Holiday Houses in Kissimmee

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  • United States
  • Florida
  • Central Florida
  • Kissimmee
  • All locations
  • Bellavida Resort (13)
  • Calabria, Orlando (2)
  • Cane Island (4)
  • Chatham Park (1)
  • Compass Bay (13)
  • Coral Cay (7)
  • Country Creek (2)
  • Creekside (1)
  • Crescent Lakes (13)
  • Crestwynd Bay (3)
  • Crystal Cove Resort (5)
  • Cumbrian Lakes (10)
  • Doral Woods (5)
  • Eagle Pointe (10)
  • Emerald Isle Kissimmee (54)
  • Encantada Resort (5)
  • Fiesta Key (5)
  • Formosa Gardens (7)
  • Hamilton's Reserve (2)
  • Indian Creek (13)
  • Indian Point (3)
  • Indian Ridge (3)
  • Indian Ridge Oaks (4)
  • Kissimmee City (33)
  • Lake Berkley (23)
  • Lake Marion (3)
  • Legacy Dunes Resort (4)
  • Liberty Village (5)
  • Lindfields (17)
  • Lucaya Village (2)
  • Oak Island Cove (3)
  • Oak Island Harbor (3)
  • Orange Lake Resort (9)
  • Paradise Palms (29)
  • Regal Oaks (10)
  • Remington (3)
  • Rolling Hills at Formosa (3)
  • Seasons Resort (7)
  • Sunset Lakes (9)
  • Terra Verde Resort (18)
  • The Hamlets (3)
  • Trafalgar Village (7)
  • Tuscany, Florida (2)
  • Venetian Bay Villages (9)
  • Veranda Palms (6)
  • Villasol (3)
  • Vista del lago (2)
  • Westside (2)
  • Windsor Hills Resort (28)
  • Windsor Palms (22)
  • Winward Cay (4)

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4,542 Holiday homes

12

from £100 / night

£697 / week

Enquire Enquire View

DisneyHomesFlorida

Central Florida / Kissimmee

4 10 4 nights min stay

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

from £100 / night

18

from £210 / night

£1470 / week

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Windsor Hills - 6 Bedroom Luxury Villa

Central Florida / Kissimmee

6 12 4 nights min stay

  • 6 bedrooms
  • Sleeps 12
  • 4 nights min stay
Child friendly No pets allowed

from £210 / night

22

from £60 / night

£420 - £603 / week

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Central Florida / Kissimmee

3 6 Min stay varies

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

from £60 / night

28

from £75 / night

£524 / week

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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 £75 / night

37

from £86 / night

£600 - £775 / week

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Magical Memories

Central Florida / Kissimmee

5 12 4 nights min stay

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

from £86 / night

24

from £79 / night

£520 - £1230 / week

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LILY HOUSE

Central Florida / Kissimmee

3 6 3 nights min stay

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

from £79 / night

17

from £88 / night

£579 - £1046 / week

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JASMINE VALLEY

Central Florida / Kissimmee

5 10 Min stay varies

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

from £88 / night

20

from £83 / night

£549 - £1017 / week

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MAGNOLIA VILLA

Central Florida / Kissimmee

4 8 Min stay varies

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

from £83 / night

60

from £62 / night

£497 / 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 £62 / night

15

from £70 / night

£462 - £871 / week

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MONTEGO HOUSE

Central Florida / Kissimmee

3 6 Min stay varies

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

from £70 / night

17

from £79 / night

£520 - £1230 / week

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LOTUS VILLA

Central Florida / Kissimmee

3 12 Min stay varies

  • 3 bedrooms
  • Sleeps 12
  • Min stay varies
Child friendly No pets allowed

from £79 / night

16

from £81 / night

£532 - £980 / week

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BLUE LAGOON

Central Florida / Kissimmee

3 7 2 nights min stay

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

from £81 / night

25

from £83 / night

£549 - £1291 / week

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LA VERNA VILLA

Central Florida / Kissimmee

4 8 Min stay varies

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

from £83 / night

29

from £112 / night

£681 - £1572 / week

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ASTER VILLA

Central Florida / Kissimmee

6 12 2 nights min stay

  • 6 bedrooms
  • Sleeps 12
  • 2 nights min stay
Child friendly No pets allowed

from £112 / night

31

from £123 / night

£769 - £1162 / week

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SUNSET LAKE

Central Florida / Kissimmee

3 6 Min stay varies

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

from £123 / night

14

from £85 / night

£571 - £1039 / week

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AMBER VILLA

Central Florida / Kissimmee

4 8 2 nights min stay

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

from £85 / night

33

from £65 / night

£449 / week

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Encantada Resort, private pool, near Disney 4B/3B

