Holiday Houses in Kissimmee

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  • United States
  • Florida
  • Central Florida
  • Kissimmee
  • All locations
  • Bellavida Resort (13)
  • Calabria, Orlando (1)
  • Cane Island (3)
  • Chatham Park (1)
  • Compass Bay (10)
  • Coral Cay (7)
  • Country Creek (1)
  • Creekside (1)
  • Crescent Lakes (12)
  • Crestwynd Bay (2)
  • Crystal Cove Resort (5)
  • Cumbrian Lakes (10)
  • Doral Woods (5)
  • Eagle Pointe (10)
  • Emerald Isle Kissimmee (50)
  • Encantada Resort (5)
  • Fiesta Key (4)
  • Formosa Gardens (5)
  • Hamilton's Reserve (2)
  • Indian Creek (12)
  • Indian Point (3)
  • Indian Ridge (3)
  • Indian Ridge Oaks (4)
  • Kissimmee City (30)
  • Lake Berkley (21)
  • Lake Marion (3)
  • Legacy Dunes Resort (4)
  • Liberty Village (5)
  • Lindfields (16)
  • Lucaya Village (2)
  • Oak Island Cove (3)
  • Oak Island Harbor (3)
  • Orange Lake Resort (7)
  • Paradise Palms (30)
  • Regal Oaks (8)
  • Remington (3)
  • Rolling Hills at Formosa (2)
  • Seasons Resort (6)
  • Sunset Lakes (9)
  • Terra Verde Resort (17)
  • The Hamlets (3)
  • Trafalgar Village (7)
  • Tuscany, Florida (2)
  • Venetian Bay Villages (10)
  • Veranda Palms (6)
  • Villasol (3)
  • Vista del lago (2)
  • Westside (2)
  • Windsor Hills Resort (28)
  • Windsor Palms (18)
  • Winward Cay (3)

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4,336 Holiday homes

(23) Excellent 

56

from £125 / night

£795 - £950 / week

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Excellent  (23)

Kissimmee / Doral Woods

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
Child friendly No pets allowed

from £125 / night

(1) Very Good 

47

from £54 / night

£377 / week

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Very Good  (1)

Central Florida / Kissimmee

3 8 4 nights min

  • 3 bedrooms
  • Sleeps 8
  • 4 nights min
Child friendly No pets allowed

from £54 / night

(22) Excellent 

8

from £50 / night

£350 - £420 / week

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Excellent  (22)

Kissimmee / Cane Island

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
Child friendly No pets allowed

from £50 / night

(1) Excellent 

40

from £100 / night

£693 - £924 / week

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Excellent  (1)

Central Florida / Kissimmee

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
Child friendly No pets allowed

from £100 / night

(2) Very Good 

24

from £150 / night

£800 / week

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Very Good  (2)

Kissimmee / Sunset Lakes

6 12 3 nights min

  • 6 bedrooms
  • Sleeps 12
  • 3 nights min
Child friendly Pet friendly

from £150 / night

29

from £76 / night

£528 / week

Enquire View

Emerald Island 4B/2B near Disney, pool, game room

Central Florida / Kissimmee

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Child friendly No pets allowed

from £76 / night

(30) Excellent 

20

from £89 / night

£620 / week

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Excellent  (30)

Kissimmee / Crescent Lakes

4 11 3 nights min

  • 4 bedrooms
  • Sleeps 11
  • 3 nights min
Child friendly No pets allowed

from £89 / night

(8) Very Good 

51

from £58 / night

£400 - £450 / week

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Very Good  (8)

Central Florida / Kissimmee

3 7 3 nights min

  • 3 bedrooms
  • Sleeps 7
  • 3 nights min
Child friendly No pets allowed

from £58 / night

(38) Excellent 

65

from £85 / night

£595 / week

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Excellent  (38)

Central Florida / Kissimmee

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
Child friendly No pets allowed

from £85 / night

(8) Excellent 

19

from £85 / night

£565 / week

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Excellent  (8)

Kissimmee / Bellavida Resort

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
Child friendly No pets allowed

from £85 / night

(1) Excellent 

42

from £59 / night

£408 - £512 / week

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Excellent  (1)

Central Florida / Kissimmee

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
Child friendly No pets allowed

from £59 / night

(10) Excellent 

48

from £115 / night

£706 - £1070 / week

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Excellent  (10)

Central Florida / Kissimmee

5 11 Min stay varies

  • 5 bedrooms
  • Sleeps 11
  • Min stay varies
Child friendly No pets allowed

from £115 / night

28

from £174 / night

£1212 - £1831 / week

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Central Florida / Kissimmee

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
Suitable for children age 5+No pets allowed

from £174 / night

(26) Excellent 

14

from £66 / night

£458 / week

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Excellent  (26)

Central Florida / Kissimmee

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
Child friendly Ask about pets

from £66 / night

64

from £97 / night

£674 / week

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Central Florida / Kissimmee

4 10 3 nights min

  • 4 bedrooms
  • Sleeps 10
  • 3 nights min
Child friendly No pets allowed

from £97 / night

(20) Excellent 

43

from £61 / night

£365 - £769 / week

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Excellent  (20)

