Long term rentals Key West | Holiday Lettings

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87 Holiday homes

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

(22) Excellent 

1 / 17

Florida Keys / Key West

2 bedroomsSleeps 5Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Not suitable for children;
 …see more

from £191 / night

£0 / week

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from £191 / night

(19) Excellent 

1 / 14

Florida Keys / Key West

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Not suitable for children;
 …see more

from £183 / night

£0 / week

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from £183 / night

(1) Very Good 

1 / 24

Luxury house rental Key West - Key West house sleeps 8

Florida Keys / Key West

3 bedroomsSleeps 830 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 30 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
28 DAY MINIMUM STAY IS MANDATED BY COUNTY LAW. PLEASE DO NOT SEND ENQUIRIES FOR SHORTER PERIODS!! Charted back in the 1800's, Shark Key was named by early explorers for its shark-like shape. This exclusive island boasts more than 2 miles of pristine shoreline, lush  …see more

from £209 / night

£0 / week

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from £209 / night

(8) Excellent 

1 / 14

Florida Keys / Key West

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Nearest beach 2 km; Swimming pool; Great for children of all ages ;
 …see more

from £130 / night

£840 - £2133 / week

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from £130 / night

(13) Excellent 

1 / 17

Florida Keys / Key West

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Swimming pool; Not suitable for children; Car not necessary;
 …see more

from £213 / night

£0 / week

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from £213 / night

1 / 24

Private Oceanview Estate 20 Minutes to Key West

Florida Keys / Key West

6 bedroomsSleeps 14Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
Key info: Nearest beach 10 km; Swimming pool; Great for children of all ages ;
Great for large groups - 6 bdrms, 3 bathrms, sleeps up to 14 adults, just 20 minutes drive from Key West. Our home is away from the hustle of Key West activities but close enough to the excitement when you want it and the Atlantic Ocean’s spectacular sunrises, sunset  …see more

from £317 / night

£2214 - £3271 / week

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from £317 / night

(25) Very Good 

1 / 14

Florida Keys / Key West

3 bedroomsSleeps 8Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Not suitable for children;
 …see more

from £252 / night

£1759 - £1919 / week

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from £252 / night

1 / 6

Florida Keys / Key West

1 bedroomSleeps 22 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 2 nights min stay
Key info: Swimming pool; Not suitable for children; Air conditioning;
 …see more

from £104 / night

£665 / week

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from £104 / night

1 / 15

Florida Keys / Key West

2 bedroomsSleeps 53 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min stay
Key info: Swimming pool; Great for children of all ages ; Air conditioning;
 …see more

from £172 / night

£917 - £1298 / week

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from £172 / night

1 / 32

Florida Keys / Key West

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Great for children of all ages ; Air conditioning; Pets welcome;
 …see more

from £229 / night

£1297 - £1871 / week

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from £229 / night

(8) Very Good 

1 / 14

Florida Keys / Key West

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
 …see more

from £344 / night

£2405 - £3512 / week

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from £344 / night

(2) Good 

1 / 5

Florida Keys / Key West

1 bedroomSleeps 2Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Beach / lakeside relaxation; Not suitable for children; Air conditioning;
 …see more

from £104 / night

£665 - £993 / week

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from £104 / night

1 / 26

Florida Keys / Key West

4 bedroomsSleeps 8Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Nearest beach 0.2 km; Not suitable for children; Air conditioning;
 …see more

from £611 / night

£3817 / week

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from £611 / night

1 / 6

Florida Keys / Key West

1 bedroomSleeps 47 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
 …see more

from £164 / night

£1146 / week

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from £164 / night

(12) Very Good 

1 / 13

Florida Keys / Key West

2 bedroomsSleeps 5Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Air conditioning;
 …see more

from £130 / night

£764 - £1909 / week

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from £130 / night

1 / 24

Florida Keys / Key West

5 bedroomsSleeps 1814 nights min stay

  • 5 bedrooms
  • Sleeps 18
  • 14 nights min stay
Key info: Swimming pool; Great for children of all ages ; Air conditioning;
 …see more

from £726 / night

£0 / week

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from £726 / night

1 / 20

Florida Keys / Key West

StudioSleeps 3Min stay varies

  • Studio
  • Sleeps 3
  • Min stay varies
Key info: Great for children of all ages ; Air conditioning; No pets allowed;
 …see more

from £99 / night

£0 / week

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from £99 / night

1 / 9

Florida Keys / Key West

2 bedroomsSleeps 67 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Swimming pool; Not suitable for children; Air conditioning;
 …see more

from £355 / night

£2481 / week

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from £355 / night

1 / 18

Florida Keys / Key West

2 bedroomsSleeps 64 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 4 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 0 km; Swimming pool;
 …see more

