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Viewing 40 of 333 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

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£1 £750 -

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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.
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Great rentals within 20 miles that match your search

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Key Largo holiday townhouse rental

Key Largo townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Catered / B&B

6 reviews

from £320 / night

£1,326 - £2,743 / 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: Catered / B&B

7 reviews

from £183 / night

£1,280 / week

1 / 49

Great rentals within 20 miles that match your search

Islamorada holiday condo rental

Islamorada condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Catered / B&B

6 reviews

from £313 / night

£2,185 - £3,008 / week

1 / 20

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: Catered / B&B

from £640 / night

£4,480 / 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: Catered / B&B

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: Catered / B&B

2 reviews

from £91 / night

£634 / 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: Catered / B&B

2 reviews

from £252 / night

£1,760 - £2,042 / week

1 / 44

Great rentals within 20 miles that match your search

Holiday apartment in Key Largo

Key Largo apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Catered / B&B

1 review

from £252 / night

£1,509 - £1,783 / week

1 / 53

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: Catered / B&B

3 reviews

from £229 / night

£1,600 / 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: Catered / B&B

from £458 / night

£2,286 / week

1 / 26

Great rentals within 20 miles that match your search

Home rental in Summerland Key

Summerland Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Catered / B&B

2 reviews

from £128 / night

£896 / 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: Catered / B&B

from £301 / night

£2,103 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday apartment in Key Largo

Key Largo apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Catered / B&B

from £366 / night

£2,376 / week

1 / 11

Great rentals within 20 miles that match your search

Holiday condo in Key West

Key West condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Catered / B&B

4 reviews

from £389 / night

£2,652 - £2,880 / week

1 / 48

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: Catered / B&B

5 reviews

from £412 / night

£2,880 / week

1 / 29

Great rentals within 20 miles that match your search

Holiday home in Islamorada

Islamorada house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

1 filter does not match: Catered / B&B

from £311 / night

£2,176 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday townhouse in Key West

Key West townhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Catered / B&B

5 reviews

from £732 / night

£5,120 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday caravan/mobile home in Key Largo

Key Largo caravan/mobile home

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Catered / B&B

from £104 / night

£726 / week

1 / 6

Great rentals within 20 miles that match your search

Marathon Shores holiday home rental

Marathon Shores house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Catered / B&B

5 reviews

from £1,764 / night

£12,342 - £14,171 / week

1 / 75

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: Catered / B&B

3 reviews

from £365 / night

£2,554 / week

1 / 2

Great rentals within 20 miles that match your search

Cottage rental in Key Largo

Key Largo cottage

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Catered / B&B

55 reviews

from £202 / night

£1,408 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday caravan/mobile home in Islamorada

Islamorada caravan/mobile home

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Catered / B&B

from £92 / night

£640 / week

1 / 12

Great rentals within 20 miles that match your search

Condo rental in Islamorada

Islamorada condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Catered / B&B

4 reviews

from £126 / night

£881 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday condo with shared pool in Key West

Key West condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Catered / B&B

2 reviews

from £86 / night

£598 / week

1 / 17

Great rentals within 20 miles that match your search

Long Key holiday townhouse rental

Long Key townhouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 5

1 filter does not match: Catered / B&B

from £164 / night

£1,143 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday home in Marathon

Marathon house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

1 filter does not match: Catered / B&B

1 review

from £523 / night

£3,657 - £4,156 / week

1 / 50

Great rentals within 20 miles that match your search

Villa rental in Duck Key

Duck Key villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Catered / B&B

8 reviews

from £270 / night

£1,888 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday condo in Marathon

Marathon condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Catered / B&B

2 reviews

from £281 / night

£1,966 / week

1 / 13

Great rentals within 20 miles that match your search

Studio rental in Marathon

Marathon studio

  • Studio
  • 1 bathroom
  • sleeps 3

1 filter does not match: Catered / B&B

4 reviews

from £255 / night

£1,783 / week

1 / 9

Great rentals within 20 miles that match your search

Home rental in Key West

Key West house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Catered / B&B

from £275 / night

£1,920 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday cottage in Key Largo

Key Largo cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

1 filter does not match: Catered / B&B

5 reviews

from £293 / night

£1,756 - £2,496 / week

1 / 68

Great rentals within 20 miles that match your search

Islamorada holiday condo let

Islamorada condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Catered / B&B

8 reviews

from £275 / night

£1,280 - £1,920 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday condo in Islamorada

Islamorada condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Catered / B&B

from £196 / night

£1,372 / week

1 / 26

Great rentals within 20 miles that match your search

Home rental in Summerland Key with swimming pool

Summerland Key house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Catered / B&B

from £412 / night

£3,657 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday home in Marathon

Marathon house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Catered / B&B

33 reviews

from £261 / night

£1,824 - £2,144 / week

1 / 32

Great rentals within 20 miles that match your search

Key West holiday townhouse rental

Key West townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Catered / B&B

9 reviews

from £293 / night

£2,048 / week

1 / 32

Great rentals within 20 miles that match your search

Big Pine Key holiday home rental

Big Pine Key house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Catered / B&B

from £138 / night

£960 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday home in Key Largo

Key Largo house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Catered / B&B

1 review

from £115 / night

£800 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday home in Key West

Key West house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Catered / B&B

from £271 / night

£1,895 / week

1 / 13

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: Catered / B&B

4 reviews

from £224 / night

£1,344 - £1,847 / week

1 / 63

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