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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)
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  • 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 (2)
  • House (3)

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6 Vacation rentals

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Trampoline

Kissimmee Vacation apartment rental

Kissimmee apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

from $132 / night

$905 / week

1 / 30

Villa rental in Kissimmee with shared pool, golf nearby

Kissimmee villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

from $407 / night

$2,846 / week

1 / 59

Vacation villa with shared pool, golf nearby in Kissimmee

Kissimmee villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18
1 review

from $407 / night

$2,846 / week

1 / 62

Vacation home with indoor pool, golf nearby in Kissimmee

Kissimmee house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from $344 / night

$2,405 / week

1 / 32

Vacation home with golf nearby in Kissimmee

Kissimmee house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14
3 reviews

from $659 / night

$4,609 / week

1 / 45

Home rental in Kissimmee with swimming pool, golf nearby

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8
2 reviews

from $177 / night

$1,235 / week

1 / 25

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: Trampoline

from $228 / night

$1,595 / week

1 / 5

Vacation villa rental

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Trampoline

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: Trampoline

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: Trampoline

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: Trampoline

8 reviews

from $687 / night

$4,580 - $4,901 / week

1 / 25

Kissimmee Vacation home rental

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Trampoline

2 reviews

from $121 / night

$802 / week

1 / 81

Vacation home rental

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Trampoline

from $172 / night

$1,203 - $1,924 / week

1 / 29

Vacation condo in Kissimmee

Kissimmee condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Trampoline

from $200 / night

$1,395 / week

1 / 40

Vacation villa in Kissimmee

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Trampoline

from $287 / night

$2,004 / week

1 / 37

Vacation home rental

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Trampoline

29 reviews

from $135 / night

$944 / week

1 / 45

Vacation townhouse in Kissimmee

Kissimmee townhouse

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

1 filter does not match: Trampoline

2 reviews

from $184 / night

$1,145 - $1,832 / week

1 / 20

Vacation home with golf nearby in Kissimmee

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Trampoline

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: Trampoline

2 reviews

from $137 / night

$818 / week

1 / 72

Windsor Hills Resort Vacation townhouse rental

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Trampoline

from $160 / night

$1,114 / week

1 / 42

Vacation villa rental

Kissimmee villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

1 filter does not match: Trampoline

2 reviews

from $247 / night

$2,175 - $2,335 / week

1 / 33

Vacation condo with shared pool in Kissimmee

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Trampoline

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: Trampoline

from $197 / night

$1,374 / week

1 / 16

Kissimmee Vacation home rental

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Trampoline

3 reviews

from $184 / night

$1,283 - $1,924 / week

1 / 44

Vacation villa with golf nearby in Kissimmee

Kissimmee villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 filter does not match: Trampoline

from $516 / night

$3,607 / week

1 / 38

Kissimmee Vacation townhouse rental

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Trampoline

6 reviews

from $138 / night

$1,042 - $1,203 / week

1 / 100

Vacation villa in Kissimmee

Kissimmee villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Trampoline

27 reviews

from $207 / night

$1,443 / week

1 / 15

Vacation condo with shared pool, golf nearby in Kissimmee

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Trampoline

23 reviews

from $75 / night

$521 / week

1 / 37

Kissimmee Vacation home rental

Kissimmee house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

1 filter does not match: Trampoline

4 reviews

from $550 / night

$3,848 / week

1 / 41

Kissimmee Vacation home rental

Kissimmee house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 17

1 filter does not match: Trampoline

22 reviews

from $458 / night

$3,206 / week

1 / 36

Kissimmee Vacation villa rental

Kissimmee villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Trampoline

44 reviews

from $142 / night

$895 - $1,143 / week

1 / 30

Vacation villa in Kissimmee

Kissimmee villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Trampoline

2 reviews

from $184 / night

$1,284 / week

1 / 24

Vacation condo with shared pool, golf nearby in Kissimmee

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Trampoline

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: Trampoline

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: Trampoline

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: Trampoline

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: Trampoline

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: Trampoline

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: Trampoline

from $172 / night

$916 / week

1 / 7

Kissimmee Vacation home rental

Kissimmee house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 filter does not match: Trampoline

4 reviews

from $224 / night

$1,546 / week

1 / 12

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