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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
  • Apartment (1)
  • Villa (6)
  • House (4)
  • Townhouse (1)
  • Condo (2)

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14 Vacation rentals

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Vacation villa rental

Kissimmee villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12
2 reviews

from $247 / night

$2,175 - $2,335 / week

1 / 33

Kissimmee Vacation condo rental

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from $180 / night

$1,248 / week

1 / 9

Vacation home rental

Kissimmee house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 11

from $194 / night

$1,355 / week

1 / 30

Home rental in Kissimmee with swimming pool

Kissimmee house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 22
11 reviews

from $602 / night

$4,208 / week

1 / 33

Vacation home in Kissimmee

Kissimmee house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 13
5 reviews

from $255 / night

$1,613 - $3,090 / week

1 / 25

Vacation apartment in Kissimmee

Kissimmee apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $228 / night

$1,595 / week

1 / 5

Vacation villa rental

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $180 / night

$1,260 / week

1 / 9

Vacation condo rental

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8
5 reviews

from $246 / night

$1,718 / week

1 / 24

Vacation villa with golf nearby in Kissimmee

Kissimmee villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8
43 reviews

from $250 / night

$1,750 / week

1 / 21

Vacation villa with shared pool, golf nearby in Kissimmee

Kissimmee villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from $408 / night

$2,854 - $3,254 / week

1 / 26

Home rental in Kissimmee with golf nearby

Kissimmee house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18
5 reviews

from $344 / night

$2,405 / week

1 / 56

Kissimmee Vacation villa accommodation

Kissimmee villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12
1 review

from $287 / night

$2,004 / week

1 / 62

Vacation villa in Kissimmee

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10
2 reviews

from $207 / night

$1,237 / week

1 / 33

Vacation townhouse with golf nearby in Kissimmee

Kissimmee townhouse

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9
1 review

from $125 / night

$859 - $1,047 / week

1 / 73

These homes match some but not all of your filters.

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Vacation home in Kissimmee

Kissimmee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Swing set

from $166 / night

$1,163 / week

1 / 27

Vacation home in Kissimmee

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Swing set

1 review

from $115 / night

$802 / week

1 / 27

Vacation townhouse in Kissimmee

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Housekeeping Included

from $172 / night

$1,203 / week

1 / 16

Home rental in Kissimmee with indoor pool

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Swing set

from $138 / night

$962 / week

1 / 29

Kissimmee Vacation condo rental

Kissimmee condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Housekeeping Included

from $102 / night

$686 / week

1 / 21

Vacation condo in Kissimmee

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Housekeeping Included

from $114 / night

$744 / week

1 / 31

Vacation condo in Kissimmee

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Housekeeping Included

from $114 / night

$744 / week

1 / 32

Vacation apartment in Kissimmee

Kissimmee apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Housekeeping Included

from $114 / night

$744 / week

1 / 28

Kissimmee Vacation apartment rental

Kissimmee apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Housekeeping Included

from $114 / night

$744 / week

1 / 36

Townhouse rental in Kissimmee

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 11

1 filter does not match: Housekeeping Included

from $144 / night

$1,145 / week

1 / 32

Vacation home in Kissimmee

Kissimmee house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Swing set

from $115 / night

$802 / week

1 / 30

Vacation condo in Kissimmee

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Housekeeping Included

from $114 / night

$744 / week

1 / 33

Vacation condo in Kissimmee

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Housekeeping Included

from $114 / night

$744 / week

1 / 35

Vacation apartment in Kissimmee

Kissimmee apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Housekeeping Included

from $125 / night

$801 / week

1 / 32

Villa rental in Kissimmee

Kissimmee villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Swing set

from $207 / night

$1,374 / week

1 / 46

Vacation condo in Kissimmee

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Swing set

from $148 / night

$1,034 / week

1 / 25

Vacation home in Kissimmee

Kissimmee house

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 21

1 filter does not match: Swing set

from $401 / night

$2,806 / week

1 / 26

Vacation villa with swimming pool, golf nearby in Kissimmee

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

1 filter does not match: Swing set

1 review

from $148 / night

$1,034 / week

1 / 29

Kissimmee Vacation villa rental

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 13

1 filter does not match: Housekeeping Included

from $573 / night

$4,006 / week

1 / 29

Vacation villa in Kissimmee

Kissimmee villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Housekeeping Included

from $328 / night

$2,290 / week

1 / 7

Kissimmee Vacation apartment rental

Kissimmee apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Swing set

1 review

from $115 / night

$802 / week

1 / 4

Kissimmee Vacation villa rental

Kissimmee villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 20

1 filter does not match: Housekeeping Included

8 reviews

from $687 / night

$4,580 - $4,901 / week

1 / 25

Kissimmee Vacation villa rental

Kissimmee villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Swing set

1 review

from $141 / night

$982 - $1,424 / week

1 / 22

Home rental in Kissimmee

Kissimmee house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

1 filter does not match: Swing set

12 reviews

from $344 / night

$2,405 / week

1 / 64

Kissimmee Vacation villa rental

Kissimmee villa

  • 8 bedrooms
  • 11 bathrooms
  • sleeps 18

1 filter does not match: Swing set

2 reviews

from $916 / night

$6,412 / week

1 / 49

Home rental in Kissimmee with swimming pool, golf nearby

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Housekeeping Included

2 reviews

from $177 / night

$1,235 / week

1 / 25

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