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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

Property rating (out of 5)
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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 (7)
  • Apartment (11)
  • Villa (9)
  • Cottage (4)
  • House (130)
  • Townhouse (12)
  • Yacht (1)
  • Condo (11)
  • Caravan/Mobile Home (1)

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7 Holiday homes

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Studio
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Great rentals within 20 miles that match your search

Studio rental in Marathon

Marathon studio

  • Studio
  • 1 bathroom
  • sleeps 3
4 reviews

from £255 / night

£1,780 / week

1 / 9

Great rentals within 20 miles that match your search

Studio rental in Grassy Key

Grassy Key studio

  • Studio
  • 1 bathroom
  • sleeps 2

from £183 / night

£1,004 / week

1 / 36

Great rentals within 20 miles that match your search

Studio rental in Islamorada with shared pool

Islamorada studio

  • Studio
  • 2 bathrooms
  • sleeps 2

from £228 / night

£1,415 / week

1 / 47

Great rentals within 20 miles that match your search

Holiday studio in Marathon

Marathon studio

  • Studio
  • 1 bathroom
  • sleeps 2

from £165 / night

£913 / week

1 / 31

Great rentals within 20 miles that match your search

Holiday studio in Marathon

Marathon studio

  • Studio
  • 1 bathroom
  • sleeps 2
2 reviews

from £183 / night

£1,004 / week

1 / 31

Great rentals within 20 miles that match your search

Holiday studio in Matecumbe Key

Matecumbe Key studio

  • Studio
  • 1 bathroom
  • sleeps 2
9 reviews

from £137 / night

£959 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday studio in Marathon Shores

Marathon Shores studio

  • Studio
  • 1 bathroom
  • sleeps 2

from £137 / night

£959 / week

1 / 15

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

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Home accommodation in Stock Island with swimming pool

Stock Island house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

1 filter does not match: Property type

from £778 / night

£5,440 / week

1 / 83

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: Property type

from £165 / night

£1,152 / week

1 / 19

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: Property type

from £245 / night

£1,716 / 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: Property type

from £412 / night

£2,880 / week

1 / 18

Great rentals within 20 miles that match your search

Little Torch Key holiday home rental

Little Torch Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £592 / night

£4,144 / week

1 / 25

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: Property type

from £365 / night

£2,556 / week

1 / 32

Great rentals within 20 miles that match your search

Holiday home in Big Pine Key

Big Pine Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

1 filter does not match: Property type

from £182 / night

£1,272 / week

1 / 25

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: Property type

2 reviews

from £653 / night

£4,563 / week

1 / 40

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: Property type

from £273 / night

£1,910 / week

1 / 55

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: Property type

from £375 / night

£2,626 / week

1 / 26

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: Property type

from £274 / night

£2,464 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday condo rental

Stock Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £276 / night

£1,930 / week

1 / 37

Great rentals within 20 miles that match your search

Home rental in Cudjoe Key

Cudjoe Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £261 / night

£1,827 - £2,262 / week

1 / 44

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: Property type

from £365 / night

£2,556 / week

1 / 15

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: Property type

6 reviews

from £312 / night

£2,181 - £3,003 / week

1 / 20

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: Property type

from £639 / night

£4,472 / 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: Property type

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: Property type

2 reviews

from £91 / night

£633 / 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: Property type

2 reviews

from £251 / night

£1,757 - £2,038 / 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: Property type

3 reviews

from £229 / night

£1,597 / 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: Property type

from £457 / night

£2,282 / 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: Property type

2 reviews

from £128 / night

£895 / 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: Property type

from £300 / night

£2,099 / week

1 / 13

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: Property type

41 reviews

from £256 / night

£1,789 / 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: Property type

10 reviews

from £457 / night

£3,194 / week

1 / 30

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: Property type

32 reviews

from £457 / night

£3,194 / week

1 / 28

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: Property type

9 reviews

from £297 / night

£1,780 / week

1 / 33

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

67 reviews

from £274 / night

£1,917 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday apartment in Marathon

Marathon apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

19 reviews

from £274 / night

£1,912 / week

1 / 37

Great rentals within 20 miles that match your search

Cudjoe Key holiday home rental

Cudjoe Key house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14

1 filter does not match: Property type

16 reviews

from £630 / night

£4,408 - £5,686 / week

1 / 26

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: Property type

12 reviews

from £495 / night

£4,198 - £5,476 / week

1 / 35

Great rentals within 20 miles that match your search

Cudjoe Key holiday home rental

Cudjoe Key house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

1 filter does not match: Property type

51 reviews

from £434 / night

£3,377 - £3,888 / week

1 / 49

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 £388 / night

£2,647 / week

1 / 19

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