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Best Kissimmee Apartments on Holiday Lettings - Vacation rentals

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6,807 Vacation rentals

Vacation villa with golf nearby in Cumbrian Lakes

Kissimmee villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from $121 / night

$844 / week

1 / 21

Vacation villa rental

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $173 / night

$1,291 - $1,371 / week

1 / 37

Kissimmee Vacation apartment rental

Kissimmee apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $98 / night

$682 / week

1 / 58

Vacation condo in Kissimmee

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $90 / night

$631 / week

1 / 20

Kissimmee Vacation villa rental

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $153 / night

$1,068 - $2,426 / week

1 / 24

Vacation villa in Kissimmee

Kissimmee villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

from $123 / night

$858 - $962 / week

1 / 16

Vacation townhouse in Kissimmee

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $208 / night

$971 - $1,109 / week

1 / 90

Emerald Isle Kissimmee Vacation villa rental

Kissimmee villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

from $188 / night

$1,310 / week

1 / 56

Villa rental in Kissimmee with swimming pool

Kissimmee villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $181 / night

$887 - $971 / week

1 / 46

Vacation villa in Kissimmee

Kissimmee villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from $162 / night

$1,131 / week

1 / 19

Kissimmee Vacation home rental

Kissimmee house

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 16

from $272 / night

$1,900 / week

1 / 37

Vacation villa rental

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $137 / night

$960 / week

1 / 37

Kissimmee Vacation villa rental

Kissimmee villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $132 / night

$922 - $970 / week

1 / 18

Kissimmee Vacation villa rental

Kissimmee villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

from $201 / night

$1,403 - $2,004 / week

1 / 75

Vacation villa rental

Kissimmee villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from $138 / night

$962 / week

1 / 35

Vacation home with swimming pool in Oak Island Cove

Kissimmee house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from $153 / night

$1,040 - $1,109 / week

1 / 24

Vacation villa with swimming pool in Kissimmee

Kissimmee villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $208 / night

$1,040 / week

1 / 22

Vacation villa in Kissimmee

Kissimmee villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

from $215 / night

$2,494 - $3,394 / week

1 / 36

Vacation villa rental

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $167 / night

$1,040 - $1,248 / week

1 / 18

Vacation home rental

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $132 / night

$922 / week

1 / 46

Vacation villa with swimming pool in Kissimmee

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14

from $201 / night

$1,403 / week

1 / 34

Lake Berkley Vacation villa rental

Kissimmee villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

from $247 / night

$1,815 / week

1 / 28

Vacation home in Kissimmee

Kissimmee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $144 / night

$916 / week

1 / 11

Vacation home in Kissimmee

Kissimmee house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 14

from $287 / night

$2,004 / week

1 / 67

Vacation home in Kissimmee

Kissimmee house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 16

from $392 / night

$2,742 / week

1 / 18

Vacation villa in Doral Woods

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $168 / night

$1,171 - $1,641 / week

1 / 24

Villa rental in Kissimmee with swimming pool

Kissimmee villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from $178 / night

$1,042 / week

1 / 54

Vacation home in Kissimmee

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $172 / night

$1,598 / week

1 / 29

Vacation villa with swimming pool in Kissimmee

Kissimmee villa

  • 10 bedrooms
  • 8 bathrooms
  • sleeps 25

from $572 / night

$4,000 / week

1 / 7

Townhouse rental in Kissimmee

Kissimmee townhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

from $153 / night

$1,039 / week

1 / 36

Kissimmee Vacation home rental

Kissimmee house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from $149 / night

$1,043 - $1,428 / week

1 / 10

Vacation villa in Kissimmee

Kissimmee villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from $207 / night

$1,443 / week

1 / 36

Vacation villa in Kissimmee

Kissimmee villa

  • 10 bedrooms
  • 10 bathrooms
  • sleeps 30

from $686 / night

$4,801 / week

1 / 38

Vacation condo with shared pool, golf nearby in Kissimmee

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $103 / night

$722 / week

1 / 17

Vacation villa in Kissimmee

Kissimmee villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from $132 / night

$901 - $1,039 / week

1 / 37

Villa rental in Kissimmee

Kissimmee villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $121 / night

$842 / week

1 / 22

Apartment rental in Kissimmee with shared pool

Kissimmee apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $166 / night

$1,163 - $1,243 / week

1 / 19

Vacation villa rental

Kissimmee villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from $172 / night

$1,203 / week

1 / 47

Vacation apartment with shared pool in Kissimmee

Kissimmee apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $103 / night

$722 / week

1 / 25

Vacation apartment in Kissimmee

Kissimmee apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $109 / night

$745 / week

1 / 7

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