Long Island Vacation Rentals

Sag Harbor 1.5 acre Private Oasis with Beach Access

Long Island > Hamptons > Sag Harbor

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

Sag Harbor Private 1.5acre Oasis with access to all private resident beaches. Special Offer- July 27- Labor Day based on select dates and length of stay.

ID#: 738 | Last update: 25-Apr-2024 | 8688 View(s)

$1,150 - $1,850 /Night

10 Reviews

Luxury Beach House Heart North Fork Wineries Hamptons Your own Private Beach!

Long Island > North Fork > Wading River

House, Bedroom(s): 2, Sleeps: 5

2 Bedrooms, 2 Baths, Sleeps 5

ID#: 608 | Last update: 12-Feb-2022 | 2613 View(s)

$495 - $1,513 /Night

19 Reviews

BEAUTIFUL, SERENE 7 miles to WEST-HAMPTON!

Long Island > Hamptons > East Moriches

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

Beautiful house and grounds, perfect for fun and serene!

ID#: 898 | Last update: 14-Feb-2024 | 2566 View(s)

$895 - $1,695 /Night

8 Reviews

Charming, Renovated Island Cottage - Shelter Island License #: 012-2017

Long Island > Hamptons > Shelter Island

Cottage, Bedroom(s): 2, Sleeps: 4

House, 2 Bedrooms + Convertible bed(s), 1 Bath, (Sleeps 4)

ID#: 373 | Last update: 24-Apr-2024 | 8903 View(s)

$250 - $350 /Night

16 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 | 6168 View(s)

$500 - $2,027 /Night

5 Reviews

Secluded, great bay views, great for families, close friends

Long Island > Fire Island > Kismet

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

Now renting for 2024 in Beautiful Kismet.

ID#: 93 | Last update: 26-Apr-2024 | 16599 View(s)

$490 - $1,835 /Night

8 Reviews

Newly Renovated Waterfront Home with Pool in the heart of North Fork

Long Island > North Fork > Mattituck

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

4 Bedroom 3 Bathroom Waterfront Home w/ Pool

ID#: 935 | Last update: 24-May-2023 | 1945 View(s)

$349 - $1,399 /Night

0 Reviews

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.

ID#: 1013 | Last update: 03-Feb-2024 | 9565 View(s)

0 Reviews

Beach and waterfront Estate - One of a Kind Vacation House

Long Island > North Fork > Greenport

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

Beach House Rental, 5 Bedrooms + Sleeping Porch, 3 Baths, (Sleeps 8-10)

ID#: 267 | Last update: 24-Apr-2024 | 20021 View(s)

$257 - $3,000 /Night

24 Reviews

Pet Friendly, Charming Bay View Cottage Close to Shops and Restaurants

Long Island > Fire Island > Ocean Beach

Cottage, Bedroom(s): 2, Sleeps: 5

This fully renovated cottage is perfectly located just one house off the Great South Bay & a 2-minute walk to Fine Seaside Restaurants, Markets & Shopping

ID#: 176 | Last update: 28-Mar-2024 | 17237 View(s)

$400 - $615 /Night

52 Reviews

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 | 2541 View(s)

$550 - $2,395 /Night

23 Reviews

Sprawling Southampton home with pool & jacuzzi room for entire family

Long Island > Hamptons > Southampton

House, Bedroom(s): 4, Sleeps: 14

4 Bedrooms, 3.5 Baths, Sleeps 14

ID#: 220 | Last update: 08-Dec-2021 | 18114 View(s)

$500 - $2,500 /Night

11 Reviews

Seaside Stay: Waterfront with Views & Beach Access

Long Island > North Fork > Wading River

Cottage, Bedroom(s): 1, Sleeps: 2

Beach Cottage is a 1 bedroom studio that sleeps up to 2 people and has a sofa bed, a full kitchen, and a full bathroom. Perfect little getaway!

ID#: 1005 | Last update: 05-Sep-2023 | 379 View(s)

0 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 | 488 View(s)

$381 - $1,025 /Night

0 Reviews

Montauk Beach House Walking Dist to Private Beach and Montauk Harbor

Long Island > Hamptons > Montauk

House, Bedroom(s): 4, Sleeps: 10

4 Bedroom/3 Bathrooms plus Stone Outdoor Shower. House Sleeps 8 People privately

ID#: 393 | Last update: 22-Dec-2023 | 19001 View(s)

$650 - $5,950 /Night

20 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 | 13755 View(s)

$700 - $3,500 /Night

22 Reviews

Coastal Haven: Private Pool, Bay Access, Water Sports

Long Island > North Fork > Jamesport

House, Bedroom(s): 4, Sleeps: 10

Introducing our charming property nestled near the picturesque Peconic Bay!

ID#: 1017 | Last update: 04-Sep-2023 | 544 View(s)

$522 - $1,185 /Night

0 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 | 7325 View(s)

$975 - $1,499 /Night

4 Reviews

NEW LISTING - Newly Renovated Beach Home - Short Walk to Beach and Town

Long Island > Hamptons > Montauk

House, Bedroom(s): 4, Sleeps: 8

Newly renovated beach home near everything. Only a 5 min walk to the town and beach.

ID#: 895 | Last update: 24-Apr-2024 | 2029 View(s)

$590 - $1,350 /Night

14 Reviews

Charming 2 Bedroom Private House With Water Views In Hither Hills

Long Island > Hamptons > Montauk

House, Bedroom(s): 2, Sleeps: 5

2 bedrooms, 1 bath, sleeps 5 maximum

ID#: 492 | Last update: 18-Aug-2023 | 9241 View(s)

$350 - $429 /Night

5 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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