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

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1,183 Vacation rentals

Marathon Shores Vacation home rental

Marathon Shores house

4 bedrooms / 2 bathrooms / sleeps 10

11

from $458 / night

$3,407 / week

Vacation condo in Key Largo

Key Largo condo

2 bedrooms / 2 bathrooms / sleeps 6

14

from $283 / night

$1,638 / week

Marathon Shores Vacation home rental

Marathon Shores house

2 bedrooms / 1 bathroom / sleeps 7

1

Responds fast! avg. 43 minutes

from $212 / night

$1,483 / 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 with golf nearby in Marathon

Marathon house

4 bedrooms / 2 bathrooms / sleeps 12

1

from $544 / night

$3,808 / week

Apartment rental in Tavernier

Tavernier apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 36 minutes

from $496 / night

$3,117 - $3,843 / week

Vacation apartment in Tavernier

Tavernier apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 44 minutes

from $514 / night

$2,754 - $3,883 / week

Tavernier Vacation apartment rental

Tavernier apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 15 minutes

from $555 / night

$3,412 - $4,143 / week

Vacation apartment in Tavernier

Tavernier apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 55 minutes

from $550 / night

$3,407 - $4,137 / week

Tavernier Vacation apartment rental

Tavernier apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 21 minutes

from $522 / night

$3,115 - $3,870 / week

Vacation apartment rental

Tavernier apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 43 minutes

from $528 / night

$3,150 - $3,883 / week

Tavernier Vacation apartment rental

Tavernier apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 44 minutes

from $555 / night

$3,050 - $4,162 / week

Vacation apartment in Tavernier

Tavernier apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 43 minutes

from $569 / night

$3,428 - $4,162 / 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 40 minutes

from $278 / night

$1,941 - $2,628 / week

Home rental in Tavernier with shared pool

Tavernier house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 23 minutes

from $207 / night

$1,443 / 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

2

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

Vacation townhouse in Tavernier

Tavernier townhouse

3 bedrooms / 4 bathrooms / sleeps 6

6

Responds fast! avg. 1 hour 11 minutes

from $338 / night

$2,405 / week

Vacation home in Layton

Layton house

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 3 hours 30 minutes

from $487 / night

$3,407 / week

Apartment rental in Islamorada

Islamorada apartment

2 bedrooms / 2 bathrooms / sleeps 4

from $172 / night

$1,145 - $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

from $516 / night

$3,607 / 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 14 minutes

from $327 / night

$2,176 - $2,766 / week

Vacation apartment in Islamorada

Islamorada apartment

1 bedroom / 1 bathroom / sleeps 4

3

Responds fast! avg. 1 hour 49 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

89

from $247 / night

$1,718 - $3,319 / 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. 2 hours 0 minutes

from $228 / night

$1,483 / week

Vacation home in Duck Key

Duck Key house

3 bedrooms / 2 bathrooms / sleeps 9

4

Responds fast! avg. 1 hour 38 minutes

from $602 / night

$4,208 / week

Islamorada Vacation home rental

Islamorada house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 2 hours 10 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. 55 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

Key West Vacation condo rental

Key West condo

1 bedroom / 1 bathroom / sleeps 4

from $168 / night

$1,176 / week

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