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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)
  • 5
  • 4 and above
  • 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
  • Hotel apartment (1)
  • Apartment (27)
  • Villa (15)
  • Cottage (4)
  • House (68)
  • Townhouse (7)
  • Studio (2)
  • Yacht (1)
  • Houseboat (1)
  • Condo (23)
  • B&B (1)
  • Caravan/Mobile Home (1)

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1 Holiday homes

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Great rentals within 20 miles that match your search

Holiday hotel apartment in Key Largo

Key Largo hotel apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6
6 reviews

from £320 / night

£2,007 - £8,284 / week

1 / 54

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: Property type

from £366 / night

£2,560 / week

1 / 15

Great rentals within 20 miles that match your search

Key Largo holiday townhouse rental

Key Largo townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

6 reviews

from £320 / night

£1,326 - £2,743 / week

1 / 17

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

Holiday villa in Islamorada

Islamorada villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £458 / night

£2,286 / week

1 / 26

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 £122 / night

£853 / 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 6

1 filter does not match: Property type

10 reviews

from £458 / night

£3,200 / week

1 / 30

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: Property type

9 reviews

from £138 / night

£960 / week

1 / 17

Great rentals within 20 miles that match your search

Key West holiday home rental

Key West house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

36 reviews

from £262 / night

£1,831 / week

1 / 39

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 £458 / night

£3,200 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday home in Tavernier

Tavernier house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

1 filter does not match: Property type

from £197 / night

£1,376 / week

1 / 41

Great rentals within 20 miles that match your search

Holiday b&b with swimming pool in Key West

Key West b&b

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

22 reviews

from £1,038 / night

£7,267 / week

1 / 22

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 £496 / night

£4,206 - £5,486 / week

1 / 35

Great rentals within 20 miles that match your search

Holiday home in Key Largo

Key Largo house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 16

1 filter does not match: Property type

22 reviews

from £1,920 / night

£6,400 - £14,464 / week

1 / 79

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 £389 / night

£2,652 / week

1 / 19

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

114 reviews

from £274 / night

£1,917 - £3,913 / week

1 / 32

Great rentals within 20 miles that match your search

Key Largo holiday apartment rental

Key Largo apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

5 reviews

from £179 / night

£1,248 / week

1 / 59

Great rentals within 20 miles that match your search

Holiday home in Tavernier

Tavernier house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

14 reviews

from £125 / night

£875 / week

1 / 25

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: Property type

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: Property type

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: Property type

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: Property type

9 reviews

from £172 / night

£1,198 / week

1 / 30

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

17 reviews

from £347 / night

£2,426 / week

1 / 17

Great rentals within 20 miles that match your search

Key West holiday apartment accommodation

Key West apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Property type

38 reviews

from £371 / night

£2,592 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday apartment rental

Key West apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

13 reviews

from £303 / night

£2,116 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday home in Key West

Key West house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 12

1 filter does not match: Property type

42 reviews

from £1,692 / night

£11,840 / week

1 / 58

Great rentals within 20 miles that match your search

Holiday home in Key Largo

Key Largo house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

1 filter does not match: Property type

4 reviews

from £1,006 / night

£7,680 / week

1 / 13

Great rentals within 20 miles that match your search

Key Largo holiday apartment rental

Key Largo apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

7 reviews

from £352 / night

£2,285 / week

1 / 6

Great rentals within 20 miles that match your search

Holiday home letting

Key West house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Property type

3 reviews

from £1,188 / night

£8,314 / week

1 / 31

Great rentals within 20 miles that match your search

Holiday home rental

Key West house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

5 reviews

from £1,645 / night

£11,514 / week

1 / 47

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: Property type

from £275 / night

£1,920 / week

1 / 25

Great rentals within 20 miles that match your search

Marathon holiday home let

Marathon house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

1 filter does not match: Property type

14 reviews

from £399 / night

£2,789 / week

1 / 17

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: Property type

36 reviews

from £1,829 / night

£12,800 / week

1 / 36

Great rentals within 20 miles that match your search

Condo rental in Key Largo

Key Largo condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

25 reviews

from £320 / night

£1,509 - £2,743 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Key Largo

Key Largo villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

27 reviews

from £366 / night

£2,515 - £4,572 / week

1 / 16

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

102 reviews

from £255 / night

£1,587 - £1,861 / week

1 / 20

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: Property type

from £311 / night

£2,176 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday townhouse in Key West

Key West townhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Property type

5 reviews

from £732 / night

£5,120 / week

1 / 24

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 £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: Property type

from £213 / night

£1,491 / week

1 / 35

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