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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 -

Bedrooms

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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.
Property type
  • Studio (1)
  • Apartment (47)
  • Villa (1)
  • Cottage (1)
  • House (36)
  • Townhouse (5)
  • Yacht (1)
  • Condo (33)
  • B&B (1)

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Great rentals within 20 miles that match your search

Stock Island holiday studio rental

Stock Island studio

  • Studio
  • 1 bathroom
  • sleeps 2

from £143 / night

£999 / week

1 / 22

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

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Holiday apartment in Key West

Key West apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Property type

41 reviews

from £256 / night

£1,792 / week

1 / 24

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: Property type

36 reviews

from £262 / night

£1,831 / week

1 / 39

Great rentals within 20 miles that match your search

Holiday b&b with swimming pool in Key West

Key West b&b

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

22 reviews

from £1,038 / night

£7,267 / week

1 / 22

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: Property type

17 reviews

from £389 / night

£2,652 / 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: Property type

114 reviews

from £274 / night

£1,917 - £3,913 / week

1 / 32

Great rentals within 20 miles that match your search

Holiday apartment in Key West

Key West apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

7 reviews

from £86 / night

£597 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday home in Key West

Key West house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

1 filter does not match: Property type

7 reviews

from £107 / night

£746 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday apartment in Key West

Key West apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

17 reviews

from £347 / night

£2,426 / week

1 / 17

Great rentals within 20 miles that match your search

Key West holiday apartment accommodation

Key West apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Property type

38 reviews

from £371 / night

£2,592 / week

1 / 21

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: Property type

13 reviews

from £303 / night

£2,116 / 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: Property type

42 reviews

from £1,692 / night

£11,840 / week

1 / 58

Great rentals within 20 miles that match your search

Holiday home letting

Key West house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Property type

3 reviews

from £1,188 / night

£8,314 / week

1 / 31

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: Property type

5 reviews

from £1,645 / night

£11,514 / week

1 / 47

Great rentals within 20 miles that match your search

Holiday home rental

Key West house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

2 reviews

from £914 / night

£6,394 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday home in Key West

Key West house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 filter does not match: Property type

6 reviews

from £914 / night

£6,394 / week

1 / 21

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: Property type

102 reviews

from £255 / night

£1,587 - £1,861 / 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: Property type

5 reviews

from £1,600 / night

£11,200 / 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: Property type

4 reviews

from £389 / night

£2,652 - £2,880 / 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: Property type

5 reviews

from £732 / night

£5,120 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday apartment in Key West

Key West apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

3 reviews

from £265 / night

£1,850 / week

1 / 16

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: Property type

2 reviews

from £86 / night

£598 / 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: Property type

from £275 / night

£1,920 / week

1 / 20

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: Property type

1 review

from £138 / night

£960 / week

1 / 27

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: Property type

1 review

from £392 / night

£2,743 - £4,023 / week

1 / 18

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: Property type

from £1,554 / night

£10,053 / week

1 / 16

Great rentals within 20 miles that match your search

Key West holiday townhouse rental

Key West townhouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Property type

1 review

from £731 / night

£5,114 / week

1 / 19

Great rentals within 20 miles that match your search

Apartment rental in Key West

Key West apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

1 filter does not match: Property type

1 review

from £915 / night

£6,400 / week

1 / 17

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: Property type

from £383 / night

£2,682 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday townhouse in Key West

Key West townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Property type

4 reviews

from £274 / night

£1,914 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday home in Key West

Key West house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Property type

1 review

from £252 / night

£1,760 / week

1 / 43

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: Property type

17 reviews

from £273 / night

£1,908 / 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: Property type

from £384 / night

£2,688 / week

1 / 29

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: Property type

from £727 / night

£5,088 / week

1 / 52

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: Property type

from £727 / night

£5,088 / week

1 / 53

Great rentals within 20 miles that match your search

Condo rental in Key West with shared pool

Key West condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £270 / night

£1,600 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday condo letting

Key West condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

from £138 / night

£960 / week

1 / 11

Great rentals within 20 miles that match your search

Holiday apartment in Key West

Key West apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

2 reviews

from £418 / night

£2,925 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday home with golf nearby in Key West

Key West house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £132 / night

£1,029 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday condo in Key West

Key West condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

from £124 / night

£864 / week

1 / 17

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