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Holiday houses for rent in Florida Keys

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Holiday home in Big Pine Key

Big Pine Key house

3 bedrooms • 2 bathrooms • sleeps 13

from £345 / night

£2,413 / week

1 / 30

Islamorada holiday home rental

Islamorada house

4 bedrooms • 4 bathrooms • sleeps 10

from £432 / night

£3,456 / week

1 / 21

Marathon Shores holiday home rental

Marathon Shores house

2 bedrooms • 2 bathrooms • sleeps 7

from £238 / night

£1,663 / week

1 / 29

Holiday home in Marathon

Marathon house

2 bedrooms • 2 bathrooms • sleeps 6

“2020 Mini Season” Great place to stay, extremely clean and comfortable. Updated home with spacious living room, very nice kitchen, and fantastic porch area over looking the water. My Kids loved it to! Perfect location for fishing, diving and catching lobster. Quick boat ride to the reef. Perfect place for a relaxing vacation. The owners have been great with quick responses for even the littlest questions. Thank You Chuck for a awesome trip!!!

from £86 / night

£599 - £1,901 / week

1 / 35

Marathon Shores holiday home rental

Marathon Shores house

3 bedrooms • 2 bathrooms • sleeps 8

from £1,296 / night

£9,071 - £17,969 / week

1 / 50

Holiday home in Key West

Key West house

5 bedrooms • 4 bathrooms • sleeps 12

“Relaxing with a great location: can't beat it!” The house was exactly you want out of a beach vacation: bright colors, lots of beach themed decorations. Very cute! There was plenty of room for the 10 of us to hang out on both of the great porches, and we had a lot of fun out by the pool. If I ever go back with a large group, I definitely would stay here again!

from £1,469 / night

£10,281 - £10,885 / week

1 / 58

Islamorada holiday home rental

Islamorada house

4 bedrooms • 4 bathrooms • sleeps 10

“Our month of rest and fun!” My husband and I stayed here for the month of January 2012. Weather was great, in fact, perfect. This house was very comfortable, and just a great place to rest. The pool was awesome! This house does need some updating and the pond was in bad shape. We did try to keep the debris off the beach area, but because of location and winds, it was useless. That was very close to the water, we still had clean area to lounge in adirondack chairs. The grounds are beautiful and you are just across the road from bike paths, which we biked many times. The people at Freewheeler were very nice and helpful in any situation. We had a wonderful, restffull, peaceful and fun time at this home! Thank you!

