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

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Kissimmee

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17,149 Holiday homes

20

Kissimmee holiday villa rental

Kissimmee / Emerald Isle Kissimmee

8 17 Min stay varies

  • 8 bedrooms
  • Sleeps 17
  • Min stay varies
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly

from £226 / night

£1,017 - £2,024 / week

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from £226 / night

(3) Excellent 

100

Holiday home in Kissimmee

Kissimmee / Paradise Palms

4 12 3 nights min

  • 4 bedrooms
  • Sleeps 12
  • 3 nights min
  • Nearest beach 103 km
  • Swimming pool
  • Child friendly

from £91 / night

£633 / week

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from £91 / night

30

Holiday villa in Kissimmee

Kissimmee / Terra Verde Resort

6 14 4 nights min

  • 6 bedrooms
  • Sleeps 14
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £170 / night

£1,186 / week

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from £170 / night

(1) Very Good 

17

Holiday villa with golf nearby in Kissimmee

Kissimmee / Emerald Isle Kissimmee

6 14 5 nights min

  • 6 bedrooms
  • Sleeps 14
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 60 km
  • Swimming pool

from £120 / night

£830 / week

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from £120 / night

(5) Excellent 

32

Villa rental in Kissimmee with shared pool, golf nearby

Kissimmee / Vista del lago

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Nearest beach 0 km
  • Swimming pool
  • Child friendly

from £50 / night

£350 / week

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from £50 / night

64

Holiday villa in Lindfields

Kissimmee / Lindfields

4 10 1 night min

  • 4 bedrooms
  • Sleeps 10
  • 1 night min
  • Nearest beach 119 km
  • Swimming pool
  • Air conditioning

from £92 / night

£644 / week

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from £92 / night

(1)  

12

Remington holiday villa rental

Kissimmee / Remington

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 80 km
  • Swimming pool

from £91 / night

£633 / week

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from £91 / night

(12) Excellent 

60

Cumbrian Lakes holiday villa rental

Kissimmee / Cumbrian Lakes

6 12 Min stay varies

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

from £100 / night

£700 / week

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Responds fast!
avg. 1 hour 56 minutes

from £100 / night

13

Holiday home in Kissimmee

Central Florida / Kissimmee

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
  • Nearest beach 90 km
  • Swimming pool
  • Child friendly

from £110 / night

£750 - £980 / week

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from £110 / night

22

Holiday townhouse with shared pool in Kissimmee

Kissimmee / Emerald Isle Kissimmee

3 6 Min stay varies

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

from £80 / night

£395 - £500 / week

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from £80 / night

21

Holiday villa with swimming pool in Kissimmee

Kissimmee / Emerald Isle Kissimmee

4 10 3 nights min

  • 4 bedrooms
  • Sleeps 10
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £106 / night

£738 / week

Book View

Responds fast!
avg. 1 hour 43 minutes

from £106 / night

(21) Very Good 

42

Villa rental in Indian Point

Kissimmee / Indian Point

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly

from £96 / night

£672 - £910 / week

Book View

from £96 / night

(29) Very Good 

17

Holiday villa in Seasons Resort

Kissimmee / Seasons Resort

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £65 / night

£390 - £700 / week

Book View

Responds fast!
avg. 59 minutes

from £65 / night

(3) Very Good 

13

Villa rental in Kissimmee with shared pool, golf nearby

Kissimmee / Orange Lake Resort

2 8 1 night min

  • 2 bedrooms
  • Sleeps 8
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £129 / night

£904 / week

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from £129 / night

45

Kissimmee holiday apartment rental

Central Florida / Kissimmee

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Child friendly
  • Pet friendly

from £120 / night

£838 / week

Book View

from £120 / night

(2) Very Good 

18

Holiday villa with shared pool, golf nearby in Orange Lake Resort

Kissimmee / Orange Lake Resort

2 8 1 night min

  • 2 bedrooms
  • Sleeps 8
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool

from £171 / night

£1,200 / week

Book View

from £171 / night

(2) Excellent 

18

Kissimmee holiday apartment rental

Central Florida / Kissimmee

4 8 3 nights min

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

from £76 / night

£527 / week

Book View

from £76 / night

(3) Excellent 

50

Holiday home with indoor pool in Kissimmee

Central Florida / Kissimmee

3 8 3 nights min

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

from £110 / night

£764 / week

Book View

Responds fast!
avg. 3 hours 11 minutes

from £110 / night

(8) Excellent 

20

Holiday home rental

Kissimmee / Lake Berkley

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £125 / night

£800 / week

Book View

Responds fast!
avg. 3 hours 33 minutes

from £125 / night

(24) Excellent 

27

Holiday villa with golf nearby in Kissimmee

Kissimmee / Windsor Palms

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 68 km
  • Swimming pool
  • Child friendly
“Sun Palm - Windsor Palms Resort” Sun Palm - 5 star Disney villa Good 4 bed 3 bathroom villa, very clean and well equipped, the owners (Richard and Carol) were fantastic to deal with, easy booking process, gave an accurate description of villa and exc

from £113 / night

£746 - £1,204 / week

Enquire View

from £113 / night

(5) Excellent 

16

Villa rental in Kissimmee

Kissimmee / Indian Ridge

3 6 Min stay varies

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

from £115 / night

£700 - £875 / week

Book View

from £115 / night

(1)  

