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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

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  • Apartment (30)
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  • House (74)
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  • Condo (32)
  • B&B (1)

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Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Summerland Key

Summerland Key villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12

from £558 / night

£3,906 / week

1 / 54

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: Property type

2 reviews

from £129 / night

£899 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday home rental

Key West house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

from £302 / night

£2,111 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday apartment in Key West

Key West apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £129 / night

£899 / week

1 / 43

Great rentals within 20 miles that match your search

Cudjoe Key holiday home accommodation

Cudjoe Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £142 / night

£995 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday townhouse in Key West

Key West townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Property type

4 reviews

from £274 / night

£1,918 / week

1 / 12

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: Property type

from £642 / night

£2,750 - £3,208 / week

1 / 17

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: Property type

from £193 / night

£1,348 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday home in Cudjoe Key

Cudjoe Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £175 / night

£1,219 / week

1 / 54

Great rentals within 20 miles that match your search

Home rental in Sugarloaf Key

Sugarloaf Key house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Property type

from £307 / night

£2,149 / week

1 / 31

Great rentals within 20 miles that match your search

Key West holiday apartment rental

Key West apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £133 / night

£931 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday home in Sugarloaf

Sugarloaf house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £266 / night

£1,861 / week

1 / 73

Great rentals within 20 miles that match your search

Holiday home in Key West

Key West house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £220 / night

£1,540 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Key West

Key West apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £321 / night

£2,246 / week

1 / 1

Great rentals within 20 miles that match your search

Holiday home in Sugarloaf Key

Sugarloaf Key house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £912 / night

£6,383 / week

1 / 4

Great rentals within 20 miles that match your search

Holiday apartment in Key West

Key West apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

2 reviews

from £419 / night

£2,932 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday condo rental

Key West condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £344 / night

£2,406 / week

1 / 19

Great rentals within 20 miles that match your search

Key West holiday condo rental

Key West condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Property type

from £550 / night

£3,849 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday condo in Key West

Key West condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £344 / night

£2,406 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday cottage in Key West

Key West cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

from £321 / night

£2,246 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday condo in Key West

Key West condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

1 review

from £138 / night

£963 / week

1 / 27

Great rentals within 20 miles that match your search

Summerland Key holiday home rental

Summerland Key house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

1 review

from £445 / night

£3,112 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday home letting

Cudjoe Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

3 reviews

from £459 / night

£3,208 / week

1 / 34

Great rentals within 20 miles that match your search

Key West holiday home rental

Key West house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £385 / night

£2,695 / week

1 / 29

Great rentals within 20 miles that match your search

Home rental in Cudjoe Key

Cudjoe Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

1 review

from £381 / night

£2,663 / week

1 / 32

Great rentals within 20 miles that match your search

Holiday home in Sugarloaf Key

Sugarloaf Key house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £256 / night

£1,790 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday home in Summerland Key

Summerland Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £229 / night

£1,603 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday home rental

Key West house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £491 / night

£3,432 / week

1 / 54

Great rentals within 20 miles that match your search

Holiday home rental

Key West house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 20

1 filter does not match: Property type

from £2,291 / night

£16,038 / week

1 / 13

Great rentals within 20 miles that match your search

Stock Island holiday condo rental

Stock Island condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £99 / night

£1,008 / week

1 / 30

Great rentals within 20 miles that match your search

Stock Island holiday studio rental

Stock Island studio

  • Studio
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

from £143 / night

£1,001 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday home in Key West

Key West house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £143 / night

£1,001 / week

1 / 29

Great rentals within 20 miles that match your search

Home rental in Cudjoe Key

Cudjoe Key house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £143 / night

£1,001 / week

1 / 45

Great rentals within 20 miles that match your search

Home rental in Cudjoe Key

Cudjoe Key house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £143 / night

£1,001 / week

1 / 41

Great rentals within 20 miles that match your search

Apartment rental in Key West

Key West apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

1 filter does not match: Property type

1 review

from £917 / night

£6,415 / week

1 / 17

Great rentals within 20 miles that match your search

Condo rental in Key West with shared pool

Key West condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £271 / night

£1,604 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday home in Cudjoe Key

Cudjoe Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £179 / night

£1,251 / week

1 / 101

Great rentals within 20 miles that match your search

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 £779 / night

£5,453 / week

1 / 83

Great rentals within 20 miles that match your search

Home rental in Key West with shared pool

Key West house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

1 review

from £688 / night

£4,583 / week

1 / 20

Great rentals within 20 miles that match your search

Home rental in Cudjoe Key

Cudjoe Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

1 review

from £183 / night

£1,277 / week

1 / 68

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