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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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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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Cot available

Great rentals within 20 miles that match your search

Marathon holiday home let

Marathon house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7
14 reviews

from £400 / night

£2,794 / week

1 / 17

Great rentals within 20 miles that match your search

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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

£898 / 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 £301 / night

£2,107 / week

1 / 13

Great rentals within 20 miles that match your search

Home rental in Islamorada

Islamorada house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Cot available

from £367 / night

£2,565 / week

1 / 15

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 £642 / night

£4,489 / 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

£449 / 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

£635 / week

1 / 22

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 £229 / night

£1,603 / week

1 / 15

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 £413 / night

£2,886 / 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 £312 / night

£2,180 / 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 £163 / night

£1,139 / week

1 / 19

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 £206 / night

£1,438 / 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 £254 / night

£1,774 / week

1 / 12

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 £230 / night

£1,606 / week

1 / 13

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 £112 / night

£784 / week

1 / 16

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

£1,102 / week

1 / 14

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

£822 / week

1 / 17

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 £214 / night

£1,494 / week

1 / 35

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 £115 / night

£803 / week

1 / 14

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 £222 / night

£1,550 / 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 £120 / night

£840 / 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 £128 / night

£896 / week

1 / 8

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 £151 / night

£1,055 / week

1 / 12

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 £188 / night

£1,316 / week

1 / 27

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

£654 / 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 £184 / night

£1,288 / 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 £331 / night

£2,315 / 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 £96 / night

£672 / 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

£1,214 / 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 £1,767 / night

£12,366 - £14,198 / 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 £366 / night

£2,559 / 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 £131 / night

£915 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday home in Marathon

Marathon house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

1 filter does not match: Cot available

1 review

from £524 / night

£3,664 - £4,164 / week

1 / 50

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 £139 / night

£971 / week

1 / 18

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: Cot available

from £275 / night

£1,924 / week

1 / 20

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 £128 / night

£896 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday home in Marathon

Marathon house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cot available

33 reviews

from £261 / night

£1,828 - £2,148 / week

1 / 32

Great rentals within 20 miles that match your search

Big Pine Key holiday home rental

Big Pine Key house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Cot available

from £138 / night

£962 / week

1 / 16

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: Cot available

from £272 / night

£1,898 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday home in Islamorada

Islamorada house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Cot available

32 reviews

from £459 / night

£3,209 / week

1 / 28

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