Air conditioned apartments and villas to rent in Key West

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Key West

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114 Holiday homes

Filters applied: Air conditioning (115)

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

(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

 …see more

from £256 / night

£1654 - £2993 / week

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from £256 / night

(27) 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 £204 / night

£1428 / week

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from £204 / night

(32) 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 £260 / night

£1814 / week

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from £260 / night

(2) Excellent 

21

USA East Coast 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 £319 / night

£1969 - £3839 / week

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from £319 / night

(22) 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 £197 / night

£1373 / week

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from £197 / night

(4) 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 £157 / night

£1575 - £1851 / week

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from £157 / night

(8) Very Good 

14

Florida Keys / Key West

3 6 30 nights min

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

 …see more

from £315 / night

£2205 / week

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from £315 / night

6

Florida Keys / Key West

2 4 7 nights min

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

 …see more

from £178 / night

£1241 / week

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from £178 / night

(13) 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

 …see more

from £220 / night

£1538 / week

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from £220 / 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 £197 / night

£1260 - £1969 / week

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from £197 / night

(9) Excellent 

14

Florida Keys / Key West

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 2 km
  • Swimming pool
  • Child friendly

 …see more

from £134 / night

£945 - £2200 / week

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from £134 / night

16

Florida Keys / Key West

2 5 3 nights min

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

 …see more

from £178 / night

£945 - £1339 / week

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from £178 / 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 £213 / night

£1477 / week

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from £213 / night

(15) Very Good 

13

Florida Keys / Key West

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £157 / night

£788 - £1969 / week

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from £157 / night

6

Florida Keys / Key West

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary

 …see more

from £169 / night

£1182 / week

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from £169 / night

(1) Very Good 

10

Florida Keys / Key West

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Air conditioning
  • Private garden

 …see more

from £315 / night

£1182 - £2363 / week

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from £315 / night

(2) Excellent 

32

Florida Keys / Key West

3 6 Min stay varies

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

 …see more

from £236 / night

£1338 - £1930 / week

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from £236 / night

15

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 £236 / night

£1654 - £2530 / week

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from £236 / 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 £338 / night

£2249 / week

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from £338 / night

(3) Very Good 

6

Florida Keys / Key West

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £233 / night

£1626 / week

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from £233 / 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 £79 / night

£552 / week

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from £79 / night

(4) Very Good 

20

Florida Keys / Key West

2 6 3 nights min

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

 …see more

from £189 / night

£1260 - £1418 / week

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from £189 / night

(1) Excellent 

24

Florida Keys / Key West

3 8 Min stay varies

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

 …see more

from £536 / night

£3749 / week

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from £536 / night

13

Florida Keys / Key West

1 3 5 nights min

  • 1 bedroom
  • Sleeps 3
  • 5 nights min
  • Nearest beach 2 km
  • Swimming pool
  • Car not necessary

 …see more

from £178 / night

£1182 / week

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from £178 / night

6

Florida Keys / Key West

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £169 / night

£1182 / week

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from £169 / night

(1) Average 

20

Florida Keys / Key West

Studio 3 Min stay varies

  • Studio
  • Sleeps 3
  • Min stay varies
  • Child friendly
  • Air conditioning

 …see more

from £102 / night

£712 / week

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from £102 / night

9

Florida Keys / Key West

1 4 7 nights min

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

 …see more

from £270 / night

£1890 / week

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from £270 / night

27

Florida Keys / Key West

2 5 14 nights min

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

 …see more

from £225 / night

£1571 / week

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from £225 / night

(5) Excellent 

33

Florida Keys / Key West

2 4 7 nights min

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

 …see more

from £158 / night

£1103 - £1497 / week

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from £158 / 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 £105 / night

£735 / week

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from £105 / night

24

Florida Keys / Key West

3 8 30 nights min

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

 …see more

from £338 / night

£2365 / week

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from £338 / 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 £132 / night

£919 / week

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from £132 / night

(4) Excellent 

53

Florida Keys / Key West

2 6 Min stay varies

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

 …see more

from £276 / night

£1772 - £2894 / week

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from £276 / night

20

Florida Keys / Key West

4 8 30 nights min

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

 …see more

from £158 / night

£1103 / week

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from £158 / night

44

Florida Keys / Key West

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Swimming pool

 …see more

from £552 / night

£3859 / week

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from £552 / night

12

Florida Keys / Key West

2 4 7 nights min

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

 …see more

from £282 / night

£1969 / week

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from £282 / night

18

Florida Keys / Key West

1 4 Min stay varies

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

 …see more

from £210 / night

£1467 / week

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from £210 / night

26

Florida Keys / Key West

2 6 Min stay varies

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

 …see more

from £111 / night

£3464 / week

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from £111 / night

(1) Excellent 

27

Florida Keys / Key West

2 4 30 nights min

  • 2 bedrooms
  • Sleeps 4
  • 30 nights min
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool

 …see more

from £145 / night

£1009 / week

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from £145 / 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 £749 / night

£5237 / week

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from £749 / night