Long term rentals Key West | Holiday Lettings

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137 Holiday homes

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

1 / 24

Private Oceanview Estate 20 Minutes to Key West - Key West house sleeps 14

Florida Keys / Key West

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
Key info: Nearest beach 10 km; Swimming pool; Child friendly ;
Great for large groups - 6 bdrms, 3 bathrms, sleeps up to 14 adults, White Ibis Inn just 15/20 minutes drive from Key West. Sometimes we run a special discounted price from our White Ibis Inn. If you are interested to book our place, please let us know how many people  …see more

from £317 / night

£2214 - £3271 / week

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from £317 / night

(1) Very Good 

1 / 24

Luxury house rental Key West - Key West house sleeps 8

Florida Keys / Key West

3 8 30 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 30 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Child friendly ;
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 £214 / night

£1496 / week

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from £214 / night

(24) Excellent 

1 / 17

Florida Keys / Key West

2 5 Min 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

£1331 / week

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from £191 / night

(25) Very Good 

1 / 28

Florida Keys / Key West

2 4 7 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Ask about pets;
 …see more

from £157 / night

£943 - £2159 / week

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from £157 / night

(52) Excellent 

1 / 27

Florida Keys / Key West

2 4 7 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Ask about pets;
 …see more

from £146 / night

£1069 - £2297 / week

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from £146 / night

(25) Very Good 

1 / 28

Florida Keys / Key West

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
Key info: Swimming pool; Child friendly ; Ask about pets;
 …see more

from £478 / night

£3180 - £6392 / week

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from £478 / night

(6) Very Good 

1 / 33

Florida Keys / Key West

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Swimming pool; Child friendly ; Ask about pets;
 …see more

from £287 / night

£1718 - £3016 / week

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from £287 / night

(1) Excellent 

1 / 8

Florida Keys / Key West

1 2 30 nights min stay

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

from £115 / night

£802 / week

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from £115 / night

1 / 13

Florida Keys / Key West

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
Key info: Nearest beach 2 km; Swimming pool; Not suitable for children;
 …see more

from £172 / night

£878 - £1718 / week

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from £172 / night

(11) Very Good 

1 / 27

Florida Keys / Key West

2 5 7 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Ask about pets;
 …see more

from £233 / night

£1451 - £2961 / week

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from £233 / night

(1) Excellent 

1 / 27

Florida Keys / Key West

2 4 30 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 30 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 3 km; Swimming pool;
 …see more

from £140 / night

£978 / week

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from £140 / night

(27) Very Good 

1 / 32

Florida Keys / Key West

2 4 7 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Ask about pets;
 …see more

from £172 / night

£1107 - £2407 / week

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from £172 / night

1 / 14

Florida Keys / Key West

2 4 30 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 30 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Suitable for children age 5+;
 …see more

from £90 / night

£624 / week

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from £90 / night

(26) Very Good 

1 / 22

Florida Keys / Key West

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Swimming pool; Child friendly ; Ask about pets;
 …see more

from £124 / night

£722 - £1742 / week

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from £124 / night

(22) Very Good 

1 / 27

Florida Keys / Key West

2 5 7 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Ask about pets;
 …see more

from £176 / night

£1088 - £2474 / week

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from £176 / night

(19) Excellent 

1 / 14

Florida Keys / Key West

2 6 Min 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

£1278 / week

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from £183 / night

(9) Excellent 

1 / 24

Florida Keys / Key West

2 5 7 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Ask about pets;
 …see more

from £237 / night

£1527 - £3100 / week

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from £237 / night

1 / 20

Florida Keys / Key West

4 8 30 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 30 nights min stay
Key info: Swimming pool; Child friendly ; Air conditioning;
 …see more

from £153 / night

£1069 / week

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from £153 / night

1 / 9

Florida Keys / Key West

1 4 30 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 30 nights min stay
Key info: Not suitable for children; Air conditioning; No pets allowed;
 …see more

from £88 / night

£615 / week

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from £88 / night

1 / 16

Florida Keys / Key West

1 2 30 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

£392 / week

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from £56 / night

(47) Very Good 

1 / 20

Florida Keys / Key West

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Swimming pool; Child friendly ; Ask about pets;
 …see more

from £155 / night

£928 - £2407 / week

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from £155 / night

(15) Very Good 

1 / 27

Florida Keys / Key West

3 6 7 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Ask about pets;
 …see more

from £214 / night

£1394 - £3044 / week

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from £214 / night

1 / 32

Florida Keys / Key West

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
Key info: Child friendly ; Pet friendly;
 …see more

from £275 / night

£2672 - £3271 / week

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from £275 / night

1 / 14

Florida Keys / Key West

3 6 7 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Ask owner if suitable for children; Air conditioning;
 …see more

from £306 / night

£2138 / week

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from £306 / night

1 / 8

Florida Keys / Key West

2 6 7 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Air conditioning;
 …see more

from £197 / night

£1375 / week

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from £197 / night

(2) Excellent 

1 / 26

Florida Keys / Key West

4 8 7 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Ask about pets;
 …see more

from £655 / night

£4581 - £8855 / week

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from £655 / night

(4) Excellent 

1 / 14

Florida Keys / Key West

1 4 Min stay varies

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

from £96 / night

£1527 - £1794 / week

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from £96 / night

1 / 24

Florida Keys / Key West

2 5 30 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 30 nights min stay
Key info: Swimming pool; Not suitable for children; Air conditioning;
 …see more

from £274 / night

£1915 / week

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from £274 / night

(13) Excellent 

1 / 17

Florida Keys / Key West

2 6 Min 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

£1491 / week

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from £213 / night

1 / 24

Florida Keys / Key West

3 6 30 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 30 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 2 km; Child friendly ;
 …see more

from £140 / night

£980 / week

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from £140 / night

(8) Very Good 

1 / 14

Florida Keys / Key West

3 6 30 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 30 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Child friendly ;
 …see more

from £204 / night

£1425 / week

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from £204 / night

(4) Excellent 

1 / 15

Florida Keys / Key West

2 4 7 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Child friendly ;
 …see more

from £207 / night

£1432 / week

Book Book View

from £207 / night

(26) Very Good 

1 / 14

Florida Keys / Key West

3 8 Min 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 / 16

Florida Keys / Key West

2 5 3 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min stay
Key info: Swimming pool; Child friendly ; Air conditioning;
 …see more

from £172 / night

£764 - £1298 / week

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from £172 / night

1 / 12

Florida Keys / Key West

2 4 7 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Air conditioning;
 …see more

from £273 / night

£1909 / week

Book Book View

from £273 / night

(24) Very Good 

1 / 29

Florida Keys / Key West

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
Key info: Swimming pool; Child friendly ; Ask about pets;
 …see more

from £478 / night

£3180 - £6392 / week

Enquire Enquire View

from £478 / night

1 / 32

Florida Keys / Key West

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Child friendly ; Air conditioning; Pet friendly;
 …see more

from £229 / night

£1297 - £1871 / week

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from £229 / night

1 / 18

Florida Keys / Key West

2 6 4 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

(1) Excellent 

1 / 19

Florida Keys / Key West

3 8 30 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 30 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 2 km; Swimming pool;
 …see more

from £115 / night

£802 / week

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from £115 / night

1 / 7

Florida Keys / Key West

3 6 30 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 30 nights min stay
Key info: Ask owner if suitable for children; No pets allowed;
 …see more

from £166 / night

£1158 / week

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from £166 / night

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