Long Island Vacation Rentals

Filter List View Map View Availability

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 !!

ID#: 531 | Last update: 01-Jan-2023 | 9639 View(s)

14 Reviews

Poppy's Hampton House: Large Yard,Beach,Newly Renovated,Restaurants

Long Island > Hamptons > Hampton Bays

House, Bedroom(s): 3, Sleeps: 6

Newly full-renovated with 3 bedrooms and 2 bathrooms and comes with a bonus room with queen sofa.

ID#: 1016 | Last update: 27-Apr-2024 | 801 View(s)

$420 - $1,824 /Night

0 Reviews

Steve's Place: Heated Pool, 3BR Southold Home, Beach

Long Island > North Fork > Southold

House, Bedroom(s): 3, Sleeps: 6

Everything you would possibly need and want for a wonderful stay is here!

ID#: 1020 | Last update: 11-Mar-2024 | 1696 View(s)

$431 - $1,019 /Night

0 Reviews

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

ID#: 208 | Last update: 29-Aug-2023 | 6567 View(s)

$600 - $2,362 /Night

10 Reviews

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

ID#: 832 | Last update: 01-Mar-2023 | 2585 View(s)

$2,000 - $2,500 /Night

10 Reviews

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!

ID#: 501 | Last update: 05-Jan-2023 | 12395 View(s)

$500 - $17,500 /Night

0 Reviews

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

ID#: 615 | Last update: 11-Mar-2024 | 6973 View(s)

$1,250 - $5,500 /Night

10 Reviews

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.

ID#: 1012 | Last update: 05-Sep-2023 | 469 View(s)

0 Reviews

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.

ID#: 1009 | Last update: 14-Mar-2024 | 310 View(s)

0 Reviews

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.

ID#: 827 | Last update: 09-Apr-2024 | 4633 View(s)

$500 - $950 /Night

11 Reviews

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.

ID#: 518 | Last update: 10-Aug-2022 | 11247 View(s)

$535 - $550 /Night

7 Reviews

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!

ID#: 833 | Last update: 02-Jan-2024 | 1869 View(s)

$1,300 - $1,500 /Night

2 Reviews

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.

ID#: 285 | Last update: 22-Dec-2022 | 11193 View(s)

$442 - $630 /Night

6 Reviews

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)

ID#: 514 | Last update: 04-Apr-2024 | 13919 View(s)

$750 - $1,750 /Night

2 Reviews

Lovely Home Ocean Bay Park

Long Island > Fire Island > Ocean Bay Park

House, Bedroom(s): 3, Sleeps: 10

Ocean Bay Park family home

ID#: 674 | Last update: 25-Feb-2024 | 7215 View(s)

$300 - $1,200 /Night

39 Reviews

Vacation Rentals In Long Island|New York Rental By owner

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

New York