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Villas Key Largo
176 properties
Villas Key West
146 properties
Holiday rentals Islamorada
85 properties
Estates Marathon
74 properties
Big Pine Key
27 properties
Lower Keys
22 properties
Cudjoe Key
17 properties
Key Colony Beach
16 properties
Little Torch Key
13 properties
Ramrod Key
11 properties
Long Key
6 properties
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100 Holiday homes

Filters applied: Private garden (100)

Travellers going to Florida Keys are booking December dates now. Secure your holiday home today and have the perfect trip.

(2) Excellent 

12

Florida Keys / Duck Key

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from £154 / night

£1589 / week

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from £154 / night

24

Private Oceanview Estate 20 Minutes to Key West - Key West house sleeps 14

Florida Keys / Key West

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
  • Nearest beach 10 km
  • Swimming pool
  • Child friendly
Great for large groups - 6 bdrms, 3 bathrms, sleeps up to 14 adults, White Ibis Inn just 15/20 minutes drive from Key West. Sometimes we run a special discounted price from our White Ibis Inn. If you are interested to book our place, please let us know how many people  …see more

from £319 / night

£2231 - £3296 / week

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from £319 / night

(1) Very Good 

24

Luxury house rental Key West - Key West house sleeps 8

Florida Keys / Key West

3 8 30 nights min

  • 3 bedrooms
  • Sleeps 8
  • 30 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
28 DAY MINIMUM STAY IS MANDATED BY COUNTY LAW. PLEASE DO NOT SEND ENQUIRIES FOR SHORTER PERIODS!! Charted back in the 1800's, Shark Key was named by early explorers for its shark-like shape. This exclusive island boasts more than 2 miles of pristine shoreline, lush  …see more

from £218 / night

£1522 / week

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from £218 / night

(1) Excellent 

21

Florida Keys / Marathon

Studio 2 4 nights min

  • Studio
  • Sleeps 2
  • 4 nights min
  • Swimming pool
  • Air conditioning
  • Private garden

 …see more

from £93 / night

£597 - £616 / week

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from £93 / night

(1) Excellent 

33

Florida Keys / Marathon

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from £77 / night

£534 - £1566 / week

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from £77 / night

(1) Very Good 

51

Florida Keys / Big Pine Key

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Private garden

 …see more

from £154 / night

£1072 / week

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from £154 / night

4

4 Bed 4 Bath Catamaran Yacht - Key West houseboat sleeps 8

Florida Keys / Key West

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Ocean view yacht with beautiful sunsets and sunrises. Underwater windows in the forward cabins makes this yacht unbelievable. Located in the finest most elegant first class member only marinas. Guests have access to private pool, tiki bar, fine dining restaurant and fre  …see more

from £424 / night

£3000 - £4616 / week

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from £424 / night

15

Florida Keys / Islamorada

4 11 5 nights min

  • 4 bedrooms
  • Sleeps 11
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £304 / night

£2127 / week

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from £304 / night

17

Florida Keys / Key Largo

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Swimming pool
  • Air conditioning
  • Private garden

 …see more

from £97 / night

£1077 / week

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from £97 / night

(16) Excellent 

20

Florida Keys / Key Largo

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from £146 / night

£866 - £1020 / week

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from £146 / night

12

Florida Keys / Marathon

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from £132 / night

£924 - £1308 / week

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from £132 / night

24

Florida Keys / Key West

5 18 14 nights min

  • 5 bedrooms
  • Sleeps 18
  • 14 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £731 / night

£5116 / week

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from £731 / night

14

Florida Keys / Islamorada

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £176 / night

£1230 - £2307 / week

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from £176 / night

20

Sombrero Beach, FL Keys Waterfront w/Dock Duplex - Marathon Shores house sleeps 7

Marathon / Marathon Shores

2 7 7 nights min

  • 2 bedrooms
  • Sleeps 7
  • 7 nights min
  • Nearest beach 2 km
  • Child friendly
  • Air conditioning
Beautifully decorated, extra clean, new furniture, fully equipped kitchen brand new hot tub, along with everything you will need to make your stay comfortable. Walking distance to one of the most beautiful beaches in the Florida Keys. Only minutes away from the 7 mile  …see more

from £121 / night

£847 - £1539 / week

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from £121 / night

6

Florida Keys / Key West

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Air conditioning
  • Private garden

