Long Island Vacation Rentals

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
Beach House - Barefoot Landing and Ocean Beach, NY
Long Island > Fire Island > Ocean Beach
House, Bedroom(s): 5, Sleeps: 10
Ocean Beach, a spacious Fire Island house close to the beach and town.
$667 - $4,000 /Night
Beach Bungalow: Nearby Beach, Yard w Firepit
Long Island > North Fork > Wading River
Cottage, Bedroom(s): 3, Sleeps: 6
The Beach Bungalow is a cute beach cottage getaway that's kept affordable for families looking to spend time on the North Fork.
Water View Beach House just steps to Private Sandy Beach
Long Island > North Fork > Greenport
House, Bedroom(s): 4, Sleeps: 8
Newly Renovated 4-Bedroom Ranch just steps away from a private Sandy Beach! Permit #630
$350 - $1,000 /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, stylish beach house with grand ocean views. 4 Bedrooms, 2.5 Baths, (Sleeps 10-12).
$1,500 - $1,800 /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
The Flip Flop
Long Island > North Fork > Baiting Hollow
Cottage, Bedroom(s): 2, Sleeps: 8
Summer cottage rental on the North Fork. Short walk to the beach!
$225 - $317 /Night
Ditch Plains Gem - Short Walk to the Beach
Long Island > Hamptons > Montauk
House, Bedroom(s): 3, Sleeps: 6
3 Bedrooms, 2 Full Baths, Sleeps 6, Outdoor Shower
$700 - $1,500 /Night
Montauk Beach Bungalow West
Long Island > Hamptons > Montauk
Apartment, Bedroom(s): 2, Sleeps: 4
Relaxing beach bungalow that sleeps, 4 people.
$461 - $758 /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 !!
Once Upon a Tide: True Beach House, beachfront! NEW RENOVATIONS
Long Island > North Fork > Wading River
House, Bedroom(s): 4, Sleeps: 10
4 Bedrooms, 3 Baths, Sleeps 10
$600 - $2,362 /Night
Beautiful Sag Harbour Village - Heated pool 5 min walk to BeachRestaurantMuseum
Long Island > Hamptons > Sag Harbor
House, Bedroom(s): 3, Sleeps: 6
Pristine 3-bedroom house with heated pool & central air. Short walk to bay beach
$2,000 - $2,500 /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 - $17,500 /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
SEAVIEW: Classic Beach House. Close to beach, bay, market, and Ocean Beach.
Long Island > Fire Island > Seaview
House, Bedroom(s): 3, Sleeps: 6
Great Location. Zero Hassle. Walk everywhere. Our beach house is Clean, Quiet, and everything works. A few minutes walk to beach, bay, market, and Ocean Beach.
$500 - $950 /Night
5 min walk to Beach Restaurants Museums - Village House with large backyard
Long Island > Hamptons > Sag Harbor
House, Bedroom(s): 4, Sleeps: 8
Our Sag Harbor vacation rental is ONLY two minutes away from the beach!
$1,300 - $1,500 /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
Oceanfront Paradise in Robbins Rest
Long Island > Fire Island > Ocean Beach
House, Bedroom(s): 4, Sleeps: 8
House, 4 Bedrooms, 1.5+ Baths, (Sleeps 8)
$750 - $1,750 /Night
Lovely Home Ocean Bay Park
Long Island > Fire Island > Ocean Bay Park
House, Bedroom(s): 3, Sleeps: 10
Ocean Bay Park family home
$300 - $1,200 /Night
4BR+ Newly Renovated Southold Home near Beaches and Vineyards
Long Island > North Fork > Southold
House, Bedroom(s): 4, Sleeps: 8
This is a newly renovated 4BR+ home in the heart of Southold, just minutes from beautiful beaches and vineyards. A beautiful spot for an escape from it all!
$350 - $600 /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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