleeps: 12
5 Bedrooms, 3 Baths, Sleeps 12
$276 - $906 /Night
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
$1,150 - $1,850 /Night
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
$591 - $960 /Night
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)
$250 - $330 /Night
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.
$490 - $1,835 /Night
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)
$641 - $1,190 /Night
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
$349 - $1,399 /Night
THE STELLA BEACH HOUSE: BEACHFRONT & AMAZING VIEWS
Long Island > North Fork > Wading River
House, Bedroom(s): 3, Sleeps: 6
3 Bedrooms, 2 Baths, Sleeps 6
$208 - $786 /Night
The Lindsay Luxurious Estate: Heated Pool, Hot tub, Huge Yard
Long Island > North Fork > Wading River
Estate, Bedroom(s): 4, Sleeps: 9
This Large Luxurious home was purchased in 2021, and lots of work was done to make this the perfect summer getaway!
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)
$257 - $3,000 /Night
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
$400 - $615 /Night
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.
Once Upon a Tide: True Beach House, beachfront! NEW RENOVATIONS
Long Island > North Fork > Wading River
House, Bedroom(s): 4, Sleeps: 10
4 Bedrooms, 3 Baths, Sleeps 10
$600 - $2,362 /Night
Coastal Retreat: Waterfront, Deck, Awesome Views
Long Island > North Fork > Wading River
House, Bedroom(s): 3, Sleeps: 7
This waterfront property offers a seamless blend of sophistication, comfort, and natural beauty.
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.
$550 - $2,395 /Night
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
$104 - $362 /Night
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.
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
$650 - $5,950 /Night
Lagoon Lodge: North Fork,Charming 3Br, Waterfront, near Greenport, WIFI
Long Island > North Fork > East Marion
Lodge, Bedroom(s): 3, Sleeps: 8
Lagoon Lodge is a charming waterfront home with 3 bedrooms, and 2 bathrooms, and has central air and high-speed internet!
$362 - $1,756 /Night
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; Generator (the ultimate travel insurance) !
$1,500 - $5,500 /Night

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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