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Kissimmee

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265 Holiday homes

Filters applied: Pets allowed

Travellers going to Kissimmee are booking April dates now. Secure your holiday home today and have the perfect trip.

(20) Very Good 

68

Holiday villa in Kissimmee

Kissimmee / Lindfields

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Thanks” This was a great Vila with everything you needed and in a good area to base yourself, if any c ok militants a bit dated  …see more

from £100 / night

£450 - £540 / week

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from £100 / night

(5) Excellent 

55

Holiday villa with golf nearby in Kissimmee

Kissimmee / Windsor Hills Resort

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly

from £192 / night

£1344 / week

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from £192 / night

11

Holiday villa in Indian Point

Kissimmee / Indian Point

4 8 3 nights min

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

from £118 / night

£824 / week

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from £118 / night

Featured properties

(7) Very Good 

37

Kissimmee / Terra Verde Resort

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Suitable for children age 5+
  • Air conditioning
  • Ask about pets

from £72 / night

£504 / week

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from £72 / night

16

Townhouse rental in Venetian Bay Villages with shared pool

Kissimmee / Venetian Bay Villages

3 8 Min stay varies

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

from £76 / night

£532 - £728 / week

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from £76 / night

(15) Excellent 

37

Villa rental in Kissimmee with swimming pool

Kissimmee / Kissimmee City

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Nearest beach 45 km
  • Swimming pool
  • Child friendly
“One word to sum up this villa...... PERFECT !!!” Choosing a villa was quite a hard task to ensure that the whole family enjoyed their vacation in Florida. It needed to be centrally located to all the main parks, be furnished to a good standard & have  …see more

from £113 / night

£752 - £920 / week

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from £113 / night

(5) Very Good 

74

Villa rental in Kissimmee with swimming pool, golf nearby

Kissimmee / Windsor Hills Resort

4 10 3 nights min

  • 4 bedrooms
  • Sleeps 10
  • 3 nights min
  • Nearest beach 60 km
  • Swimming pool
  • Child friendly
“Lovely villa” Very good if you are visiting Disney parks they are very close by. The villa was in a very nice neighbourhood also it was well maintained. Also the security gates made us feel very secure. Slightly further away from International D  …see more

from £108 / night

£756 / week

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from £108 / night

(1) Excellent 

21

Kissimmee holiday villa rental

Kissimmee / The Hamlets

5 10 Min stay varies

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

from £115 / night

£800 / week

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from £115 / night

19

Holiday villa in Kissimmee

Central Florida / Kissimmee

4 11 1 night min

  • 4 bedrooms
  • Sleeps 11
  • 1 night min
  • Nearest beach 0 km
  • Swimming pool
  • Child friendly

from £114 / night

£796 / week

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from £114 / night

24

Holiday villa in Windsor Hills Resort

Kissimmee / Windsor Hills Resort

6 14 Min stay varies

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

from £216 / night

£1440 - £2080 / week

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from £216 / night

37

Holiday villa in Kissimmee

Central Florida / Kissimmee

4 8 Min stay varies

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

from £65 / night

£425 - £530 / week

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from £65 / night

(58) Excellent 

20

Holiday villa with golf nearby in Kissimmee

Kissimmee / Formosa Gardens

7 22 4 nights min

  • 7 bedrooms
  • Sleeps 22
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 80 km
  • Swimming pool
“This place is heaven!!” Close to all the attractions yet private enough to give you relaxation!!! Can't wait to book here again!! The owners were very easy to work with and very patient with us!!! Thanks again for renting to us!!!  …see more

from £317 / night

£2220 / week

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from £317 / night

16

Holiday home in Kissimmee

Central Florida / Kissimmee

4 8 2 nights min

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

from £92 / night

£644 / week

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from £92 / night

11

Holiday villa in Kissimmee

Kissimmee / Formosa Gardens

2 10 Min stay varies

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

from £176 / night

£1064 / week

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from £176 / night

(3) Average 

54

Holiday villa in Kissimmee

Kissimmee / Formosa Gardens

9 18 7 nights min

  • 9 bedrooms
  • Sleeps 18
  • 7 nights min
  • Nearest beach 110 km
  • Swimming pool
  • Child friendly

from £400 / night

£2800 / week

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from £400 / 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 £156 / night

