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50 Best Florida Keys Vacation rentals on Holiday Lettings - House rentals

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730 Vacation rentals

Vacation condo in Key Largo

Key Largo condo

2 bedrooms / 2 bathrooms / sleeps 6

14

from $283 / night

$1,638 / week

Vacation apartment in Islamorada

Islamorada apartment

3 bedrooms / 2 bathrooms / sleeps 6

3

from $270 / night

$1,890 - $2,691 / week

Vacation yacht in Key West

Key West yacht

3 bedrooms / 3 bathrooms / sleeps 6

7

from $2,977 / night

$14,828 - $21,240 / week

Vacation home in Key Largo

Key Largo house

2 bedrooms / 2 bathrooms / sleeps 6

85

from $75 / night

$521 / week

Vacation apartment in Marathon

Marathon apartment

2 bedrooms / 2 bathrooms / sleeps 6

19

Responds fast! avg. 2 hours 48 minutes

from $278 / night

$1,941 - $2,743 / week

Islamorada Vacation home rental

Islamorada house

4 bedrooms / 4 bathrooms / sleeps 10

13

from $1,227 / night

$8,015 - $8,588 / week

Vacation home in Islamorada

Islamorada house

3 bedrooms / 3 bathrooms / sleeps 8

3

from $1,718 / night

$8,015 / week

Marathon Shores Vacation home rental

Marathon Shores house

2 bedrooms / 2 bathrooms / sleeps 6

3

from $287 / night

$2,004 / week

Apartment rental in Islamorada

Islamorada apartment

2 bedrooms / 2 bathrooms / sleeps 4

from $287 / night

$1,775 / week

Vacation home in Marathon

Marathon house

2 bedrooms / 2 bathrooms / sleeps 6

3

from $310 / night

$2,164 / week

Townhouse rental in Key Largo

Key Largo townhouse

4 bedrooms / 4 bathrooms / sleeps 10

4

Responds fast! avg. 3 hours 59 minutes

from $687 / night

$4,809 / week

Vacation condo in Marathon

Marathon condo

3 bedrooms / 2 bathrooms / sleeps 6

1

from $201 / night

$1,145 - $1,512 / week

Vacation home in Marathon

Marathon house

4 bedrooms / 3 bathrooms / sleeps 10

1

from $327 / night

$2,285 / week

Key West Vacation townhouse rental

Key West townhouse

2 bedrooms / 3 bathrooms / sleeps 6

1

from $572 / night

$4,000 / week

Vacation condo in Key West

Key West condo

2 bedrooms / 2 bathrooms / sleeps 6

4

Responds fast! avg. 1 hour 7 minutes

from $430 / night

$2,851 - $3,046 / week

Vacation apartment in Islamorada

Islamorada apartment

1 bedroom / 1 bathroom / sleeps 4

3

Responds fast! avg. 2 hours 24 minutes

from $201 / night

$1,403 / week

Islamorada Vacation home rental

Islamorada house

4 bedrooms / 3 bathrooms / sleeps 8

5

from $328 / night

$2,863 - $3,149 / week

Apartment rental in Key West with swimming pool

Key West apartment

2 bedrooms / 2 bathrooms / sleeps 5

90

from $269 / night

$1,884 - $4,208 / week

Vacation home rental

Long Key house

3 bedrooms / 3 bathrooms / sleeps 8

from $328 / night

$2,290 - $3,149 / week

Vacation apartment rental

Key Largo apartment

2 bedrooms / 2 bathrooms / sleeps 4

38

Responds fast! avg. 1 hour 27 minutes

from $331 / night

$2,170 / week

Vacation home in Duck Key

Duck Key house

3 bedrooms / 2 bathrooms / sleeps 9

4

Responds fast! avg. 1 hour 51 minutes

from $602 / night

$4,208 / week

Islamorada Vacation home rental

Islamorada house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 2 hours 8 minutes

from $401 / night

$2,806 / week

Vacation cottage in Cudjoe Key

Cudjoe Key cottage

2 bedrooms / 2 bathrooms / sleeps 6

1

from $184 / night

$1,219 / week

Islamorada Vacation condo rental

Islamorada condo

2 bedrooms / 2 bathrooms / sleeps 6

7

Responds fast! avg. 57 minutes

from $207 / night

$1,145 / week

Cottage rental in Key Largo

Key Largo cottage

2 bedrooms / 4 bathrooms / sleeps 4

51

Responds fast! avg. 1 hour 45 minutes

from $178 / night

$1,243 / week

Vacation home in Key Largo

Key Largo house

1 bedroom / 1 bathroom / sleeps 3

4

from $144 / night

$859 / week

Vacation apartment in Conch Key

Conch Key apartment

1 bedroom / 1 bathroom / sleeps 3

14

Responds fast! avg. 2 hours 22 minutes

from $189 / night

$1,117 / week

Vacation apartment rental

Key West apartment

2 bedrooms / 2 bathrooms / sleeps 6

43

Responds fast! avg. 2 hours 46 minutes

from $487 / night

$3,407 / week

Vacation studio in Marathon

Marathon studio

Studio / 1 bathroom / sleeps 2

2

Responds fast! avg. 2 hours 42 minutes

from $229 / night

$1,203 / week

Vacation home with shared pool in Islamorada

Islamorada house

4 bedrooms / 4 bathrooms / sleeps 8

from $430 / night

$3,006 / week

Vacation condo in Tavernier

Tavernier condo

2 bedrooms / 2 bathrooms / sleeps 6

38

Responds fast! avg. 1 hour 56 minutes

from $252 / night

$1,764 / week

Home rental in Key Largo

Key Largo house

4 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 36 minutes

from $573 / night

$4,008 / week

Marathon Vacation apartment rental

Marathon apartment

2 bedrooms / 2 bathrooms / sleeps 5

11

Responds fast! avg. 3 hours 28 minutes

from $246 / night

$1,718 - $2,405 / week

Vacation home in Cudjoe Key

Cudjoe Key house

3 bedrooms / 3 bathrooms / sleeps 6

from $196 / night

$1,375 / week

Vacation apartment in Key West

Key West apartment

1 bedroom / 1 bathroom / sleeps 2

2

from $229 / night

$1,603 / week

Matecumbe Key Vacation home rental

Matecumbe Key house

2 bedrooms / 2 bathrooms / sleeps 4

6

from $247 / night

$1,661 - $2,519 / week

Key West Vacation home rental

Key West house

2 bedrooms / 2 bathrooms / sleeps 6

from $480 / night

$3,359 / week

Vacation apartment in Islamorada

Islamorada apartment

2 bedrooms / 2 bathrooms / sleeps 4

6

from $114 / night

$794 / week

Marathon Vacation home accommodation

Marathon house

4 bedrooms / 3 bathrooms / sleeps 10

23

Responds fast! avg. 2 hours 48 minutes

from $866 / night

$4,575 - $7,323 / week

Islamorada Vacation home rental

Islamorada house

2 bedrooms / 2 bathrooms / sleeps 4

from $156 / night

$1,088 - $1,197 / week

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