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Holiday Lettings
> North America
> United States
> Florida
> Florida Keys
> Villas and holiday rentals in Key West

Villas in Key West and Holiday rentals - Holiday Lettings - Holiday Rentals Key West

Price per night

£1 £750 -

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  • 3 and above
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Filtered properties are rated either by Tripadvisor Vacation Rentals users, or by Vrbo users. Both rating systems are separate, and are depicted differently as shown in the key above. Tripadvisor performs checks on its reviews. Holiday Lettings and companies under Tripadvisor Group do not check Vrbo reviews.
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Fireplace
Parking

Great rentals within 20 miles that match your search

Home rental in Cudjoe Key

Cudjoe Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £262 / night

£1,829 - £2,264 / week

1 / 44

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

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Home rental in Summerland Key

Summerland Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Fireplace

2 reviews

from £128 / night

£895 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday condo in Key West

Key West condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Fireplace

1 review

from £137 / night

£959 / week

1 / 27

Great rentals within 20 miles that match your search

Key West holiday home rental

Key West house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Fireplace

36 reviews

from £262 / night

£1,829 / week

1 / 39

Great rentals within 20 miles that match your search

Home rental in Cudjoe Key

Cudjoe Key house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 14

1 filter does not match: Fireplace

12 reviews

from £495 / night

£4,202 - £5,480 / week

1 / 35

Great rentals within 20 miles that match your search

Key West holiday apartment rental

Key West apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Fireplace

17 reviews

from £389 / night

£2,649 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday home in Key West

Key West house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Fireplace

114 reviews

from £274 / night

£1,915 - £3,909 / week

1 / 76

Great rentals within 20 miles that match your search

Holiday apartment rental

Key West apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Fireplace

13 reviews

from £302 / night

£2,114 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday home in Key West

Key West house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 12

1 filter does not match: Fireplace

42 reviews

from £1,690 / night

£11,828 / week

1 / 58

Great rentals within 20 miles that match your search

Holiday home rental

Key West house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Fireplace

5 reviews

from £1,643 / night

£11,502 / week

1 / 47

Great rentals within 20 miles that match your search

Holiday condo in Key West

Key West condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Fireplace

102 reviews

from £255 / night

£1,585 - £1,859 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Key West

Key West villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 16

1 filter does not match: Fireplace

5 reviews

from £1,599 / night

£11,189 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday condo in Key West

Key West condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Fireplace

4 reviews

from £389 / night

£2,649 - £2,877 / week

1 / 48

Great rentals within 20 miles that match your search

Holiday townhouse in Key West

Key West townhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Fireplace

5 reviews

from £731 / night

£5,115 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday condo with shared pool in Key West

Key West condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Fireplace

2 reviews

from £86 / night

£597 / week

1 / 17

Great rentals within 20 miles that match your search

Home rental in Key West

Key West house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Fireplace

from £274 / night

£1,918 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday home in Key West

Key West house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Fireplace

from £271 / night

£1,893 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday yacht with shared pool in Key West

Key West yacht

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

1 filter does not match: Fireplace

from £1,552 / night

£10,043 / week

1 / 16

Great rentals within 20 miles that match your search

Cudjoe Key holiday home accommodation

Cudjoe Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Fireplace

from £142 / night

£991 / week

1 / 14

Great rentals within 20 miles that match your search

Condo rental in Key West

Key West condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Fireplace

17 reviews

from £273 / night

£1,906 / week

1 / 42

Great rentals within 20 miles that match your search

Key West holiday home rental

Key West house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Fireplace

from £384 / night

£2,686 / week

1 / 29

Great rentals within 20 miles that match your search

Home rental in Cudjoe Key

Cudjoe Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Fireplace

1 review

from £379 / night

£2,654 / week

1 / 32

Great rentals within 20 miles that match your search

Holiday home in Sugarloaf

Sugarloaf house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Fireplace

from £192 / night

£1,343 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday home with golf nearby in Stock Island

Stock Island house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Parking

from £411 / night

£2,877 - £3,836 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday condo with shared pool, golf nearby in Key West

Key West condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Fireplace

from £727 / night

£5,083 / week

1 / 52

Great rentals within 20 miles that match your search

Home rental in Cudjoe Key

Cudjoe Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Fireplace

1 review

from £182 / night

£1,273 / week

1 / 68

Great rentals within 20 miles that match your search

Key West holiday condo rental

Key West condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Fireplace

from £727 / night

£5,083 / week

1 / 53

Great rentals within 20 miles that match your search

Key West holiday home rental

Key West house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Fireplace

from £383 / night

£2,679 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday condo with swimming pool in Key West

Key West condo

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Fireplace

from £252 / night

£1,759 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday condo in Key West

Key West condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Fireplace

from £640 / night

£2,740 - £3,197 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday home rental

Key West house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Fireplace

from £301 / night

£2,104 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday home in Cudjoe Key

Cudjoe Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Fireplace

from £174 / night

£1,215 / week

1 / 54

Great rentals within 20 miles that match your search

Home rental in Sugarloaf Key

Sugarloaf Key house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Fireplace

from £306 / night

£2,142 / week

1 / 31

Great rentals within 20 miles that match your search

Holiday home in Cudjoe Key

Cudjoe Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Fireplace

from £179 / night

£1,247 / week

1 / 101

Great rentals within 20 miles that match your search

Holiday home rental

Summerland Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Fireplace

from £184 / night

£1,285 / week

1 / 14

Great rentals within 20 miles that match your search

Home rental in Cudjoe Key with swimming pool

Cudjoe Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Fireplace

from £206 / night

£1,439 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday home in Sugarloaf

Sugarloaf house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Fireplace

from £265 / night

£1,854 / week

1 / 73

Great rentals within 20 miles that match your search

Holiday home accommodation

Stock Island house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 11

1 filter does not match: Fireplace

from £638 / night

£4,463 / week

1 / 48

Great rentals within 20 miles that match your search

Holiday home in Sugarloaf Key

Sugarloaf Key house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Fireplace

from £255 / night

£1,784 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday home rental

Summerland Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Fireplace

from £228 / night

£1,592 / week

1 / 6

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