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

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Kissimmee

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16,822 Holiday homes

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

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from £79 / night

81

Holiday home rental

Central Florida / Kissimmee

5 10 4 nights min

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

from £143 / night

£1,000 / week

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from £143 / 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 £65 / night

£429 / week

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from £65 / 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 £99 / night

£691 / week

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Responds fast!
avg. 2 hours 17 minutes

from £99 / night

(10) Excellent 

24

Kissimmee holiday villa rental

Kissimmee / Doral Woods

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Home away from home!” We thoroughly enjoyed the villa with all of its amenities. Clearly this was equipped with children in mind. Our 2, 8 and 10 year-olds found things to do for the entire stay. Naturally the pool was number one, but they found plent
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from £85 / night

£598 - £980 / week

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Responds fast!
avg. 2 hours 57 minutes

from £85 / night

(3) Excellent 

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 £179 / night

£1,300 - £1,643 / week

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Responds fast!
avg. 48 minutes

from £179 / night

(1) Excellent 

4

Holiday villa in Kissimmee

Central Florida / Kissimmee

3 6 Min stay varies

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

from £68 / night

£460 - £650 / week

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Responds fast!
avg. 3 hours 2 minutes

from £68 / night

(2) Excellent 

23

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 £121 / night

£750 / week

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from £121 / 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

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from £175 / night

46

Villa rental in Kissimmee with swimming pool

Central Florida / Kissimmee

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 120 km
  • Swimming pool

from £106 / night

£740 / week

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from £106 / night

(5) Excellent 

24

Holiday villa in Kissimmee

Kissimmee / Lindfields

3 8 90 nights min

  • 3 bedrooms
  • Sleeps 8
  • 90 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“Home from Home. Great Location. Perfect.” The Villa was everything we dreamed of for our first family holiday in Florida. First impressions were just as we expected, Directions to villa were spot on. Swimming pool was fab with inflatables included. Ho
…see more

from £50 / night

£350 / week

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from £50 / night

(1)  

24

Guest house rental in Kissimmee with golf nearby

Central Florida / Kissimmee

7 16 Min stay varies

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

from £162 / night

£986 - £1,867 / week

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from £162 / night

(13) Excellent 

18

Holiday villa with golf nearby in Windsor Hills Resort

Kissimmee / Windsor Hills Resort

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“A fantastic place to stay, would highly recommend!” This is a perfect villa for a family holiday to Orlando! The complex is pristine and very safe. The villa itself had everything you could wish for and more. The owners had thought of everything to ma
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from £180 / night

£1,260 - £1,610 / week

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from £180 / night

8

Kissimmee holiday villa rental

Central Florida / Kissimmee

3 8 7 nights min

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

from £600 / night

£445 - £575 / week

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from £600 / night

17

Holiday villa with shared pool, golf nearby in Kissimmee

Kissimmee / Orange Lake Resort

2 8 3 nights min

  • 2 bedrooms
  • Sleeps 8
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Air conditioning

from £171 / night

£950 / week

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from £171 / night

(1) Excellent 

29

Kissimmee holiday home rental

Kissimmee / Formosa Gardens

6 12 Min stay varies

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

from £210 / night

£950 - £2,130 / week

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from £210 / night

11

Holiday villa in Kissimmee

Kissimmee / Formosa Gardens

2 10 7 nights min

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

from £120 / night

£836 / week

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from £120 / night

(13) Excellent 

24

Holiday bungalow with swimming pool, golf nearby in Kissimmee

Kissimmee / Windsor Hills Resort

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 110 km
  • Swimming pool
  • Child friendly

from £122 / night

£850 / week

Enquire View

from £122 / 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

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Responds fast!
avg. 2 hours 12 minutes

from £60 / night

(1) Excellent 

11

Holiday villa in Kissimmee

Kissimmee / Formosa Gardens

2 10 7 nights min

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

from £145 / night

£1,011 / week

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from £145 / 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 £121 / night

