Long Island Vacation Rentals

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.
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
Tropical Waterfront Firepit Bellmore New York
Long Island > Bellmore
House, Bedroom(s): 3, Sleeps: 8
located by the water canal in a very exclusive neighborhood where it makes you feel that you are in a vacation backyard with a fire pit by the water canal.
$599 - $625 /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
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
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
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!
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
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
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.
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
Escape to Paradise: Steps to Beach & Spacious Deck
Long Island > North Fork > Baiting Hollow
House, Bedroom(s): 3, Sleeps: 6
Fall in love with this warm and welcoming home with 3 bedrooms that sleeps 7 people.
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
Sea Breeze Paradise: Beachfront & Panoramic Views
Long Island > North Fork > Southold
House, Bedroom(s): 3, Sleeps: 7
3 Bedrooms, 2 Baths, Sleeps 7
$500 - $2,027 /Night
Luxury Beach House Heart North Fork Wineries Hamptons Your own Private Beach!
Long Island > North Fork > Wading River
House, Bedroom(s): 2, Sleeps: 5
2 Bedrooms, 2 Baths, Sleeps 5
$495 - $1,513 /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
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
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

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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