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

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North America Holidays
162589 properties
United States Holidays
117353 properties
Florida Holidays
33192 properties
Villas Key West
374 properties
Villas Key Largo
222 properties
Holiday rentals Islamorada
106 properties
Estates Marathon
88 properties
Big Pine Key
22 properties
Key Colony Beach
16 properties
Little Torch Key
14 properties
Long Key
8 properties
Lower Keys
8 properties
Cudjoe Key
8 properties

Florida Keys

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852 Holiday homes

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

(3) 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
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 £324 / night

£2000 - £5320 / week

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from £324 / 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
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 £126 / night

£880 - £1240 / week

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from £126 / 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
lettings restrictions apply. Contact the owner for more information. An additional fee is payable if pets stay with you.  …see more

from £159 / night

£1108 - £1668 / week

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from £159 / night

80

Key Largo holiday home rental

Florida Keys / Key Largo

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
Our Key Largo Holiday Vacation Rental home is fully air conditioned and all on one level with Tiled floors for hygiene throughout. We have a Queen size bed in the master bedroom, 2 x full size doubles in the second bedroom. All beds have quality posture-pedic mattresses  …see more

from £10 / night

£700 - £1240 / week

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from £10 / 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 £156 / night

£788 / week

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from £156 / 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
Ocean view, private beach and marina, free parking, tennis courts, swimming pool Travelling with your family or friends and want to stay all together? Prefer to cook by yourself while on the vacation? Or maybe you just want to feel yourself like home, not like in a hot  …see more

from £128 / night

£891 / week

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from £128 / 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
Ocean view, private beach and marina, free parking, tennis courts, swimming pool Travelling with your family or friends and want to stay all together? Prefer to cook by yourself while on the vacation? Or maybe you just want to feel yourself like home, not like in a hot  …see more

from £130 / night

£908 / week

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from £130 / night

21

Florida Keys / Duck Key

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly

 …see more

from £244 / night

£2000 / week

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from £244 / night

(4) Excellent 

20

Florida Keys / Islamorada

3 8 7 nights min

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

 …see more

from £229 / night

£1600 - £2000 / week

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from £229 / night

(2) Very Good 

16

Key Largo / Tavernier

2 6 3 nights min

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

 …see more

from £160 / night

£960 / week

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from £160 / night

(9) Excellent 

17

Florida Keys / Big Pine Key

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

 …see more

from £160 / night

£1120 - £1280 / week

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from £160 / 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

 …see more

from £240 / night

£1680 / week

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from £240 / night

(10) Excellent 

96

Florida Keys / Key Colony Beach

2 6 7 nights min

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

 …see more

from £115 / night

£800 - £1472 / week

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from £115 / night

(15) 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

 …see more

from £160 / night

£1120 / week

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from £160 / night

(5) Excellent 

21

Key Largo / Tavernier

2 6 Min stay varies

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

 …see more

from £140 / night

£860 - £1340 / week

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from £140 / night

(36) 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

 …see more

from £264 / night

£1843 / week

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from £264 / night

(40) Excellent 

26

Florida Keys / Marathon

1 4 2 nights min

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

 …see more

from £100 / night

£700 / week

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from £100 / night

(25) 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

 …see more

from £200 / night

£1395 / week

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from £200 / night

99

Marathon / Marathon Shores

7 22 Min stay varies

  • 7 bedrooms
  • Sleeps 22
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

 …see more

from £392 / night

£2739 / week

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from £392 / 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

 …see more

from £240 / night

£1280 - £2064 / week

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from £240 / 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

 …see more

from £115 / night

£800 - £960 / week

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from £115 / night

(4) Excellent 

23

Key Largo / Tavernier

2 5 Min stay varies

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

 …see more

from £160 / night

£1120 / week

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from £160 / night

(42) Very Good 

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

 …see more

from £135 / night

£941 - £2061 / week

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from £135 / night

(2) Excellent 

24

Florida Keys / Key Largo

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Child friendly

 …see more

from £200 / night

£1200 / week

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from £200 / night

(1) Very Good 

9

Florida Keys / Key Largo

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Swimming pool

 …see more

from £103 / night

£720 - £960 / week

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from £103 / night

22

Florida Keys / Key West

2 6 Min stay varies

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

 …see more

from £220 / night

£1520 - £1920 / week

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from £220 / night

(4) Excellent 

8

Florida Keys / Key Largo

2 7 4 nights min

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

 …see more

from £160 / night

£1000 / week

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from £160 / night

(5) Excellent 

14

Florida Keys / Key West

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Air conditioning

 …see more

from £144 / night

£1200 - £3880 / week

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from £144 / night

(1) Excellent 

19

Florida Keys / Islamorada

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 2 km
  • Swimming pool
  • Child friendly

 …see more

from £127 / night

£800 - £1160 / week

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from £127 / 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 £216 / night

£1500 / week

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from £216 / 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 £140 / night

£920 - £1120 / week

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from £140 / night

24

Florida Keys / Lower Keys

2 8 3 nights min

  • 2 bedrooms
  • Sleeps 8
  • 3 nights min
  • Child friendly
  • Ask about pets

 …see more

from £347 / night

£1760 - £1928 / week

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from £347 / night

(25) Very Good 

33

Florida Keys / Key West

1 4 Min stay varies

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

 …see more

from £151 / night

£1053 - £2173 / week

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from £151 / night

(31) 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

 …see more

from £208 / night

£1451 / week

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from £208 / night

20

Florida Keys / Key West

Studio 2 Min stay varies

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

 …see more

from £103 / night

£717 - £1445 / week

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from £103 / night

14

Florida Keys / Key West

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 2 km
  • Swimming pool
  • Child friendly

 …see more

from £220 / night

£1520 - £1920 / week

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from £220 / 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

 …see more

from £215 / night

£1501 - £3069 / week

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from £215 / night

15

Marathon / Marathon Shores

2 7 7 nights min

  • 2 bedrooms
  • Sleeps 7
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

 …see more

from £274 / night

£2000 - £3400 / week

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from £274 / night

(13) Very Good 

22

Florida Keys / Islamorada

1 3 30 nights min

  • 1 bedroom
  • Sleeps 3
  • 30 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from £100 / night

£700 / week

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from £100 / night

(4) Excellent 

25

Florida Keys / Key West

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
  • Ask owner if suitable for children
  • Pet friendly

 …see more

from £383 / night

£2677 - £4749 / week

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from £383 / 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