Villas in Florida Keys and holiday rentals – Holiday Lettings - Holiday Rentals Florida Keys

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North America Holidays
166256 properties
United States Holidays
123289 properties
Florida Holidays
37466 properties
Villas Key West
366 properties
Villas Key Largo
226 properties
Holiday rentals Islamorada
124 properties
Estates Marathon
87 properties
Big Pine Key
21 properties
Key Colony Beach
17 properties
Long Key
13 properties
Little Torch Key
13 properties
Cudjoe Key
10 properties
Lower Keys
9 properties
Matecumbe Key
5 properties

Florida Keys

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937 Holiday homes

29

Marathon Shores holiday home rental

Marathon / Marathon Shores

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 8 km
  • Child friendly
  • Air conditioning

from £336 / night

£2344 - £3125 / week

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from £336 / night

(6) Excellent 

21

Key West holiday houseboat rental

Florida Keys / Key West

4 9 Min stay varies

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

from £317 / night

£1954 - £5196 / week

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from £317 / night

26

Holiday apartment rental

Florida Keys / Key Largo

6 18 Min stay varies

  • 6 bedrooms
  • Sleeps 18
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £379 / night

£2653 / week

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from £379 / night

27

Marathon Shores holiday home rental

Marathon / Marathon Shores

2 7 7 nights min

  • 2 bedrooms
  • Sleeps 7
  • 7 nights min
  • Nearest beach 2 km
  • Child friendly
  • Air conditioning

from £123 / night

£860 - £1211 / week

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from £123 / night

24

Apartment rental in Tavernier

Key Largo / Tavernier

2 6 Min stay varies

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

from £125 / night

£870 / week

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from £125 / night

26

Tavernier holiday apartment rental

Key Largo / Tavernier

6 18 Min stay varies

  • 6 bedrooms
  • Sleeps 18
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £351 / night

£2456 / week

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from £351 / night

(2) Excellent 

41

Holiday apartment in Islamorada

Florida Keys / Islamorada

3 6 14 nights min

  • 3 bedrooms
  • Sleeps 6
  • 14 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £155 / night

£1083 - £1629 / week

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from £155 / night

26

Holiday apartment in Tavernier

Key Largo / Tavernier

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £254 / night

£1778 / week

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from £254 / night

15

Houseboat rental in Key West

Florida Keys / Key West

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Pet friendly

from £133 / night

£781 - £1054 / week

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from £133 / night

24

Holiday apartment in Tavernier

Key Largo / Tavernier

2 6 Min stay varies

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

from £127 / night

£886 / week

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from £127 / night

4

Key West holiday boathouse rental

Florida Keys / Key West

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Air conditioning

from £176 / night

£1231 / week

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from £176 / night

(12) Very Good 

14

Holiday condo in Key Largo

Florida Keys / Key Largo

2 7 3 nights min

  • 2 bedrooms
  • Sleeps 7
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool
“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 da
…see more

from £153 / night

£770 / week

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from £153 / night

23

Holiday apartment in Tavernier

Key Largo / Tavernier

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £117 / night

£815 / week

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from £117 / night

23

Home rental in Tavernier with swimming pool

Key Largo / Tavernier

2 6 6 nights min

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

from £274 / night

£2078 / week

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from £274 / night

(32) Very Good 

17

Florida Keys / Key West

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Car not necessary

from £203 / night

£1417 / week

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from £203 / night

(38) Very Good 

14

Florida Keys / Key West

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Car not necessary

from £258 / night

£1800 / week

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from £258 / night

33

Florida Keys / Key West

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask owner if suitable for children
  • Air conditioning
  • Pet friendly

from £179 / night

£1466 - £2997 / week

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from £179 / night

(36) Excellent 

39

Florida Keys / Key West

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool

from £266 / night

£1675 - £2969 / week

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from £266 / night

(14) Excellent 

52

Florida Keys / Key West

5 16 Min stay varies

  • 5 bedrooms
  • Sleeps 16
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

from £624 / night

£4365 - £7591 / week

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from £624 / night

(16) Very Good 

24

Florida Keys / Islamorada

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly

from £168 / night

£1172 - £1290 / week

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from £168 / night

(16) Very Good 

39

Florida Keys / Key West

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask owner if suitable for children
  • Air conditioning

from £265 / night

£1849 - £3818 / week

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from £265 / night

(5) Average 

42

Key Largo / Tavernier

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Ask owner if suitable for children
  • Air conditioning

from £101 / night

£706 / week

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from £101 / night

8

Florida Keys / Key West

2 6 14 nights min

  • 2 bedrooms
  • Sleeps 6
  • 14 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

from £106 / night

£739 / week

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from £106 / night

(1) Excellent 

28

Florida Keys / Key West

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Ask owner if suitable for children
  • Air conditioning
  • Pet friendly

from £140 / night

£974 - £2013 / week

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from £140 / night

(1) Excellent 

33

Florida Keys / Key West

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

from £296 / night

£2122 - £4091 / week

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from £296 / night

(40) Excellent 

26

Florida Keys / Marathon

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Air conditioning

from £98 / night

£684 - £903 / week

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from £98 / night

(19) Excellent 

55

Key Largo / Tavernier

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Swimming pool

from £157 / night

£1094 / week

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from £157 / night

13

Florida Keys / Key West

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly

from £234 / night

£1094 - £1954 / week

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from £234 / 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+

from £196 / night

£1250 / week

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from £196 / night

(26) Excellent 

14

Florida Keys / Key West

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Car not necessary

from £195 / night

£1362 / week

Book View

from £195 / night

(3) Excellent 

22

Florida Keys / Key West

2 6 3 nights min

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

from £215 / night

£1329 - £1875 / week

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from £215 / night

(3) Excellent 

30

Florida Keys / Key West

Studio 4 Min stay varies

  • Studio
  • Sleeps 4
  • Min stay varies
  • Ask owner if suitable for children
  • Pet friendly

from £132 / night

£919 - £2068 / week

Book View

from £132 / night

(3) Very Good 

16

Key Largo / Tavernier

2 6 3 nights min

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

from £157 / night

£938 / week

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from £157 / night

30

Florida Keys / Key West

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Ask owner if suitable for children
  • Air conditioning
  • Pet friendly

from £162 / night

£1133 - £2188 / week

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from £162 / 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

from £211 / night

£1465 / week

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from £211 / night

(5) Excellent 

23

Key Largo / Tavernier

2 5 Min stay varies

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

from £157 / night

£1094 / week

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from £157 / night

7

Florida Keys / Key West

2 6 7 nights min

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

from £391 / night

£2735 / week

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from £391 / night

(7) Excellent 

30

Florida Keys / Marathon

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool

from £196 / night

£1133 - £1641 / week

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from £196 / night

26

Florida Keys / Key West

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

from £147 / night

£1083 - £2177 / week

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from £147 / night

21

Florida Keys / Duck Key

2 6 4 nights min

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

from £239 / night

£1668 / week

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from £239 / night

Top Destination reviews

OCEANFRONT CONDO WITH ALL AMMENITIES!
Great place

We had 5 days at Ocean Pointe in the apartment which had great views of the ocean. Apartment was clean, comfortable, well equipped and a good size. Ideally situated for exploring the keys. Amenities on site were good. Recommendations on food establis … see more
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
1