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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

Property rating (out of 5)
  • 5
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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
  • Chalet (1)
  • Apartment (268)
  • Villa (150)
  • Cottage (130)
  • House (3,417)
  • Townhouse (15)
  • Studio (88)
  • Yacht (2)
  • Houseboat (1)
  • Boathouse (1)
  • Condo (993)
  • Private room (1)
  • Caravan/Mobile Home (2)
  • B&B (1)
  • Hotel apartment (1)

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Chalet
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Holiday chalet in Pigeon Key

Pigeon Key chalet

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

from £1,035 / night

£7,244 / week

1 / 30

These homes match some but not all of your filters.

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Holiday home in Marathon Shores

Marathon Shores house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £549 / night

£3,840 / week

1 / 25

Islamorada holiday home rental

Islamorada house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £425 / night

£2,972 / week

1 / 43

Home rental in Summerland Key

Summerland Key house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 filter does not match: Property type

from £610 / night

£4,267 / week

1 / 27

Holiday home in Key West

Key West house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

1 review

from £392 / night

£2,743 - £4,023 / week

1 / 18

Marathon Shores holiday home rental

Marathon Shores house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

1 filter does not match: Property type

from £275 / night

£1,920 - £3,200 / week

1 / 55

Holiday yacht with shared pool in Key West

Key West yacht

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

1 filter does not match: Property type

from £1,554 / night

£10,053 / week

1 / 16

Holiday home with golf nearby in Key Colony Beach

Key Colony Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £211 / night

£1,472 / week

1 / 24

Home rental in Big Pine Key

Big Pine Key house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £229 / night

£1,600 / week

1 / 16

Holiday home with shared pool in Key Largo

Key Largo house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Property type

from £156 / night

£1,087 / week

1 / 9

Home rental in Key Largo

Key Largo house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

from £160 / night

£1,120 / week

1 / 14

Holiday home in Duck Key

Duck Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

1 filter does not match: Property type

4 reviews

from £526 / night

£3,680 / week

1 / 26

Lower Matecumbe Key holiday home rental

Lower Matecumbe Key house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £618 / night

£4,320 / week

1 / 47

Cudjoe Key holiday home accommodation

Cudjoe Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £142 / night

£992 / week

1 / 14

Marathon Shores holiday home rental

Marathon Shores house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

3 reviews

from £229 / night

£1,600 / week

1 / 27

Key West holiday home rental

Key West house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £383 / night

£2,682 / week

1 / 14

Holiday home in Key West

Key West house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Property type

1 review

from £252 / night

£1,760 / week

1 / 43

Little Torch Key holiday home rental

Little Torch Key house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 7

1 filter does not match: Property type

1 review

from £618 / night

£4,320 / week

1 / 23

Holiday home letting

Cudjoe Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

3 reviews

from £458 / night

£3,200 / week

1 / 34

Home rental in Key Largo

Key Largo house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

1 filter does not match: Property type

from £458 / night

£3,200 / week

1 / 38

Home rental in Little Torch Key

Little Torch Key house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

1 filter does not match: Property type

1 review

from £245 / night

£1,716 / week

1 / 27

Condo rental in Key West

Key West condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

17 reviews

from £273 / night

£1,908 / week

1 / 42

Key West holiday home rental

Key West house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £384 / night

£2,688 / week

1 / 29

Holiday home in Islamorada

Islamorada house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

1 review

from £1,698 / night

£11,886 / week

1 / 36

Holiday condo with shared pool, golf nearby in Key West

Key West condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £727 / night

£5,088 / week

1 / 52

Holiday apartment in Islamorada

Islamorada apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

3 reviews

from £160 / night

£1,120 / week

1 / 10

Holiday home accommodation

Key Largo house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

3 reviews

from £211 / night

£1,189 / week

1 / 27

Home rental in Tavernier with swimming pool

Tavernier house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

2 reviews

from £165 / night

£1,152 / week

1 / 24

Holiday home in Ramrod Key

Ramrod Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

from £168 / night

£1,173 / week

1 / 17

Home rental in Cudjoe Key

Cudjoe Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

1 review

from £182 / night

£1,274 / week

1 / 68

Key West holiday condo rental

Key West condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £727 / night

£5,088 / week

1 / 53

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 £270 / night

£1,600 / week

1 / 13

Villa letting in Islamorada

Islamorada villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £915 / night

£6,400 / week

1 / 19

Holiday apartment in Key Largo

Key Largo apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

2 reviews

from £270 / night

£1,509 / week

1 / 21

Holiday home rental

Tavernier house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 13

1 filter does not match: Property type

from £609 / night

£4,572 - £7,772 / week

1 / 12

Holiday condo letting

Key West condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

from £138 / night

£960 / week

1 / 11

Holiday home in Marathon Shores

Marathon Shores house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £261 / night

£1,824 / week

1 / 26

Holiday home in Summerland Key

Summerland Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £302 / night

£2,112 / week

1 / 22

Holiday home in Duck Key

Duck Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £538 / night

£3,764 / week

1 / 8

Home rental in Cudjoe Key

Cudjoe Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

1 review

from £380 / night

£2,656 / week

1 / 32

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