Long Island Vacation Rentals

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 | 17236 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

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 | 7388 View(s)

$2,300 - $2,900 /Night

10 Reviews

Cozy Seaside Cottage

Long Island > North Fork > New Suffolk

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

The Cottage at Whitecap is part of a Historic Compound built in 1883 and is located in the heart of New Suffolk.

ID#: 928 | Last update: 25-Mar-2024 | 2655 View(s)

$325 - $975 /Night

24 Reviews

Designer Oceanfront Luxury Bdrms! surround sound art collection,hot tubonBeach

Long Island > Hamptons > Westhampton Beach

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

6 Bedrooms, 5 Baths, Sleeps 13

ID#: 587 | Last update: 31-Jan-2022 | 4876 View(s)

$2,300 - $2,900 /Night

13 Reviews

Soundview Beach House: 4BR,Panoramic Views 1.5hrsNYC, Sits Directly on beach

Long Island > North Fork > Wading River

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

3 Bedrooms, 1 Bath, Sleeps 10

ID#: 209 | Last update: 13-Mar-2024 | 4692 View(s)

$441 - $1,781 /Night

18 Reviews

NEW HOUSE,6Bd,5Bth,4200sqft,Private Drive,Pool,Bikes,Games,Toys,Gigabit Internet

Long Island > Hamptons > Westhampton

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

6 bedroom, 4.5 bathroom, 4,200 sq ft cedar shingle home with high-end finishings, appliances and latest technology throughout.

ID#: 893 | Last update: 05-Feb-2024 | 1593 View(s)

$295 - $1,895 /Night

15 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 | 11109 View(s)

$1,500 - $6,000 /Night

14 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

Ditch Plains Beach: 250 ft. Away

Long Island > Hamptons > Montauk

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

4 bedrooms, 4 full bathrooms, sleeps 8 comfortably. You can see the surf break from the house.

ID#: 317 | Last update: 15-Mar-2024 | 14472 View(s)

$357 - $1,200 /Night

3 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 | 38283 View(s)

$800 - $2,100 /Night

31 Reviews

Only 5 houses from the ocean. Check out our reviews!!

Long Island > Fire Island > Ocean Beach

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

All Rentals are for 6 nights 7 days. The last day is required for cleaning.

ID#: 327 | Last update: 17-May-2023 | 26772 View(s)

$889 - $1,195 /Night

25 Reviews

SALT WATER POOL!!!! 6 BEDROOMS. SLEEPS 12 IN BEDS

Long Island > Fire Island > Ocean Beach

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

!!People love this house read the reviews!!! This house has a "NEW BUILT IN POOL" and a 6th bedroom

ID#: 634 | Last update: 13-Jul-2023 | 9915 View(s)

$500 - $5,700 /Night

11 Reviews

Mid-century Montauk

Long Island > Hamptons > Montauk

House, Bedroom(s): 4, Sleeps: 6

Town of East Hampton Rental Registry #22-771.

ID#: 765 | Last update: 09-Mar-2023 | 4442 View(s)

$500 - $730 /Night

8 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 | 2302 View(s)

$1,200 /Night

0 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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