Long Island Vacation Rentals

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
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
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
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.
Sprawling Southampton home with pool & jacuzzi room for entire family
Long Island > Hamptons > Southampton
House, Bedroom(s): 4, Sleeps: 14
4 Bedrooms, 3.5 Baths, Sleeps 14
$500 - $2,500 /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
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
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
Poppy's Hampton House: Large Yard,Beach,Newly Renovated,Restaurants
Long Island > Hamptons > Hampton Bays
House, Bedroom(s): 3, Sleeps: 6
Newly full-renovated with 3 bedrooms and 2 bathrooms and comes with a bonus room with queen sofa.
$420 - $1,824 /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
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
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.
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
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
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
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!
Montauk - Hither Hills Newly Renovated 4BR 4BA with Pool
Long Island > Hamptons > Montauk
House, Bedroom(s): 4, Sleeps: 10
4 Bedroom (3 are en-suite) 4 bath plus separate office, outdoor shower and pool. House was fully renovated in 2022
$1,000 - $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 - $2,395 /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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