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Holiday rentals in Long Island and Apartments - Holiday Lettings - Holiday Rentals Long Island

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244 Holiday homes

Home rental in Long Island

Ocean Beach house

5 bedrooms • 2 bathrooms • sleeps 10

from £708 / night

£4,954 / week

1 / 19

Long Island holiday cottage rental

Fair Harbor cottage

3 bedrooms • 2 bathrooms • sleeps 6

from £707 / night

£4,155 / week

1 / 21

Cottage rental in Long Island

Sag Harbor cottage

3 bedrooms • 4 bathrooms • sleeps 8

from £748 / night

£4,986 / week

1 / 17

Long Island holiday cottage rental

Fire Island cottage

3 bedrooms • 2 bathrooms • sleeps 6

from £546 / night

£3,823 / week

1 / 14

Holiday studio in Ridge

Ridge studio

Studio • 1 bathroom • sleeps 2

from £63 / night

£229 / week

1 / 5

Holiday condo in Long Island

Southampton condo

2 bedrooms • 3 bathrooms • sleeps 4

from £595 / night

£4,163 / week

1 / 9

Apartment accommodation in Long Island

Deer Park apartment

3 bedrooms • 1 bathroom • sleeps 5

from £292 / night

£1,665 / week

1 / 4

Long Island holiday studio rental

Brentwood studio

Studio • 1 bathroom • sleeps 2

from £92 / night

£641 / week

1 / 7

Holiday home in Long Island

East Hampton house

5 bedrooms • 4 bathrooms • sleeps 12

from £833 / night

£5,828 / week

1 / 13

Holiday cottage in Cutchogue

Cutchogue cottage

2 bedrooms • 1 bathroom • sleeps 6

from £125 / night

£809 - £1,042 / week

1 / 18

Holiday home in Long Island

Hampton Bays house

3 bedrooms • 3 bathrooms • sleeps 9

from £300 / night

£2,097 / week

1 / 25

Holiday home with swimming pool, golf nearby in Long Island

Bellport house

3 bedrooms • 2 bathrooms • sleeps 10

from £500 / night

£3,497 / week

1 / 21

Long Island holiday apartment rental

East Patchogue apartment

1 bedroom • 1 bathroom • sleeps 2

from £121 / night

£791 / week

1 / 27

Holiday home in Remsenburg

Remsenburg house

3 bedrooms • 2 bathrooms • sleeps 6

from £358 / night

£2,623 / week

1 / 27

Home rental in Long Island

Rocky Point house

3 bedrooms • 2 bathrooms • sleeps 8

from £296 / night

£2,068 / week

1 / 25

Amagansett holiday home rental

Amagansett house

4 bedrooms • 4 bathrooms • sleeps 8

from £950 / night

£6,648 / week

1 / 11

Holiday studio rental

Ocean Bay Park studio

Studio • 1 bathroom • sleeps 2

from £257 / night

£1,795 / week

1 / 25

Holiday apartment in Greenport

Greenport apartment

2 bedrooms • 2 bathrooms • sleeps 6

from £291 / night

£2,032 / week

1 / 14

Holiday home in Long Island

Westhampton Beach house

3 bedrooms • 2 bathrooms • sleeps 6

from £190 / night

£1,037 / week

1 / 23

Holiday home in Long Island

Montauk house

3 bedrooms • 2 bathrooms • sleeps 6

from £623 / night

£4,356 / week

1 / 41

Holiday home in Greenport

Greenport house

4 bedrooms • 3 bathrooms • sleeps 8

from £583 / night

£3,747 - £4,912 / week

1 / 17

Holiday cottage in Sag Harbor

Sag Harbor cottage

2 bedrooms • 1 bathroom • sleeps 4

from £498 / night

£3,136 / week

1 / 15

Long Island holiday home rental

East Hampton house

4 bedrooms • 3 bathrooms • sleeps 8

from £423 / night

£2,959 / week

1 / 18

Holiday cottage in Long Island

Ocean Beach cottage

2 bedrooms • 1 bathroom • sleeps 5

from £438 / night

£3,066 / week

1 / 19

Springs holiday home rental

Springs house

4 bedrooms • 4 bathrooms • sleeps 8

from £484 / night

£3,386 / week

1 / 29

Long Island holiday home rental

Sag Harbor house

5 bedrooms • 7 bathrooms • sleeps 12

“Fantastic accommodation and lovely destination” I would like to say the stay at Lisa Rose's place in Sag Harbour was amazing. The experience started when we first made contact with Lisa Rose through Flipkey - confirmation came through immediately, Lisa always replied to any question we had - then we arrived Lisa was there to meet us and took us through her wonderful home before giving us the keys the house was ours! Located in a gated community just a 5 minute drive from Sag Harbor - the area is surrounded by other wonderful homes. The house has 7 bedrooms - ensuite bathrooms, amazing kitchen with every appliance you could ask for, 2 laundry's one upstairs and one off the kitchen the house is so beautifully furnished with lovely quality bedding and linen. Outside the wonderful pool area with two Bbq's lots of seating and loungers! We did lots of day trips around the area which was wonderful - next time we will stay longer so we can enjoy the wonderful home! dont look any further this is a fantastic home and Lisa is so great to deal with. Thanks Lisa

