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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
  • Houseboat (1)
  • Apartment (79)
  • Villa (30)
  • Cottage (8)
  • House (263)
  • Townhouse (22)
  • Farmhouse (1)
  • Studio (5)
  • Yacht (4)
  • Boathouse (2)
  • Condo (65)
  • B&B (1)
  • Caravan/Mobile Home (1)
  • Hotel apartment (1)

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Houseboat
Under 5s

Great rentals within 20 miles that match your search

Holiday houseboat in Key Largo

Key Largo houseboat

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4
4 reviews

from £78 / night

£544 / week

1 / 21

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

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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 £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

£2,101 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday condo in Marathon

Marathon condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

6 reviews

from £274 / night

£1,914 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday apartment in Key Largo

Key Largo apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Property type

4 reviews

from £224 / night

£1,343 - £1,845 / week

1 / 63

Great rentals within 20 miles that match your search

Holiday apartment in Key Largo

Key Largo apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £224 / night

£1,343 - £1,909 / week

1 / 53

Great rentals within 20 miles that match your search

Key Largo holiday studio rental

Key Largo studio

  • Studio
  • 1 bathroom
  • sleeps 3

1 filter does not match: Property type

from £224 / night

£1,343 - £1,681 / week

1 / 70

Great rentals within 20 miles that match your search

Holiday apartment in Key Largo

Key Largo apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Property type

1 review

from £224 / night

£1,343 - £1,845 / week

1 / 52

Great rentals within 20 miles that match your search

Townhouse rental in Key Largo with swimming pool

Key Largo townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

8 reviews

from £320 / night

£1,507 - £3,197 / week

1 / 17

Great rentals within 20 miles that match your search

Apartment accommodation in Key Largo

Key Largo apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

7 reviews

from £320 / night

£1,325 - £2,740 / week

1 / 16

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 £137 / night

£959 / week

1 / 27

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 £366 / night

£2,558 / 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

£1,325 - £2,740 / week

1 / 17

Great rentals within 20 miles that match your search

Islamorada holiday condo rental

Islamorada condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

7 reviews

from £137 / night

£959 / week

1 / 49

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 £640 / night

£4,476 / 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 £252 / night

£1,759 - £2,040 / 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

£1,599 / 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

£2,284 / 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

£852 / 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 £457 / night

£3,197 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday home rental

Tavernier house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

3 reviews

from £168 / night

£1,173 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday home in Key Largo

Key Largo house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Property type

10 reviews

from £69 / night

£411 - £667 / week

1 / 10

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

£1,375 / 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 £1,037 / night

£7,259 / week

1 / 22

Great rentals within 20 miles that match your search

Key West holiday apartment rental

Key West apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

9 reviews

from £229 / night

£1,599 / week

1 / 69

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

£1,914 / 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 £631 / night

£4,412 - £5,690 / 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

£4,202 - £5,480 / 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 £1,918 / night

£6,394 - £14,449 / 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

£2,649 / 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

£1,915 - £3,909 / week

1 / 76

Great rentals within 20 miles that match your search

Holiday apartment in Key West

Key West apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

7 reviews

from £85 / night

£596 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday home in Key West

Key West house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

1 filter does not match: Property type

7 reviews

from £107 / night

£745 / week

1 / 17

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

£1,247 / 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

£874 / 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 £783 / night

£4,567 / 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

£3,133 / 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 £319 / night

£2,234 / week

1 / 50

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