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Best Kissimmee Apartments on Holiday Lettings - Vacation rentals

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Great rentals within 20 miles that match your search

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Vacation townhouse in Kissimmee

Kissimmee townhouse

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

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from $184 / night

$1,145 - $1,832 / week

1 / 20

Great rentals within 20 miles that match your search

Kissimmee Vacation villa rental

Kissimmee villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 20

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from $687 / night

$4,580 - $4,901 / week

1 / 25

Great rentals within 20 miles that match your search

Home rental in Kissimmee

Kissimmee house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

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from $344 / night

$2,405 / week

1 / 64

Great rentals within 20 miles that match your search

Vacation home in Kissimmee

Kissimmee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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from $184 / night

$1,145 / week

1 / 11

Great rentals within 20 miles that match your search

Vacation villa rental

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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from $174 / night

$1,158 - $1,303 / week

1 / 18

Great rentals within 20 miles that match your search

Home rental in Kissimmee with swimming pool, golf nearby

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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from $177 / night

$1,235 / week

1 / 25

Great rentals within 20 miles that match your search

Kissimmee Vacation villa rental

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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from $287 / night

$2,004 / week

1 / 24

Great rentals within 20 miles that match your search

Vacation villa rental

Kissimmee villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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from $217 / night

$1,520 / week

1 / 41

Great rentals within 20 miles that match your search

Vacation villa with swimming pool, golf nearby in Kissimmee

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 13

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from $220 / night

$1,546 / week

1 / 30

Great rentals within 20 miles that match your search

Vacation villa in Kissimmee

Kissimmee villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 16

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from $430 / night

$3,006 / week

1 / 77

Great rentals within 20 miles that match your search

Villa accommodation in Kissimmee

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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from $172 / night

$1,203 - $1,924 / week

1 / 47

Great rentals within 20 miles that match your search

Kissimmee Vacation villa rental

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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from $132 / night

$922 - $1,363 / week

1 / 38

Great rentals within 20 miles that match your search

Vacation villa rental

Kissimmee villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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from $224 / night

$1,563 / week

1 / 51

Great rentals within 20 miles that match your search

Vacation villa in Kissimmee

Kissimmee villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 16

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from $430 / night

$3,006 / week

1 / 100

Great rentals within 20 miles that match your search

Vacation villa rental

Kissimmee villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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from $195 / night

$1,260 / week

1 / 90

Great rentals within 20 miles that match your search

Villa accommodation in Kissimmee

Kissimmee villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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from $162 / night

$1,134 - $1,563 / week

1 / 37

Great rentals within 20 miles that match your search

Vacation villa with swimming pool in Kissimmee

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14

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from $218 / night

$1,523 / week

1 / 34

Great rentals within 20 miles that match your search

Kissimmee Vacation villa rental

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 16

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from $1,030 / night

$7,206 / week

1 / 67

Great rentals within 20 miles that match your search

Vacation villa accommodation

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14

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from $201 / night

$1,403 / week

1 / 14

Great rentals within 20 miles that match your search

Kissimmee Vacation home rental

Kissimmee house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 20

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from $463 / night

$3,238 / week

1 / 69

Great rentals within 20 miles that match your search

Kissimmee Vacation villa rental

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

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from $327 / night

$2,285 / week

1 / 39

Great rentals within 20 miles that match your search

Vacation villa in Kissimmee

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 13

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from $321 / night

$2,245 / week

1 / 51

Great rentals within 20 miles that match your search

Villa rental in Kissimmee

Kissimmee villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

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from $430 / night

$3,006 / week

1 / 99

Great rentals within 20 miles that match your search

Vacation villa in Kissimmee

Kissimmee villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

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from $430 / night

$3,006 / week

1 / 108

Great rentals within 20 miles that match your search

Vacation villa in Kissimmee

Kissimmee villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

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from $123 / night

$858 - $974 / week

1 / 16

Great rentals within 20 miles that match your search

Vacation villa in Kissimmee

Kissimmee villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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from $174 / night

$1,216 / week

1 / 26

Great rentals within 20 miles that match your search

Vacation home with golf nearby in Kissimmee

Kissimmee house

  • 3 bedrooms
  • 9 bathrooms
  • sleeps 8

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from $228 / night

$1,595 / week

1 / 23

Great rentals within 20 miles that match your search

Vacation home rental

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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from $120 / night

$950 / week

1 / 15

Great rentals within 20 miles that match your search

Vacation villa in Kissimmee

Kissimmee villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

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from $218 / night

$1,443 / week

1 / 36

Great rentals within 20 miles that match your search

Vacation villa in Kissimmee

Kissimmee villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

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from $252 / night

$1,924 / week

1 / 51

Great rentals within 20 miles that match your search

Vacation home with swimming pool in Kissimmee

Kissimmee house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 7

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from $166 / night

$1,145 - $1,546 / week

1 / 29

Great rentals within 20 miles that match your search

Kissimmee Vacation home accommodation

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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from $195 / night

$1,363 / week

1 / 26

Great rentals within 20 miles that match your search

Vacation villa with indoor pool in Kissimmee

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14

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from $229 / night

$2,405 / week

1 / 23

Great rentals within 20 miles that match your search

Vacation villa rental

Kissimmee villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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from $115 / night

$802 / week

1 / 73

Great rentals within 20 miles that match your search

Vacation home in Kissimmee

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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from $258 / night

$1,718 / week

1 / 25

Great rentals within 20 miles that match your search

Vacation home with shared pool in Kissimmee

Kissimmee house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 8

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from $327 / night

$2,285 - $2,880 / week

1 / 49

Great rentals within 20 miles that match your search

Vacation home in Kissimmee

Kissimmee house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 8

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from $327 / night

$2,285 - $2,880 / week

1 / 48

Great rentals within 20 miles that match your search

Kissimmee Vacation villa rental

Kissimmee villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 11

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from $171 / night

$1,088 - $1,489 / week

1 / 66

Great rentals within 20 miles that match your search

Vacation home in Kissimmee

Kissimmee house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

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from $287 / night

$2,004 / week

1 / 15

Great rentals within 20 miles that match your search

Vacation home accommodation

Kissimmee house

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 18

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from $344 / night

$2,405 / week

1 / 75

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