from £2,371 / night

£16,592 / week

1 / 28

Home rental in Greenport

Greenport house

3 bedrooms • 1 bathroom • sleeps 8

from £224 / night

£1,562 / week

1 / 24

Long Island holiday home let

Montauk house

4 bedrooms • 3 bathrooms • sleeps 10

from £830 / night

£5,808 / week

1 / 24

Long Island holiday home rental

East Hampton house

2 bedrooms • 2 bathrooms • sleeps 4

from £594 / night

£4,155 - £5,817 / week

1 / 13

Hewlett holiday private room rental

Hewlett private room

1 bedroom • 1 bathroom • sleeps 4

from £63 / night

£374 - £490 / week

1 / 9

Home accommodation in Orient

Orient house

5 bedrooms • 4 bathrooms • sleeps 8

from £790 / night

£5,526 / week

1 / 43

Holiday cottage in Mattituck

Mattituck cottage

4 bedrooms • 2 bathrooms • sleeps 9

from £226 / night

£1,582 / week

1 / 26

Home rental in Long Island

Brookhaven house

5 bedrooms • 3 bathrooms • sleeps 15

from £324 / night

£2,265 / week

1 / 51

Holiday home rental

Bridgehampton house

4 bedrooms • 3 bathrooms • sleeps 8

from £831 / night

£5,817 / week

1 / 12

Hampton Bays holiday home rental

Hampton Bays house

2 bedrooms • 2 bathrooms • sleeps 6

from £542 / night

£2,914 / week

1 / 17

Sag Harbor holiday home rental

Sag Harbor house

6 bedrooms • 7 bathrooms • sleeps 12

from £2,498 / night

£15,819 / week

1 / 26

Holiday home with swimming pool in Long Island

Sag Harbor house

4 bedrooms • 4 bathrooms • sleeps 8

from £904 / night

£6,327 / week

1 / 31

Holiday home in Long Island

East Hampton house

3 bedrooms • 3 bathrooms • sleeps 6

from £416 / night

£2,493 / week

1 / 7

Holiday home in Southampton

Southampton house

4 bedrooms • 11 bathrooms • sleeps 8

from £1,484 / night

£10,387 / week

1 / 18

Long Island holiday home rental

Cherry Grove house

1 bedroom • 1 bathroom • sleeps 4

from £437 / night

£3,324 - £4,488 / week

1 / 23

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Long Island holidays

Come to Long Island, New York for unforgettable holiday located conveniently close to just about everything. This major part of the New York City Metropolitan area lies along a scenic stretch of the Atlantic Coast within easy reach of state parks, museums, and a world renowned planetarium. Long Island really does have it all, including-award winning theatre and live music. Long Island is a great starting point for any type of holiday adventure including a picnic lunch and escape to a quiet green park, a day at the beach, or an afternoon of world class shopping followed by dinner and drinks at some of the best restaurants and hippest night spots in the New York City area.

Get the most out of your visit with a stay in a holiday rental. An apartment downtown or a luxury condo on the beach provides you with the space you need to store your things and the luxury amenities you need to be able to relax in style. Wake up in your holiday rental and enjoy the day at your own pace. Visit the amusement parks in Long Island, the upscale boutiques, the golf courses and spas, and the famous museums. When you're ready to call it a day, return to your home away from home and relax with your family and friends.

Here are a few more specific suggestions for your trip:

  • Go boating or rent a jet ski: Experience the thrill of high speed water sports along the Atlantic Coast.
  • Explore the Art Museums: Long Island is home to some of the best art museums in the state, including the Nassau County Museum of Art, the Parrish Museum, and the Heckscher Museum of Art.
  • See a live theatrical performance: See live music, Long Island theatre performances, or a dance performance at the Smithtown Center for the Performing Arts.
  • Visit the amusement parks in Long Island: Spend a fun afternoon at Adventureland, Atlantis Marine World, or Splish Splash Waterpark.
  • Visit the American Airpower Museum at Republic Airport: Real, operational World War II aircrafts and vintage army vehicles come and go from this landmark Long Island hangar.
  • Visit the Animal Farm Petting Zoo: See baby animals, exotic species, reptiles, and all kinds of wildlife at this fun, well-maintained, and interactive zoo.

No matter what kinds of activities you have in mind for your getaway, you'll find what you're looking for in Long Island. Find a luxury holiday rental within easy reach of your favourite sights and attractions and let the holiday adventures begin. While you're visiting Long Island, you may also want to explore the rest of New York City or head south to Philadelphia.

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