from £926 / night

£6,048 - £7,343 / week

1 / 32

Home rental in Islamorada

Islamorada house

3 bedrooms • 2 bathrooms • sleeps 8

from £346 / night

£2,419 / week

1 / 15

Home rental in Tavernier

Tavernier house

2 bedrooms • 2 bathrooms • sleeps 6

from £130 / night

£907 / week

1 / 28

Ski home to rent in Marathon

Marathon house

3 bedrooms • 2 bathrooms • sleeps 6

from £389 / night

£2,722 / week

1 / 42

Holiday home in Marathon Shores

Marathon Shores house

3 bedrooms • 2 bathrooms • sleeps 8

from £260 / night

£1,815 / week

1 / 42

Matecumbe Key holiday home rental

Matecumbe Key house

2 bedrooms • 2 bathrooms • sleeps 4

from £186 / night

£1,253 - £1,901 / week

1 / 19

Home letting in Key Colony Beach with golf nearby

Key Colony Beach house

2 bedrooms • 2 bathrooms • sleeps 4

from £203 / night

£1,421 / week

1 / 86

Holiday home in Big Pine Key

Big Pine Key house

3 bedrooms • 3 bathrooms • sleeps 6

from £121 / night

£847 / week

1 / 17

Holiday home in Cudjoe Key

Cudjoe Key house

3 bedrooms • 2 bathrooms • sleeps 6

from £106 / night

£740 / week

1 / 8

Holiday home in Little Torch Key

Little Torch Key house

2 bedrooms • 1 bathroom • sleeps 4

from £78 / night

£546 / week

1 / 12

Holiday home in Little Torch Key

Little Torch Key house

3 bedrooms • 2 bathrooms • sleeps 6

from £121 / night

£845 / week

1 / 8

Home rental in Summerland Key

Summerland Key house

2 bedrooms • 2 bathrooms • sleeps 6

from £121 / night

£847 / week

1 / 14

Holiday home with golf nearby in Marathon

Marathon house

4 bedrooms • 3 bathrooms • sleeps 10

from £562 / night

£3,931 / week

1 / 29

Holiday home in Big Pine Key

Big Pine Key house

2 bedrooms • 1 bathroom • sleeps 4

from £90 / night

£625 / week

1 / 16

Home rental in Islamorada with shared pool

Islamorada house

5 bedrooms • 3 bathrooms • sleeps 10

from £741 / night

£4,925 - £6,220 / week

1 / 29

Holiday home in Cudjoe Key

Cudjoe Key house

3 bedrooms • 2 bathrooms • sleeps 6

from £95 / night

£661 / week

1 / 12

Holiday home rental

Key Colony Beach house

2 bedrooms • 2 bathrooms • sleeps 6

from £161 / night

£1,123 / week

1 / 25

Holiday home in Islamorada

Islamorada house

2 bedrooms • 2 bathrooms • sleeps 4

from £101 / night

£708 / week

1 / 37

Holiday home in Tavernier

Tavernier house

3 bedrooms • 3 bathrooms • sleeps 12

from £156 / night

£1,089 / week

1 / 41

Holiday home in Little Torch Key

Little Torch Key house

3 bedrooms • 2 bathrooms • sleeps 6

from £104 / night

£722 / week

1 / 15

Holiday home in Sugarloaf

Sugarloaf house

3 bedrooms • 3 bathrooms • sleeps 6

from £126 / night

£881 / week

1 / 19

Holiday home in Sugarloaf

Sugarloaf house

3 bedrooms • 3 bathrooms • sleeps 6

from £169 / night

£1,180 / week

1 / 19

Holiday home in Summerland Key

Summerland Key house

3 bedrooms • 2 bathrooms • sleeps 6

from £106 / night

£740 / week

1 / 18

Islamorada holiday home rental

Islamorada house

3 bedrooms • 2 bathrooms • sleeps 6

from £156 / night

£1,092 / week

1 / 24

Holiday home in Key Largo

Key Largo house

2 bedrooms • 2 bathrooms • sleeps 6

from £216 / night

£1,512 / week

1 / 39

Holiday home in Islamorada

Islamorada house

2 bedrooms • 2 bathrooms • sleeps 4

from £95 / night

£666 / week

1 / 22

Holiday home in Matecumbe Key

Matecumbe Key house

2 bedrooms • 2 bathrooms • sleeps 6

from £407 / night

£2,851 - £3,370 / week

1 / 19

Holiday home in Little Torch Key

Little Torch Key house

3 bedrooms • 2 bathrooms • sleeps 6

from £90 / night

£625 / week

1 / 18

Islamorada holiday home rental

Islamorada house

4 bedrooms • 3 bathrooms • sleeps 8

“A Week in a Tropical Paradise.” We had a fantastic time. Incredible home on the water with boat dock. Plenty of room and privacy. Accommodations were five star. We highly recommend it.

from £247 / night

£1,728 - £2,376 / week

1 / 35

Holiday home rental

Long Key house

3 bedrooms • 3 bathrooms • sleeps 8

from £247 / night

£1,728 - £2,376 / week

1 / 26

Holiday home in Big Pine Key

Big Pine Key house

3 bedrooms • 1 bathroom • sleeps 6

from £92 / night

£643 / week

1 / 17

Holiday home rental

Islamorada house

5 bedrooms • 5 bathrooms • sleeps 14

from £692 / night

£4,838 - £6,652 / week

1 / 49

Cudjoe Key holiday home rental

Cudjoe Key house

2 bedrooms • 2 bathrooms • sleeps 4

from £93 / night

£652 / week

1 / 16

Holiday home in Ramrod Key

Ramrod Key house

3 bedrooms • 2 bathrooms • sleeps 6

from £131 / night

£916 / week

1 / 12

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