Long Island Vacation Rentals

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Historic Luxury Seaside Getaway

Long Island > North Fork > New Suffolk

House, Bedroom(s): 6, Sleeps: 16

This 1883 Historic Home is completely renovated & brilliantly decorated. Located in the heart of New Suffolk.

ID#: 927 | Last update: 27-Feb-2024 | 2537 View(s)

$550 - $2,395 /Night

23 Reviews

Hilltop Haven in Montauk, Family & Pet Friendly, Designer Digs, Walk to Ocean & Town

Long Island > Hamptons > Montauk

House, Bedroom(s): 4, Sleeps: 9

Renovated Modern Farmhouse with pool, Super Private, Family & Pet Friendly, Comfortable, Clean & Fully Stocked w/ All You Need!

ID#: 138 | Last update: 04-Apr-2024 | 13745 View(s)

$700 - $3,500 /Night

22 Reviews

Grand North Fork Family Home

Long Island > North Fork > Peconic

House, Bedroom(s): 5, Sleeps: 10

Grand Beach Home, Room For Family and guests. 5 BR, 3.5 BA, Radiant Heat, Gourmet Kitchen With Wolf Stove. 10 Foot Ceilings, Salt Water Pool, Park-Like Grounds.

ID#: 635 | Last update: 20-Mar-2024 | 7323 View(s)

$975 - $1,499 /Night

4 Reviews

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.

ID#: 1015 | Last update: 04-Sep-2023 | 484 View(s)

$381 - $1,025 /Night

0 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 | 1976 View(s)

$5,995 /Night

0 Reviews

Luxury Home W Huge Wrap Around deck largest Pool on ocean private large dining

Long Island > Hamptons > Westhampton Beach

House, Bedroom(s): 6, Sleeps: 13

7 Bedroom, 4 Bathroom, (Sleeps 8-14) Heated Pool With Deep Spa House

ID#: 584 | Last update: 31-Jan-2022 | 7384 View(s)

$2,300 - $2,900 /Night

10 Reviews

Luxury 8Bdrm Oceanfront New Years Eve Deal! Pool & Hot Tub wOceanview. Rose 201-888-1170

Long Island > Hamptons > Westhampton Beach

House, Bedroom(s): 8, Sleeps: 16

Luxurious 8BR Oceanfront Property - Sleeps 16, Great for family vacations

ID#: 616 | Last update: 22-Feb-2024 | 11102 View(s)

$1,500 - $6,000 /Night

14 Reviews

Classic Southampton Home: 5BR, Pool,Jacuzzi, Cooper's Beach

Long Island > Hamptons > Southampton

House, Bedroom(s): 5, Sleeps: 10

5 Bedrooms, 3 Baths, Sleeps 12

ID#: 218 | Last update: 30-Aug-2023 | 7398 View(s)

$600 - $2,500 /Night

15 Reviews

The Lindsay Luxurious Estate: Heated Pool, Hot tub, Huge Yard

Long Island > North Fork > Wading River

Estate, Bedroom(s): 4, Sleeps: 9

This Large Luxurious home was purchased in 2021, and lots of work was done to make this the perfect summer getaway!

ID#: 1008 | Last update: 05-Sep-2023 | 351 View(s)

0 Reviews

OCEANFRONT Heaven!!!

Long Island > Fire Island > Ocean Bay Park

House, Bedroom(s): 5, Sleeps: 12

House, 5 Bedrooms, 2.5 Baths, (Sleeps 12)

ID#: 347 | Last update: 30-May-2023 | 38275 View(s)

$800 - $2,100 /Night

31 Reviews

Contemporary, light and airy home - 5 min walk to bay - heated pool

Long Island > Hamptons > East Hampton

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

At the end of a quiet cul de sac is this airy, contemporary house - 3 king bedrooms, 3 bath with pool and short walk to the bay. Central a/c and washer/dryer.

ID#: 936 | Last update: 14-Feb-2024 | 2296 View(s)

$1,200 /Night

0 Reviews

Spectacular Mega 3 Story Beach Front home W Private Beach & Pool

Long Island > Sound Beach

House, Bedroom(s): 5, Sleeps: 10

Leave your worries behind at this luxurious 3 Story Beach Front Home with panoramic views.

ID#: 960 | Last update: 01-May-2023 | 1086 View(s)

$1,500 - $2,600 /Night

0 Reviews

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.

ID#: 840 | Last update: 20-Feb-2024 | 1932 View(s)

$900 /Night

0 Reviews

SIX BEDROOMS -HEATED POOL- POND- NEWLY RENOVATED: VERY PRIVATE. ONE WEEK MINIMUM RENTAL

Long Island > Hamptons > East Quogue

House, Bedroom(s): 6, Sleeps: 12

SIX Bedrooms: Four Bathrooms: Brand new POOL, POND AND GAZEBO with outdoor livingroom: Interior newly renovated and remodeled: Very private 2 acre get away

ID#: 522 | Last update: 28-Mar-2024 | 9513 View(s)

$1,285 - $1,785 /Night

0 Reviews

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

ID#: 899 | Last update: 26-Dec-2023 | 2505 View(s)

$795 - $13,000 /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 | 2585 View(s)

$2,000 - $2,500 /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 | 285 View(s)

0 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 | 12392 View(s)

$500 - $17,500 /Night

0 Reviews

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.

ID#: 1018 | Last update: 15-Mar-2024 | 660 View(s)

$579 - $1,545 /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 | 6969 View(s)

$1,250 - $5,500 /Night

10 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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