Villas in Key West and Holiday rentals - Holiday Lettings - Holiday Rentals Key West

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36979 properties

Key West

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206 Holiday homes

(7) Excellent 

17

Key West holiday houseboat rental

Florida Keys / Key West

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Child friendly
  • Air conditioning
“Great location and boat!” First time for us renting a boat and previous reviews proved accurate. Location in marina at end of pier was nice. Arranged for a captain to take us out for one day (at additional fee) which was a great way to spend a day enj
…see more

from £322 / night

£1985 - £5278 / week

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Responds fast!
avg. 35 minutes

from £322 / night

(1)  

15

Houseboat rental in Key West

Florida Keys / Key West

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Pet friendly

from £134 / night

£787 - £1063 / week

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from £134 / night

4

Key West holiday boathouse rental

Florida Keys / Key West

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Air conditioning

from £174 / night

£1217 / week

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from £174 / night

(34) Very Good 

Certificate of Excellence

17

Key West holiday apartment let

Florida Keys / Key West

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Car not necessary

Certificate of Excellence

from £206 / night

£1439 / week

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Responds fast!
avg. 2 hours 17 minutes

from £206 / night

(39) Very Good 

Certificate of Excellence

11

Apartment rental in Key West

Florida Keys / Key West

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Car not necessary

Certificate of Excellence

from £258 / night

£1800 / week

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Responds fast!
avg. 2 hours 19 minutes

from £258 / night

(38) Excellent 

Certificate of Excellence

39

Holiday apartment rental

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

Certificate of Excellence

from £270 / night

£1701 - £3016 / week

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Responds fast!
avg. 1 hour 41 minutes

from £270 / night

(4) Excellent 

53

Holiday apartment with shared pool in Key West

Florida Keys / Key West

2 6 3 nights min

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

from £278 / night

£1786 - £2376 / week

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from £278 / night

(4) Excellent 

15

Apartment rental in Key West

Florida Keys / Key West

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £213 / night

£1477 / week

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from £213 / night

8

Key West holiday home rental

Florida Keys / Key West

2 6 30 nights min

  • 2 bedrooms
  • Sleeps 6
  • 30 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

from £108 / night

£751 / week

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from £108 / night

(28) Very Good 

23

Holiday apartment with shared pool in Key West

Florida Keys / Key West

2 4 7 nights min

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

from £199 / night

£1163 - £2503 / week

Enquire View

from £199 / night

15

Holiday home letting

Florida Keys / Key West

2 6 30 nights min

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

from £75 / night

£519 / week

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Responds fast!
avg. 1 hour 32 minutes

from £75 / night

(1) Excellent 

9

Holiday condo with shared pool in Key West

Florida Keys / Key West

2 6 7 nights min

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

from £157 / night

£1097 / week

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from £157 / night

(5) Excellent 

27

Key West holiday apartment rental

Florida Keys / Key West

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £150 / night

£953 - £1508 / week

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Responds fast!
avg. 3 hours 11 minutes

from £150 / night

(3) Very Good 

32

Key West holiday townhouse rental

Florida Keys / Key West

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

from £252 / night

£1764 / week

Book View

Responds fast!
avg. 39 minutes

from £252 / night

(2) Very Good 

17

Key West holiday apartment rental

Florida Keys / Key West

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £131 / night

£917 / week

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from £131 / night

(30) Very Good 

24

Holiday apartment with shared pool in Key West

Florida Keys / Key West

2 6 Min stay varies

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

from £183 / night

£1104 - £2163 / week

Enquire View

from £183 / night

(28) Excellent 

Certificate of Excellence

14

Holiday apartment in Key West

Florida Keys / Key West

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Car not necessary

Certificate of Excellence

from £198 / night

£1384 / week

Book View

Responds fast!
avg. 2 hours 17 minutes

from £198 / night

(17) Excellent 

Certificate of Excellence

17

Holiday apartment in Key West

Florida Keys / Key West

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Car not necessary
  • Air conditioning

