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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

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  • Studio (2)
  • Apartment (3)
  • Villa (10)
  • Cottage (2)
  • House (52)
  • Townhouse (3)
  • Condo (9)
  • Caravan/Mobile Home (1)

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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 £256 / night

£1,793 / week

1 / 9

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 £138 / night

£966 / week

1 / 17

Great rentals within 20 miles that match your search

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Home rental in Little Torch Key

Little Torch Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £156 / night

£1,089 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday condo in Marathon

Marathon condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £123 / night

£857 / week

1 / 17

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: Property type

from £255 / night

£1,780 / week

1 / 12

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: Property type

from £214 / night

£1,499 / week

1 / 35

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: Property type

from £158 / night

£1,106 / week

1 / 14

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: Property type

from £231 / night

£1,611 / week

1 / 13

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: Property type

from £115 / night

£806 / 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: Property type

from £189 / night

£1,321 / week

1 / 27

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: Property type

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

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £113 / night

£787 / week

1 / 16

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: Property type

from £152 / night

£1,059 / week

1 / 12

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: Property type

from £118 / night

£825 / 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: Property type

from £121 / night

£843 / week

1 / 18

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: Property type

from £223 / night

£1,555 / 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: Property type

from £185 / night

£1,293 / week

1 / 17

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: Property type

from £97 / night

£675 / week

1 / 11

Great rentals within 20 miles that match your search

Holiday home in Matecumbe Key

Matecumbe Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

from £125 / night

£870 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday villa letting

Marathon villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Property type

2 reviews

from £241 / night

£1,686 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday villa rental

Marathon villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £464 / night

£3,243 / week

1 / 34

Great rentals within 20 miles that match your search

Holiday villa in Marathon

Marathon villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Property type

9 reviews

from £241 / night

£1,686 / week

1 / 31

Great rentals within 20 miles that match your search

Holiday villa rental

Marathon villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Property type

8 reviews

from £241 / night

£1,686 / week

1 / 38

Great rentals within 20 miles that match your search

Holiday home with shared pool in Layton

Layton house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £473 / night

£3,308 / week

1 / 45

Great rentals within 20 miles that match your search

Holiday home with swimming pool in Sugarloaf Key

Sugarloaf Key house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £144 / night

£1,004 / week

1 / 40

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: Property type

from £92 / night

£644 / week

1 / 12

Great rentals within 20 miles that match your search

Key West holiday townhouse rental

Key West townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Property type

9 reviews

from £295 / night

£2,059 / 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: Property type

from £138 / night

£966 / week

1 / 16

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: Property type

1 review

from £526 / night

£3,677 - £4,179 / week

1 / 50

Great rentals within 20 miles that match your search

Holiday condo in Marathon

Marathon condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

2 reviews

from £283 / night

£1,977 / 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: Property type

from £368 / night

£2,574 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday condo in Islamorada

Islamorada condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

from £1,197 / night

£8,378 / week

1 / 4

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 £212 / night

£1,483 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday home in Marathon

Marathon house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Property type

1 review

from £828 / night

£5,794 / week

1 / 37

Great rentals within 20 miles that match your search

Holiday home in Stock Island

Stock Island house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £3,223 / night

£22,557 / week

1 / 4

Great rentals within 20 miles that match your search

Holiday home in Big Pine Key

Big Pine Key house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

1 filter does not match: Property type

1 review

from £207 / night

£1,449 - £1,610 / week

1 / 47

Great rentals within 20 miles that match your search

Holiday home in Marathon

Marathon house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £414 / night

£2,898 / week

1 / 45

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: Property type

from £163 / night

£1,140 / week

1 / 52

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 £420 / night

£2,936 / week

1 / 37

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 £65 / night

£451 / week

1 / 24

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