Long Island Vacation Rentals

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.
$1,150 - $1,850 /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
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
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!
BEAUTIFUL BEACH ESCAPE 10 MINS TO WEST H BEACH VILLAGE | New York
Long Island > Hamptons > East Moriches
House, Bedroom(s): 6, Sleeps: 8
Beautiful, private BEACH ESCAPE, 6 Bd, 5 baths, near West Hampton Beach Village
$795 - $13,000 /Night
Private Waterfront Home: Dock, Kayaks, Town of Southold, near Greenport
Long Island > North Fork
House, Bedroom(s): 3, Sleeps: 6
Beautiful home located on the North Fork of Long Island!
$504 - $2,193 /Night
Respite Ranch: Private Pool, Hot Tub, Beach Access
Long Island > North Fork > Mattituck
House, Bedroom(s): 3, Sleeps: 6
Tucked along the North Fork and located on a serene cul de sac, take in North Fork's tranquility.
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
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!
$431 - $1,019 /Night
Herod Point Hideaway: Near Beach, Pool, Hot Tub
Long Island > North Fork > Wading River
House, Bedroom(s): 3, Sleeps: 2
Come unwind with your entire family or a group of friends at our serene home!
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.
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.
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.
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
$315 - $1,750 /Night
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.
$500 - $1,200 /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
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
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.
$349 - $1,399 /Night
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.
$350 - $1,333.33 /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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