Villas in Kissimmee and Holiday rentals - Holiday Lettings - Holiday Rentals Kissimmee

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Kissimmee

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16,822 Holiday homes

(8) Very Good 

17

Holiday apartment rental

Central Florida / Kissimmee

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £46 / night

£310 / week

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from £46 / night

(2) Excellent 

14

Kissimmee holiday townhouse rental

Kissimmee / Trafalgar Village

4 8 4 nights min

  • 4 bedrooms
  • Sleeps 8
  • 4 nights min
  • Nearest beach 100 km
  • Child friendly
  • Air conditioning

from £64 / night

£423 / week

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from £64 / night

(44) Excellent 

Certificate of Excellence

25

Holiday apartment rental

Central Florida / Kissimmee

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 116 km
  • Swimming pool
  • Child friendly

Certificate of Excellence

from £64 / night

£400 - £497 / week

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Responds fast!
avg. 1 hour 45 minutes

from £64 / night

(8) Excellent 

36

Holiday home in Kissimmee

Central Florida / Kissimmee

3 8 1 night min

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

from £77 / night

£484 / week

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from £77 / night

(2) Very Good 

90

Kissimmee holiday home rental

Central Florida / Kissimmee

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £88 / night

£617 / week

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from £88 / night

23

Holiday condo in Kissimmee

Kissimmee / Windsor Hills Resort

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Child friendly
  • Air conditioning

from £60 / night

£419 / week

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Responds fast!
avg. 3 hours 37 minutes

from £60 / night

41

Holiday townhouse in Kissimmee

Central Florida / Kissimmee

4 8 7 nights min

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

from £50 / night

£317 / week

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from £50 / night

(20) Very Good 

Certificate of Excellence

14

Kissimmee holiday home rental

Central Florida / Kissimmee

4 10 3 nights min

  • 4 bedrooms
  • Sleeps 10
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary

Certificate of Excellence

from £78 / night

£543 - £666 / week

Book View

from £78 / night

(22) Very Good 

26

Kissimmee holiday home let

Central Florida / Kissimmee

3 6 2 nights min

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

from £60 / night

£386 / week

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from £60 / night

47

Holiday home with indoor pool in Kissimmee

Central Florida / Kissimmee

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £155 / night

£1,085 / week

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from £155 / night

(1) Very Good 

29

Kissimmee holiday home rental

Central Florida / Kissimmee

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £89 / night

£620 / week

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Responds fast!
avg. 1 hour 55 minutes

from £89 / night

24

Home rental in Kissimmee with swimming pool

Central Florida / Kissimmee

4 8 Min stay varies

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

from £112 / night

£780 / week

Book View

from £112 / night

(3) Very Good 

11

Holiday home in Kissimmee

Central Florida / Kissimmee

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly

from £70 / night

£612 / week

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Responds fast!
avg. 3 hours 5 minutes

from £70 / night

13

Holiday condo in Kissimmee

Central Florida / Kissimmee

2 5 3 nights min

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

from £57 / night

£395 / week

Book View

from £57 / night

39

Holiday home with swimming pool in Kissimmee

Central Florida / Kissimmee

4 10 3 nights min

  • 4 bedrooms
  • Sleeps 10
  • 3 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

from £70 / night

£490 / week

Book View

from £70 / night

(8) Very Good 

64

Holiday home in Kissimmee

Central Florida / Kissimmee

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £47 / night

£400 / week

Book View

from £47 / night

(16) Excellent 

Certificate of Excellence

15

Holiday villa in Kissimmee

Central Florida / Kissimmee

3 8 5 nights min

  • 3 bedrooms
  • Sleeps 8
  • 5 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

Certificate of Excellence

from £60 / night

£402 - £546 / week

Book View

from £60 / night

90

Kissimmee holiday home rental

Central Florida / Kissimmee

14 30 Min stay varies

  • 14 bedrooms
  • Sleeps 30
  • Min stay varies
  • Child friendly

from £1,179 / night

£8,250 / week

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from £1,179 / night

(1) Excellent 

29

Home rental in Kissimmee with swimming pool

Central Florida / Kissimmee

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

from £233 / night

£1,625 / week

Book View

from £233 / night

(22) Excellent 

46

Kissimmee holiday villa rental

Central Florida / Kissimmee

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Fantastic villa, great location!” Dunestone is a very smart, spacious and well-positioned villa in a great gated community. So close to Disney and only mins from the I-4 allowing easy access to all of Orlando's attractions. The owners were a pleasure
…see more

from £166 / night

£1,159 - £1,627 / week

Book View

Responds fast!
avg. 3 hours 48 minutes

from £166 / night

20

Holiday home rental

Central Florida / Kissimmee

4 8 3 nights min

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

from £78 / night

£543 / week

Book View

from £78 / night

(2) Very Good 

75

Holiday home with swimming pool in Kissimmee

Central Florida / Kissimmee

4 10 2 nights min

  • 4 bedrooms
  • Sleeps 10
  • 2 nights min
  • Nearest beach 97 km
  • Swimming pool
  • Child friendly

