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> North America
> United States
> Florida
> Central Florida
> Kissimmee

Best Kissimmee Apartments on Holiday Lettings - Vacation rentals

Price per day

$1 $750 -

Bedrooms

Property rating (out of 5)
  • 5
  • 4 and above
  • 3 and above
Tripadvisor rating Vrbo rating
Filtered properties are rated either by Tripadvisor Vacation Rentals users, or by Vrbo users. Both rating systems are separate, and are depicted differently as shown in the key above. Tripadvisor performs checks on its reviews. Holiday Lettings and companies under Tripadvisor Group do not check Vrbo reviews.
Property type
  • Villa (5)
  • House (2)
  • Townhouse (1)
  • Condo (2)

All filters (2)

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10 Vacation rentals

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Kissimmee Vacation villa rental

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 16
7 reviews

from $1,030 / night

$7,206 / week

1 / 67

Kissimmee Vacation villa rental

Kissimmee villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

from $291 / night

$2,036 / week

1 / 32

Vacation villa with shared pool in Kissimmee

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $228 / night

$1,595 / week

1 / 30

Vacation condo with shared pool in Kissimmee

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8
9 reviews

from $160 / night

$1,114 / week

1 / 28

Vacation home rental

Kissimmee house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 11

from $194 / night

$1,355 / week

1 / 30

Vacation villa rental

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $180 / night

$1,260 / week

1 / 9

Vacation townhouse with shared pool in Kissimmee

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12
1 review

from $217 / night

$1,515 / week

1 / 38

Vacation villa in Kissimmee

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10
2 reviews

from $207 / night

$1,237 / week

1 / 33

Vacation condo rental

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6
14 reviews

from $122 / night

$644 - $1,288 / week

1 / 60

Kissimmee Vacation home rental

Kissimmee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8
34 reviews

from $252 / night

$1,764 - $1,964 / week

1 / 51

These homes match some but not all of your filters.

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Vacation apartment in Kissimmee

Kissimmee apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Swing set

from $98 / night

$682 / week

1 / 17

Vacation home with swimming pool in Kissimmee

Kissimmee house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

1 filter does not match: Swing set

from $94 / night

$658 / week

1 / 90

Vacation townhouse with swimming pool in Kissimmee

Kissimmee townhouse

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 13

1 filter does not match: Swing set

from $107 / night

$746 / week

1 / 63

Vacation townhouse with swimming pool in Kissimmee

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

1 filter does not match: Swing set

from $94 / night

$658 / week

1 / 79

Vacation apartment with shared pool in Kissimmee

Kissimmee apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

1 filter does not match: Swing set

from $83 / night

$577 / week

1 / 58

Vacation townhouse with shared pool in Kissimmee

Kissimmee townhouse

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Swing set

from $94 / night

$658 / week

1 / 49

Vacation townhouse rental

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

1 filter does not match: Swing set

from $107 / night

$746 / week

1 / 60

Vacation apartment in Kissimmee

Kissimmee apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Shared outdoor pool (unheated)

from $114 / night

$744 / week

1 / 28

Vacation home with swimming pool in Kissimmee

Kissimmee house

  • 15 bedrooms
  • 15 bathrooms
  • sleeps 36

1 filter does not match: Swing set

from $171 / night

$1,195 / week

1 / 100

Kissimmee Vacation apartment rental

Kissimmee apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Swing set

from $83 / night

$577 / week

1 / 72

Townhouse rental in Kissimmee with swimming pool

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

1 filter does not match: Swing set

from $83 / night

$577 / week

1 / 57

Vacation townhouse with swimming pool in Kissimmee

Kissimmee townhouse

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 11

1 filter does not match: Swing set

from $94 / night

$658 / week

1 / 64

Vacation townhouse with swimming pool in Kissimmee

Kissimmee townhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

1 filter does not match: Swing set

from $83 / night

$577 / week

1 / 41

Vacation townhouse with swimming pool in Kissimmee

Kissimmee townhouse

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 11

1 filter does not match: Swing set

from $130 / night

$906 / week

1 / 64

Vacation townhouse with swimming pool in Kissimmee

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Swing set

from $83 / night

$577 / week

1 / 39

Townhouse rental in Kissimmee with swimming pool

Kissimmee townhouse

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

1 filter does not match: Swing set

from $94 / night

$658 / week

1 / 62

Townhouse rental in Kissimmee with swimming pool

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Swing set

from $142 / night

$994 / week

1 / 58

Home rental in Kissimmee with swimming pool

Kissimmee house

  • 7 bedrooms
  • 4 bathrooms
  • sleeps 16

1 filter does not match: Swing set

from $107 / night

$746 / week

1 / 39

Vacation townhouse in Kissimmee

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

1 filter does not match: Swing set

from $83 / night

$577 / week

1 / 56

Vacation townhouse with swimming pool in Kissimmee

Kissimmee townhouse

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

1 filter does not match: Swing set

from $107 / night

$746 / week

1 / 13

Vacation home with swimming pool in Kissimmee

Kissimmee house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 13

1 filter does not match: Swing set

from $94 / night

$658 / week

1 / 31

Vacation home with swimming pool in Kissimmee

Kissimmee house

  • 9 bedrooms
  • 5 bathrooms
  • sleeps 22

1 filter does not match: Swing set

from $130 / night

$906 / week

1 / 53

Vacation townhouse with swimming pool in Kissimmee

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Swing set

from $142 / night

$994 / week

1 / 40

Kissimmee Vacation home rental

Kissimmee house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14

1 filter does not match: Swing set

from $118 / night

$826 / week

1 / 10

Kissimmee Vacation townhouse rental

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Swing set

from $94 / night

$658 / week

1 / 24

Vacation townhouse with swimming pool in Kissimmee

Kissimmee townhouse

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

1 filter does not match: Swing set

from $94 / night

$658 / week

1 / 24

Kissimmee Vacation apartment rental

Kissimmee apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Shared outdoor pool (unheated)

from $114 / night

$744 / week

1 / 36

Kissimmee Vacation home rental

Kissimmee house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

1 filter does not match: Swing set

from $118 / night

$826 / week

1 / 11

Vacation townhouse in Kissimmee

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Swing set

from $83 / night

$577 / week

1 / 60

Townhouse rental in Kissimmee with swimming pool

Kissimmee townhouse

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 14

1 filter does not match: Swing set

from $94 / night

$658 / week

1 / 28

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