Villas in Kissimmee City and Townhouses – Holiday Lettings - Holiday Rentals Kissimmee City

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23,563 Holiday homes

(3) Excellent 

91

Villa accommodation in Kissimmee City

Kissimmee / Kissimmee City

5 10 6 nights min

  • 5 bedrooms
  • sleeps 10
  • 6 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

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from £129 / night

£903 / week

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from £129 / night

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(32) Very Good 

22

Holiday villa in Kissimmee

Kissimmee / Kissimmee City

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Nearest beach 60 km
  • Swimming pool
  • Child friendly

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from £59 / night

£350 - £465 / week

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from £59 / night

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(17) Excellent 

Certificate of Excellence

25

Holiday villa in Kissimmee City

Kissimmee / Kissimmee City

4 10 min stay varies

  • 4 bedrooms
  • sleeps 10
  • min stay varies
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly

Certificate of Excellence

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from £120 / night

£650 - £1,210 / week

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Responds fast!
avg. 1 hour 17 minutes

from £120 / night

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(1) Very Good 

20

Condo rental in Kissimmee City with golf nearby

Kissimmee / Kissimmee City

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 100 km
  • Swimming pool

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from £71 / night

£495 - £668 / week

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from £71 / night

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(21) Very Good 

43

Villa rental in Kissimmee City with swimming pool

Kissimmee / Kissimmee City

4 9 min stay varies

  • 4 bedrooms
  • sleeps 9
  • min stay varies
  • Nearest beach 95 km
  • Swimming pool
  • Child friendly

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from £99 / night

£610 - £765 / week

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Responds fast!
avg. 1 hour 8 minutes

from £99 / night

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(6) Excellent 

75

Holiday villa rental

Kissimmee / Kissimmee City

4 8 5 nights min

  • 4 bedrooms
  • sleeps 8
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

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from £111 / night

£739 / week

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Responds fast!
avg. 2 hours 29 minutes

from £111 / night

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(2) Excellent 

41

Holiday home in Kissimmee City

Kissimmee / Kissimmee City

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly

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from £87 / night

£605 / week

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Responds fast!
avg. 2 hours 21 minutes

from £87 / night

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(1) Excellent 

26

Holiday townhouse with swimming pool in Kissimmee

Kissimmee / Kissimmee City

4 10 1 night min

  • 4 bedrooms
  • sleeps 10
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning

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from £110 / night

£765 - £875 / week

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Responds fast!
avg. 2 hours 27 minutes

from £110 / night

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24

Holiday townhouse with golf nearby in Kissimmee City

Kissimmee / Kissimmee City

3 6 5 nights min

  • 3 bedrooms
  • sleeps 6
  • 5 nights min
  • Child friendly
  • Air conditioning

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from £78 / night

£495 / week

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from £78 / night

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(4) Very Good 

21

Holiday villa in Kissimmee

Kissimmee / Kissimmee City

8 20 min stay varies

  • 8 bedrooms
  • sleeps 20
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

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from £196 / night

£1,178 - £2,278 / week

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Responds fast!
avg. 1 hour 32 minutes

from £196 / night

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(4) Excellent 

49

Holiday home with indoor pool in Kissimmee City

Kissimmee / Kissimmee City

5 10 4 nights min

  • 5 bedrooms
  • sleeps 10
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

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from £277 / night

£1,936 / week

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Responds fast!
avg. 3 hours 44 minutes

from £277 / night

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20

Holiday townhouse in Kissimmee City

Kissimmee / Kissimmee City

3 7 1 night min

  • 3 bedrooms
  • sleeps 7
  • 1 night min
  • Child friendly
  • Air conditioning

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from £71 / night

£495 / week

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from £71 / night

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22

Kissimmee holiday apartment rental

Kissimmee / Kissimmee City

3 8 1 night min

  • 3 bedrooms
  • sleeps 8
  • 1 night min
  • Child friendly
  • Air conditioning

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from £62 / night

£435 / week

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from £62 / night

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8

Holiday villa in Kissimmee

Kissimmee / Kissimmee City

1 4 7 nights min

  • 1 bedroom
  • sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

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from £79 / night

£550 / week

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Responds fast!
avg. 2 hours 25 minutes

from £79 / night

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Great rentals within 20 miles that match your search

Distance approx 15.24 miles from Kissimmee City Show on Map

(6) Excellent 

35

Davenport holiday home rental

Central Florida / Davenport

5 14 min stay varies

  • 5 bedrooms
  • sleeps 14
  • min stay varies
  • Nearest beach 96 km
  • Child friendly
  • Air conditioning

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from £189 / night

£1,333 / week

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avg. 2 minutes

from £189 / night

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Distance approx 2.53 miles from Kissimmee City Show on Map

41

Townhouse letting in Kissimmee

Central Florida / Kissimmee

3 7 5 nights min

  • 3 bedrooms
  • sleeps 7
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

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from £76 / night

£533 / week

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Responds fast!
avg. 28 minutes

from £76 / night

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Distance approx 3.91 miles from Kissimmee City Show on Map

