Long Island Vacation Rentals

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, 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
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
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
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
Contemporary, Spacious & Family Friendly Home
Long Island > Hamptons > East Quogue
House, Bedroom(s): 4, Sleeps: 8
Bright, sunny contemporary spacious East Quogue vacation home oasis off a private road on a wooded one plus acre parcel.
$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.
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
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
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
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
Northfork Get Away
Long Island > North Fork > Orient Point
House, Bedroom(s): 3, Sleeps: 6
Quiet retreats, Winery tours, bird watching, Swimming, Standup Paddle Boarding, Beach combing, Short drive to the Cross Sound Ferry for access to CT, RI.
$900 /Night
SIX BEDROOMS -HEATED POOL- POND- NEWLY RENOVATED: VERY PRIVATE. ONE WEEK MINIMUM RENTAL
Long Island > Hamptons > East Quogue
House, Bedroom(s): 6, Sleeps: 12
SIX Bedrooms: Four Bathrooms: Brand new POOL, POND AND GAZEBO with outdoor livingroom: Interior newly renovated and remodeled: Very private 2 acre get away
$1,285 - $1,785 /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
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
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
Luxury 6Bdrm Oceanfront New Years Eve Deal! Pool & Hot Tub wOceanview. Rose 201-888-1170
Long Island > Hamptons > Westhampton Beach
House, Bedroom(s): 6, Sleeps: 12
BREATHTAKING VIEWS ON OCEAN, SLEEPS 12, GREAT FOR FAMILY VACATIONS AND GETAWAYS
$1,250 - $5,500 /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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