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

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Kissimmee

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16,825 Holiday homes

(2) Very Good 

26

Holiday home with swimming pool in Kissimmee

Central Florida / Kissimmee

6 12 Min stay varies

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

from £92 / night

£640 - £1,200 / week

Book View

from £92 / night

(41) Excellent 

100

Kissimmee holiday villa rental

Central Florida / Kissimmee

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 124 km
  • Swimming pool
  • Child friendly

from £45 / night

£279 - £720 / week

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Responds fast!
avg. 1 hour 35 minutes

from £45 / night

(2) Excellent 

25

Holiday home rental

Central Florida / Kissimmee

6 10 4 nights min

  • 6 bedrooms
  • Sleeps 10
  • 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

24

Holiday villa in Kissimmee

Central Florida / Kissimmee

4 10 1 night min

  • 4 bedrooms
  • Sleeps 10
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 72 km
  • Swimming pool

Certificate of Excellence

from £45 / night

£310 / week

Book View

Responds fast!
avg. 1 hour 40 minutes

from £45 / night

(2)  

25

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 £71 / night

£495 / week

Book View

Responds fast!
avg. 1 hour 55 minutes

from £71 / night

(2) Very Good 

14

Kissimmee holiday villa rental

Central Florida / Kissimmee

4 8 4 nights min

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

from £70 / night

£476 / week

Book View

Responds fast!
avg. 3 hours 5 minutes

from £70 / night

28

Kissimmee holiday apartment rental

Central Florida / Kissimmee

2 6 Min stay varies

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

from £68 / night

£475 / week

Book View

from £68 / night

(1)  

51

Holiday home in Kissimmee

Central Florida / Kissimmee

5 13 Min stay varies

  • 5 bedrooms
  • Sleeps 13
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

from £121 / night

£845 / week

Book View

from £121 / night

74

Holiday home rental

Central Florida / Kissimmee

8 20 Min stay varies

  • 8 bedrooms
  • Sleeps 20
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

from £138 / night

£965 / week

Book View

from £138 / night

52

Holiday villa rental

Central Florida / Kissimmee

6 13 Min stay varies

  • 6 bedrooms
  • Sleeps 13
  • Min stay varies
  • Ask owner if suitable for children
  • Air conditioning
  • Ask about pets

from £230 / night

£1,614 - £2,665 / week

Book View

Responds fast!
avg. 3 hours 3 minutes

from £230 / night

31

Holiday home with swimming pool in Kissimmee

Central Florida / Kissimmee

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £78 / night

£545 / week

Book View

Responds fast!
avg. 1 hour 36 minutes

from £78 / night

26

Holiday home rental

Central Florida / Kissimmee

3 6 Min stay varies

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

from £62 / night

£430 / week

Book View

from £62 / night

(3) Excellent 

32

Holiday villa in Kissimmee

Central Florida / Kissimmee

4 10 Min stay varies

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

from £99 / night

£592 - £740 / week

Book View

from £99 / night

(4) Excellent 

100

Holiday home with indoor pool in Kissimmee

Kissimmee / Paradise Palms

6 12 3 nights min

  • 6 bedrooms
  • Sleeps 12
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £169 / night

£1,179 / week

Book View

from £169 / night

(8) Excellent 

73

Holiday villa rental

Central Florida / Kissimmee

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

from £83 / night

£575 / week

Book View

from £83 / night

50

Kissimmee holiday home rental

Central Florida / Kissimmee

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 102 km
  • Swimming pool
  • Child friendly

from £61 / night

£425 - £550 / week

Book View

from £61 / night

29

Holiday home rental

Central Florida / Kissimmee

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £85 / night

£592 / week

Book View

Responds fast!
avg. 2 hours 19 minutes

from £85 / night

31

Holiday home rental

Central Florida / Kissimmee

5 10 5 nights min

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

from £168 / night

£1,175 / week

Book View

Responds fast!
avg. 3 hours 16 minutes

from £168 / night

29

Home rental in Kissimmee with swimming pool

Central Florida / Kissimmee

9 22 Min stay varies

  • 9 bedrooms
  • Sleeps 22
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £232 / night