from £113 / night

£789 / week

Book View

from £113 / night

(12) Very Good 

58

Holiday villa in Kissimmee

Central Florida / Kissimmee

4 10 3 nights min

  • 4 bedrooms
  • Sleeps 10
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary

from £85 / night

£560 / week

Book View

from £85 / night

(8) Very Good 

25

Holiday villa in Kissimmee

Central Florida / Kissimmee

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 81 km
  • Swimming pool

from £111 / night

£775 / week

Book View

Responds fast!
avg. 3 hours 17 minutes

from £111 / night

17

Holiday home in Kissimmee

Central Florida / Kissimmee

6 15 Min stay varies

  • 6 bedrooms
  • Sleeps 15
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £102 / night

£697 - £1,018 / week

Book View

from £102 / night

25

Holiday home in Kissimmee

Central Florida / Kissimmee

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

from £90 / night

£630 / week

Book View

Responds fast!
avg. 1 hour 54 minutes

from £90 / night

(11) Very Good 

Certificate of Excellence

25

Holiday home in Kissimmee

Kissimmee / Eagle Pointe

4 8 7 nights min

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

Certificate of Excellence

from £90 / night

£750 / week

Book View

Responds fast!
avg. 48 minutes

from £90 / night

49

Kissimmee holiday hotel apartment rental

Central Florida / Kissimmee

3 6 3 nights min

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

from £71 / night

£522 / week

Book View

from £71 / night

(3) Excellent 

24

Kissimmee holiday home accommodation

Central Florida / Kissimmee

4 8 4 nights min

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

from £84 / night

£587 / week

Book View

Responds fast!
avg. 3 hours 54 minutes

from £84 / night

(10) Excellent 

Certificate of Excellence

28

Holiday villa with swimming pool 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

from £113 / night

£775 - £1,902 / week

Book View

Responds fast!
avg. 2 hours 9 minutes

from £113 / night

(1) Excellent 

20

Kissimmee holiday townhouse rental

Central Florida / Kissimmee

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 81 km
  • Swimming pool
  • Child friendly

from £85 / night

£592 / week

Book View

from £85 / night

(2) Average 

32

Kissimmee holiday home rental

Central Florida / Kissimmee

6 12 3 nights min

  • 6 bedrooms
  • Sleeps 12
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Ask about pets

from £92 / night

£641 / week

Book View

from £92 / night

(5) Excellent 

Certificate of Excellence

20

Holiday home in Kissimmee

Kissimmee / Emerald Isle Kissimmee

5 10 5 nights min

  • 5 bedrooms
  • Sleeps 10
  • 5 nights min
  • Nearest beach 280 km
  • Swimming pool
  • Child friendly

Certificate of Excellence

from £175 / night

£1,224 / week

Book View

from £175 / night

20

Holiday villa in Kissimmee

Central Florida / Kissimmee

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Ask owner if suitable for children
  • Air conditioning
  • Ask about pets

from £67 / night

£467 - £715 / week

Book View

Responds fast!
avg. 3 hours 3 minutes

from £67 / night

(8) Excellent 

53

Holiday home in Kissimmee

Central Florida / Kissimmee

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary

from £62 / night

£429 - £474 / week

Book View

from £62 / night

31

Holiday home with swimming pool in Kissimmee

Central Florida / Kissimmee

6 12 4 nights min

  • 6 bedrooms
  • Sleeps 12
  • 4 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

from £133 / night

£793 - £1,179 / week

Book View

from £133 / night

(16) Very Good 

Certificate of Excellence

100

Townhouse rental in Kissimmee

Central Florida / Kissimmee

3 6 3 nights min

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

Certificate of Excellence

from £60 / night

£423 - £502 / week

Book View

Responds fast!
avg. 1 hour 32 minutes

from £60 / night

24

Holiday home in Kissimmee

Central Florida / Kissimmee

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly

from £88 / night

£612 / week

Book View

from £88 / night

(16) Excellent 

Certificate of Excellence

18

Kissimmee holiday home rental

Central Florida / Kissimmee

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 105 km
  • Swimming pool
  • Child friendly
“AMAZING!!!” We are two familys here right now and all i can say is WOW!!! Villa is fantastic! Spotlessy clean on arrival and Has everything you could ever need! Plenty of room for everyone and seriously comfortable! Small issue dealt with at high sp
…see more

Certificate of Excellence

from £110 / night

£764 - £1,011 / week

Book View

from £110 / night

(2) Excellent 

29

Home rental in Kissimmee

Central Florida / Kissimmee

7 16 Min stay varies

  • 7 bedrooms
  • Sleeps 16
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 97 km
  • Swimming pool

from £176 / night

£1,212 - £1,546 / week

Book View

from £176 / night