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Best Key West Vacation rentals on Holiday Lettings - House rentals

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125 Vacation rentals

Vacation condo in Key West

Key West condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $320 / night

$1,987 - $3,046 / week

1 / 20

Vacation home in Key West

Key West house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

from $343 / night

$2,400 - $4,900 / week

1 / 32

Key West Vacation apartment rental

Key West apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $287 / night

$2,004 / week

1 / 69

Key West Vacation apartment accommodation

Key West apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $745 / night

$5,153 / week

1 / 50

Vacation apartment in Key West

Key West apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from $321 / night

$2,245 / week

1 / 24

Vacation condo with swimming pool in Key West

Key West condo

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

from $315 / night

$2,205 / week

1 / 25

Vacation apartment in Key West

Key West apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $573 / night

$4,008 / week

1 / 53

Vacation apartment in Key West

Key West apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $382 / night

$2,672 / week

1 / 35

Apartment rental in Key West with shared pool

Key West apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $840 / night

$5,878 / week

1 / 38

Key West Vacation townhouse rental

Key West townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $393 / night

$2,748 / week

1 / 12

Vacation apartment in Key West

Key West apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $477 / night

$3,340 / week

1 / 41

Key West Vacation apartment rental

Key West apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $458 / night

$3,206 / week

1 / 43

Key West Vacation apartment rental

Key West apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $172 / night

$1,203 / week

1 / 41

Vacation condo in Key West

Key West condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $155 / night

$1,082 / week

1 / 17

Vacation apartment in Key West

Key West apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $382 / night

$2,672 / week

1 / 39

Vacation home rental

Key West house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $613 / night

$4,288 / week

1 / 54

Vacation apartment in Key West

Key West apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $384 / night

$2,685 / week

1 / 15

Vacation apartment in Key West

Key West apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $161 / night

$1,123 / week

1 / 43

Vacation home in Key West

Key West house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

from $140 / night

$980 / week

1 / 17

Vacation home in Key West

Key West house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $339 / night

$2,373 / week

1 / 13

Key West Vacation home rental

Key West house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $481 / night

$3,367 / week

1 / 29

Vacation apartment in Key West

Key West apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $382 / night

$2,672 / week

1 / 64

Key West Vacation apartment rental

Key West apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $166 / night

$1,163 / week

1 / 15

Vacation apartment in Key West

Key West apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $382 / night

$2,672 / week

1 / 28

Vacation apartment with shared pool in Key West

Key West apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $477 / night

$3,340 / week

1 / 36

Vacation home in Key West

Key West house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

from $275 / night

$1,924 / week

1 / 13

Vacation apartment in Key West

Key West apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $764 / night

$5,344 / week

1 / 60

Vacation apartment with shared pool in Key West

Key West apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $401 / night

$2,806 / week

1 / 1

Vacation home rental

Key West house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $377 / night

$2,637 / week

1 / 22

Home rental in Key West

Key West house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from $344 / night

$2,405 / week

1 / 20

Vacation condo in Key West

Key West condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $802 / night

$4,008 - $4,809 / week

1 / 17

Vacation yacht with shared pool in Key West

Key West yacht

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

from $1,946 / night

$12,590 / week

1 / 16

Key West Vacation apartment rental

Key West apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $1,718 / night

$12,023 / week

1 / 45

Vacation home rental

Key West house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from $1,488 / night

$10,412 / week

1 / 31

Vacation apartment in Key West

Key West apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $331 / night

$2,317 / week

1 / 16

Vacation condo rental

Key West condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $179 / night

$1,251 / week

1 / 28

Home rental in Key West with shared pool

Key West house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from $859 / night

$5,725 / week

1 / 20

Key West Vacation home rental

Key West house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $93 / night

$650 / week

1 / 28

Condo rental in Key West

Key West condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $130 / night

$1,251 / week

1 / 30

Vacation home rental

Key West house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $179 / night

$1,251 / week

1 / 38