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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

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£1 £750 -

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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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Great rentals within 20 miles that match your search

Marathon holiday home let

Marathon house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7
14 reviews

from £398 / night

£2,786 / week

1 / 17

Great rentals within 20 miles that match your search

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Little Torch Key holiday home rental

Little Torch Key house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Cot available

from £320 / night

£2,236 / week

1 / 55

Great rentals within 20 miles that match your search

Holiday home in Key Colony Beach

Key Colony Beach house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Cot available

from £913 / night

£6,388 / week

1 / 33

Great rentals within 20 miles that match your search

Holiday home rental

Key West house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Cot available

from £489 / night

£3,418 / week

1 / 54

Great rentals within 20 miles that match your search

Home rental in Marathon Shores with golf nearby

Marathon Shores house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Cot available

4 reviews

from £593 / night

£4,146 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday home in Ramrod Key

Ramrod Key house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Cot available

from £326 / night

£2,281 / week

1 / 4

Great rentals within 20 miles that match your search

Lower Matecumbe Key holiday condo rental

Lower Matecumbe Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Cot available

from £169 / night

£1,182 / week

1 / 14

Great rentals within 20 miles that match your search

Home accommodation in Stock Island with swimming pool

Stock Island house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

1 filter does not match: Cot available

from £776 / night

£5,430 / week

1 / 83

Great rentals within 20 miles that match your search

Islamorada holiday home let

Islamorada house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Cot available

from £365 / night

£2,556 / week

1 / 32

Great rentals within 20 miles that match your search

Holiday home with golf nearby in Key Colony Beach

Key Colony Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cot available

from £245 / night

£1,712 / week

1 / 22

Great rentals within 20 miles that match your search

Cudjoe Key holiday home rental

Cudjoe Key house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Cot available

from £411 / night

£2,875 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday home in Islamorada

Islamorada house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Cot available

from £165 / night

£1,150 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday home in Sugarloaf Key

Sugarloaf Key house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Cot available

from £907 / night

£6,348 / week

1 / 4

Great rentals within 20 miles that match your search

Holiday home rental

Key Colony Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

1 filter does not match: Cot available

from £328 / night

£2,297 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday home in Key Colony Beach

Key Colony Beach house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Cot available

from £273 / night

£1,908 / week

1 / 55

Great rentals within 20 miles that match your search

Holiday townhouse in Islamorada

Islamorada townhouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Cot available

from £162 / night

£1,130 / week

1 / 52

Great rentals within 20 miles that match your search

Holiday townhouse with shared pool in Islamorada

Islamorada townhouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Cot available

from £479 / night

£1,777 / week

1 / 51

Great rentals within 20 miles that match your search

Townhouse accommodation in Islamorada with shared pool

Islamorada townhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cot available

from £524 / night

£1,960 / week

1 / 47

Great rentals within 20 miles that match your search

Holiday townhouse in Islamorada

Islamorada townhouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 5

1 filter does not match: Cot available

from £479 / night

£1,777 / week

1 / 35

Great rentals within 20 miles that match your search

Islamorada holiday home rental

Islamorada house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Cot available

from £479 / night

£1,777 / week

1 / 56

Great rentals within 20 miles that match your search

Holiday townhouse with shared pool in Islamorada

Islamorada townhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

1 filter does not match: Cot available

from £479 / night

£1,777 / week

1 / 31

Great rentals within 20 miles that match your search

Holiday townhouse with shared pool in Islamorada

Islamorada townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cot available

from £479 / night

£1,777 / week

1 / 46

Great rentals within 20 miles that match your search

Townhouse rental in Islamorada with shared pool

Islamorada townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

1 filter does not match: Cot available

from £524 / night

£1,960 / week

1 / 57

Great rentals within 20 miles that match your search

Islamorada holiday home rental

Islamorada house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cot available

from £479 / night

£1,777 / week

1 / 39

Great rentals within 20 miles that match your search

Holiday condo in Key Colony Beach

Key Colony Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Cot available

from £274 / night

£2,461 / week

1 / 16

Great rentals within 20 miles that match your search

Marathon holiday home rental

Marathon house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

1 filter does not match: Cot available

2 reviews

from £652 / night

£4,557 / week

1 / 40

Great rentals within 20 miles that match your search

Holiday condo with shared pool, golf nearby in Stock Island

Stock Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cot available

from £375 / night

£2,622 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday home in Islamorada

Islamorada house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Cot available

from £300 / night

£2,101 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday condo in Marathon

Marathon condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cot available

6 reviews

from £274 / night

£1,914 / week

1 / 18

Great rentals within 20 miles that match your search

Studio rental in Grassy Key

Grassy Key studio

  • Studio
  • 1 bathroom
  • sleeps 2

1 filter does not match: Cot available

from £183 / night

£1,005 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday studio in Marathon

Marathon studio

  • Studio
  • 1 bathroom
  • sleeps 2

1 filter does not match: Cot available

from £165 / night

£914 / week

1 / 31

Great rentals within 20 miles that match your search

Holiday studio in Marathon

Marathon studio

  • Studio
  • 1 bathroom
  • sleeps 2

1 filter does not match: Cot available

2 reviews

from £183 / night

£1,005 / week

1 / 31

Great rentals within 20 miles that match your search

Islamorada holiday condo rental

Islamorada condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Cot available

6 reviews

from £312 / night

£2,183 - £3,005 / week

1 / 20

Great rentals within 20 miles that match your search

Villa rental in Islamorada

Islamorada villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Cot available

from £163 / night

£1,142 - £3,106 / week

1 / 6

Great rentals within 20 miles that match your search

Holiday home in Islamorada

Islamorada house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

1 filter does not match: Cot available

from £640 / night

£4,476 / week

1 / 22

Great rentals within 20 miles that match your search

Tavernier holiday home rental

Tavernier house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Cot available

from £64 / night

£448 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday villa in Islamorada

Islamorada villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cot available

from £457 / night

£2,284 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday apartment in Key West

Key West apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Cot available

41 reviews

from £256 / night

£1,791 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday home in Cudjoe Key

Cudjoe Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cot available

10 reviews

from £457 / night

£3,197 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday apartment in Marathon

Marathon apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Cot available

9 reviews

from £297 / night

£1,781 / week

1 / 33

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