Long Island Vacation Rentals - HolidayHomes base64Hash Long Island Vacation Rentals - HolidayHomes

Long Island Vacation Rentals

Browse 7,385 available vacation homes and compared across 17 trusted partners

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Top-Rated Vacation rentals in Long Island

Book the highest-rated Long Island vacation rentals, rated by real guests for comfort, location, cleanliness, services and value for money

We use AI to generate the short summary in each offer below, check full description before booking.
Accommodation Hampton Bays

Rental with grill, garden & pool | Garden view

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House Montauk

Private access Ocean beach. Perfect home for families!

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House Fire Island

Windows on the Sea Modern Pool & Beach Retreat 100 ft to Beach 2 Masters

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House Montauk

Beautiful House with Pool In Montauk

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House Fire Island

Fully equipped lovely vacation home with barbecue & patio | Next to the beach

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House Wading River

Queen Vic Soundfront 5BR Beach House on Long Island Sound

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House North Fork

Children-friendly vacation home with grill & pool

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Cabin Remsenburg

Cottage with pool, terrace & yard | Lake view | Suitable for remote work

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House Commack

Vacation home with barbecue, private pool & garden

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House Mastic Beach

Mastic Beach Surf House

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House East Patchogue

Waterfront house next to Bellport golf course

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House Montauk

HOTTEST New Modern Beach House w pool & hot tub steps to Gurneyโ€™s

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House Bellport

Vacation home with private pool, terrace & yard

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Cabin Montauk

Hither Hills 2BR Montauk Cottage - walk to beach!

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House Hampton Bays

Best View Private Beach Putting Green

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Top 15 most Recommended Vacation Rentals in Long Island

Discover your ideal Long Island vacation rental with real-time comparisons of 7,385 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

We use AI to generate the short summary in each offer below, check full description before booking.
House Lake Grove
House โˆ™ 10 guests โˆ™ 4 bedrooms

Child-friendly ample house with garden, grill & terrace | Pets allowed

Lake Grove, Brookhaven, New York, United States
This house rental in Lake Grove accommodates 10 guests and features a family-friendly kitchen and a spacious yard.
from $380
per night
(66)
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House Fire Island
House โˆ™ 14 guests โˆ™ 7 bedrooms

Child-friendly house with patio, private pool & barbeque | City view | Close to the beach | Pet-friendly

Fire Island, Suffolk County, New York, United States
This house rental in Fire Island accommodates 14 guests and features a private pool for a relaxing getaway.
from $1,326
per night
(7)
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House Westhampton
House โˆ™ 14 guests โˆ™ 6 bedrooms

House with garden, patio & private pool | Good for workation

Westhampton, Southampton, New York, United States
This house rental in Westhampton accommodates 14 guests and features a private pool for a perfect getaway.
from $695
per night
(130)
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House Fire Island
House โˆ™ 12 guests โˆ™ 5 bedrooms

House with private pool, terrace & grill

Fire Island, Suffolk County, New York, United States
This house rental in Fire Island accommodates 12 guests and features beach access for a perfect seaside getaway.
from $1,948
per night
(29)
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House Shinnecock Hills
House โˆ™ 13 guests โˆ™ 6 bedrooms

Vacation home with barbecue, jacuzzi & heated pool

Shinnecock Hills, Southampton, New York, United States
This house rental in Shinnecock Hills accommodates 13 guests and features a heated pool for a relaxing stay.
from $2,258
per night
(36)
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House Montauk
House โˆ™ 10 guests โˆ™ 5 bedrooms

Vacation home with BBQ, patio & garden

Montauk, East Hampton, New York, United States
This spacious house rental in Montauk accommodates 10 guests and features a family-friendly yard for outdoor enjoyment.
from $544
per night
(64)
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House Southampton
House โˆ™ 10 guests โˆ™ 5 bedrooms

Child-friendly big house with BBQ, garden & private pool | Suitable for remote work

Southampton, Suffolk County, New York, United States
Spacious house rental in Southampton for 10 guests featuring a private pool and family-friendly amenities throughout.
from $783
per night
(44)
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House Fire Island Pines
House โˆ™ 8 guests โˆ™ 4 bedrooms

Fully equipped vacation home with garden, BBQ & private pool | Next to the beach

Fire Island Pines, Fire Island, New York, United States
This house rental in Fire Island Pines accommodates 8 guests and features a private pool for a relaxing getaway.
from $1,835
per night
(6)
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House Wading River
House โˆ™ 4 guests โˆ™ 1 bedroom

Vacation home with BBQ, patio & heated pool

Wading River, Riverhead, New York, United States
Charming house rental in Wading River accommodating 4 guests with a beautiful pool and easy beach access for a perfect getaway.
from $378
per night
(59)
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