Long Island Vacation Rentals

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
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
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
Coastal Haven: Private Pool, Bay Access, Water Sports
Long Island > North Fork > Jamesport
House, Bedroom(s): 4, Sleeps: 10
Introducing our charming property nestled near the picturesque Peconic Bay!
$522 - $1,185 /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
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
BEAUTIFUL, SERENE 7 miles to WEST-HAMPTON!
Long Island > Hamptons > East Moriches
House, Bedroom(s): 5, Sleeps: 10
Beautiful house and grounds, perfect for fun and serene!
$895 - $1,695 /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
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!
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
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!
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
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.
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
Hilltop Haven in Montauk, Family & Pet Friendly, Designer Digs, Walk to Ocean & Town
Long Island > Hamptons > Montauk
House, Bedroom(s): 4, Sleeps: 8
Renovated Modern Farmhouse with pool, Super Private, Family & Pet Friendly, Comfortable, Clean & Fully Stocked w/ All You Need!
$800 - $3,500 /Night
Grand North Fork Family Home
Long Island > North Fork > Peconic
House, Bedroom(s): 5, Sleeps: 10
Grand Beach Home, Room For Family and guests. 5 BR, 3.5 BA, Radiant Heat, Gourmet Kitchen With Wolf Stove. 10 Foot Ceilings, Salt Water Pool, Park-Like Grounds.
$975 - $1,499 /Night
Classic Southampton Home: 5BR, Pool,Jacuzzi, Cooper's Beach
Long Island > Hamptons > Southampton
House, Bedroom(s): 5, Sleeps: 10
5 Bedrooms, 3 Baths, Sleeps 12
$600 - $2,500 /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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