£1,550 - £3,381 / week

Book View

from £232 / night

12

Holiday home with swimming pool in Kissimmee

Central Florida / Kissimmee

6 12 Min stay varies

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

from £148 / night

£1,031 / week

Book View

from £148 / night

(3) Excellent 

37

Holiday home in Kissimmee

Central Florida / Kissimmee

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

from £63 / night

£440 / week

Book View

from £63 / night

(21) Very Good 

Certificate of Excellence

22

Holiday home in Kissimmee

Central Florida / Kissimmee

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 97 km
  • Swimming pool
  • Child friendly

Certificate of Excellence

from £83 / night

£575 / week

Book View

Responds fast!
avg. 22 minutes

from £83 / night

(1) Average 

37

Holiday home in Kissimmee

Central Florida / Kissimmee

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £68 / night

£475 - £675 / week

Book View

Responds fast!
avg. 1 hour 38 minutes

from £68 / night

(5) Excellent 

Certificate of Excellence

20

Holiday villa with shared pool, golf nearby in Kissimmee

Central Florida / Kissimmee

4 10 1 night min

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

Certificate of Excellence

from £86 / night

£600 / week

Book View

Responds fast!
avg. 48 minutes

from £86 / night

8

Holiday home rental

Central Florida / Kissimmee

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Air conditioning

from £32 / night

£187 - £261 / week

Book View

from £32 / night

(2) Excellent 

29

Holiday home in Kissimmee

Central Florida / Kissimmee

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £92 / night

£610 - £772 / week

Book View

Responds fast!
avg. 11 minutes

from £92 / night

16

Home rental in Kissimmee with swimming pool

Central Florida / Kissimmee

4 8 5 nights min

  • 4 bedrooms
  • Sleeps 8
  • 5 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

from £93 / night

£650 / week

Enquire View

from £93 / night

33

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 £126 / night

£880 / week

Book View

from £126 / night

(10) Very Good 

25

Holiday villa in Kissimmee

Central Florida / Kissimmee

7 16 Min stay varies

  • 7 bedrooms
  • Sleeps 16
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

from £143 / night

£714 - £1,857 / week

Book View

from £143 / night

11

Holiday villa rental

Central Florida / Kissimmee

3 6 5 nights min

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

from £60 / night

£419 / week

Book View

from £60 / night

36

Kissimmee holiday villa rental

Central Florida / Kissimmee

5 10 Min stay varies

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

from £97 / night

£650 - £1,290 / week

Book View

Responds fast!
avg. 3 minutes

from £97 / night

35

Holiday home with swimming pool in Kissimmee

Central Florida / Kissimmee

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £80 / night

£530 - £810 / week

Book View

Responds fast!
avg. 3 minutes

from £80 / night

(12) Excellent 

59

Holiday villa in Kissimmee

Central Florida / Kissimmee

7 14 5 nights min

  • 7 bedrooms
  • Sleeps 14
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £150 / night

£1,000 / week

Book View

Responds fast!
avg. 1 hour 14 minutes

from £150 / night

(6) Very Good 

30

Holiday home rental

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 £80 / night

£555 / week

Book View

Responds fast!
avg. 1 hour 54 minutes

from £80 / night

36

Kissimmee holiday home rental

Central Florida / Kissimmee

5 13 Min stay varies

  • 5 bedrooms
  • Sleeps 13
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £168 / night

£1,170 / week

Book View

from £168 / night

(16) Very Good 

21

Kissimmee holiday home rental

Central Florida / Kissimmee

6 12 Min stay varies

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

from £85 / night

£912 / week

Book View

from £85 / night

37

Home rental in Kissimmee

Central Florida / Kissimmee

6 12 Min stay varies

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

from £104 / night

£725 / week

Book View

from £104 / night

(32) Excellent 

Certificate of Excellence

75

Holiday villa in Kissimmee

Central Florida / Kissimmee

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly
“Beautiful home with pool, very relaxing” This home is beautiful and had all the comfort of home. The pool was especially nice for my 12 year old! Loved our stay here
…see more

Certificate of Excellence

from £72 / night

£500 - £700 / week

Book View

Responds fast!
avg. 1 hour 41 minutes

from £72 / night

13

Holiday home in Kissimmee

Central Florida / Kissimmee

4 10 1 night min

  • 4 bedrooms
  • Sleeps 10
  • 1 night min
  • Ask owner if suitable for children
  • Ask about pets

from £54 / night

£322 - £600 / week

Book View

from £54 / night

(13) Very Good 

46

Holiday apartment in Kissimmee

Central Florida / Kissimmee

4 8 2 nights min

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

from £70 / night

£488 / week

Book View

from £70 / night