Long Island Vacation Rentals

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
'The Gate House' on Beach front Estate
Long Island > North Fork > Greenport
Cottage, Bedroom(s): 2, Sleeps: 4
Cottage, 2 Bedrooms + Convertible bed(s), 1 Bath, (Sleeps 4]
$71 - $1,000 /Night
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
Beach Bungalow - Ocean Beach
Long Island > Fire Island > Ocean Beach
House, Bedroom(s): 4, Sleeps: 12
This upside down house is family & pet friendly & many amenities
$499 - $1,999 /Night
Only 5 houses from the ocean. Check out our reviews!!
Long Island > Fire Island > Ocean Beach
House, Bedroom(s): 5, Sleeps: 10
All Rentals are for 6 nights 7 days. The last day is required for cleaning.
$889 - $1,195 /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 beach house with grand ocean views. 4 Bedrooms, 2.5 Baths, (Sleeps 10-12).
$1,100 - $1,714 /Night
Beach House - Fire Island, NY
Long Island > Fire Island > Ocean Bay Park
House, Bedroom(s): 3, Sleeps: 8
Beach House Contemporary 3 bedroom 2 bath, outdoor shower. Located between the Great South Bay and Atlantic Ocean (1) min to either Ocean or Bay.
$600 - $950 /Night
Fire Island Boatel
Long Island > Fire Island > Kismet
Studio, Sleeps: 4
The Fire Island Boatel located in Kismet offers 10 newly renovated waterfront suites with stunning sunset views. Visit our website: https://fireislandboatel.com

OFFER Group discounts may be available for guests who are interested in reserving 3 or more suites. For more information regarding this discount, please contact the Fire Island Boatel for more information at (833) 342-6283 or fiboatel@gmail.com.

Special offer period: Apr 29, 2022 - Oct 31, 2022

Grand North Fork Family Home
Long Island > North Fork > Peconic
House, Bedroom(s): 5, Sleeps: 9
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.
$825 - $1,500 /Night
Blue Haven Brand New Beach house Panoramic Views Your own Private Beach!
Long Island > North Fork > Wading River
House, Bedroom(s): 3, Sleeps: 7
3 Bedrooms, 2 Baths, Sleeps 7
$208 - $786 /Night
New Hampton 3BR walk to Town Village 3 miles to beach
Long Island > Hamptons > Quogue
House, Bedroom(s): 3, Sleeps: 7
3 Bedrooms, 1 Bath, Sleeps 7
$277 - $917 /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)
$583 - $1,080 /Night
Beach House with Hot Tub
Long Island > Fire Island > Ocean Bay Park
House, Bedroom(s): 4, Sleeps: 10
Home away from home family beach retreat.
$900 /Night
Waterfront Beach House on the Peconic Bay
Long Island > North Fork > Greenport
House, Bedroom(s): 4, Sleeps: 10
4 bedrooms 2 bathrooms with views of the Peconic Bay. Includes a dock and adjacent to the town beach!
$400 - $5,000 /Night
Weekends starting at only $2995! Midweeks and full weeks also available!
Long Island > Fire Island > Kismet
House, Bedroom(s): 7, Sleeps: 24
A Magnificent house for Family reunions, Bachelorette Parties or large groups !!
Charming Bay View Cottage
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 & only a 2 minute walk to town.
$400 - $615 /Night
Secluded, great bay views, great for families, close friends
Long Island > Fire Island > Kismet
House, Bedroom(s): 5, Sleeps: 12
2022 peak season weeks $6,560 less a possible 10% discount. Ask about it. Includes central A/C. Upscale and well-maintained, 5 bedrooms, 2.5 bath, TV's each rm.
$490 - $1,835 /Night
Spacious Home with Waterviews, In-ground Pool & Hot Tub
Long Island > North Fork > Orient Point
House, Bedroom(s): 4, Sleeps: 8
Perfect location for a relaxing family getaway. Enjoy the North Fork's beaches, award winning vineyards, world renowned fishing charters, pristine golf course.
$442 - $630 /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 - $5,800 /Night
Charming sunny country cottage - cooled by breezes from the sea
Long Island > North Fork > South Jamesport
Cottage, Bedroom(s): 2, Sleeps: 6
2 bedrooms,1 full bathroom, sleeps 4 - 6. Two private designated parking spots included.
$73 - $343 /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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