Key West apartment or villa with a private pool area | Holiday Lettings

Close

Key West

No dates Enter dates for accurate prices -

Adults, Children

Enter dates for more accurate prices

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

84 Holiday homes

Filters applied: Private pool

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

(4) Excellent 

53

Florida Keys / Key West

Studio 6 3 nights min

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

from £280 / night

£1800 - £2395 / week

Book View

from £280 / night

26

Florida Keys / Key West

Studio 6 Min stay varies

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

from £215 / night

£1501 - £3069 / week

Book View

from £215 / night

(14) Excellent 

52

Florida Keys / Key West

Studio 16 Min stay varies

  • Studio
  • Sleeps 16
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

from £639 / night

£4469 - £7773 / week

Book View

from £639 / night

(79) Very Good 

15

Florida Keys / Key West

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £178 / night

£1188 - £2368 / week

Book View

from £178 / night

(32) Very Good 

29

Florida Keys / Key West

Studio 6 Min stay varies

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

from £415 / night

£3293 - £5309 / week

Book View

from £415 / night

(14) Very Good 

36

Florida Keys / Key West

Studio 6 Min stay varies

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

from £335 / night

£2341 - £4077 / week

Book View

from £335 / night

(1) Excellent 

39

Florida Keys / Key West

Studio 6 3 nights min

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

from £280 / night

£1764 - £2395 / week

Book View

from £280 / night

(1) Excellent 

28

Florida Keys / Key West

Studio 8 Min stay varies

  • Studio
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

from £399 / night

£2957 - £5589 / week

Book View

from £399 / night

(8) Very Good 

28

Florida Keys / Key West

Studio 8 Min stay varies

  • Studio
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

from £399 / night

£2789 - £5029 / week

Book View

from £399 / night

(21) Very Good 

27

Florida Keys / Key West

Studio 6 Min stay varies

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

from £319 / night

£2229 - £4469 / week

Book View

from £319 / night

38

Florida Keys / Key West

Studio 6 3 nights min

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

from £240 / night

£1512 - £2016 / week

Book View

from £240 / night

(14) Very Good 

28

Florida Keys / Key West

Studio 6 Min stay varies

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

from £319 / night

£2341 - £4357 / week

Book View

from £319 / night

49

Florida Keys / Key West

Studio 6 3 nights min

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

from £240 / night

£1512 - £2016 / week

Book View

from £240 / night

(50) Very Good 

27

Florida Keys / Key West

Studio 8 Min stay varies

  • Studio
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

from £415 / night

£3293 - £5589 / week

Book View

from £415 / night

44

Florida Keys / Key West

Studio 6 3 nights min

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

from £280 / night

£1764 - £2395 / week

Book View

from £280 / night

(3) Very Good 

32

Florida Keys / Key West

Studio 8 Min stay varies

  • Studio
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

from £351 / night

£2789 - £5589 / week

Book View

from £351 / night

36

Florida Keys / Key West

Studio 6 3 nights min

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

from £240 / night

£1512 - £2016 / week

Book View

from £240 / night

35

Florida Keys / Key West

Studio 18 Min stay varies

  • Studio
  • Sleeps 18
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

from £1159 / night

£8109 - £16789 / week

Book View

from £1159 / night

44

Florida Keys / Key West

Studio 6 Min stay varies

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

from £400 / night

£2600 - £3120 / week

Book View

from £400 / night

43

Florida Keys / Key West

Studio 6 3 nights min

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

from £240 / night

£1512 - £2016 / week

Book View

from £240 / night

(5) Excellent 

33

Florida Keys / Key West

Studio 4 7 nights min

  • Studio
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

from £160 / night

£1120 - £1560 / week

Book View

from £160 / night

(6) Excellent 

35

Florida Keys / Key West

Studio 8 Min stay varies

  • Studio
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

from £439 / night

£3069 - £6149 / week

Book View

from £439 / night

34

Florida Keys / Key West

Studio 4 Min stay varies

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

from £139 / night

£971 - £1300 / week

Book View

from £139 / night

38

Florida Keys / Key West

Studio 22 Min stay varies

  • Studio
  • Sleeps 22
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

from £839 / night

£5869 - £13989 / week

Book View

from £839 / night

(12) Very Good 

29

Florida Keys / Key West

Studio 6 Min stay varies

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

from £327 / night

£2285 - £4189 / week

Book View

from £327 / night

(3) Excellent 

36

Florida Keys / Key West

Studio 6 3 nights min

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

from £280 / night

£1764 - £2395 / week

Book View

from £280 / night

20

Florida Keys / Key West

4 8 30 nights min

  • 4 bedrooms
  • Sleeps 8
  • 30 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £187 / night

£1307 / week

Book View

from £187 / night

(1) Very Good 

30

Florida Keys / Key West

Studio 14 Min stay varies

  • Studio
  • Sleeps 14
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

from £647 / night

£4525 - £8557 / week

Book View

from £647 / night

58

Florida Keys / Key West

Studio 6 3 nights min

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

from £240 / night

£1512 - £2016 / week

Book View

from £240 / night

(6) Very Good 

14

Florida Keys / Key West

Studio 5 Min stay varies

  • Studio
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

from £172 / night

£1200 / week

Book View

from £172 / night

46

Florida Keys / Key West

Studio 6 3 nights min

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

from £280 / night

£1764 - £2395 / week

Book View

from £280 / night

(8) Excellent 

41

Florida Keys / Key West

Studio 6 Min stay varies

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

from £160 / night

£1120 - £1500 / week

Book View

from £160 / night

(1) Excellent 

47

Florida Keys / Key West

Studio 36 Min stay varies

  • Studio
  • Sleeps 36
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

from £1215 / night

£8501 - £19589 / week

Book View

from £1215 / night

31

Florida Keys / Key West

Studio 12 Min stay varies

  • Studio
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

from £559 / night

£4469 - £8389 / week

Book View

from £559 / night

(3) Average 

36

Florida Keys / Key West

Studio 6 Min stay varies

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

from £343 / night

£2789 - £4917 / week

Book View

from £343 / night

43

Florida Keys / Key West

Studio 6 Min stay varies

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

from £203 / night

£1419 - £1900 / week

Book View

from £203 / night

31

Florida Keys / Key West

Studio 8 Min stay varies

  • Studio
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

from £415 / night

£2900 / week

Book View

from £415 / night

39

Florida Keys / Key West

Studio 6 3 nights min

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

from £280 / night

£1764 - £2395 / week

Book View

from £280 / night

53

Florida Keys / Key West

Studio 6 Min stay varies

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

from £150 / night

£1046 - £1400 / week

Book View

from £150 / night

34

Florida Keys / Key West

Studio 8 Min stay varies

  • Studio
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

from £343 / night

£2400 / week

Book View

from £343 / night

1