Long Island Vacation Rentals

Private Waterfront Home: Dock, Kayaks, Town of Southold, near Greenport
Long Island > North Fork
House, Bedroom(s): 3, Sleeps: 6
Beautiful home located on the North Fork of Long Island!
$504 - $2,193 /Night
Cedar Beach House: Steps to Beach, Near Vineyards
Long Island > North Fork
House, Bedroom(s): 2, Sleeps: 6
The Beach Bungalow is a cute beach cottage getaway that is kept affordable for families looking to spend time in the heart of North Fork.
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.
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
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
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
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
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
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 !!
QUEEN VIC BEACH HOUSE: 5 MIN TO VINEYARDS & FARMSTANDS
Long Island > North Fork > Wading River
House, Bedroom(s): 4, Sleeps: 10
4 Bedrooms, 3 Baths, Sleeps 10
$600 - $2,500 /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
Southampton Retreat: Heated Pool, Hot Tub, Near Beach
Long Island > Hamptons > Southampton
House, Bedroom(s): 3, Sleeps: 6
Welcome to your ultimate peaceful and luxurious getaway in Southampton!
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
Lakeside Haven: Private Dock, Water Views
Long Island > North Fork > Mattituck
House, Bedroom(s): 4, Sleeps: 9
Beautiful Long Island Sound Beach with incredible sunsets.
$579 - $1,545 /Night
Herod Point Hideaway: Near Beach, Pool, Hot Tub
Long Island > North Fork > Wading River
House, Bedroom(s): 3, Sleeps: 2
Come unwind with your entire family or a group of friends at our serene home!
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.
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
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

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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