Long term rentals Key West | Holiday Lettings

Close
Payment Protection
To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

140 Holiday homes

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

(25) Excellent 

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 £191 / night

£1331 / week

Book View

from £191 / night

(27) 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 £252 / night

£1759 / week

Book View

from £252 / night

(1) Very Good 

24

Luxury house rental Key West - Key West house sleeps 8

Florida Keys / Key West

3 8 30 nights min

  • 3 bedrooms
  • Sleeps 8
  • 30 nights min
  • 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 £216 / night

£1509 / week

Book View

from £216 / night

(20) 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 £183 / night

£1278 / week

Book View

from £183 / night

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
  • 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

Book View

from £317 / 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 £207 / night

£1432 / week

Book View

from £207 / 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 £213 / night

£1491 / week

Book View

from £213 / night

(8) 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 £130 / night

£917 - £2133 / week

Book View

from £130 / 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 £172 / night

£764 - £1298 / week

Book View

from £172 / night

8

Florida Keys / Key West

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £197 / night

£1375 - £1680 / week

Book View

from £197 / 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 £229 / night

£1598 - £2453 / week

Book View

from £229 / 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 £164 / night

£1146 / week

Book View

from £164 / night

(26) Very Good 

22

Florida Keys / Key West

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets

 …see more

from £138 / night

£802 - £1742 / week

Enquire View

from £138 / night

(22) Very Good 

27

Florida Keys / Key West

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

 …see more

from £176 / night

£1088 - £2474 / week

Enquire View

from £176 / night

6

Florida Keys / Key West

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £153 / night

£1203 / week

Book View

from £153 / night

7

Florida Keys / Key West

1 4 Min stay varies

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

 …see more

from £204 / night

£1422 / week

Book View

from £204 / night

(14) 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 £130 / night

£764 - £1909 / week

Book View

from £130 / 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 £164 / night

£1146 / week

Book View

from £164 / 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 £184 / night

£1222 - £1375 / week

Book View

from £184 / 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 £172 / night

£1222 - £1909 / week

Book View

from £172 / night

11

Florida Keys / Key West

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £100 / night

£688 / week

Book View

from £100 / night

18

Florida Keys / Key West

2 6 4 nights min

  • 2 bedrooms
  • Sleeps 6
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool

 …see more

from £302 / night

£1909 / week

Book View

from £302 / night

(1) Excellent 

24

Florida Keys / Key West

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £158 / night

£1104 / week

Book View

from £158 / night

(1) 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 £229 / night

£1297 - £1871 / week

Book View

from £229 / night

(84) Very Good 

24

Florida Keys / Key West

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets

 …see more

from £355 / night

£2367 - £4887 / week

Enquire View

from £355 / night

9

Florida Keys / Key West

2 8 7 nights min

  • 2 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Air conditioning

 …see more

from £355 / night

£2481 / week

Book View

from £355 / night

(25) Very Good 

28

Florida Keys / Key West

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

 …see more

from £157 / night

£943 - £2159 / week

Enquire View

from £157 / 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 £84 / night

£1527 - £1794 / week

Book View

from £84 / night

(3) Excellent 

30

Florida Keys / Key West

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets

 …see more

from £600 / night

£4046 - £8728 / week

Enquire View

from £600 / night

(1) Good 

20

Florida Keys / Key West

Studio 3 Min stay varies

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

 …see more

from £99 / night

£690 / week

Book View

from £99 / night

6

Florida Keys / Key West

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Air conditioning
  • Private garden

 …see more

from £164 / night

£1146 - £2138 / week

Book View

from £164 / 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 £56 / night

£392 / week

Book View

from £56 / night

(27) Very Good 

32

Florida Keys / Key West

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

 …see more

from £172 / night

£1107 - £2407 / week

Enquire View

from £172 / night

(25) Very Good 

28

Florida Keys / Key West

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets

 …see more

from £478 / night

£3180 - £6392 / week

Enquire View

from £478 / 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 £306 / night

£2138 / week

Book View

from £306 / night

24

Florida Keys / Key West

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets

 …see more

from £168 / night

£1042 - £2123 / week

Enquire View

from £168 / night

9

Florida Keys / Key West

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Child friendly

 …see more

from £262 / night

£1833 / week

Book View

from £262 / night

(3) Very Good 

6

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 £226 / night

£1577 - £2107 / week

Book View

from £226 / night

(2) Excellent 

23

Florida Keys / Key West

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Ask owner if suitable for children

 …see more

from £371 / night

£2596 - £3436 / week

Book View

from £371 / night

(55) Very Good 

21

Florida Keys / Key West

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets

 …see more

from £260 / night

£1684 - £3769 / week

Enquire View

from £260 / night

Don’t let an old browser slow down your holiday

Your browser is out of date and might not work well with our website. Download the latest version to speed up your hunt for the perfect holiday home.

Just click on the icons to get to the download page