Long Island holiday rentals

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Latest Long Island holiday rental deals

MOST POPULARNew York
Holiday homes from R62

Best Long Island holiday rentals

Most recommended holiday rentals in Long Island

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3BR/2.5bath Ocean View Home in Fire Island Pines with heated pool - Fire Island Pines - Living room
3BR/2.5bath Ocean View Home in Fire Island Pines with heated pool
Fire Island Pines, NY, United States
Pool
Air conditioning
R27 749+
Check availability
Beachfront 5-bedroom vacation home, 15-minute walk to Ocean Beach - Fire Island Pines - Balcony
Beachfront 5-bedroom vacation home, 15-minute walk to Ocean Beach
Fire Island Pines, NY, United States
Pool
Air conditioning
R33 254+
Check availability
Designer Home 2 Bedroom - 20min To Nyc Wtc - Private Backyard - Harrison - Living room
Designer Home 2 Bedroom - 20min To Nyc Wtc - Private Backyard
Harrison, NJ, United States
9.6Wonderful(6)
Free Wi-Fi
Air conditioning
R6 561+
Check availability
Entire house with five beds & parking - easy access to NYC - Harrison - Bedroom
Entire house with five beds & parking - easy access to NYC
Harrison, NJ, United States
Air conditioning
R5 579+
Check availability
Stay on the beach in a 5 bedroom Ocean Front home sleeps 12 Ocean Bay Park - Fire Island Pines - Bedroom
Stay on the beach in a 5 bedroom Ocean Front home sleeps 12 Ocean Bay Park
Fire Island Pines, NY, United States
Free Wi-Fi
Air conditioning
R25 784+
Check availability
3rd house from the ocean, great ocean breeze and views, quietest block in OBP - Fire Island Pines - Beach
3rd house from the ocean, great ocean breeze and views, quietest block in OBP
Fire Island Pines, NY, United States
Free Wi-Fi
Pet-friendly
R31 456+
Check availability
The Great Escape at a Great Location! - Fire Island Pines - Patio
The Great Escape at a Great Location!
Fire Island Pines, NY, United States
Free Wi-Fi
R23 708+
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Ocean Beach Fire Island Great House Perfect distance to beach and town - Fire Island Pines - Living room
Ocean Beach Fire Island Great House Perfect distance to beach and town
Fire Island Pines, NY, United States
Free Wi-Fi
Pet-friendly
Air conditioning
R13 550+
Check availability
Affordable Ocean Beach, Fire Island Studio Sleeps 2 Max, Wifi, 31\' Smart Roku Tv - Fire Island Pines - Patio
Affordable Ocean Beach, Fire Island Studio Sleeps 2 Max, Wifi, 31\' Smart Roku Tv
Fire Island Pines, NY, United States
Free Wi-Fi
Pet-friendly
Air conditioning
R12 086+
Check availability
Large Heated Pool, Hot Tub, Ac, Roof Deck, Pines Home Near Harbor! - Fire Island Pines - Living room
Large Heated Pool, Hot Tub, Ac, Roof Deck, Pines Home Near Harbor!
Fire Island Pines, NY, United States
Pool
Air conditioning
R59 539+
Check availability
Excellent location!Comfy Studio near Manhattan - Newark - Living room
Excellent location!Comfy Studio near Manhattan
The Ironbound
Air conditioning
R5 008+
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The Pines Men-Only Stay - Fire Island Pines
The Pines Men-Only Stay
Fire Island Pines, NY, United States
9.0Wonderful(15)
Free Wi-Fi
Pool
Pet-friendly
Air conditioning
R13 532+
Check availability
Designer cozy 1 private bedroom w full bath & yard 20 min to nyc - Harrison
Designer cozy 1 private bedroom w full bath & yard 20 min to nyc
Harrison, NJ, United States
Free Wi-Fi
Air conditioning
R5 045+
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Pines Alcove Studio Queen Bed + Queen Sofa Pullout, Jacuzzi, Bbq Fire Island - Fire Island Pines
Pines Alcove Studio Queen Bed + Queen Sofa Pullout, Jacuzzi, Bbq Fire Island
Fire Island Pines, NY, United States
Free Wi-Fi
Pet-friendly
Air conditioning
R6 784+
Check availability
Spectacular Oceanfront Front house only a few weeks left! - Fire Island Pines
Spectacular Oceanfront Front house only a few weeks left!
Fire Island Pines, NY, United States
Air conditioning
R34 293+
Check availability
Sunsets on the Bay: Luxe 6-BR in Best Pines Location - Sayville
Sunsets on the Bay: Luxe 6-BR in Best Pines Location
Sayville, NY, United States
Free Wi-Fi
Pool
Pet-friendly
Air conditioning
R75 443+
Check availability
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R0 - R18 870R18 870 - R37 722R37 722 - R56 592R56 592 - R75 443R75 443+ per night

Property Types

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Free cancellationFree breakfastFree parkingFree internet

Good to know

Low season

February

High season

July

Average price (weeknight)

R5 321

Average price (weekend night)

R7 425
Cheapest month to stay with an average 10% drop in price.
Most expensive month to stay with an average 206% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

Top tips for finding the perfect Long Island holiday rental

  • Holiday rentals are a popular choice for both long and short-term stays. KAYAK users usually book their holiday rental in Long Island for 7 days.
  • Holiday rentals in Long Island are around 10% more expensive than hotels on average. Search here to compare prices for all accommodation types in Long Island.
  • The city in Long Island with the most affordable holiday homes is New York, with around 4 274 properties and an average price of R1 177. The most popular holiday rentals in Long Island among KAYAK users are 31 Street Broadway Hotel, The New York Renaissance Home And Guesthouse, and The Harlem Cascades.

FAQs when booking a holiday home in Long Island

  • How much is a holiday rental in Long Island for tonight?

    In the last 72 hours, users have found Long Island holiday rentals for tonight for as little as R2 427. Search here for similar prices

  • How much is a holiday rental for a week in Long Island?

    The average price for a weekly Long Island holiday rental found by KAYAK users in the last 2 weeks is R8 239.

  • How much is a holiday rental for a month in Long Island?

    The average price for a monthly Long Island holiday rental found by KAYAK users in the last 2 weeks is R35 312.

  • What types of holiday rentals are available in Long Island?

    There are loads of different property types that you can make your holiday home in Long Island. You’ll find apartments, cottages, houses, villas, condos, homestays, luxury tents, campgrounds, chalets, lodges, boats, houseboats, caravans, ranches, bungalows, cabins, barns and motorhomes.

  • What are some of the most-loved holiday rentals available in Long Island?

    If you’re looking for something special, the holiday rental most loved by KAYAK users is Radio City Apartments.

  • Are there any pet-friendly holiday rentals in Long Island?

    There are a number of dog and pet-friendly Long Island holiday rentals, with around 11% allowing you to bring your pet along with you.

See more FAQs

Where to stay in Long Island?

Our map will help you find the perfect place to stay in Long Island by showing you the exact location of each holiday home.

What Long Island holiday rental guests are talking about

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Holiday rentals by topic

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AKA Sutton Place - New York - Living room
AKA Sutton Place
Manhattan
9.1Wonderful(74)
Free Wi-Fi
Pool
Pet-friendly
Air conditioning
R8 360+
Check availability
Radio City Apartments - New York - Living room
Radio City Apartments
Manhattan
8.7Very Good(7426)
Free Wi-Fi
Air conditioning
R6 892+
Check availability
AKA United Nations - New York
AKA United Nations
Manhattan
9.2Wonderful(82)
Free Wi-Fi
Air conditioning
R408+
Check availability

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