Long Island Vacation Rentals

Oceanfront Beach House
Long Island > Fire Island > Lonelyville
House, Bedroom(s): 3, Sleeps: 5
House, 3 Bedrooms, 2 Baths, 6 Sleeps maximum
$686 - $1,086 /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
A Scoop of Paradise - Ocean Beach Fire Island Rental
Long Island > Fire Island > Ocean Beach
House, Bedroom(s): 2, Sleeps: 8
2 bedroom, 1 Bath, newly renovated with all new furnishings, HVAC, linen and towels!
$416 - $1,250 /Night
Mid-century Montauk
Long Island > Hamptons > Montauk
House, Bedroom(s): 4, Sleeps: 6
Town of East Hampton Rental Registry #22-771.
$500 - $650 /Night
Gorgeous Cape Cod Beach House in Atlantic Beach, NY
Long Island > Atlantic Beach
House, Bedroom(s): 3, Sleeps: 5
3 Bedroom, 2 Full Bathroom Cape Cod Beach House in Atlantic Beach, NY 11509. Includes access to private beach 2 blocks from the home.
$335 /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
Classic Arts and Crafts House on the North Fork
Long Island > North Fork > Southold
House, Bedroom(s): 3, Sleeps: 6
This charming Southold village house sits on a half acre with a back deck overlooking a sweeping backyard
$399 - $499 /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
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
Wknds, midwks and full weeks available! Fab 2 br Villa overlooking the bay and marina.
Long Island > Fire Island > Kismet
House, Bedroom(s): 2, Sleeps: 6
Visit Margarita Villas in Kismet Fire Island once and you will be hooked!
$375 - $898 /Night
Fire Island New Listing!
Long Island > Fire Island > Ocean Beach
House, Bedroom(s): 5, Sleeps: 10
Ocean Beach 5 Bedroom Bayfront Retreat
$900 - $1,500 /Night
Wknds, midwks and full weeks available! Great 3 br Villa overlooking the bay and marina!!
Long Island > Fire Island > Kismet
House, Bedroom(s): 3, Sleeps: 8
Visit Margarita Villas in Kismet and see what you have been missing!
$475 - $1,148 /Night
Large Montauk Home with Pool off East Lake Sunset View
Long Island > Hamptons > Montauk
House, Bedroom(s): 6, Sleeps: 12
5/6 Bedrooms 5 Bathrooms Sleeps 12 great views heated pool NO PROMS
$857 - $2,000 /Night
Secluded, great bay views, great for families, close friends
Long Island > Fire Island > Kismet
House, Bedroom(s): 5, Sleeps: 12
2023 peak season weeks $6,700 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
Ditch Plains Beach: 250 ft. Away
Long Island > Hamptons > Montauk
House, Bedroom(s): 4, Sleeps: 8
4 bedrooms, 4 full bathrooms, sleeps 8 comfortably. You can see the surf break from the house.
$357 - $1,000 /Night
Salt water built in POOL!!! booking 2022
Long Island > Fire Island > Ocean Beach
House, Bedroom(s): 5, Sleeps: 12
Relax and enjoy your stay in Ocean Beach, Fire Island! Beautiful private pool.
$1,000 - $2,000 /Night
Hilltop Haven in Montauk, Family & Pet Friendly, Designer Digs, Walk to Ocean & Town
Long Island > Hamptons > Montauk
House, Bedroom(s): 3, Sleeps: 6
Renovated Farmhouse, Super Private, Family & Pet Friendly, Comfortable, Clean & Fully Stocked w/ All You Need! Walking Distance to Town & Ocean Beaches!
$900 - $2,010 /Night
Perfect Southampton Village Getaway
Long Island > Hamptons > Southampton
House, Bedroom(s): 3, Sleeps: 6
3 bedroom, 3 full bath
$575 - $642.85 /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

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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