Long Island Vacation Rentals

Peconic Sound Beach Home: Backyard & Vineyards
Long Island > North Fork > Peconic
Cottage, Bedroom(s): 3, Sleeps: 7
Lovely Beach Front Home in Mattituck Southold is a quaint beach cottage that has a charming allure.
$424 - $1,443 /Night
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
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
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
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 !!
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
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.
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
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
MONTAUK OCEAN FRONT!
Long Island > Hamptons > Montauk
Apartment, Bedroom(s): 3, Sleeps: 4
Direct beach access, deep cleaning & sanitation of room prior to guests. Charming ocean view apt.
$535 - $550 /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
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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