£1092 / week

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from £156 / night

(8) Very Good 

46

Central Florida / Kissimmee

7 15 Min stay varies

  • 7 bedrooms
  • Sleeps 15
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £96 / night

£667 / week

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from £96 / night

(1) Very Good 

40

Central Florida / Kissimmee

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly

from £88 / night

£600 / week

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from £88 / night

(11) Very Good 

47

Central Florida / Kissimmee

Studio 10 Min stay varies

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

from £72 / night

£499 / week

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from £72 / night

18

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 £160 / night

£1115 / week

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from £160 / night

18

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 £160 / night

£1115 / week

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from £160 / night

17

Central Florida / Kissimmee

Studio 12 Min stay varies

  • Studio
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Ask about pets

from £460 / night

£2940 - £4060 / week

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from £460 / night

(2) Very Good 

36

Central Florida / Kissimmee

Studio 6 Min stay varies

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

from £64 / night

£443 / week

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from £64 / night

(3) Very Good 

22

Central Florida / Kissimmee

4 8 Min stay varies

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

from £108 / night

£756 / week

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from £108 / night

18

Central Florida / Kissimmee

9 20 Min stay varies

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

from £500 / night

£3500 / week

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from £500 / night

(2) Excellent 

25

Central Florida / Kissimmee

Studio 10 4 nights min

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

from £124 / night

£684 - £1320 / week

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from £124 / night

(8) Excellent 

21

Central Florida / Kissimmee

3 6 3 nights min

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

from £62 / night

£432 / week

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from £62 / night

13

Kissimmee / Seasons Resort

5 11 Min stay varies

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

from £160 / night

£1080 - £1200 / week

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from £160 / night

(1) Excellent 

76

Central Florida / Kissimmee

8 20 Min stay varies

  • 8 bedrooms
  • Sleeps 20
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

from £176 / night

£1200 - £2160 / week

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from £176 / night

(1) Excellent 

25

Central Florida / Kissimmee

Studio 8 Min stay varies

  • Studio
  • Sleeps 8
  • Min stay varies
  • Ask owner if suitable for children
  • Air conditioning
  • Ask about pets

from £60 / night

£420 / week

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from £60 / night

32

Central Florida / Kissimmee

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Ask about pets

from £96 / night

£728 / week

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from £96 / night

38

Central Florida / Kissimmee

Studio 10 Min stay varies

  • Studio
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Ask about pets

from £620 / night

£4060 - £5180 / week

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from £620 / night

(1) Average 

15

Central Florida / Kissimmee

3 6 3 nights min

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

from £60 / night

£420 / week

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from £60 / night

27

Central Florida / Kissimmee

Studio 8 Min stay varies

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

from £64 / night

£443 / week

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from £64 / night

(2) Excellent 

6

Central Florida / Kissimmee

Studio 6 Min stay varies

  • Studio
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Ask about pets

from £88 / night

£611 / week

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from £88 / night

(40) Excellent 

100

Central Florida / Kissimmee

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Nearest beach 124 km
  • Swimming pool
  • Child friendly

from £56 / night

£333 - £595 / week

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from £56 / night

31

Central Florida / Kissimmee

Studio 12 4 nights min

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

from £124 / night

£684 - £1320 / week

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from £124 / night

(2) Excellent 

10

Central Florida / Kissimmee

4 10 2 nights min

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

from £220 / night

£1535 / week

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from £220 / night

(1) Excellent 

42

Central Florida / Kissimmee

Studio 6 5 nights min

  • Studio
  • Sleeps 6
  • 5 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

from £68 / night

£476 / week

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from £68 / night

33

Central Florida / Kissimmee

Studio 14 Min stay varies

  • Studio
  • Sleeps 14
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Ask about pets

from £260 / night

£1540 - £2296 / week

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from £260 / night

1