7

Home rental in Intercession City with shared pool

Florida / Intercession City

7 15 min stay varies

  • 7 bedrooms
  • sleeps 15
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

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from £130 / night

£910 - £1,722 / week

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Responds fast!
avg. 2 hours 0 minutes

from £130 / night

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Distance approx 15.24 miles from Kissimmee City Show on Map

33

Holiday villa in Davenport

Central Florida / Davenport

7 14 min stay varies

  • 7 bedrooms
  • sleeps 14
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

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from £149 / night

£1,038 / week

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Responds fast!
avg. 50 minutes

from £149 / night

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Distance approx 16.53 miles from Kissimmee City Show on Map

9

Holiday home with swimming pool in Davenport

Central Florida / Davenport

5 10 12 nights min

  • 5 bedrooms
  • sleeps 10
  • 12 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

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from £195 / night

£1,365 / week

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from £195 / night

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Distance approx 13.36 miles from Kissimmee City Show on Map

24

Holiday home in Four Corners

Central Florida / Four Corners

6 12 min stay varies

  • 6 bedrooms
  • sleeps 12
  • min stay varies
  • Child friendly

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from £120 / night

£840 / week

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from £120 / night

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Distance approx 16.59 miles from Kissimmee City Show on Map

18

Clermont holiday home rental

Lake County / Clermont

3 6 4 nights min

  • 3 bedrooms
  • sleeps 6
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

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from £83 / night

£577 / week

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from £83 / night

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Distance approx 11.59 miles from Kissimmee City Show on Map

46

Villa letting in Reunion with swimming pool

Central Florida / Reunion

11 22 min stay varies

  • 11 bedrooms
  • sleeps 22
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

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from £490 / night

£3,430 / week

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Responds fast!
avg. 28 minutes

from £490 / night

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Distance approx 11.67 miles from Kissimmee City Show on Map

(6) Very Good 

Certificate of Excellence

60

Holiday home in Kissimmee

Central Florida / Kissimmee

6 14 min stay varies

  • 6 bedrooms
  • sleeps 14
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

Certificate of Excellence

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from £149 / night

£941 - £1,333 / week

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Responds fast!
avg. 1 hour 53 minutes

from £149 / night

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Distance approx 15.96 miles from Kissimmee City Show on Map

29

Home rental in Four Corners with swimming pool

Central Florida / Four Corners

5 10 min stay varies

  • 5 bedrooms
  • sleeps 10
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

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from £117 / night

£818 / week

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Responds fast!
avg. 1 hour 20 minutes

from £117 / night

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Distance approx 16.39 miles from Kissimmee City Show on Map

22

Holiday home in Davenport

Central Florida / Davenport

3 8 2 nights min

  • 3 bedrooms
  • sleeps 8
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

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from £51 / night

£357 / week

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from £51 / night

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Distance approx 14.52 miles from Kissimmee City Show on Map

27

Holiday home in Four Corners

Central Florida / Four Corners

6 16 3 nights min

  • 6 bedrooms
  • sleeps 16
  • 3 nights min
  • Child friendly

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from £165 / night

£1,153 / week

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from £165 / night

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Distance approx 17.96 miles from Kissimmee City Show on Map

18

Holiday villa with golf nearby in Haines City

Central Florida / Haines City

4 9 4 nights min

  • 4 bedrooms
  • sleeps 9
  • 4 nights min
  • Child friendly

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from £102 / night

£664 - £861 / week

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from £102 / night

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Distance approx 3.59 miles from Kissimmee City Show on Map

27

Holiday home in Kissimmee

Central Florida / Kissimmee

4 10 min stay varies

  • 4 bedrooms
  • sleeps 10
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

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from £102 / night

£706 / week

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Responds fast!
avg. 2 hours 3 minutes

from £102 / night

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Distance approx 12.44 miles from Kissimmee City Show on Map

57

Holiday home with golf nearby in Kissimmee

Central Florida / Kissimmee

6 14 min stay varies

  • 6 bedrooms
  • sleeps 14
  • min stay varies
  • Child friendly

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from £134 / night

£939 / week

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from £134 / night

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Distance approx 16.58 miles from Kissimmee City Show on Map

13

Holiday townhouse in Davenport

Central Florida / Davenport

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Child friendly
  • Air conditioning

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from £84 / night

£582 - £774 / week

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Responds fast!
avg. 1 hour 23 minutes

from £84 / night

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Distance approx 7.2 miles from Kissimmee City Show on Map

38

Condo accommodation in Orlando with golf nearby

Central Florida / Orlando

3 8 1 night min

  • 3 bedrooms
  • sleeps 8
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning

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from £181 / night

£1,263 / week

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from £181 / night

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Distance approx 7.13 miles from Kissimmee City Show on Map