24

Holiday villa in Kissimmee

Kissimmee / Emerald Isle Kissimmee

7 16 3 nights min

  • 7 bedrooms
  • Sleeps 16
  • 3 nights min
  • Swimming pool
  • Air conditioning

from £140 / night

£980 / week

Book View

from £140 / night

(3) Very Good 

43

Holiday home rental

Central Florida / Kissimmee

6 16 Min stay varies

  • 6 bedrooms
  • Sleeps 16
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £189 / night

£1,370 - £1,732 / week

Book View

Responds fast!
avg. 48 minutes

from £189 / night

6

Holiday villa with swimming pool in Kissimmee

Central Florida / Kissimmee

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £79 / night

£550 / week

Book View

from £79 / night

(9) Very Good 

24

Holiday home in Emerald Isle Kissimmee

Kissimmee / Emerald Isle Kissimmee

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 130 km
  • Swimming pool

from £165 / night

£825 / week

Book View

from £165 / night

29

Holiday home letting

Central Florida / Kissimmee

4 8 5 nights min

  • 4 bedrooms
  • Sleeps 8
  • 5 nights min
  • Nearest beach 90 km
  • Child friendly
  • Air conditioning

from £106 / night

£738 - £1,071 / week

Book View

from £106 / night

17

Kissimmee holiday villa rental

Central Florida / Kissimmee

6 13 5 nights min

  • 6 bedrooms
  • Sleeps 13
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 80 km
  • Child friendly

from £175 / night

£1,225 / week

Book View

from £175 / night

(15) Excellent 

23

Kissimmee holiday home rental

Kissimmee / Windsor Palms

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“When can we come back?” We decided on this villa after many weeks of research mainly because of the quick replies from the owners to my queries. We received a welcome letter which gave good directions and we found our journey from our Disney hotel to

from £100 / night

£700 - £875 / week

Book View

from £100 / night

(6) Very Good 

43

Holiday villa rental

Kissimmee / Emerald Isle Kissimmee

4 10 Min stay varies

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

from £75 / night

£525 - £650 / week

Book View

Responds fast!
avg. 1 hour 43 minutes

from £75 / night

(1) Very Good 

20

Holiday townhouse in Kissimmee

Central Florida / Kissimmee

3 8 3 nights min

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

from £68 / night

£452 / week

Book View

from £68 / night

(12) Very Good 

70

Holiday villa in Kissimmee

Kissimmee / Lake Berkley

5 10 5 nights min

  • 5 bedrooms
  • Sleeps 10
  • 5 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £125 / night

£875 - £1,400 / week

Book View

from £125 / night

8

Holiday home in Kissimmee

Kissimmee / Emerald Isle Kissimmee

5 12 Min stay varies

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

from £128 / night

£891 / week

Book View

Responds fast!
avg. 1 hour 55 minutes

from £128 / night

(53) Excellent 

Certificate of Excellence

20

Holiday villa in Kissimmee

Kissimmee / Doral Woods

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Fabulous villa, definitely worth the extra, we fully recommend it.” The villa is a very good one. I searched and searched to find somewhere as it was our first trip to Orlando and I wanted to be able to escape the Disney madness at the end of the day

Certificate of Excellence

from £145 / night

£995 / week

Book View

Responds fast!
avg. 2 hours 54 minutes

from £145 / night

38

Holiday home in Kissimmee

Kissimmee / Compass Bay

4 10 Min stay varies

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

from £79 / night

£554 / week

Book View

from £79 / night

(2) Excellent 

27

Holiday villa in Emerald Isle Kissimmee

Kissimmee / Emerald Isle Kissimmee

7 16 Min stay varies

  • 7 bedrooms
  • Sleeps 16
  • Min stay varies
  • Nearest beach 70 km
  • Swimming pool
  • Child friendly

from £170 / night

£1,276 - £2,168 / week

Book View

Responds fast!
avg. 56 minutes

from £170 / night

(5) Excellent 

12

Holiday home rental

Kissimmee / Emerald Isle Kissimmee

3 6 5 nights min

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

from £60 / night

£420 / week

Book View

Responds fast!
avg. 2 hours 29 minutes

from £60 / night

(1) Excellent 

43

Kissimmee holiday villa rental

Central Florida / Kissimmee

8 17 Min stay varies

  • 8 bedrooms
  • Sleeps 17
  • Min stay varies
  • Child friendly

from £240 / night

£1,680 / week

Book View

Responds fast!
avg. 2 hours 17 minutes

from £240 / night

37

Kissimmee holiday home rental

Central Florida / Kissimmee

6 14 3 nights min

  • 6 bedrooms
  • Sleeps 14
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £149 / night

£1,044 / week

Book View

Responds fast!
avg. 3 hours 33 minutes

from £149 / night

23

Holiday villa in Kissimmee

Kissimmee / Terra Verde Resort

6 14 7 nights min

  • 6 bedrooms
  • Sleeps 14
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 120 km
  • Swimming pool

from £174 / night

£1,218 - £1,692 / week

Book View

from £174 / night

(1) Very Good 

27

Holiday villa in Kissimmee

Central Florida / Kissimmee

8 16 Min stay varies

  • 8 bedrooms
  • Sleeps 16
  • Min stay varies
  • Nearest beach 60 km
  • Swimming pool
  • Child friendly

from £188 / night

£1,181 / week

Book View

Responds fast!
avg. 1 hour 23 minutes

from £188 / night