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Viewing 40 of 488 rentals in Florida Keys

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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 -

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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
  • Yacht (2)
  • Apartment (371)
  • Villa (201)
  • Cottage (141)
  • House (4,247)
  • Chalet (1)
  • Lodge (1)
  • Townhouse (19)
  • Studio (97)
  • Houseboat (1)
  • Boathouse (2)
  • Condo (1,135)
  • Private room (1)
  • Caravan/Mobile Home (3)
  • B&B (1)
  • Hotel apartment (1)

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2 Holiday homes

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Yacht
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Holiday yacht with shared pool in Key West

Key West yacht

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

from £1,557 / night

£10,071 / week

1 / 16

Holiday yacht in Key Largo

Key Largo yacht

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 4

from £549 / night

£3,841 / week

1 / 12

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 £129 / night

£898 / 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

£2,107 / week

1 / 13

Townhouse rental in Key Largo

Key Largo townhouse

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

1 filter does not match: Property type

4 reviews

from £550 / night

£3,847 / week

1 / 57

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 £321 / night

£1,512 - £3,206 / week

1 / 17

Apartment accommodation in Key Largo

Key Largo apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

7 reviews

from £321 / night

£1,329 - £2,748 / week

1 / 16

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

£962 / week

1 / 27

Home rental in Islamorada

Islamorada house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £367 / night

£2,565 / 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

£1,017 - £1,374 / week

1 / 56

Key Largo holiday townhouse rental

Key Largo townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

6 reviews

from £321 / night

£1,329 - £2,748 / week

1 / 17

Holiday home in Islamorada

Islamorada house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

1 filter does not match: Property type

from £642 / night

£4,489 / week

1 / 22

Tavernier holiday home rental

Tavernier house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Property type

from £65 / night

£449 / week

1 / 24

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

£635 / week

1 / 22

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

£1,512 - £1,787 / 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

£1,603 / 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

£2,290 / week

1 / 26

Holiday villa with swimming pool in Key West

Key West villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 16

1 filter does not match: Property type

5 reviews

from £1,603 / night

£11,221 / week

1 / 28

Key Largo holiday home rental

Key Largo house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

1 review

from £390 / night

£2,565 - £3,527 / week

1 / 16

Holiday condo in Key West

Key West condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

4 reviews

from £390 / night

£2,657 - £2,886 / 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 £413 / night

£2,886 / week

1 / 29

Holiday home in Islamorada

Islamorada house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £312 / night

£2,180 / 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 £733 / night

£5,130 / week

1 / 24

Holiday home in Sugarloaf

Sugarloaf house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £163 / night

£1,139 / week

1 / 19

Holiday home in Sugarloaf

Sugarloaf house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £206 / night

£1,438 / week

1 / 19

Holiday home in Summerland Key

Summerland Key house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £254 / night

£1,774 / week

1 / 12

Holiday home in Summerland Key

Summerland Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £230 / night

£1,606 / week

1 / 13

Holiday home in Big Pine Key

Big Pine Key house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £112 / night

£784 / week

1 / 16

Holiday home in Summerland Key

Summerland Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

from £158 / night

£1,102 / week

1 / 14

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

£822 / week

1 / 17

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

£1,494 / week

1 / 35

Holiday home in Cudjoe Key

Cudjoe Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

from £115 / night

£803 / week

1 / 14

Holiday home in Big Pine Key

Big Pine Key house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £222 / night

£1,550 / week

1 / 14

Holiday home in Little Torch Key

Little Torch Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £120 / night

£840 / week

1 / 18

Holiday home in Little Torch Key

Little Torch Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £151 / night

£1,055 / week

1 / 12

Holiday home in Big Pine Key

Big Pine Key house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 10

1 filter does not match: Property type

from £188 / night

£1,316 / week

1 / 27

Holiday home in Sugarloaf

Sugarloaf house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £184 / night

£1,288 / week

1 / 17

Holiday home rental

Summerland Key house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £331 / night

£2,315 / week

1 / 23

Holiday home in Ramrod Key

Ramrod Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

from £96 / night

£672 / week

1 / 11

Holiday home in Ramrod Key

Ramrod Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £174 / night

£1,214 / week

1 / 12

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