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Holiday Lettings
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> 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 £401 / night

£2,805 / week

1 / 17

Great rentals within 20 miles that match your search

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Islamorada holiday condo rental

Islamorada condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Cot available

6 reviews

from £314 / night

£2,198 - £3,026 / 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 £165 / night

£1,150 - £3,127 / 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 £644 / night

£4,507 / 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 £65 / night

£451 / week

1 / 24

Great rentals within 20 miles that match your search

Big Pine Key holiday home rental

Big Pine Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cot available

2 reviews

from £91 / night

£638 / week

1 / 22

Great rentals within 20 miles that match your search

Villa rental in Islamorada

Islamorada villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cot available

2 reviews

from £253 / night

£1,771 - £2,054 / week

1 / 44

Great rentals within 20 miles that match your search

Holiday home in Islamorada

Islamorada house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cot available

3 reviews

from £230 / night

£1,610 / week

1 / 15

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 £460 / night

£2,300 / week

1 / 26

Great rentals within 20 miles that match your search

Home rental in Summerland Key

Summerland Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cot available

2 reviews

from £129 / night

£902 / week

1 / 15

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 £303 / night

£2,116 / 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 £276 / night

£1,927 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday home in Islamorada

Islamorada house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cot available

5 reviews

from £414 / night

£2,897 / week

1 / 29

Great rentals within 20 miles that match your search

Holiday home in Islamorada

Islamorada house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

1 filter does not match: Cot available

from £313 / night

£2,189 / week

1 / 27

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: Cot available

from £164 / night

£1,144 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday home in Summerland Key

Summerland Key house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Cot available

from £255 / night

£1,781 / week

1 / 12

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: Cot available

from £207 / night

£1,444 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday home in Big Pine Key

Big Pine Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cot available

from £215 / night

£1,500 / week

1 / 35

Great rentals within 20 miles that match your search

Holiday home in Big Pine Key

Big Pine Key house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Cot available

from £118 / night

£825 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday home in Summerland Key

Summerland Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cot available

from £231 / night

£1,612 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday home in Summerland Key

Summerland Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Cot available

from £158 / night

£1,106 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday home in Big Pine Key

Big Pine Key house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 10

1 filter does not match: Cot available

from £189 / night

£1,322 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday home in Big Pine Key

Big Pine Key house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Cot available

from £113 / night

£788 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday home in Cudjoe Key

Cudjoe Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Cot available

from £116 / night

£806 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday home in Little Torch Key

Little Torch Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cot available

from £121 / night

£844 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday home in Cudjoe Key

Cudjoe Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cot available

from £129 / night

£900 / week

1 / 8

Great rentals within 20 miles that match your search

Holiday home in Big Pine Key

Big Pine Key house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Cot available

from £223 / night

£1,556 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday home in Little Torch Key

Little Torch Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cot available

from £152 / night

£1,059 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday home in Cudjoe Key

Cudjoe Key house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Cot available

from £94 / night

£656 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday home in Sugarloaf

Sugarloaf house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cot available

from £185 / night

£1,294 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday home rental

Summerland Key house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Cot available

from £332 / night

£2,324 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday home in Ramrod Key

Ramrod Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Cot available

from £97 / night

£675 / week

1 / 11

Great rentals within 20 miles that match your search

Holiday home in Ramrod Key

Ramrod Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cot available

from £174 / night

£1,219 / week

1 / 12

Great rentals within 20 miles that match your search

Marathon Shores holiday home rental

Marathon Shores house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Cot available

5 reviews

from £1,774 / night

£12,416 - £14,256 / week

1 / 75

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

3 reviews

from £367 / night

£2,569 / week

1 / 2

Great rentals within 20 miles that match your search

Holiday home in Summerland Key

Summerland Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cot available

from £132 / night

£919 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday caravan/mobile home in Islamorada

Islamorada caravan/mobile home

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Cot available

from £92 / night

£644 / week

1 / 12

Great rentals within 20 miles that match your search

Condo rental in Islamorada

Islamorada condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Cot available

4 reviews

from £127 / night

£886 / week

1 / 19

Great rentals within 20 miles that match your search

Villa rental in Duck Key

Duck Key villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cot available

8 reviews

from £272 / night

£1,900 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday home letting

Little Torch Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cot available

from £140 / night

£975 / week

1 / 18

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