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Viewing 40 of 775 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 (3)
  • House (1)

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5 Vacation rentals

Why am I receiving these results?

Vacation villa with shared pool in Kissimmee

Kissimmee villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from $275 / night

$1,924 / week

1 / 53

Home accommodation in Kissimmee with shared pool, golf nearby

Kissimmee house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12
3 reviews

from $400 / night

$2,289 / week

1 / 23

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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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 $130 / night

$862 - $1,149 / 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 $108 / night

$575 - $1,005 / week

1 / 27

Vacation home in Kissimmee

Kissimmee house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 13

1 filter does not match: Shared indoor pool

5 reviews

from $256 / night

$1,618 - $2,901 / week

1 / 25

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

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

Vacation condo with golf nearby in Kissimmee

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Shared indoor pool

1 review

from $155 / night

$1,082 / week

1 / 25

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

Vacation townhouse with shared pool in Kissimmee

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Shared indoor pool

from $338 / night

$2,365 / week

1 / 18

Vacation villa in Kissimmee

Kissimmee villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Shared indoor pool

8 reviews

from $138 / night

$939 - $1,031 / week

1 / 11

Home rental in Kissimmee

Kissimmee house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

1 filter does not match: Shared indoor pool

12 reviews

from $344 / night

$2,405 / week

1 / 64

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 villa rental

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Shared indoor pool

4 reviews

from $173 / night

$1,149 - $1,292 / week

1 / 18

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

Vacation villa in Kissimmee

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Shared indoor pool

from $287 / night

$2,004 / week

1 / 37

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: Ceiling Fans

from $207 / night

$1,443 / week

1 / 23

Kissimmee Vacation apartment rental

Kissimmee apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Ceiling Fans

from $207 / night

$1,443 / week

1 / 25

Vacation villa with swimming pool, golf nearby in Kissimmee

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 13

1 filter does not match: Shared indoor pool

3 reviews

from $220 / night

$1,546 / week

1 / 30

Vacation villa in Kissimmee

Kissimmee villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 16

1 filter does not match: Shared indoor pool

12 reviews

from $430 / night

$3,006 / week

1 / 77

Villa accommodation in Kissimmee

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Shared indoor pool

from $172 / night

$1,203 - $1,924 / week

1 / 47

Vacation villa in Kissimmee

Kissimmee villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Shared indoor pool

6 reviews

from $132 / night

$922 / week

1 / 96

Kissimmee Vacation villa rental

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Shared indoor pool

17 reviews

from $132 / night

$922 - $1,363 / week

1 / 38

Vacation villa rental

Kissimmee villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Shared indoor pool

27 reviews

from $224 / night

$1,563 / week

1 / 51

Vacation villa in Kissimmee

Kissimmee villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Shared indoor pool

from $161 / night

$1,123 / week

1 / 38

Vacation home in Kissimmee

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Shared indoor pool

from $246 / night

$1,718 / week

1 / 15

Vacation villa in Kissimmee

Kissimmee villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 16

1 filter does not match: Shared indoor pool

30 reviews

from $430 / night

$3,006 / week

1 / 100

Vacation villa in Kissimmee

Kissimmee villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Shared indoor pool

15 reviews

from $109 / night

$762 / week

1 / 59

Vacation villa rental

Kissimmee villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Shared indoor pool

21 reviews

from $195 / night

$1,260 / week

1 / 90

Vacation home in Kissimmee

Kissimmee house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Shared indoor pool

6 reviews

from $109 / night

$762 / week

1 / 110

Villa accommodation in Kissimmee

Kissimmee villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Shared indoor pool

32 reviews

from $162 / night

$1,134 - $1,563 / week

1 / 37

Kissimmee Vacation villa rental

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 16

1 filter does not match: Shared indoor pool

7 reviews

from $1,030 / night

$7,206 / week

1 / 67

Kissimmee Vacation home rental

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Shared indoor pool

44 reviews

from $205 / night

$1,432 - $1,890 / week

1 / 43

Vacation villa accommodation

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14

1 filter does not match: Shared indoor pool

3 reviews

from $201 / night

$1,403 / week

1 / 14

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