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Viewing 40 of 157 rentals in Kissimmee

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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 (2)

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2 Vacation rentals

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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

Vacation villa with shared pool, golf nearby in Kissimmee

Kissimmee villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from $275 / night

$1,924 / week

1 / 39

These homes match some but not all of your filters.

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Home rental in Kissimmee with swimming pool

Kissimmee house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 22

1 filter does not match: Shared indoor pool

11 reviews

from $602 / night

$4,208 / week

1 / 33

Vacation apartment in Kissimmee

Kissimmee apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Shared indoor pool

from $228 / night

$1,595 / week

1 / 5

Vacation villa rental

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Shared indoor pool

from $180 / night

$1,260 / week

1 / 9

Vacation villa in Kissimmee

Kissimmee villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Shared indoor pool

from $328 / night

$2,290 / week

1 / 7

Kissimmee Vacation villa rental

Kissimmee villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 20

1 filter does not match: Shared indoor pool

8 reviews

from $687 / night

$4,580 - $4,901 / week

1 / 25

Home rental in Kissimmee with swimming pool, golf nearby

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Shared indoor pool

2 reviews

from $177 / night

$1,235 / week

1 / 25

Apartment rental in Kissimmee with shared pool

Kissimmee apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 9

1 filter does not match: Swing set

from $207 / night

$1,443 / week

1 / 23

Windsor Hills Resort Vacation townhouse rental

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Shared indoor pool

from $160 / night

$1,114 / week

1 / 42

Kissimmee Vacation townhouse rental

Kissimmee townhouse

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

1 filter does not match: Shared indoor pool

17 reviews

from $149 / night

$1,042 / week

1 / 35

Vacation villa with golf nearby in Kissimmee

Kissimmee villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 filter does not match: Shared indoor pool

from $516 / night

$3,607 / week

1 / 38

Vacation villa in Emerald Isle Kissimmee

Kissimmee villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

1 filter does not match: Shared indoor pool

from $218 / night

$1,460 - $2,004 / week

1 / 19

Kissimmee Vacation home rental

Kissimmee house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 17

1 filter does not match: Shared indoor pool

22 reviews

from $458 / night

$3,206 / week

1 / 36

Vacation townhouse in Kissimmee

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Shared indoor pool

1 review

from $117 / night

$806 / week

1 / 50

Vacation villa in Kissimmee

Kissimmee villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

1 filter does not match: Shared indoor pool

3 reviews

from $265 / night

$1,852 / week

1 / 48

Vacation villa in Kissimmee

Kissimmee villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 18

1 filter does not match: Shared indoor pool

from $265 / night

$1,852 / week

1 / 51

Kissimmee Vacation townhouse rental

Kissimmee townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Shared indoor pool

from $377 / night

$2,290 / week

1 / 5

Vacation home in Kissimmee

Kissimmee house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Shared indoor pool

2 reviews

from $149 / night

$1,042 / week

1 / 41

Vacation home in Kissimmee

Kissimmee house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 13

1 filter does not match: Shared indoor pool

5 reviews

from $253 / night

$1,597 - $3,060 / week

1 / 25

Kissimmee Vacation home rental

Kissimmee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Shared indoor pool

34 reviews

from $252 / night

$1,764 - $1,964 / week

1 / 51

Vacation apartment in Kissimmee

Kissimmee apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Shared indoor pool

33 reviews

from $115 / night

$802 / week

1 / 18

Vacation townhouse in Kissimmee

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Shared indoor pool

30 reviews

from $117 / night

$818 / week

1 / 48

Vacation villa with golf nearby in Kissimmee

Kissimmee villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Shared indoor pool

43 reviews

from $250 / night

$1,750 / week

1 / 21

Kissimmee Vacation villa rental

Kissimmee villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 16

1 filter does not match: Shared indoor pool

3 reviews

from $265 / night

$1,852 / week

1 / 49

Lake Berkley Vacation villa rental

Kissimmee villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Shared indoor pool

1 review

from $258 / night

$1,804 / week

1 / 33

Vacation townhouse in Kissimmee

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Shared indoor pool

19 reviews

from $99 / night

$693 / week

1 / 14

Vacation condo rental

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Shared indoor pool

14 reviews

from $121 / night

$638 - $1,275 / week

1 / 60

Villa rental in Kissimmee

Kissimmee villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

1 filter does not match: Shared indoor pool

8 reviews

from $401 / night

$2,806 / week

1 / 72

Vacation villa with shared pool, golf nearby in Orange Lake Resort

Kissimmee villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Swing set

3 reviews

from $243 / night

$1,700 - $2,097 / week

1 / 18

Vacation townhouse with golf nearby in Kissimmee

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Shared indoor pool

from $163 / night

$1,139 / week

1 / 20

Home accommodation in Kissimmee with shared pool, golf nearby

Kissimmee house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

1 filter does not match: Swing set

3 reviews

from $400 / night

$2,289 / week

1 / 23

Kissimmee Vacation apartment rental

Kissimmee apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Shared indoor pool

from $431 / night

$2,915 / week

1 / 6

Vacation apartment with shared pool in Kissimmee

Kissimmee apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Swing set

from $200 / night

$1,395 / week

1 / 93

Kissimmee Vacation villa rental

Kissimmee villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

1 filter does not match: Swing set

from $281 / night

$1,964 / week

1 / 50

Vacation townhouse with swimming pool in Kissimmee

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Swing set

from $166 / night

$1,163 / week

1 / 52

Vacation condo with shared pool in Kissimmee

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Swing set

from $154 / night

$1,074 / week

1 / 55

Vacation condo rental

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Swing set

1 review

from $185 / night

$1,291 / week

1 / 58

Vacation condo rental

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Swing set

from $121 / night

$842 / week

1 / 56

Kissimmee Vacation home rental

Kissimmee house

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 17

1 filter does not match: Swing set

from $286 / night

$1,996 / week

1 / 96

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