from £302 / night

£1909 / week

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from £302 / night

(4) Very Good 

1 / 20

Florida Keys / Key West

2 bedroomsSleeps 63 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min stay
Key info: Nearest beach 3 km; Swimming pool; Great for children of all ages ;
 …see more

from £184 / night

£1222 - £1375 / week

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from £184 / night

(4) Very Good 

1 / 5

Florida Keys / Key West

1 bedroomSleeps 2Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Beach / lakeside relaxation; Not suitable for children; Air conditioning;
 …see more

from £92 / night

£596 / week

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from £92 / night

1 / 38

Florida Keys / Key West

3 bedroomsSleeps 821 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 21 nights min stay
Key info: Great for children of all ages ; Some pets are welcome - please contact the owner;
 …see more

from £197 / night

£1375 - £1565 / week

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from £197 / night

(4) Excellent 

1 / 15

Florida Keys / Key West

2 bedroomsSleeps 47 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
 …see more

from £207 / night

£1432 / week

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from £207 / night

(2) Very Good 

1 / 22

Florida Keys / Key West

2 bedroomsSleeps 42 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min stay
Key info: Ask owner if suitable for children; Air conditioning; Some pets are welcome - please contact the owner;
 …see more

from £325 / night

£2672 / week

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from £325 / night

(3) Excellent 

1 / 14

Florida Keys / Key West

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Beach / lakeside relaxation; Not suitable for children; Car advised;
 …see more

from £107 / night

£1527 - £1794 / week

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from £107 / night

1 / 11

Florida Keys / Key West

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Great for children of all ages ; Pets welcome;
 …see more

from £134 / night

£917 - £2214 / week

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from £134 / night

1 / 22

Florida Keys / Key West

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
 …see more

from £172 / night

£1222 - £1909 / week

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from £172 / night

1 / 8

Florida Keys / Key West

2 bedroomsSleeps 67 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Air conditioning;
 …see more

from £197 / night

£1375 / week

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from £197 / night

1 / 27

Florida Keys / Key West

2 bedroomsSleeps 514 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 14 nights min stay
Key info: Swimming pool; Great for children of all ages ; Air conditioning;
 …see more

from £218 / night

£0 / week

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from £218 / night

1 / 6

Florida Keys / Key West

2 bedroomsSleeps 67 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car not necessary;
 …see more

from £164 / night

£1146 / week

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from £164 / night

(3) Very Good 

1 / 6

Florida Keys / Key West

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
 …see more

from £203 / night

£1375 - £2107 / week

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from £203 / night

1 / 13

Florida Keys / Key West

5 bedroomsSleeps 1414 nights min stay

  • 5 bedrooms
  • Sleeps 14
  • 14 nights min stay
Key info: Swimming pool; Great for children of all ages ; Air conditioning;
 …see more

from £1523 / night

£0 / week

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from £1523 / night

1 / 44

Florida Keys / Key West

2 bedroomsSleeps 41 night min stay

  • 2 bedrooms
  • Sleeps 4
  • 1 night min stay
Key info: Beach / lakeside relaxation; Nearest beach 4 km; Swimming pool;
 …see more

from £535 / night

£0 / week

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from £535 / night

1 / 29

Florida Keys / Key West

3 bedroomsSleeps 714 nights min stay

  • 3 bedrooms
  • Sleeps 7
  • 14 nights min stay
Key info: Swimming pool; Great for children of all ages ; Air conditioning;
 …see more

from £432 / night

£0 / week

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from £432 / night

(2) Excellent 

1 / 23

Florida Keys / Key West

2 bedroomsSleeps 47 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Ask owner if suitable for children; No pets allowed;
 …see more

from £371 / night

£2596 - £3436 / week

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from £371 / night

1 / 16

Florida Keys / Key West

1 bedroomSleeps 230 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 30 nights min stay
Key info: Beach / lakeside relaxation; Not suitable for children; Car not necessary;
 …see more

from £56 / night

£0 / week

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from £56 / night

1 / 11

Florida Keys / Key West

2 bedroomsSleeps 67 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Air conditioning;
 …see more

from £134 / night

£936 / week

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from £134 / night

1 / 7

Florida Keys / Key West

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Great for children of all ages ; No pets allowed;
 …see more

from £204 / night

£0 / week

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from £204 / night

(1) Excellent 

1 / 24

Florida Keys / Key West

3 bedroomsSleeps 8Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Great for children of all ages ; Air conditioning; No pets allowed;
 …see more

from £520 / night

£0 / week

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from £520 / night

1 / 4

Florida Keys / Key West

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Great for children of all ages ; No pets allowed;
 …see more

from £204 / night

£0 / week

Book Book View

from £204 / night

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