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

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North America Holidays
167837 properties
United States Holidays
124937 properties
Florida Holidays
37682 properties
Villas Key West
419 properties
Villas Key Largo
226 properties
Holiday rentals Islamorada
125 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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974 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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Responds fast!
avg. 3 hours 8 minutes

from £336 / 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

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

(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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Responds fast!
avg. 1 hour 47 minutes

from £317 / 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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Responds fast!
avg. 1 hour 49 minutes

from £123 / 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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Responds fast!
avg. 2 hours 48 minutes

from £155 / 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

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

(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

Enquire View

from £153 / 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

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

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

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 £272 / night

£2062 / week

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Responds fast!
avg. 3 hours 8 minutes

from £272 / 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

(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

Book View

from £211 / 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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Responds fast!
avg. 3 hours 24 minutes

from £203 / 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

Book View

from £239 / night

(37) 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 £264 / night

£1662 - £2946 / week

Book View

Responds fast!
avg. 1 hour 22 minutes

from £264 / 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 £177 / night

£1455 - £2974 / week

Book View

Responds fast!
avg. 1 hour 47 minutes

from £177 / 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

Book View

Responds fast!
avg. 3 hours 24 minutes

from £258 / 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

Book View

Responds fast!
avg. 3 hours 51 minutes

from £157 / night

(1) Very Good 

43

Florida Keys / Key Largo

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Air conditioning

from £124 / night

£723 - £903 / week

Book View

Responds fast!
avg. 2 hours 48 minutes

from £124 / 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 £194 / night

£1352 / week

Book View

from £194 / 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

Book View

Responds fast!
avg. 3 hours 45 minutes

from £215 / 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

Book View

Responds fast!
avg. 3 hours 44 minutes

from £234 / 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 £131 / night

£912 - £2052 / week

Book View

Responds fast!
avg. 1 hour 47 minutes

from £131 / night

(16) Excellent 

17

Florida Keys / Key West

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Car not necessary
  • Air conditioning

from £217 / night

£1514 / week

Book View

from £217 / night

(24) 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

from £148 / night

£1034 / week

Book View

Responds fast!
avg. 2 hours 21 minutes

from £148 / 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

Book View

Responds fast!
avg. 1 hour 32 minutes

from £157 / night

(2) Very Good 

9

Florida Keys / Marathon

Studio 3 7 nights min

  • Studio
  • Sleeps 3
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £112 / night

£782 - £938 / week

Book View

Responds fast!
avg. 3 hours 15 minutes

from £112 / night

25

Florida Keys / Islamorada

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool

from £179 / night

£1250 - £1954 / week

Book View

Responds fast!
avg. 3 hours 34 minutes

from £179 / night

(2) Excellent 

13

Florida Keys / Key Largo

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly

from £157 / night

£1094 - £1875 / week

Book View

from £157 / night

(8) 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

Book View

Responds fast!
avg. 3 hours 17 minutes

from £196 / 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

Book View

Responds fast!
avg. 1 hour 52 minutes

from £98 / night

(7) Excellent 

18

Florida Keys / Islamorada

2 6 30 nights min

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

from £99 / night

£693 / week

Book View

Responds fast!
avg. 3 hours 14 minutes

from £99 / 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

35

Florida Keys / Key West

2 4 7 nights min

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

from £161 / night

£1125 - £2171 / week

Book View

Responds fast!
avg. 1 hour 47 minutes

from £161 / night

(1) Excellent 

23

Florida Keys / Key West

Studio 2 Min stay varies

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

from £107 / night

£749 - £1563 / week

Book View

Responds fast!
avg. 1 hour 47 minutes

from £107 / night

19

Florida Keys / Sugarloaf

3 6 30 nights min

  • 3 bedrooms
  • Sleeps 6
  • 30 nights min
  • Ask owner if suitable for children
  • Air conditioning
  • Ask about pets

from £148 / night

£1030 / week

Enquire View

from £148 / night

14

Florida Keys / Ramrod Key

3 6 30 nights min

  • 3 bedrooms
  • Sleeps 6
  • 30 nights min
  • Ask owner if suitable for children
  • Air conditioning
  • Ask about pets

from £79 / night

£547 / week

Enquire View

from £79 / 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
Luxurious 3bd/3bth Villa - Your Keys Escape
Marathon memories

We had a great stay at the property we rented in Marathon. It was extremely well equipped with everything we needed for our week. My sister and I were most impressed with the amount of Tupperware, which is always a must with 4 children! The house had … 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