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50 Best Long Island Apartments on Holiday Lettings - Condos

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247 Vacation rentals

Home rental in Long Island

Ocean Beach house

5 bedrooms • 2 bathrooms • sleeps 10

from $974 / night

$6,813 / week

1 / 19

Long Island Vacation cottage rental

Fair Harbor cottage

3 bedrooms • 2 bathrooms • sleeps 6

from $974 / night

$5,725 / week

1 / 21

Cottage rental in Long Island

Sag Harbor cottage

3 bedrooms • 4 bathrooms • sleeps 8

from $1,031 / night

$6,870 / week

1 / 17

Long Island Vacation cottage rental

Fire Island cottage

3 bedrooms • 2 bathrooms • sleeps 6

from $753 / night

$5,267 / week

1 / 14

Vacation studio in Ridge

Ridge studio

Studio • 1 bathroom • sleeps 2

from $86 / night

$315 / week

1 / 5

Vacation condo in Long Island

Southampton condo

2 bedrooms • 3 bathrooms • sleeps 4

from $818 / night

$5,725 / week

1 / 9

Apartment accommodation in Long Island

Deer Park apartment

3 bedrooms • 1 bathroom • sleeps 5

from $401 / night

$2,290 / week

1 / 4

Long Island Vacation studio rental

Brentwood studio

Studio • 1 bathroom • sleeps 2

from $126 / night

$882 / week

1 / 7

Vacation home in Long Island

East Hampton house

5 bedrooms • 4 bathrooms • sleeps 12

from $1,145 / night

$8,015 / week

1 / 13

Vacation cottage in Cutchogue

Cutchogue cottage

2 bedrooms • 1 bathroom • sleeps 6

9 reviews

from $172 / night

$1,117 - $2,268 / week

1 / 18

Vacation home in Long Island

Hampton Bays house

3 bedrooms • 3 bathrooms • sleeps 9

1 review

from $769 / night

$5,378 / week

1 / 25

Vacation home with swimming pool, golf nearby in Long Island

Bellport house

3 bedrooms • 2 bathrooms • sleeps 10

from $687 / night

$4,809 / week

1 / 21

Long Island Vacation apartment rental

East Patchogue apartment

1 bedroom • 1 bathroom • sleeps 2

from $166 / night

$1,088 / week

1 / 27

Vacation home in Remsenburg

Remsenburg house

3 bedrooms • 2 bathrooms • sleeps 6

4 reviews

from $458 / night

$3,607 / week

1 / 21

Home rental in Long Island

Rocky Point house

3 bedrooms • 2 bathrooms • sleeps 8

from $607 / night

$4,248 / week

1 / 25

Amagansett Vacation home rental

Amagansett house

4 bedrooms • 4 bathrooms • sleeps 8

from $1,309 / night

$9,160 / week

1 / 11

Vacation studio rental

Ocean Bay Park studio

Studio • 1 bathroom • sleeps 2

1 review

from $354 / night

$2,477 / week

1 / 25

Vacation apartment in Greenport

Greenport apartment

2 bedrooms • 2 bathrooms • sleeps 6

13 reviews

from $401 / night

$2,605 - $3,206 / week

1 / 14

Vacation home in Long Island

Westhampton Beach house

3 bedrooms • 2 bathrooms • sleeps 6

3 reviews

from $263 / night

$1,088 - $3,722 / week

1 / 23

Vacation home in Long Island

Montauk house

3 bedrooms • 2 bathrooms • sleeps 6

from $859 / night

$6,012 / week

1 / 41

Vacation home in Greenport

Greenport house

4 bedrooms • 3 bathrooms • sleeps 8

1 review

from $802 / night

$5,153 - $6,756 / week

1 / 17

Vacation cottage in Sag Harbor

Sag Harbor cottage

2 bedrooms • 1 bathroom • sleeps 4

5 reviews

from $573 / night

$4,008 / week

1 / 15

Long Island Vacation home rental

East Hampton house

4 bedrooms • 3 bathrooms • sleeps 8

from $687 / night

$4,008 / week

1 / 18

Vacation cottage in Long Island

Ocean Beach cottage

2 bedrooms • 1 bathroom • sleeps 5

1 review

from $602 / night

$4,208 / week

1 / 19

Springs Vacation home rental

Springs house

4 bedrooms • 4 bathrooms • sleeps 8

1 review

from $668 / night

$4,673 / week

1 / 29

Long Island Vacation home rental

Sag Harbor house

5 bedrooms • 7 bathrooms • sleeps 12

5 reviews

from $3,272 / night

$22,900 / week

1 / 28

Home rental in Greenport

Greenport house

3 bedrooms • 1 bathroom • sleeps 8

2 reviews

from $308 / night

$2,156 / week

1 / 24

Long Island Vacation home rental

Montauk house

4 bedrooms • 3 bathrooms • sleeps 10

from $1,145 / night

$8,015 / week

1 / 24

Hewlett Vacation private room rental

Hewlett private room

1 bedroom • 1 bathroom • sleeps 4

from $86 / night

$516 - $676 / week

1 / 9

Home accommodation in Orient

Orient house

5 bedrooms • 4 bathrooms • sleeps 8

from $458 / night

$2,863 - $5,382 / week

1 / 39

Vacation cottage in Mattituck

Mattituck cottage

4 bedrooms • 2 bathrooms • sleeps 9

1 review

from $311 / night

$2,176 / week

1 / 26

Home rental in Long Island

Brookhaven house

5 bedrooms • 3 bathrooms • sleeps 15

from $447 / night

$3,126 / week

1 / 51

Vacation home rental

Bridgehampton house

4 bedrooms • 3 bathrooms • sleeps 8

from $1,145 / night

$8,015 / week

1 / 12

Hampton Bays Vacation home rental

Hampton Bays house

2 bedrooms • 2 bathrooms • sleeps 6

from $745 / night

$4,008 / week

1 / 17

Sag Harbor Vacation home rental

Sag Harbor house

6 bedrooms • 7 bathrooms • sleeps 12

1 review

from $3,435 / night

$21,755 / week

1 / 26

Vacation home with swimming pool in Long Island

Sag Harbor house

4 bedrooms • 4 bathrooms • sleeps 8

from $1,245 / night

$8,713 / week

1 / 31

Vacation home in Long Island

East Hampton house

3 bedrooms • 3 bathrooms • sleeps 6

3 reviews

from $573 / night

$3,435 / week

1 / 7

Vacation home in Southampton

Southampton house

4 bedrooms • 11 bathrooms • sleeps 8

from $2,045 / night

$14,313 / week

1 / 18

Long Island Vacation home rental

Cherry Grove house

1 bedroom • 1 bathroom • sleeps 4

1 review

from $602 / night

$4,580 - $6,183 / week

1 / 23

Apartment rental in Greenport

Greenport apartment

1 bedroom • 1 bathroom • sleeps 2

from $237 / night

$1,660 / week

1 / 23

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