Central Florida / Kissimmee

4 10 3 nights min

  • 4 bedrooms
  • Sleeps 10
  • 3 nights min
Child friendly No pets allowed

from £61 / night

39

from £127 / night

£889 - £1142 / week

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Central Florida / Kissimmee

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
Ask owner if suitable for childrenNo pets allowed

from £127 / night

32

from £100 / night

£654 / week

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Central Florida / Kissimmee

4 10 2 nights min

  • 4 bedrooms
  • Sleeps 10
  • 2 nights min
Child friendly No pets allowed

from £100 / night

(20) Excellent 

63

from £100 / night

£700 - £840 / week

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Excellent  (20)

Central Florida / Kissimmee

4 10 5 nights min

  • 4 bedrooms
  • Sleeps 10
  • 5 nights min
Child friendly No pets allowed

from £100 / night

21

from £61 / night

£426 / week

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Central Florida / Kissimmee

4 12 3 nights min

  • 4 bedrooms
  • Sleeps 12
  • 3 nights min
Child friendly Ask about pets

from £61 / night

(9) Very Good 

90

from £65 / night

£400 - £495 / week

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Very Good  (9)

Kissimmee / Terra Verde Resort

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Child friendly No pets allowed

from £65 / night

(4) Excellent 

18

from £60 / night

£425 - £650 / week

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Excellent  (4)

Central Florida / Kissimmee

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Child friendly No pets allowed

from £60 / night

27

from £74 / night

£512 - £862 / week

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Central Florida / Kissimmee

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
Child friendly No pets allowed

from £74 / night

(9) Excellent 

28

from £65 / night

£450 - £475 / week

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Excellent  (9)

Kissimmee / Doral Woods

4 8 4 nights min

  • 4 bedrooms
  • Sleeps 8
  • 4 nights min
Child friendly No pets allowed

from £65 / night

26

from £137 / night

£954 - £2154 / week

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Central Florida / Kissimmee

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
Ask owner if suitable for childrenNo pets allowed

from £137 / night

(1) Excellent 

19

from £80 / night

£641 / week

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Excellent  (1)

Kissimmee / Indian Creek

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
Child friendly Ask about pets

from £80 / night

(6) Excellent 

39

from £61 / night

£384 - £692 / week

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Excellent  (6)

Central Florida / Kissimmee

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
Child friendly No pets allowed

from £61 / night

(13) Excellent 

100

from £70 / night

£458 - £500 / week

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Excellent  (13)

Central Florida / Kissimmee

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Child friendly No pets allowed

from £70 / night

11

from £77 / night

£534 - £803 / week

Enquire View

Central Florida / Kissimmee

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
Not suitable for childrenNo pets allowed

from £77 / night

4

from £89 / night

£566 - £835 / week

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Central Florida / Kissimmee

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Child friendly No pets allowed

from £89 / night

(2) Excellent 

69

from £116 / night

£654 - £962 / week

Book View

Excellent  (2)

Central Florida / Kissimmee

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
Child friendly No pets allowed

from £116 / night

39

from £77 / night

£539 - £662 / week

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Central Florida / Kissimmee

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
Child friendly No pets allowed

from £77 / night

(1) Excellent 

24

from £54 / night

£378 - £495 / week

Book View

Excellent  (1)

Kissimmee / Tuscany, Florida

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
Child friendly No pets allowed

from £54 / night

(2) Very Good 

35

from £74 / night

£493 / week

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Very Good  (2)

Central Florida / Kissimmee

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
Ask owner if suitable for childrenAsk about pets

from £74 / night

60

from £62 / night

£500 / week

Enquire View

Central Florida / Kissimmee

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Child friendly No pets allowed

from £62 / night

33

from £92 / night

£641 - £910 / week

Book View

Central Florida / Kissimmee

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
Child friendly No pets allowed

from £92 / night

26

from £154 / night

£1072 - £1341 / week

Book View

Central Florida / Kissimmee

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
Suitable for children age 5+No pets allowed

from £154 / night

28

from £154 / night

£1077 / week

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Central Florida / Kissimmee

5 12 5 nights min

  • 5 bedrooms
  • Sleeps 12
  • 5 nights min
Child friendly No pets allowed

from £154 / night

(2) Excellent 

16

from £115 / night

£803 / week

Book View

Excellent  (2)

Kissimmee / Paradise Palms

5 11 Min stay varies

  • 5 bedrooms
  • Sleeps 11
  • Min stay varies
Child friendly Pet friendly

from £115 / night

(7) Very Good 

25

from £154 / night

£769 - £2000 / week

Book View

Very Good  (7)

Central Florida / Kissimmee

7 16 Min stay varies

  • 7 bedrooms
  • Sleeps 16
  • Min stay varies
Child friendly No pets allowed

from £154 / night

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