Long Island Vacation Rentals

Perfect Southampton Village Getaway
Long Island > Hamptons > Southampton
House, Bedroom(s): 3, Sleeps: 6
3 bedroom, 3 full bath
$550 - $645 /Night
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! Permit #630
$350 - $1,000 /Night
2 bedroom Brand new! Walk to town! Marina Views!!
Long Island > North Fork > Greenport
Apartment, Bedroom(s): 4, Sleeps: 10
Beautiful marina views. Gorgeous chef's kitchen, hardwood floors throughout, marble baths, barn doors. Located in the village of Greenport, walk to town.
$550 - $1,500 /Night
Enchanting home with beautiful bay views in the heart of Greenport Village
Long Island > North Fork > Greenport
House, Bedroom(s): 4, Sleeps: 10
Enchanted home with beautiful bay views. This house has it all!
$550 - $1,500 /Night
Beautifully renovated 2 Bedroom, 1st Floor apt -Greenport Village, Walk to town!
Long Island > North Fork > Greenport
Apartment, Bedroom(s): 2, Sleeps: 6
Enjoy this beautifully renovated first-floor “Captains House” apartment in the heart of Greenport Village. Harbor Views! Walk to town.
$600 - $900 /Night
Luxurious living in Greenport's private Rock Cove Estates on the Sound
Long Island > North Fork > Greenport
House, Bedroom(s): 4, Sleeps: 12
Luxurious living in Greenport's private Rock Cove Estates on the sound
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.
Waters edge Beach House VIEWS North Fork Hamptons Your Private Beach Jacuzzi
Long Island > North Fork > Wading River
House, Bedroom(s): 4, Sleeps: 12
4 Bedrooms, 3.5 Baths, Sleeps 12
$184 - $2,300 /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
Amagansett 5BR Estate, 60 ft Pool
Long Island > Hamptons > Amagansett
House, Bedroom(s): 5, Sleeps: 10
Great Hamptons style in Amagansett's Bell Estate.
$1,200 - $2,400 /Night
Ocean,pool, boardwalk bay, 7 bed,new kitch,new bath,new furn, steps to ocean
Long Island > Hamptons > Westhampton Beach
House, Bedroom(s): 7, Sleeps: 14
House, 7 Bedrooms, 4 Baths, (Sleeps 8-14)
$2,300 - $2,900 /Night
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!
$500 - $1,150 /Night
Escape to Paradise: Steps to Beach & Spacious Deck
Long Island > North Fork > Baiting Hollow
House, Bedroom(s): 3, Sleeps: 6
Fall in love with this warm and welcoming home with 3 bedrooms that sleeps 7 people.
4 Bedroom 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.
$1,000 /Night
HAMPTONS RETREAT *POOL & HOT TUB*
Long Island > Hamptons > East Quogue
House, Bedroom(s): 3, Sleeps: 7
3 bedrooms, 2 full bathrooms, sleeps 7
$600 - $800 /Night
Chalet-by-the-Sea
Long Island > Fire Island > Kismet
House, Bedroom(s): 4, Sleeps: 8
House, 4 Bedrooms, 2 Baths, sleeps 8.
$500 - $1,000 /Night
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!
Diana Luxury Retreat: Private Beach and Vineyards
Long Island > North Fork > Wading River
Cottage, Bedroom(s): 2, Sleeps: 5
The Luxury Diana Beach House is an idyllic and luxurious retreat that is highly sought after by guests.
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!
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.
$579 - $1,545 /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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