£845 / week

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Responds fast!
avg. 1 hour 55 minutes

from £121 / night

13

Holiday townhouse in Kissimmee

Central Florida / Kissimmee

2 6 2 nights min

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

from £79 / night

£550 / week

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Responds fast!
avg. 44 minutes

from £79 / night

15

Kissimmee holiday home accommodation

Kissimmee / Emerald Isle Kissimmee

3 8 4 nights min

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

from £65 / night

£436 / week

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from £65 / night

32

Holiday apartment in Kissimmee

Central Florida / Kissimmee

1 4 4 nights min

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

from £46 / night

£321 / week

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from £46 / night

24

Holiday villa with swimming pool, golf nearby in Kissimmee

Kissimmee / Windsor Palms

5 10 3 nights min

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

from £161 / night

£1,125 / week

Book View

from £161 / night

(1) Excellent 

26

Holiday home in Kissimmee

Central Florida / Kissimmee

4 11 Min stay varies

  • 4 bedrooms
  • Sleeps 11
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £100 / night

£790 / week

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from £100 / night

22

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 £85 / night

£595 / week

Book View

from £85 / night

(1) Excellent 

25

Holiday home with shared pool in Kissimmee

Central Florida / Kissimmee

6 12 3 nights min

  • 6 bedrooms
  • Sleeps 12
  • 3 nights min
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly

from £150 / night

£1,000 / week

Book View

Responds fast!
avg. 2 hours 35 minutes

from £150 / night

(5) Excellent 

24

Holiday villa with golf nearby in Kissimmee

Kissimmee / Remington

5 10 5 nights min

  • 5 bedrooms
  • Sleeps 10
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Swimming pool
“A fantastic villa that felt just like home!” I would highly recommend this villa, it was perfect in every way and I would recommend it to anyone, who needed accommodation in Orlando.
…see more

from £114 / night

£795 - £1,195 / week

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from £114 / 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 £161 / night

£1,125 / week

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from £161 / 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

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from £174 / night

28

Holiday villa with golf nearby in Kissimmee

Central Florida / Kissimmee

5 12 4 nights min

  • 5 bedrooms
  • Sleeps 12
  • 4 nights min
  • Nearest beach 10 km
  • Swimming pool
  • Child friendly

from £143 / night

£1,000 / week

Enquire View

from £143 / night

22

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 £92 / night

£644 / week

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from £92 / night

(3) Very Good 

92

Cumbrian Lakes holiday home rental

Kissimmee / Cumbrian Lakes

6 14 3 nights min

  • 6 bedrooms
  • Sleeps 14
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Very comfortable villa in good location” Very large and comfortable villa could easily accommodate two families. Helpful owner and location is very good for all attractions. Wildlife around the lake was a bonus. Only things to improve were bi
…see more

from £195 / night

£1,365 / week

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from £195 / night

16

Holiday villa in Kissimmee

Central Florida / Kissimmee

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Nearest beach 60 km
  • Swimming pool
  • Child friendly

from £83 / night

£575 / week

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from £83 / night

21

Holiday villa in Kissimmee

Central Florida / Kissimmee

4 8 7 nights min

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

from £108 / night

£650 / week

Book View

from £108 / night

27

Holiday home in Kissimmee

Central Florida / Kissimmee

6 13 3 nights min

  • 6 bedrooms
  • Sleeps 13
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £145 / night

£1,015 - £1,078 / week

Book View

from £145 / 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 £178 / night

£1,121 / week

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Responds fast!
avg. 1 hour 22 minutes

from £178 / night

35

Holiday home in Kissimmee

Central Florida / Kissimmee

3 8 6 nights min

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

from £78 / night

£543 / week

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from £78 / night

(14) Excellent 

20

Holiday villa with golf nearby in Cumbrian Lakes

Kissimmee / Cumbrian Lakes

5 10 1 night min

  • 5 bedrooms
  • Sleeps 10
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 90 km
  • Swimming pool
“The ideal property and location to relax and forget about work” A third visit to this wonderful house which is as fresh and up to date today as our first visit in 2006. The owners I’m sure are very proud of their home and we are grateful to them for a
…see more

from £57 / night

£395 / week

Enquire View

from £57 / night