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Holiday Lettings
> North America
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> 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.
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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 £399 / night

£2,789 / week

1 / 17

Great rentals within 20 miles that match your search

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Home rental in Islamorada

Islamorada house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Cot available

from £366 / night

£2,560 / 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 £640 / night

£4,480 / 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

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

£634 / 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

£1,600 / 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 £458 / night

£2,286 / 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 £128 / night

£896 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday studio in Matecumbe Key

Matecumbe Key studio

  • Studio
  • 1 bathroom
  • sleeps 2

1 filter does not match: Cot available

9 reviews

from £138 / night

£960 / week

1 / 17

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 £458 / night

£3,200 / week

1 / 28

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: Cot available

12 reviews

from £496 / night

£4,206 - £5,486 / 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: Cot available

17 reviews

from £389 / night

£2,652 / week

1 / 19

Great rentals within 20 miles that match your search

Islamorada holiday home rental

Islamorada house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

1 filter does not match: Cot available

7 reviews

from £784 / night

£4,572 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday cottage in Conch Key

Conch Key cottage

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Cot available

from £448 / night

£3,136 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday home in Marathon

Marathon house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Cot available

15 reviews

from £320 / night

£2,236 / week

1 / 50

Great rentals within 20 miles that match your search

Marathon holiday home rental

Marathon house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cot available

9 reviews

from £172 / night

£1,198 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday condo rental

Islamorada condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cot available

18 reviews

from £203 / night

£1,418 / week

1 / 35

Great rentals within 20 miles that match your search

Holiday home accommodation

Islamorada house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Cot available

from £275 / night

£1,920 / week

1 / 25

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

36 reviews

from £1,829 / night

£12,800 / week

1 / 36

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: Cot available

102 reviews

from £255 / night

£1,587 - £1,861 / week

1 / 20

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: Cot available

4 reviews

from £389 / night

£2,652 - £2,880 / week

1 / 48

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 £412 / night

£2,880 / 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 £311 / night

£2,176 / 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

£1,137 / week

1 / 19

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 £157 / night

£1,100 / week

1 / 14

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 £213 / night

£1,491 / week

1 / 35

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 £205 / night

£1,435 / 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 £253 / night

£1,770 / week

1 / 12

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

£839 / week

1 / 18

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

£783 / week

1 / 16

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 £229 / night

£1,603 / week

1 / 13

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 £221 / night

£1,547 / 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

£820 / week

1 / 17

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

£802 / week

1 / 14

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

£1,286 / week

1 / 17

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

£1,053 / 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

£1,314 / week

1 / 27

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 £173 / night

£1,211 / week

1 / 12

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

£671 / week

1 / 11

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 £330 / night

£2,311 / week

1 / 23

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