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

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Kissimmee

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16,656 Holiday homes

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 £74 / night

£514 / week

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from £74 / 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

(1) Excellent 

26

Kissimmee holiday villa rental

Kissimmee / Lake Berkley

7 14 Min stay varies

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

from £140 / night

£979 - £1,609 / week

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from £140 / 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 £139 / night

£970 / week

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Responds fast!
avg. 3 hours 32 minutes

from £139 / night

(13) Excellent 

42

Holiday villa rental

Kissimmee / Indian Ridge Oaks

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Excellent Disney Villa” We stayed in this great villa in March 2016; my wife and I, our two small children (2 and 4) and their grandfather. The villa is in an excellent location, only 15 minute (light traffic route) drive to the parks. It has a grea
…see more

from £79 / night

£644 - £780 / week

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Responds fast!
avg. 3 hours 8 minutes

from £79 / night

(1) Excellent 

57

Home rental in Kissimmee

Kissimmee / Oak Island Harbor

4 8 4 nights min

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

from £182 / night

£1,273 / week

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from £182 / night

44

Holiday home with golf nearby in Kissimmee

Central Florida / Kissimmee

4 8 Min stay varies

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

from £91 / night

£637 / week

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Responds fast!
avg. 3 hours 45 minutes

from £91 / 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 £98 / night

£773 / week

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from £98 / 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
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from £57 / night

£395 / week

Enquire View

from £57 / night

(7) Excellent 

24

Holiday villa with golf nearby in Kissimmee

Kissimmee / Indian Ridge Oaks

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 60 km
  • Swimming pool
  • Child friendly
“Great villa in a great location” This is a large, clean, comfortable villa on a quiet estate close to Disney. It isn't overlooked, and the pool is separated from one neighbour by a fence and the other is set back so you get good privacy. There was a f
…see more

from £160 / night

£1,000 - £1,100 / week

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from £160 / 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

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from £171 / night

(2) Average 

22

Holiday villa with golf nearby in Lindfields

Kissimmee / Lindfields

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Nearest beach 70 km
  • Swimming pool
  • Child friendly

from £95 / night

£629 - £805 / week

Book View

from £95 / night

(1) Excellent 

13

Villa rental in Kissimmee with shared pool

Central Florida / Kissimmee

4 10 3 nights min

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

from £91 / night

£556 / week

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from £91 / night

(8) Very Good 

29

Villa rental in Kissimmee with swimming pool

Central Florida / Kissimmee

6 12 3 nights min

  • 6 bedrooms
  • Sleeps 12
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Family Christmas Vacation 2017” The home was lovely. It felt like home away from home. Besides Property Management not answering 2 messages about the pool, everything was beautiful. Thanks for allowing my family into your home
…see more

from £150 / night

£1,050 / week

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Responds fast!
avg. 49 minutes

from £150 / night

19

Kissimmee holiday home rental

Central Florida / Kissimmee

6 12 5 nights min

  • 6 bedrooms
  • Sleeps 12
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £140 / night

£979 / week

Book View

from £140 / night

(13) Excellent 

Certificate of Excellence

34

Holiday home with swimming pool in Paradise Palms

Kissimmee / Paradise Palms

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 141 km
  • Swimming pool
  • Child friendly

Certificate of Excellence

from £84 / night

£483 - £808 / week

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Responds fast!
avg. 3 hours 32 minutes

from £84 / night

(5) Excellent 

51

Kissimmee holiday apartment rental

Central Florida / Kissimmee

3 6 3 nights min

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

from £60 / night

£416 / week

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from £60 / night

22

Cumbrian Lakes holiday villa rental

Kissimmee / Cumbrian Lakes

5 10 Min stay varies

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

from £95 / night

£665 - £770 / week

Book View

Responds fast!
avg. 49 minutes

from £95 / night

37

Kissimmee holiday villa rental

Kissimmee / Lindfields

4 10 5 nights min

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

from £105 / night

£731 / week

Book View

Responds fast!
avg. 2 hours 39 minutes

from £105 / 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

Book View

from £195 / night

(1) Very Good 

29

Holiday home in Kissimmee

Central Florida / Kissimmee

6 12 Min stay varies

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

from £112 / night

£766 - £857 / week

Book View

Responds fast!
avg. 7 minutes

from £112 / night

(3) Average 

24

Kissimmee holiday home rental

Central Florida / Kissimmee

5 12 4 nights min

  • 5 bedrooms
  • Sleeps 12
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £137 / night

£955 / week

Book View

from £137 / night

40

Holiday home in Kissimmee

Central Florida / Kissimmee

4 12 3 nights min

  • 4 bedrooms
  • Sleeps 12
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £120 / night

£837 / week

Book View

Responds fast!
avg. 3 hours 32 minutes

from £120 / night

44

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

from £154 / night

£1,072 / week

Book View

Responds fast!
avg. 30 minutes

from £154 / 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

Book View

from £600 / night

(1) Excellent 

20

Regal Oaks holiday townhouse rental

Kissimmee / Regal Oaks

3 6 Min stay varies

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

from £77 / night

£539 / week

Book View

from £77 / night

(4) Very Good 

20

Kissimmee holiday townhouse accommodation

Kissimmee / Paradise Palms

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly

from £105 / night

£735 / week

Book View

from £105 / night

(13) Excellent 

14

Holiday townhouse in Kissimmee

Kissimmee / Bellavida Resort

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
“Fantastic holiday home. Would definatley use again.” What a great holiday. Just home and couldn't wait to review this property. The resort itself is very modern and clean, with a good main pool. It has free internet access within the club house or fre
…see more

from £60 / night

£420 / week

Enquire View

from £60 / night

(1) Excellent 

13

Apartment rental in Kissimmee

Kissimmee / Windsor Palms

3 6 5 nights min

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

from £63 / night

£419 / week

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from £63 / 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

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from £145 / night

(2) 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 £175 / night

£1,273 - £1,609 / week

Book View

Responds fast!
avg. 48 minutes

from £175 / 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
…see more

from £85 / night

£598 - £980 / week

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Responds fast!
avg. 2 hours 57 minutes

from £85 / night

(3) Excellent 

23

Kissimmee holiday home rental

Central Florida / Kissimmee

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Private garden

from £200 / night

£800 - £1,700 / week

Book View

Responds fast!
avg. 2 hours 4 minutes

from £200 / 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 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary

from £65 / night

£450 / week

Book View

Responds fast!
avg. 3 hours 52 minutes

from £65 / night

56

Holiday apartment with shared pool in Kissimmee

Central Florida / Kissimmee

3 6 2 nights min

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

from £63 / night

£406 / week

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from £63 / night

15

Holiday townhouse rental

Kissimmee / Windsor Hills Resort

3 8 3 nights min

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

from £74 / night

£514 / week

Book View

from £74 / 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 £120 / night

£840 / week

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from £120 / 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
“This was a really nice, clean, and convenient house for our vacation.” My family and I arrived at the house late after traveling all day and we were very happy when we arrived; the house was very clean and in excellent condition. The bedrooms were the
…see more

from £105 / night

£693 - £1,119 / week

Enquire View

from £105 / 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 £158 / night

£1,186 - £2,014 / week

Book View

Responds fast!
avg. 1 hour 8 minutes

from £158 / night