Long Island Vacation Rentals

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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 | 9643 View(s)

14 Reviews

Sea Breeze Paradise: Beachfront & Panoramic Views

Long Island > North Fork > Southold

House, Bedroom(s): 3, Sleeps: 7

3 Bedrooms, 2 Baths, Sleeps 7

ID#: 610 | Last update: 01-Sep-2023 | 6171 View(s)

$500 - $2,027 /Night

5 Reviews

This beach house has amazing views secluded steps to the beach!

Long Island > North Fork > Baiting Hollow

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

3 Bedrooms, 1.5 Baths, Sleeps 6

ID#: 739 | Last update: 15-Dec-2021 | 2482 View(s)

$444 - $518 /Night

3 Reviews

Amazing Pool Private Oasis! 20 Mins To West Hampton!

Long Island > North Fork > Wading River

House, Bedroom(s): 6, Sleeps: 10

This spacious, serene manse will soothe the soul and lift the spirit!

ID#: 894 | Last update: 01-Jun-2023 | 1987 View(s)

$5,995 /Night

0 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 | 2587 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 | 12401 View(s)

$500 - $17,500 /Night

0 Reviews

Escape to Paradise: Steps to Beach & Spacious Deck

Long Island > North Fork > Baiting Hollow

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

Fall in love with this warm and welcoming home with 3 bedrooms that sleeps 7 people.

ID#: 1010 | Last update: 05-Sep-2023 | 231 View(s)

0 Reviews

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.

ID#: 1021 | Last update: 11-Mar-2024 | 699 View(s)

$424 - $1,443 /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 | 6978 View(s)

$1,250 - $5,500 /Night

10 Reviews

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!

ID#: 1014 | Last update: 05-Sep-2023 | 292 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 | 4638 View(s)

$500 - $950 /Night

11 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 | 1871 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 | 11194 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 | 13922 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 | 7218 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

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