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Viewing 40 of 451 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
  • Apartment (1)
  • Villa (4)

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5 Vacation rentals

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Vacation villa with shared pool in Kissimmee

Kissimmee villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from $275 / night

$1,924 / week

1 / 53

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

Kissimmee villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8
3 reviews

from $243 / night

$1,704 - $2,101 / week

1 / 18

Apartment rental in Kissimmee with shared pool

Kissimmee apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from $132 / night

$922 / week

1 / 28

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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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

Kissimmee Vacation home rental

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Shared indoor pool

2 reviews

from $121 / night

$802 / week

1 / 81

Condo rental in Kissimmee

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Shared indoor pool

from $491 / night

$3,435 / week

1 / 14

Vacation condo in Kissimmee

Kissimmee condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Shared indoor pool

from $200 / night

$1,395 / week

1 / 40

Villa rental in Kissimmee

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Shared indoor pool

from $561 / night

$3,928 / week

1 / 4

Apartment rental in Kissimmee with shared pool

Kissimmee apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 9

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

from $207 / night

$1,443 / week

1 / 23

Vacation home with golf nearby in Kissimmee

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Shared indoor pool

1 review

from $125 / night

$749 / week

1 / 38

Vacation home rental

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Shared indoor pool

2 reviews

from $137 / night

$818 / week

1 / 72

Kissimmee City Vacation condo rental

Kissimmee condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Shared indoor pool

1 review

from $178 / night

$945 / week

1 / 14

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

Vacation condo with shared pool in Kissimmee

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Shared indoor pool

9 reviews

from $160 / night

$1,114 / week

1 / 28

Vacation condo with shared pool in Kissimmee

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Shared indoor pool

from $197 / night

$1,374 / week

1 / 16

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

Kissimmee Vacation home rental

Kissimmee house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

1 filter does not match: Shared indoor pool

4 reviews

from $550 / night

$3,848 / week

1 / 41

Apartment rental in Kissimmee

Kissimmee apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Shared indoor pool

13 reviews

from $115 / night

$802 / week

1 / 25

Vacation condo with shared pool, golf nearby in Kissimmee

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Shared indoor pool

5 reviews

from $103 / night

$722 / week

1 / 17

Townhouse rental in Kissimmee

Kissimmee townhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Shared indoor pool

27 reviews

from $115 / night

$802 / week

1 / 92

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

Kissimmee Vacation villa rental

Kissimmee villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 18

1 filter does not match: Shared indoor pool

1 review

from $265 / night

$1,852 / week

1 / 49

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

Vacation hotel apartment rental

Kissimmee hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Shared indoor pool

from $172 / night

$916 / week

1 / 7

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

Kissimmee Vacation townhouse rental

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Shared indoor pool

6 reviews

from $132 / night

$922 / week

1 / 29

Formosa Gardens Vacation home rental

Kissimmee house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 16

1 filter does not match: Shared indoor pool

1 review

from $458 / night

$2,977 / week

1 / 36

Vacation condo in Kissimmee

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Shared indoor pool

from $270 / night

$1,890 / week

1 / 14

Vacation villa with swimming pool, golf nearby in Kissimmee

Kissimmee villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

1 filter does not match: Shared indoor pool

2 reviews

from $407 / night

$2,846 / week

1 / 56

Kissimmee Vacation townhouse rental

Kissimmee townhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Shared indoor pool

from $207 / night

$1,443 / week

1 / 15

Townhouse rental in Kissimmee

Kissimmee townhouse

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Shared indoor pool

13 reviews

from $149 / night

$1,042 / week

1 / 26

Kissimmee Vacation townhouse rental

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Shared indoor pool

6 reviews

from $126 / night

$882 / week

1 / 24

Legacy Dunes Resort Vacation condo rental

Kissimmee condo

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Shared indoor pool

1 review

from $128 / night

$852 - $1,136 / week

1 / 28

Condo rental in Kissimmee with shared pool

Kissimmee condo

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Shared indoor pool

from $107 / night

$568 - $994 / week

1 / 27

Vacation home in Kissimmee

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Shared indoor pool

from $126 / night

$876 / week

1 / 14

Kissimmee Vacation condo rental

Kissimmee condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Shared indoor pool

from $229 / night

$1,602 / week

1 / 26

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