Central Florida / Kissimmee

4 10 Min stay varies

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

from £65 / night

15

from £79 / night

£520 - £871 / week

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DAVENPORT ANGEL

Central Florida / Kissimmee

3 6 Min stay varies

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

from £79 / night

15

from £70 / night

£462 - £871 / week

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LOVE SHACK

Central Florida / Kissimmee

3 7 Min stay varies

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

from £70 / night

25

from £88 / night

£578 - £1046 / week

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PARADISE ISLAND

Central Florida / Kissimmee

4 8 Min stay varies

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

from £88 / night

17

from £88 / night

£578 - £1046 / week

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PREY HOUSE

Central Florida / Kissimmee

4 8 Min stay varies

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

from £88 / night

33

from £87 / night

£853 / week

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Disney Dream

Central Florida / Kissimmee

4 8 Min stay varies

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

from £87 / night

12

from £84 / night

£588 / week

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Central Florida / Kissimmee

3 6 7 nights min stay

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

from £84 / night

46

from £123 / night

£769 - £1162 / week

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SUNRISE VALLEY

Central Florida / Kissimmee

4 8 3 nights min stay

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

from £123 / night

22

from £123 / night

£769 - £1162 / week

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RUBY RED HOUSE

Central Florida / Kissimmee

4 8 Min stay varies

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

from £123 / night

15

from £78 / night

£520 - £958 / week

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WATER CASTLE

Central Florida / Kissimmee

3 7 Min stay varies

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

from £78 / night

18

from £70 / night

£462 - £871 / week

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DREAM VACATION HOME

Central Florida / Kissimmee

3 7 Min stay varies

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

from £70 / night

12

from £77 / night

£535 / week

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Vacation house

Central Florida / Kissimmee

3 6 6 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 6 nights min stay
Not suitable for childrenNo pets allowed

from £77 / night

17

from £83 / night

£549 - £1017 / week

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PEARL VILLA

Central Florida / Kissimmee

4 9 Min stay varies

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

from £83 / night

23

from £92 / night

£642 / week

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Turtle cove condo 3bed 3 bath luxury condo

Central Florida / Kissimmee

3 6 7 nights min stay

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

from £92 / night

28

from £85 / night

£571 - £1039 / week

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CORAL VILLA

Central Florida / Kissimmee

4 8 2 nights min stay

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

from £85 / night

30

from £83 / night

£549 - £1017 / week

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GREAT HARBOR

Central Florida / Kissimmee

4 8 Min stay varies

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

from £83 / night

19

from £79 / night

£520 - £929 / week

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ROMA HOUSE

Central Florida / Kissimmee

4 8 Min stay varies

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

from £79 / night

22

from £176 / night

£1230 / week

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Luxury Villa on Golf Course, 10 min. from Disney!

Central Florida / Kissimmee

5 12 4 nights min stay

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

from £176 / night

39

from £218 / night

£1508 / week

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Luxury Pool Villa

Central Florida / Kissimmee

6 12 7 nights min stay

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min stay
Child friendly No pets allowed

from £218 / night

16

from £88 / night

£549 - £1017 / week

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PRAIRIE HOME

Central Florida / Kissimmee

4 8 Min stay varies

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

from £88 / night

15

from £213 / night

£1491 / week

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Disney Vacation Home 2 miles from Parks

Central Florida / Kissimmee

5 10 5 nights min stay

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

from £213 / night

22

from £62 / night

£428 / week

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Well Complete Apartment

Central Florida / Kissimmee

2 6 2 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min stay
Not suitable for childrenNo pets allowed

from £62 / night

15

from £70 / night

£462 - £871 / week

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KINGSTON HOUSE

Central Florida / Kissimmee

3 6 Min stay varies

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

from £70 / night

4

from £111 / night

£764 / week

Book Book View

Kissimmee / Rolling Hills at Formosa

4 8 3 nights min stay

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

from £111 / night

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