 …see more

from £165 / night

£1154 - £2154 / week

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from £165 / night

23

Marathon / Marathon Shores

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £331 / night

£1770 - £2308 / week

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from £331 / night

(9) Excellent 

96

Florida Keys / Key Colony Beach

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool

 …see more

from £154 / night

£692 - £1416 / week

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from £154 / night

39

Florida Keys / Big Pine Key

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Private garden

 …see more

from £166 / night

£2116 / week

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from £166 / night

10

Florida Keys / Big Pine Key

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 4 km
  • Swimming pool
  • Child friendly

 …see more

from £207 / night

£1443 / week

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from £207 / night

15

Florida Keys / Key Colony Beach

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £149 / night

£1038 - £1192 / week

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from £149 / night

43

Florida Keys / Islamorada

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £880 / night

£6154 - £9231 / week

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from £880 / night

9

Florida Keys / Key Colony Beach

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly

 …see more

from £89 / night

£558 - £808 / week

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from £89 / night

(2) Excellent 

26

Key Largo / Tavernier

3 8 30 nights min

  • 3 bedrooms
  • Sleeps 8
  • 30 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £124 / night

£862 / week

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from £124 / night

16

Florida Keys / Key Colony Beach

2 6 14 nights min

  • 2 bedrooms
  • Sleeps 6
  • 14 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £105 / night

£731 - £1077 / week

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from £105 / night

(10) Very Good 

10

Florida Keys / Key Largo

2 6 30 nights min

  • 2 bedrooms
  • Sleeps 6
  • 30 nights min
  • Beach / lakeside relaxation
  • Ask owner if suitable for children
  • Car not necessary

 …see more

from £39 / night

£270 / week

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from £39 / night

(3) Very Good 

13

Florida Keys / Key Largo

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £135 / night

£885 - £1077 / week

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from £135 / night

(1) Excellent 

28

Florida Keys / Key Largo

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

 …see more

from £77 / night

£1154 / week

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from £77 / night

21

Marathon / Grassy Key

Studio 2 4 nights min

  • Studio
  • Sleeps 2
  • 4 nights min
  • Swimming pool
  • Air conditioning
  • Private garden

 …see more

from £93 / night

£597 - £616 / week

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from £93 / night

87

Florida Keys / Matecumbe Key

2 3 30 nights min

  • 2 bedrooms
  • Sleeps 3
  • 30 nights min
  • Ask owner if suitable for children
  • Air conditioning
  • Ask about pets

 …see more

from £88 / night

£611 / week

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from £88 / night

31

Key Largo / Tavernier

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £223 / night

£1557 / week

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from £223 / night

39

Florida Keys / Marathon

7 16 7 nights min

  • 7 bedrooms
  • Sleeps 16
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool

 …see more

from £275 / night

£1924 - £4462 / week

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from £275 / night

16

Florida Keys / Key West

1 2 30 nights min

  • 1 bedroom
  • Sleeps 2
  • 30 nights min
  • Beach / lakeside relaxation
  • Car not necessary
  • Air conditioning

 …see more

from £57 / night

£395 / week

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from £57 / night

(1) Excellent 

19

Florida Keys / Key West

3 8 30 nights min

  • 3 bedrooms
  • Sleeps 8
  • 30 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool

 …see more

from £116 / night

£808 / week

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from £116 / night

34

Florida Keys / Key Largo

2 5 5 nights min

  • 2 bedrooms
  • Sleeps 5
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £151 / night

£924 - £1347 / week

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from £151 / night

(4) Very Good 

32

Florida Keys / Key Largo

2 6 30 nights min

  • 2 bedrooms
  • Sleeps 6
  • 30 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from £71 / night

£494 / week

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from £71 / night

13

Florida Keys / Key West

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Nearest beach 2 km
  • Swimming pool
  • Car not necessary

 …see more

from £127 / night

£885 - £1154 / week

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from £127 / night

22

Florida Keys / Key Colony Beach

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Private garden

 …see more

from £220 / night

£1539 / week

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from £220 / night

6

Florida Keys / Key West

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £154 / night

£1212 / week

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from £154 / night

11

Florida Keys / Marathon

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 3 km
  • Child friendly
  • Air conditioning

 …see more

from £93 / night

£577 - £808 / week

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from £93 / night

(9) Very Good 

68

Florida Keys / Key Largo

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Beach / lakeside relaxation
  • Ask owner if suitable for children
  • Air conditioning

 …see more

from £97 / night

£674 / week

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from £97 / night

Top Destination reviews

Captain Rons Tropical Vacation Hideaway
THE place to stay in the keys if you like peace and quiet!

Captain Rons Tropical Vacation Hideaway is only 30 miles to Key West, but worlds away from the crowds. The home is very clean and comfortable. Captain Ron made the whole process simple and painless. I would without hesitation stay here again and rec … see more

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