Air conditioned apartments and villas to rent in Florida Keys

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North America Holidays
168000 properties
United States Holidays
119265 properties
Florida Holidays
34871 properties
Villas Key West
399 properties
Villas Key Largo
181 properties
Holiday rentals Islamorada
95 properties
Estates Marathon
80 properties
Big Pine Key
23 properties
Key Colony Beach
15 properties
Little Torch Key
14 properties
Long Key
8 properties
Lower Keys
8 properties
Cudjoe Key
6 properties

Florida Keys

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639 Holiday homes

Filters applied: Air conditioning (640)

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

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 £129 / night

£902 - £1271 / week

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from £129 / 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 £163 / night

£1136 - £1710 / week

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from £163 / 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
“Just perfect” We have had a wonderful holiday in Moon Bay. Condo was larger than we were expecting. Both bedrooms large and clean. Lovely patio to sit out on. The complex itself had everythine we could need and kids loved the fishing and snorkling  …see more

from £160 / night

£808 / 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 £164 / night

£1148 - £1312 / week

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from £164 / night

25

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

 …see more

from £137 / night

£957 - £2038 / week

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from £137 / night

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 £145 / night

£1014 - £2095 / week

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from £145 / 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 £218 / night

£1526 - £3404 / week

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from £218 / night

(33) 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 £270 / night

£1888 / week

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from £270 / 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 £229 / night

£1601 / week

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from £229 / 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 £137 / night

£957 - £2095 / week

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from £137 / night

(30) 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 £213 / night

£1487 / week

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from £213 / night

(3) Average 

36

Florida Keys / Key West

3 6 Min stay varies

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

 …see more

from £405 / night

£2835 - £4997 / week

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from £405 / night

(2) Excellent 

12

Florida Keys / Duck Key

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from £205 / night

£1693 / week

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from £205 / night

22

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 £113 / night

£786 - £1810 / week

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from £113 / 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

 …see more

from £113 / night

£786 - £1640 / week

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from £113 / night

14

Florida Keys / Islamorada

2 6 7 nights min

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

 …see more

from £188 / night

£1311 - £2459 / week

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from £188 / night

33

Florida Keys / Key West

1 6 Min stay varies

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

 …see more

from £170 / night

£1184 - £2835 / week

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from £170 / night

(5) Excellent 

14

Florida Keys / Key West

1 4 2 nights min

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

 …see more

from £226 / night

£1640 - £1927 / week

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from £226 / night

(12) 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 £164 / night

£1148 / week

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from £164 / night

30

Florida Keys / Key West

1 4 Min stay varies

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

 …see more

from £161 / night

£1127 - £2266 / week

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from £161 / night

(8) Very Good 

29

Florida Keys / Key West

Studio 4 Min stay varies

  • Studio
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

 …see more

from £145 / night

£1014 - £2266 / week

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from £145 / night

(2) Very Good 

14

Florida Keys / Marathon

2 6 Min stay varies

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

 …see more

from £140 / night

£902 - £1066 / week

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from £140 / 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 £222 / night

£1537 / week

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from £222 / night

29

Florida Keys / Key Largo

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 8 km
  • Swimming pool

 …see more

from £152 / night

£943 - £1230 / week

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from £152 / night

24

Florida Keys / Cudjoe Key

2 6 Min stay varies

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

 …see more

from £295 / night

£1741 - £1914 / week

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from £295 / 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 £218 / night

£1312 - £2160 / week

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from £218 / night

8

Florida Keys / Big Pine Key

3 11 1 night min

  • 3 bedrooms
  • Sleeps 11
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £369 / night

£2582 / week

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from £369 / night

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

 …see more

from £145 / night

£1014 - £1981 / week

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from £145 / 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 £148 / night

£1033 / week

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from £148 / 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 £105 / night

£729 - £1469 / week

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from £105 / 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

 …see more

from £178 / night

£1241 - £2550 / week

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from £178 / 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 £246 / night

£1722 / week

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from £246 / night

(48) Very Good 

27

Florida Keys / Key West

1 2 Min stay varies

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

 …see more

from £194 / night

£1355 - £2664 / week

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from £194 / 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

 …see more

from £178 / night

£1241 - £2266 / week

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from £178 / night

27

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 £105 / night

£729 - £1469 / week

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from £105 / night

25

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

 …see more

from £178 / night

£1241 - £2266 / week

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from £178 / night

25

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

 …see more

from £178 / night

£1241 - £2266 / week

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from £178 / 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 £103 / night

£718 / week

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from £103 / night

(2) Very Good 

28

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 £137 / night

£957 - £1810 / week

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from £137 / night

25

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

 …see more

from £145 / night

£1014 - £1981 / week

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from £145 / night