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187 properties
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178 properties
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91 properties
Estates Marathon
73 properties
Big Pine Key
22 properties
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19 properties
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Little Torch Key
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Cudjoe Key
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Florida Keys

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24 Holiday homes

Filters applied: City breaks (24)

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

(1) Very Good 

24

USA East Coast holiday home rental

Florida Keys / Key West

3 8 30 nights min

  • 3 bedrooms
  • Sleeps 8
  • 30 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Luxury house 10 minutes from Duval Street, pool, dock, pool bar, hot tub. Home owner association tennis courts and private beach on exclusive gated community island.  …see more

from £214 / night

£1496 / week

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from £214 / night

(7) Excellent 

55

Key Largo / Tavernier

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Swimming pool

 …see more

from £162 / night

£1130 / week

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from £162 / night

20

Florida Keys / Key Largo

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Suitable for children age 5+

 …see more

from £214 / night

£1291 - £2795 / week

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from £214 / night

17

Florida Keys / Marathon

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £242 / night

£1688 / week

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from £242 / night

(4) Excellent 

15

Florida Keys / Key West

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £218 / night

£1513 / week

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from £218 / night

(3) Very Good 

13

Florida Keys / Key Largo

2 6 30 nights min

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

 …see more

from £142 / night

£928 - £1130 / week

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from £142 / night

(2) Very Good 

11

Florida Keys / Key Largo

2 8 30 nights min

  • 2 bedrooms
  • Sleeps 8
  • 30 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £87 / night

£603 / week

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from £87 / night

(1) Excellent 

22

Florida Keys / Key West

2 6 5 nights min

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

 …see more

from £202 / night

£1291 - £2017 / week

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from £202 / night

43

Key Largo / Tavernier

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £242 / night

£1688 / week

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from £242 / night

18

Florida Keys / Key Colony Beach

2 4 14 nights min

  • 2 bedrooms
  • Sleeps 4
  • 14 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £162 / night

£1130 / week

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from £162 / night

18

Florida Keys / Big Pine Key

2 6 30 nights min

  • 2 bedrooms
  • Sleeps 6
  • 30 nights min
  • Child friendly
  • Air conditioning
  • Ask about pets

 …see more

from £116 / night

£807 / week

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from £116 / night

(3) Very Good 

99

Florida Keys / Key West

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Child friendly

 …see more

from £346 / night

£2304 / week

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from £346 / 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 £81 / night

£565 / week

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from £81 / night

14

Florida Keys / Key West

2 4 30 nights min

  • 2 bedrooms
  • Sleeps 4
  • 30 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children age 5+

 …see more

from £108 / night

£753 / week

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from £108 / 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 £135 / night

£941 / week

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from £135 / night

17

Florida Keys / Key West

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Ask about pets

 …see more

from £234 / night

£1634 - £1884 / week

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from £234 / 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 £101 / night

£706 / week

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from £101 / night

(2) Excellent 

24

Florida Keys / Key Largo

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly

 …see more

from £81 / night

£484 - £1210 / week

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from £81 / night

(4) Excellent 

22

Florida Keys / Marathon

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £242 / night

£1835 - £1976 / week

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from £242 / night

(3) Excellent 

30

Florida Keys / Key West

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £375 / night

£2299 - £2863 / week

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from £375 / night

24

Florida Keys / Key West

3 6 30 nights min

  • 3 bedrooms
  • Sleeps 6
  • 30 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly

 …see more

from £148 / night

£1035 / week

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from £148 / night

16

Florida Keys / Big Pine Key

2 4 30 nights min

  • 2 bedrooms
  • Sleeps 4
  • 30 nights min
  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Ask owner if suitable for children

 …see more

from £202 / night

£1210 / week

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from £202 / night

11

Florida Keys / Ramrod Key

3 8 30 nights min

  • 3 bedrooms
  • Sleeps 8
  • 30 nights min
  • Beach / lakeside relaxation
  • Nearest beach 16 km
  • Child friendly

 …see more

from £108 / night

£757 / week

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from £108 / night

31

Key Largo / Tavernier

2 6 7 nights min

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

 …see more

from £185 / night

£1291 / week

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from £185 / 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
Tropical Island Getaway-Keys
We've stayed here 4 times so far and have booked again for Spring 2017.

Great location, less than an hour away from Miami Airport. Shops and restaurants within walking distance and plenty more choice if you fancy travelling a little further. Great days out on the Keys or Everglades NP. The condo isn't fancy but it's clea … see more
THIS IS IT! Magnificent Oceanfront Paradise!
A great view

Great flat. The photos of the balcony do not do it justice. Ideal situation for seeing the Keys. The apartment was comfortable and well equipped. … see more

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