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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
  • 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
  • Cottage (1)
  • Apartment (59)
  • Villa (24)
  • House (107)
  • Townhouse (18)
  • Studio (5)
  • Yacht (1)
  • Boathouse (1)
  • Condo (51)
  • B&B (1)
  • Caravan/Mobile Home (1)
  • Hotel apartment (1)

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1 Holiday homes

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Cottage
Swimming pool

Holiday cottage in Key West

Key West cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £320 / night

£2,240 / week

1 / 15

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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 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

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

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

Villa rental in Islamorada

Islamorada villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

from £164 / night

£1,145 - £3,115 / week

1 / 6

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

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

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 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

Marathon Shores holiday home rental

Marathon Shores house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

5 reviews

from £1,767 / night

£12,366 - £14,198 / 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 £366 / night

£2,559 / week

1 / 2

Cottage rental in Key Largo

Key Largo cottage

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Swimming pool

55 reviews

from £202 / night

£1,411 / 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

£882 / 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

£599 / week

1 / 17

Long Key holiday townhouse rental

Long Key townhouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 5

1 filter does not match: Property type

from £164 / night

£1,145 / week

1 / 24

Holiday home in Marathon

Marathon house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

1 filter does not match: Property type

1 review

from £524 / night

£3,664 - £4,164 / week

1 / 50

Holiday condo in Marathon

Marathon condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

2 reviews

from £282 / night

£1,970 / week

1 / 13

Studio rental in Marathon

Marathon studio

  • Studio
  • 1 bathroom
  • sleeps 3

1 filter does not match: Property type

4 reviews

from £256 / night

£1,787 / 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

£1,924 / 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

£1,283 - £1,924 / week

1 / 23

Holiday condo in Islamorada

Islamorada condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £197 / night

£1,374 / week

1 / 26

Home rental in Summerland Key with swimming pool

Summerland Key house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £413 / night

£3,664 / week

1 / 13

Holiday home in Cudjoe Key

Cudjoe Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

10 reviews

from £459 / night

£3,209 / week

1 / 30

Holiday home in Tavernier

Tavernier house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

1 filter does not match: Property type

from £197 / night

£1,379 / week

1 / 41

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 £1,040 / night

£7,280 / week

1 / 22

Cudjoe Key holiday home rental

Cudjoe Key house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14

1 filter does not match: Property type

16 reviews

from £633 / night

£4,428 - £5,712 / week

1 / 26

Home rental in Cudjoe Key

Cudjoe Key house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 14

1 filter does not match: Property type

12 reviews

from £497 / night

£4,217 - £5,501 / week

1 / 35

Key West holiday apartment rental

Key West apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

17 reviews

from £390 / night

£2,657 / week

1 / 19

Holiday home in Key West

Key West house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Property type

114 reviews

from £275 / night

£1,922 - £3,924 / week

1 / 76

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

£1,251 / week

1 / 59

Holiday cottage in Conch Key

Conch Key cottage

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Swimming pool

from £449 / night

£3,142 / week

1 / 36

Holiday home in Marathon

Marathon house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

15 reviews

from £320 / night

£2,240 / week

1 / 50

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

£2,597 / week

1 / 21

Holiday home in Islamorada

Islamorada house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

28 reviews

from £537 / night

£3,754 / week

1 / 38

Holiday apartment rental

Key West apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

13 reviews

from £303 / night

£2,120 / week

1 / 21

Holiday home rental

Key West house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

2 reviews

from £915 / night

£6,406 / week

1 / 27

Holiday home rental

Key West house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

5 reviews

from £1,650 / night

£11,545 / week

1 / 47

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