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Viewing 40 of 4,299 rentals in Florida Keys

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Holiday Lettings
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> 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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  • 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.
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BBQ
Private tennis court

Great rentals within 20 miles that match your search

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Key Largo holiday apartment rental

Key Largo apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Private tennis court

from £169 / night

£1,013 - £1,369 / week

1 / 56

Great rentals within 20 miles that match your search

Key Largo holiday townhouse rental

Key Largo townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Private tennis court

6 reviews

from £320 / night

£1,324 - £2,738 / 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: Private tennis court

7 reviews

from £137 / night

£959 / 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: Private tennis court

6 reviews

from £312 / night

£2,181 - £3,003 / 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: Private tennis court

from £639 / night

£4,472 / 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: Private tennis court

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: Private tennis court

2 reviews

from £91 / night

£633 / 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: Private tennis court

2 reviews

from £251 / night

£1,757 - £2,038 / week

1 / 44

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: Private tennis court

3 reviews

from £229 / night

£1,597 / 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: Private tennis court

from £457 / night

£2,282 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday condo in Marathon

Marathon condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Private tennis court

from £122 / night

£851 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday condo in Marathon

Marathon condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Private tennis court

6 reviews

from £274 / night

£1,912 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday apartment in Key West

Key West apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Private tennis court

41 reviews

from £256 / night

£1,789 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday home in Cudjoe Key

Cudjoe Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Private tennis court

10 reviews

from £457 / night

£3,194 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday studio in Matecumbe Key

Matecumbe Key studio

  • Studio
  • 1 bathroom
  • sleeps 2

1 filter does not match: Private tennis court

9 reviews

from £137 / night

£959 / week

1 / 17

Great rentals within 20 miles that match your search

Key West holiday home rental

Key West house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Private tennis court

36 reviews

from £261 / night

£1,827 / week

1 / 39

Great rentals within 20 miles that match your search

Holiday home in Islamorada

Islamorada house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Private tennis court

32 reviews

from £457 / night

£3,194 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday home rental

Tavernier house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Private tennis court

3 reviews

from £168 / night

£1,171 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday home in Key Largo

Key Largo house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Private tennis court

10 reviews

from £69 / night

£411 - £667 / week

1 / 10

Great rentals within 20 miles that match your search

Holiday home in Tavernier

Tavernier house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

1 filter does not match: Private tennis court

from £197 / night

£1,374 / week

1 / 41

Great rentals within 20 miles that match your search

Holiday b&b with swimming pool in Key West

Key West b&b

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Private tennis court

22 reviews

from £1,036 / night

£7,253 / week

1 / 22

Great rentals within 20 miles that match your search

Key West holiday townhouse rental

Key West townhouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Private tennis court

67 reviews

from £274 / night

£1,917 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday apartment in Marathon

Marathon apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Private tennis court

19 reviews

from £274 / night

£1,912 / week

1 / 37

Great rentals within 20 miles that match your search

Holiday apartment rental

Key Largo apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Private tennis court

40 reviews

from £228 / night

£1,182 - £1,780 / week

1 / 36

Great rentals within 20 miles that match your search

Cudjoe Key holiday home rental

Cudjoe Key house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14

1 filter does not match: Private tennis court

16 reviews

from £630 / night

£4,408 - £5,686 / week

1 / 26

Great rentals within 20 miles that match your search

Home rental in Cudjoe Key

Cudjoe Key house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 14

1 filter does not match: Private tennis court

12 reviews

from £495 / night

£4,198 - £5,476 / week

1 / 35

Great rentals within 20 miles that match your search

Holiday home in Key Largo

Key Largo house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 16

1 filter does not match: Private tennis court

22 reviews

from £1,917 / night

£6,388 - £14,437 / week

1 / 79

Great rentals within 20 miles that match your search

Cudjoe Key holiday home rental

Cudjoe Key house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

1 filter does not match: Private tennis court

51 reviews

from £434 / night

£3,377 - £3,888 / week

1 / 49

Great rentals within 20 miles that match your search

Key West holiday apartment rental

Key West apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Private tennis court

17 reviews

from £388 / night

£2,647 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday apartment rental

Key West apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Private tennis court

44 reviews

from £525 / night

£3,673 / week

1 / 38

Great rentals within 20 miles that match your search

Holiday apartment in Key West

Key West apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Private tennis court

7 reviews

from £85 / night

£595 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday home in Key West

Key West house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

1 filter does not match: Private tennis court

7 reviews

from £107 / night

£744 / week

1 / 17

Great rentals within 20 miles that match your search

Key Largo holiday apartment rental

Key Largo apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Private tennis court

5 reviews

from £178 / night

£1,246 / week

1 / 59

Great rentals within 20 miles that match your search

Holiday apartment in Key Largo

Key Largo apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Private tennis court

9 reviews

from £343 / night

£2,281 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday home in Tavernier

Tavernier house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Private tennis court

14 reviews

from £125 / night

£873 / week

1 / 25

Great rentals within 20 miles that match your search

Islamorada holiday home rental

Islamorada house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

1 filter does not match: Private tennis court

7 reviews

from £782 / night

£4,563 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday cottage in Conch Key

Conch Key cottage

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Private tennis court

from £448 / night

£3,130 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday cottage in Conch Key

Conch Key cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Private tennis court

23 reviews

from £260 / night

£1,825 / week

1 / 42

Great rentals within 20 miles that match your search

Holiday home in Marathon

Marathon house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Private tennis court

15 reviews

from £319 / night

£2,232 / week

1 / 50

Great rentals within 20 miles that match your search

Marathon holiday home rental

Marathon house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Private tennis court

9 reviews

from £171 / night

£1,196 / week

1 / 30

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