Long Island Vacation Rentals

Discounted rate -- IT'S BETTER ON THE BEACH - ocean front home sleeps 12
Long Island > Fire Island > Ocean Bay Park
House, Bedroom(s): 5, Sleeps: 12
Labor Day weekend 9/1, $1800 per night. The cabin has fabulous views. Enjoy your stay with family & friends with open plan, living, dining,kitchen
$800 - $2,200 /Night
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 - $1,695 /Night
Cozy Seaside Cottage
Long Island > North Fork > New Suffolk
Cottage, Bedroom(s): 4, Sleeps: 8
The Cottage at Whitecap is part of a Historic Compound built in 1883 and is located in the heart of New Suffolk.
$325 - $975 /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
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
Brand new! Walk to town! Marina Views!!
Long Island > North Fork > Greenport
House, Bedroom(s): 4, Sleeps: 10
Luxury home with beautiful marina views. This 1860s custom Victorian Farmhouse has been fully renovated with all modern amenities.
$550 - $1,500 /Night
Lovely Ocean Ridge A-Frame on National Seashore Boundary with ocean views
Long Island > Fire Island > Davis Park
House, Bedroom(s): 4, Sleeps: 8
House, 4 Bedrooms, 2 Baths, (Sleeps 8)
$450 - $750 /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!
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.
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
Ditch Plains Gem - Short Walk to the Beach
Long Island > Hamptons > Montauk
House, Bedroom(s): 3, Sleeps: 6
3 Bedrooms, 2 Full Baths, Sleeps 6, Outdoor Shower
$700 - $1,500 /Night
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.
$381 - $1,025 /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
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
$339 - $1,399 /Night
Remsenburg Hampton Hamlet
Long Island > Hamptons > Remsenburg
House, Bedroom(s): 3, Sleeps: 7
Very private on a very walkable street that leads to the bay.
$1,000 - $1,700 /Night
Upscale Beach House Balcony Vineyards Farm Stands North Fork vineyards
Long Island > Rocky Point
House, Bedroom(s): 2, Sleeps: 4
2 Bedrooms, 2.25 Baths, Sleeps 4
$347 - $901 /Night
Tropical Waterfront Firepit Bellmore New York
Long Island > Bellmore
House, Bedroom(s): 3, Sleeps: 8
located by the water canal in a very exclusive neighborhood where it makes you feel that you are in a vacation backyard with a fire pit by the water canal.
$599 - $625 /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
A Little Haven in the Hamptons
Long Island > Hamptons > Amagansett
Studio, Sleeps: 4
On the beach, nestled in the dunes between East Hampton and Montauk, offers an ideal location for the perfect Hamptons getaway.
$250 - $589 /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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