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Best Long Island Apartments on Holiday Lettings - Condos

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4,975 Vacation rentals

Shoreham Vacation apartment rental

Shoreham apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $310 / night

$2,164 / week

1 / 17

Vacation guest house in Long Island

Sag Harbor guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $401 / night

$2,806 / week

1 / 13

Vacation home rental

Bridgehampton house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $1,145 / night

$8,015 / week

1 / 12

Vacation home in Southampton

Southampton house

  • 4 bedrooms
  • 11 bathrooms
  • sleeps 8

from $2,045 / night

$14,313 / week

1 / 18

Home rental in Westhampton Beach

Westhampton Beach house

  • 8 bedrooms
  • 7 bathrooms
  • sleeps 18

from $2,000 / night

$14,000 / week

1 / 45

Apartment accommodation in Long Island

Deer Park apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

from $401 / night

$2,290 / week

1 / 4

Vacation condo in Montauk

Montauk condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $573 / night

$4,008 / week

1 / 8

Home rental in Sag Harbor

Sag Harbor house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

from $1,145 / night

$8,015 / week

1 / 7

Vacation home in Long Island

Water Mill house

  • 10 bedrooms
  • 10 bathrooms
  • sleeps 20

from $630 / night

$4,409 / week

1 / 22

Vacation home in Westhampton Beach

Westhampton Beach house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 16

from $1,432 / night

$4,008 - $14,313 / week

1 / 30

Glen Cove Vacation home rental

Glen Cove house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 18

from $974 / night

$6,813 / week

1 / 25

Vacation home in Long Island

Westhampton Beach house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

from $1,500 / night

$10,500 / week

1 / 50

Long Island Vacation hotel apartment rental

Southampton hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $240 / night

$1,676 / week

1 / 4

Vacation villa in Long Island

Amagansett villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from $1,603 / night

$9,618 - $11,221 / week

1 / 38

Vacation home in Westhampton Beach

Westhampton Beach house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 1

from $22,900 / night

$160,300 / week

1 / 4

Mattituck Vacation home rental

Mattituck house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 14

from $430 / night

$2,205 / week

1 / 21

Bellmore Vacation home rental

Bellmore house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from $544 / night

$3,808 / week

1 / 36

Long Island Vacation home rental

Cherry Grove house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $602 / night

$4,580 - $6,183 / week

1 / 23

Southold Vacation home rental

Southold house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from $831 / night

$5,725 - $6,126 / week

1 / 21

Home rental in Southold

Southold house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

from $430 / night

$2,205 / week

1 / 21

Vacation home in Long Island

Noyack house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 10

from $1,718 / night

$12,023 / week

1 / 42

Mattituck Vacation home rental

Mattituck house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14

from $430 / night

$2,205 / week

1 / 36

Home rental in Water Mill

Water Mill house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from $573 / night

$9,160 / week

1 / 34

Long Island Vacation manor house rental

Montauk manor house

  • 5 bedrooms
  • 8 bathrooms
  • sleeps 10

from $17,175 / night

$120,225 / week

1 / 30

Vacation home in Amagansett

Amagansett house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $1,685 / night

$11,790 / week

1 / 18

Long Island Vacation home rental

Montauk house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $1,963 / night

$13,740 / week

1 / 8

East Quogue Vacation home rental

East Quogue house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $2,061 / night

$14,427 / week

1 / 30

Long Island Vacation home rental

Sag Harbor house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from $1,276 / night

$8,931 / week

1 / 7

Long Island Vacation home accommodation

Bridgehampton house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 8

from $1,718 / night

$16,603 / week

1 / 18

Vacation home with swimming pool in Long Island

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $1,145 / night

$6,298 / week

1 / 10

Vacation home rental

Hampton Bays house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from $382 / night

$2,672 / week

1 / 35

Home accommodation in Orient

Orient house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 6

from $1,088 / night

$7,615 / week

1 / 31

Vacation home rental

East Meadow house

  • 1 bedroom
  • 1 bathroom
  • sleeps 1

from $54 / night

$377 / week

1 / 9

Vacation home in Long Island

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $659 / night

$4,609 / week

1 / 15

Home rental in Long Island

Hampton Bays house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $687 / night

$4,580 / week

1 / 15

Greenport Vacation home rental

Greenport house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $916 / night

$6,412 / week

1 / 22

Vacation apartment in Glen Head

Glen Head apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $321 / night

$2,061 / week

1 / 15

Long Island Vacation home rental

Shelter Island house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from $1,064 / night

$7,443 / week

1 / 19

Vacation home in East Moriches

East Moriches house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

from $916 / night

$5,725 / week

1 / 6

Vacation home in Remsenburg

Remsenburg house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $802 / night

$3,607 / week

1 / 20

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