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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)
  • House (1)
  • Townhouse (2)

All filters (2)

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5 Vacation rentals

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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 8

from $109 / night

$714 - $946 / week

1 / 50

Kissimmee Vacation townhouse rental

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from $109 / night

$714 - $946 / week

1 / 37

Vacation villa in Kissimmee

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10
2 reviews

from $207 / night

$1,237 / week

1 / 33

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 outdoor pool (unheated)

from $228 / night

$1,595 / week

1 / 5

Kissimmee Vacation apartment rental

Kissimmee apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

1 review

from $115 / night

$802 / week

1 / 4

Vacation townhouse with shared pool in Kissimmee

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Housekeeping Included

from $338 / night

$2,365 / week

1 / 18

Kissimmee Vacation home rental

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Housekeeping Included

2 reviews

from $121 / night

$802 / week

1 / 81

Home rental in Kissimmee

Kissimmee house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

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

12 reviews

from $344 / night

$2,405 / week

1 / 64

Vacation villa with shared pool in Kissimmee

Kissimmee villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Housekeeping Included

from $193 / night

$1,352 / week

1 / 7

Vacation home with swimming pool in Kissimmee

Kissimmee house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

1 filter does not match: Housekeeping Included

from $118 / night

$826 / week

1 / 81

Vacation villa rental

Kissimmee villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

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

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: Housekeeping Included

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: Housekeeping Included

from $197 / night

$1,374 / week

1 / 16

Vacation condo with shared pool, golf nearby in Kissimmee

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Housekeeping Included

23 reviews

from $75 / night

$521 / week

1 / 37

Vacation condo with shared pool, golf nearby in Kissimmee

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Housekeeping Included

5 reviews

from $103 / night

$722 / week

1 / 17

Vacation condo in Kissimmee

Kissimmee condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Housekeeping Included

from $195 / night

$1,363 / week

1 / 13

Condo rental in Kissimmee with shared pool

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Housekeeping Included

1 review

from $91 / night

$572 / week

1 / 20

Kissimmee Vacation home rental

Kissimmee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

1 filter does not match: Housekeeping Included

2 reviews

from $287 / night

$1,489 / week

1 / 4

Vacation home in Kissimmee

Kissimmee house

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 20

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

13 reviews

from $401 / night

$2,806 / week

1 / 57

Legacy Dunes Resort Vacation condo rental

Kissimmee condo

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Housekeeping Included

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: Housekeeping Included

from $107 / night

$568 - $994 / week

1 / 27

Home rental in Kissimmee with swimming pool

Kissimmee house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 22

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

11 reviews

from $602 / night

$4,208 / week

1 / 33

Vacation condo rental

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Housekeeping Included

14 reviews

from $121 / night

$639 - $1,278 / week

1 / 60

Villa rental in Kissimmee with shared pool

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Housekeeping Included

2 reviews

from $287 / night

$2,004 / week

1 / 13

Vacation villa rental

Kissimmee villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Housekeeping Included

13 reviews

from $213 / night

$1,491 / week

1 / 41

Vacation villa in Kissimmee

Kissimmee villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Housekeeping Included

15 reviews

from $109 / night

$762 / week

1 / 59

Vacation home rental

Kissimmee house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Housekeeping Included

5 reviews

from $109 / night

$762 / week

1 / 84

Vacation home in Kissimmee

Kissimmee house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

1 filter does not match: Housekeeping Included

4 reviews

from $101 / night

$706 / week

1 / 118

Kissimmee Vacation home rental

Kissimmee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Housekeeping Included

34 reviews

from $252 / night

$1,764 - $1,964 / week

1 / 51

Apartment rental in Kissimmee with shared pool

Kissimmee apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Housekeeping Included

1 review

from $107 / night

$710 - $1,278 / week

1 / 39

Vacation home with shared pool in Kissimmee

Kissimmee house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Housekeeping Included

from $158 / night

$1,106 / week

1 / 21

Kissimmee Vacation villa rental

Kissimmee villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

1 filter does not match: Housekeeping Included

38 reviews

from $121 / night

$796 / week

1 / 24

Vacation home with shared pool in Kissimmee

Kissimmee house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Housekeeping Included

7 reviews

from $327 / night

$2,285 - $2,880 / week

1 / 49

Vacation apartment in Kissimmee

Kissimmee apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Housekeeping Included

from $148 / night

$1,034 / week

1 / 24

Vacation villa with golf nearby in Kissimmee

Kissimmee villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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

43 reviews

from $250 / night

$1,750 / week

1 / 21

Vacation home rental

Kissimmee house

  • 7 bedrooms
  • 4 bathrooms
  • sleeps 14

1 filter does not match: Housekeeping Included

from $243 / night

$1,700 / week

1 / 37

Kissimmee Vacation home rental

Kissimmee house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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

4 reviews

from $252 / night

$1,764 / week

1 / 36

Hotel apartment rental in Kissimmee with golf nearby

Kissimmee hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

from $201 / night

$1,374 / week

1 / 11

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