Long Island Vacation Rentals

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
Large Montauk Home with Pool off East Lake Sunset View
Long Island > Hamptons > Montauk
House, Bedroom(s): 6, Sleeps: 12
6 Bedrooms 5 Bathrooms Sleeps 12 great views heated pool NO PROMS
$1,250 - $2,300 /Night
Pet Friendly, Bayfront Retreat Close to Restaurants & Shops
Long Island > Fire Island > Ocean Beach
House, Bedroom(s): 5, Sleeps: 12
Ocean Beach 5-Bedroom 2 Bathroom, Coastal Living close to town's dining & shopping.
$900 - $1,450 /Night
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
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
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
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
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
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
NEW LISTING - Newly Renovated Beach Home - Short Walk to Beach and Town
Long Island > Hamptons > Montauk
House, Bedroom(s): 4, Sleeps: 8
Newly renovated beach home near everything. Only a 5 min walk to the town and beach.
$590 - $1,350 /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
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
NEW HOUSE,6Bd,5Bth,4200sqft,Private Drive,Pool,Bikes,Games,Toys,Gigabit Internet
Long Island > Hamptons > Westhampton
House, Bedroom(s): 6, Sleeps: 12
6 bedroom, 4.5 bathroom, 4,200 sq ft cedar shingle home with high-end finishings, appliances and latest technology throughout.
$295 - $1,895 /Night
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.
$1,200 /Night
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.
$1,500 - $2,600 /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
MAROONED! Fire Island! Great ocean views! Just steps to the beach!
Long Island > Fire Island > Ocean Bay Park
House, Bedroom(s): 4, Sleeps: 10
Modern, stylish beach house with grand ocean views. 4 Bedrooms, 2.5 Baths, (Sleeps 10-12).
$1,500 - $1,800 /Night
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
$460 /Night
Seas the Day! Enjoy Fire Island in Lux Comfort with a Pool.
Long Island > Fire Island > Ocean Beach
House, Bedroom(s): 5, Sleeps: 12
A Luxe Summer Vacation Rental with Pool, in the heart of Ocean Beach. Come spend time at the beach with family and friends while you make lifelong memories!
$500 - $17,500 /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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