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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 apartment in Kissimmee

Kissimmee apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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from $228 / night

$1,595 / week

1 / 5

Great rentals within 20 miles that match your search

Vacation villa rental

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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from $180 / night

$1,260 / week

1 / 9

Great rentals within 20 miles that match your search

Vacation villa in Kissimmee

Kissimmee villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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from $328 / night

$2,290 / week

1 / 7

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 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

  • 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

Kissimmee Vacation home rental

Kissimmee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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from $229 / night

$1,603 - $1,964 / week

1 / 51

Great rentals within 20 miles that match your search

Kissimmee Vacation villa rental

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 13

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from $579 / night

$4,053 / week

1 / 29

Great rentals within 20 miles that match your search

Vacation townhouse in Kissimmee

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

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from $117 / night

$818 / week

1 / 48

Great rentals within 20 miles that match your search

Vacation villa with golf nearby in Kissimmee

Kissimmee villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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from $250 / night

$1,750 / week

1 / 21

Great rentals within 20 miles that match your search

Kissimmee Vacation villa rental

Kissimmee villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 16

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from $265 / night

$1,852 / week

1 / 49

Great rentals within 20 miles that match your search

Windsor Hills Resort Vacation townhouse rental

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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from $160 / night

$1,114 / week

1 / 42

Great rentals within 20 miles that match your search

Vacation villa rental

Kissimmee villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

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from $247 / night

$2,175 - $2,335 / week

1 / 33

Great rentals within 20 miles that match your search

Kissimmee Vacation townhouse rental

Kissimmee townhouse

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

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from $149 / night

$1,042 / week

1 / 35

Great rentals within 20 miles that match your search

Vacation condo with shared pool in Kissimmee

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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from $160 / night

$1,114 / week

1 / 28

Great rentals within 20 miles that match your search

Vacation villa with golf nearby in Kissimmee

Kissimmee villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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from $516 / night

$3,607 / week

1 / 38

Great rentals within 20 miles that match your search

Kissimmee Vacation home rental

Kissimmee house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 17

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from $458 / night

$3,206 / week

1 / 36

Great rentals within 20 miles that match your search

Vacation townhouse in Kissimmee

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

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from $117 / night

$806 / week

1 / 50

Great rentals within 20 miles that match your search

Vacation villa in Kissimmee

Kissimmee villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

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from $265 / night

$1,852 / week

1 / 48

Great rentals within 20 miles that match your search

Vacation villa in Kissimmee

Kissimmee villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 18

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from $265 / night

$1,852 / week

1 / 51

Great rentals within 20 miles that match your search

Kissimmee Vacation townhouse rental

Kissimmee townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

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from $377 / night

$2,290 / week

1 / 5

Great rentals within 20 miles that match your search

Vacation home in Kissimmee

Kissimmee house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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from $149 / night

$1,042 / week

1 / 41

Great rentals within 20 miles that match your search

Vacation home in Kissimmee

Kissimmee house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 13

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from $258 / night

$1,631 - $3,126 / week

1 / 25

Great rentals within 20 miles that match your search

Home rental in Kissimmee with swimming pool

Kissimmee house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 22

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from $602 / night

$4,208 / week

1 / 33

Great rentals within 20 miles that match your search

Lake Berkley Vacation villa rental

Kissimmee villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

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from $258 / night

$1,804 / week

1 / 33

Great rentals within 20 miles that match your search

Vacation townhouse in Kissimmee

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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from $102 / night

$708 / week

1 / 14

Great rentals within 20 miles that match your search

Vacation condo rental

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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from $123 / night

$724 - $1,303 / week

1 / 60

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 $401 / night

$2,806 / week

1 / 72

Great rentals within 20 miles that match your search

Vacation townhouse with golf nearby in Kissimmee

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

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from $163 / night

$1,139 / week

1 / 20

Great rentals within 20 miles that match your search

Kissimmee Vacation apartment rental

Kissimmee apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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from $431 / night

$2,915 / week

1 / 6

Great rentals within 20 miles that match your search

Vacation townhouse with golf nearby in Kissimmee

Kissimmee townhouse

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

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from $125 / night

$859 - $1,065 / week

1 / 73

Great rentals within 20 miles that match your search

Vacation condo rental

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

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from $246 / night

$1,718 / week

1 / 24

Great rentals within 20 miles that match your search

Vacation home with indoor pool, golf nearby in Kissimmee

Kissimmee house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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from $344 / night

$2,405 / week

1 / 32

Great rentals within 20 miles that match your search

Vacation villa with golf nearby in Kissimmee

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

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from $156 / night

$1,088 / week

1 / 7

Great rentals within 20 miles that match your search

Home rental in Kissimmee with golf nearby

Kissimmee house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

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from $344 / night

$2,405 / week

1 / 56

Great rentals within 20 miles that match your search

Townhouse rental in Kissimmee

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

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from $117 / night

$818 / week

1 / 50

Great rentals within 20 miles that match your search

Villa rental in Kissimmee with swimming pool

Kissimmee villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

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from $265 / night

$1,852 / week

1 / 48

Great rentals within 20 miles that match your search

Villa rental in Kissimmee with swimming pool

Kissimmee villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 18

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from $265 / night

$1,852 / week

1 / 48

Great rentals within 20 miles that match your search

Townhouse rental in Kissimmee

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

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from $117 / night

$818 / week

1 / 44

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 $265 / night

$1,852 / week

1 / 31

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