22

Celebration holiday condo rental

Florida / Celebration

2 6 3 nights min

  • 2 bedrooms
  • sleeps 6
  • 3 nights min
  • Child friendly

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from £98 / night

£686 / week

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from £98 / night

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Distance approx 12.66 miles from Kissimmee City Show on Map

24

Holiday condo in Kissimmee

Central Florida / Kissimmee

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

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from £71 / night

£494 - £698 / week

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from £71 / night

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Distance approx 3.84 miles from Kissimmee City Show on Map

28

Holiday home rental

Florida / Intercession City

4 9 4 nights min

  • 4 bedrooms
  • sleeps 9
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary

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from £156 / night

£1,092 / week

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Responds fast!
avg. 3 hours 23 minutes

from £156 / night

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Distance approx 9.95 miles from Kissimmee City Show on Map

16

Holiday home letting

Central Florida / Loughman

4 8 5 nights min

  • 4 bedrooms
  • sleeps 8
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

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from £91 / night

£631 / week

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Responds fast!
avg. 1 hour 49 minutes

from £91 / night

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Distance approx 11.82 miles from Kissimmee City Show on Map

20

Holiday villa in Four Corners

Central Florida / Four Corners

4 8 5 nights min

  • 4 bedrooms
  • sleeps 8
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary

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from £276 / night

£1,927 / week

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Responds fast!
avg. 3 hours 23 minutes

from £276 / night

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Distance approx 10.06 miles from Kissimmee City Show on Map

3

Holiday villa with shared pool in Orlando

Central Florida / Orlando

2 8 5 nights min

  • 2 bedrooms
  • sleeps 8
  • 5 nights min
  • Nearest beach 30 km
  • Swimming pool
  • Child friendly

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from £196 / night

£1,647 / week

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from £196 / night

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Distance approx 10.08 miles from Kissimmee City Show on Map

22

Loughman holiday villa rental

Central Florida / Loughman

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

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from £157 / night

£1,098 - £1,263 / week

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Responds fast!
avg. 3 hours 23 minutes

from £157 / night

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Distance approx 2.56 miles from Kissimmee City Show on Map

38

Holiday condo in Kissimmee

Central Florida / Kissimmee

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary

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from £75 / night

£522 / week

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Responds fast!
avg. 1 hour 31 minutes

from £75 / night

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Distance approx 2.56 miles from Kissimmee City Show on Map

20

Holiday apartment with golf nearby in Kissimmee

Central Florida / Kissimmee

1 5 min stay varies

  • 1 bedroom
  • sleeps 5
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

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from £51 / night

£357 / week

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Responds fast!
avg. 3 hours 28 minutes

from £51 / night

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Top Destination reviews

Funshine Magical Villa with Gameroom and WiFi
One word to sum up this villa...... PERFECT !!!

Choosing a villa was quite a hard task to ensure that the whole family enjoyed their vacation in Florida. It needed to be centrally located to all the main parks, be furnished to a good standard & have enough to keep the children of 10 & 13 years old occupied on our relaxing days between parks. After hours of research, we found Villa Londra which on paper ticked all the boxes. We were all delighted when we arrived at the villa. The description & photos on the website were all spot on. The villa was clean, well kitted out & the pool was lovely (many an hour spent relaxing in it!). Within minutes drive there is everything you could hope for - supermarkets, gas stations & many places to eat. The parks we went to were all within easy access (Universal, Sea World & Busch Gardens). Right from our initial enquiry on the website, Jan was very helpful & very professional - nothing was too much trouble. After having had the best vacation ever, we are now saving to return in 2014. 10 out of 10 Paul, Jo & Family … see more
Very Nr Disney 3 Bedroom Villa With Free WIFI
Magnificent Accomadation

We arrived for our stay of 2 weeks after travelling for 20 hours, we found the place easily everything was as described, the only disappointment my girls had was the pool was cold , however it soon warmed up after a couple of days in the sun. The house was beautifully furnished everything in good condition only the main living room showing signs of general wear and tear, this to be expected with a rental home as it caters for everybody and the main lounge being the focal point as this is where the tv is and also overlooks the swimming pool. I would highly recommend this holiday home to anybody. The owner was quick to furnish me with additional information when requested and kept me informed at all times and sent the keys about a month before our visit was due. I would recommend this property as it is suitable for anybody it is easily accessed even by a wheel chair. … see more
Special offer dates ! 'Trebor Villa' Kissimmee executive 4 bed custom villa.
Huge villa in a quiet residential area and close to Disney

This villa is huge and finished to an excellent standard. It is well appointed, very spacious with a great pool and Jacuzzi. Plenty of room to unwind after a hard day at a Park. The villa is sited in a safe residential area where the local residents are happy to talk. There is a Walmart and all the 'chain' restaurants within a few minutes drive. Disney Parks are only a short uncomplicated 20 minute drive west along the 192. We had a two centre holiday in Florida with the other week at an equally impressive villa in Englewood on the Gulf Coast which is owned by the same owner. … see more

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