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Holiday Lettings
> North America
> United States
> Florida
> Villas and holiday rentals in Florida Keys

Villas in Florida Keys and Holiday rentals - Holiday Lettings - Holiday Rentals Florida Keys

Price per night

£1 £750 -

Bedrooms

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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
  • Houseboat (1)
  • Apartment (266)
  • Villa (151)
  • Cottage (129)
  • House (3,404)
  • Chalet (1)
  • Townhouse (15)
  • Studio (88)
  • Yacht (2)
  • Boathouse (1)
  • Condo (982)
  • Private room (1)
  • Caravan/Mobile Home (2)
  • B&B (1)
  • Hotel apartment (1)

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Houseboat
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Holiday houseboat in Key Largo

Key Largo houseboat

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4
4 reviews

from £78 / night

£544 / week

1 / 21

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Islamorada holiday condo rental

Islamorada condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

7 reviews

from £183 / night

£1,280 / week

1 / 49

Islamorada holiday condo rental

Islamorada condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Property type

6 reviews

from £313 / night

£2,185 - £3,008 / week

1 / 20

Holiday home in Islamorada

Islamorada house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

1 filter does not match: Property type

from £640 / night

£4,480 / week

1 / 22

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

£634 / week

1 / 22

Villa rental in Islamorada

Islamorada villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

2 reviews

from £252 / night

£1,760 - £2,042 / week

1 / 44

Holiday apartment in Key Largo

Key Largo apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

1 review

from £252 / night

£1,509 - £1,783 / week

1 / 53

Holiday home in Islamorada

Islamorada house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

3 reviews

from £229 / night

£1,600 / week

1 / 15

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

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

£896 / week

1 / 15

Holiday home in Islamorada

Islamorada house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £301 / night

£2,103 / week

1 / 13

Holiday condo in Marathon

Marathon condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

6 reviews

from £274 / night

£1,916 / week

1 / 18

Holiday condo in Key West

Key West condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

4 reviews

from £389 / night

£2,652 - £2,880 / week

1 / 48

Holiday home in Islamorada

Islamorada house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

5 reviews

from £412 / night

£2,880 / week

1 / 29

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

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

Holiday caravan/mobile home in Key Largo

Key Largo caravan/mobile home

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £104 / night

£726 / week

1 / 6

Marathon Shores holiday home rental

Marathon Shores house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

5 reviews

from £1,764 / night

£12,342 - £14,171 / week

1 / 75

Holiday home in Islamorada

Islamorada house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Property type

3 reviews

from £365 / night

£2,554 / week

1 / 2

Cottage rental in Key Largo

Key Largo cottage

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

55 reviews

from £202 / night

£1,408 / week

1 / 21

Condo rental in Islamorada

Islamorada condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

4 reviews

from £126 / night

£881 / week

1 / 19

Holiday condo with shared pool in Key West

Key West condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

2 reviews

from £86 / night

£598 / week

1 / 17

Holiday condo in Marathon

Marathon condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

2 reviews

from £281 / night

£1,966 / week

1 / 13

Studio rental in Marathon

Marathon studio

  • Studio
  • 1 bathroom
  • sleeps 3

1 filter does not match: Property type

4 reviews

from £255 / night

£1,783 / week

1 / 9

Home rental in Key West

Key West house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £275 / night

£1,920 / week

1 / 20

Islamorada holiday condo let

Islamorada condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

8 reviews

from £275 / night

£1,280 - £1,920 / week

1 / 23

Holiday home in Marathon

Marathon house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

33 reviews

from £261 / night

£1,824 - £2,144 / week

1 / 32

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

£1,344 - £1,847 / week

1 / 63

Holiday apartment in Key Largo

Key Largo apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £224 / night

£1,344 - £1,911 / week

1 / 53

Key Largo holiday studio rental

Key Largo studio

  • Studio
  • 1 bathroom
  • sleeps 3

1 filter does not match: Property type

from £224 / night

£1,344 - £1,683 / week

1 / 70

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

£1,344 - £1,847 / week

1 / 52

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

£960 / week

1 / 27

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

Key Largo holiday apartment rental

Key Largo apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

from £170 / night

£1,015 - £1,372 / week

1 / 56

Holiday condo in Key Largo

Key Largo condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

16 reviews

from £269 / night

£1,884 / week

1 / 22

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

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

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

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

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

£412 - £668 / week

1 / 10

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