Certificate of Excellence

from £222 / night

£1551 / week

Book View

Responds fast!
avg. 2 hours 19 minutes

from £222 / night

(1) Excellent 

24

Home rental in Key West

Florida Keys / Key West

3 8 Min stay varies

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

from £540 / night

£3778 / week

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from £540 / night

8

Holiday condo rental

Florida Keys / Key West

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly

from £222 / night

£1548 / week

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from £222 / night

(8) Very Good 

14

Holiday apartment in Key West

Florida Keys / Key West

3 6 30 nights min

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

from £318 / night

£2223 / week

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from £318 / night

(3) Excellent 

22

Holiday condo in Key West

Florida Keys / Key West

2 6 3 nights min

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

from £219 / night

£1350 - £1905 / week

Book View

Responds fast!
avg. 2 hours 24 minutes

from £219 / night

13

Key West holiday condo rental

Florida Keys / Key West

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly

from £238 / night

£1112 - £1985 / week

Book View

Responds fast!
avg. 3 hours 30 minutes

from £238 / night

52

Key West holiday apartment accommodation

Florida Keys / Key West

2 6 3 nights min

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

from £278 / night

£1750 - £2376 / week

Book View

from £278 / night

(29) Very Good 

23

Holiday apartment with shared pool in Key West

Florida Keys / Key West

2 6 Min stay varies

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

from £183 / night

£1104 - £2163 / week

Enquire View

from £183 / night

(16) Very Good 

24

Holiday home with shared pool in Key West

Florida Keys / Key West

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

from £231 / night

£1516 - £3165 / week

Enquire View

from £231 / night

(56) Very Good 

24

Key West holiday home rental

Florida Keys / Key West

2 6 Min stay varies

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

from £274 / night

£1806 - £3919 / week

Enquire View

from £274 / night

(1) Excellent 

16

Key West holiday home rental

Florida Keys / Key West

2 5 Min stay varies

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

from £159 / night

£794 - £1747 / week

Book View

Responds fast!
avg. 1 hour 11 minutes

from £159 / night

44

Key West holiday apartment rental

Florida Keys / Key West

3 6 Min stay varies

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

from £397 / night

£2580 - £3243 / week

Book View

from £397 / night

(6) Very Good 

24

Apartment rental in Key West with shared pool

Florida Keys / Key West

2 6 Min stay varies

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

from £298 / night

£1786 - £3135 / week

Enquire View

from £298 / night

(2) Excellent 

24

Holiday townhouse in Key West

Florida Keys / Key West

2 6 7 nights min

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

from £165 / night

£1151 - £3096 / week

Book View

Responds fast!
avg. 3 hours 33 minutes

from £165 / night

(2) Excellent 

22

Holiday condo in Key West

Florida Keys / Key West

2 6 Min stay varies

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

from £179 / night

£1112 - £2381 / week

Book View

from £179 / night

(8) Excellent 

14

Apartment rental in Key West

Florida Keys / Key West

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Air conditioning

from £119 / night

£2223 - £3850 / week

Book View

from £119 / night

17

Holiday townhouse rental

Florida Keys / Key West

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Nearest beach 1 km
  • Swimming pool
  • Child friendly

from £256 / night

£1786 - £2580 / week

Book View

Responds fast!
avg. 1 hour 21 minutes

from £256 / night

(1) Excellent 

24

Holiday home with swimming pool in Key West

Florida Keys / Key West

2 4 7 nights min

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

from £195 / night

£1143 - £2601 / week

Enquire View

from £195 / night

(17) Very Good 

13

Holiday apartment in Key West

Florida Keys / Key West

2 5 Min stay varies

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

from £135 / night

£794 - £2000 / week

Book View

from £135 / night

15

Holiday hotel apartment rental

Florida Keys / Key West

2 6 Min stay varies

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

from £341 / night

£2381 - £3413 / week

Book View

Responds fast!
avg. 3 hours 18 minutes

from £341 / night

(32) Very Good 

24

Holiday apartment with shared pool in Key West

Florida Keys / Key West

2 4 7 nights min

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

from £163 / night

£981 - £2244 / week

Enquire View

from £163 / night

(52) Excellent 

28

Holiday apartment with shared pool in Key West

Florida Keys / Key West

2 4 7 nights min

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

from £171 / night

£981 - £2388 / week

Enquire View

from £171 / night

43

Holiday apartment with shared pool in Key West

Florida Keys / Key West

2 6 Min stay varies

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

from £270 / night

£1885 / week

Book View

from £270 / night

Top Destination reviews

LAST MINUTE DISCOUNT! 48' 4 Bed 4 Bath Yacht
Great location and boat!

First time for us renting a boat and previous reviews proved accurate. Location in marina at end of pier was nice. Arranged for a captain to take us out for one day (at additional fee) which was a great way to spend a day enjoying the ocean and sun. … see more
1