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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.
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Great rentals within 20 miles that match your search

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Vacation apartment in Kissimmee

Kissimmee apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Private fishing lake or river

from $228 / night

$1,595 / week

1 / 5

Great rentals within 20 miles that match your search

Vacation villa rental

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Private fishing lake or river

from $180 / night

$1,260 / week

1 / 9

Great rentals within 20 miles that match your search

Kissimmee Vacation home rental

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Private fishing lake or river

2 reviews

from $121 / night

$802 / week

1 / 81

Great rentals within 20 miles that match your search

Condo rental in Kissimmee

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Private fishing lake or river

from $491 / night

$3,435 / week

1 / 14

Great rentals within 20 miles that match your search

Vacation condo in Kissimmee

Kissimmee condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Private fishing lake or river

from $200 / night

$1,395 / week

1 / 40

Great rentals within 20 miles that match your search

Villa rental in Kissimmee

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Private fishing lake or river

from $561 / night

$3,928 / week

1 / 4

Great rentals within 20 miles that match your search

Vacation condo in Kissimmee

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Private fishing lake or river

from $144 / night

$1,002 / week

1 / 30

Great rentals within 20 miles that match your search

Vacation home with golf nearby in Kissimmee

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Private fishing lake or river

1 review

from $125 / night

$749 / week

1 / 38

Great rentals within 20 miles that match your search

Vacation home rental

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Private fishing lake or river

2 reviews

from $137 / night

$818 / week

1 / 72

Great rentals within 20 miles that match your search

Kissimmee City Vacation condo rental

Kissimmee condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Private fishing lake or river

1 review

from $178 / night

$945 / week

1 / 14

Great rentals within 20 miles that match your search

Windsor Hills Resort Vacation townhouse rental

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Private fishing lake or river

from $160 / night

$1,114 / week

1 / 42

Great rentals within 20 miles that match your search

Vacation condo with shared pool in Kissimmee

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Private fishing lake or river

9 reviews

from $160 / night

$1,114 / week

1 / 28

Great rentals within 20 miles that match your search

Vacation condo with shared pool in Kissimmee

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Private fishing lake or river

from $197 / night

$1,374 / week

1 / 16

Great rentals within 20 miles that match your search

Vacation villa with golf nearby in Kissimmee

Kissimmee villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 filter does not match: Private fishing lake or river

from $516 / night

$3,607 / week

1 / 38

Great rentals within 20 miles that match your search

Kissimmee Vacation home rental

Kissimmee house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

1 filter does not match: Private fishing lake or river

4 reviews

from $550 / night

$3,848 / week

1 / 41

Great rentals within 20 miles that match your search

Apartment rental in Kissimmee

Kissimmee apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Private fishing lake or river

13 reviews

from $115 / night

$802 / week

1 / 25

Great rentals within 20 miles that match your search

Vacation condo with shared pool, golf nearby in Kissimmee

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Private fishing lake or river

5 reviews

from $103 / night

$722 / week

1 / 17

Great rentals within 20 miles that match your search

Townhouse rental in Kissimmee

Kissimmee townhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Private fishing lake or river

27 reviews

from $115 / night

$802 / week

1 / 92

Great rentals within 20 miles that match your search

Vacation townhouse in Kissimmee

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Private fishing lake or river

1 review

from $117 / night

$806 / week

1 / 50

Great rentals within 20 miles that match your search

Vacation villa in Kissimmee

Kissimmee villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

1 filter does not match: Private fishing lake or river

3 reviews

from $265 / night

$1,852 / week

1 / 48

Great rentals within 20 miles that match your search

Kissimmee Vacation villa rental

Kissimmee villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 18

1 filter does not match: Private fishing lake or river

1 review

from $265 / night

$1,852 / week

1 / 49

Great rentals within 20 miles that match your search

Vacation villa in Kissimmee

Kissimmee villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 18

1 filter does not match: Private fishing lake or river

from $265 / night

$1,852 / week

1 / 51

Great rentals within 20 miles that match your search

Vacation hotel apartment rental

Kissimmee hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Private fishing lake or river

from $172 / night

$916 / week

1 / 7

Great rentals within 20 miles that match your search

Kissimmee Vacation townhouse rental

Kissimmee townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Private fishing lake or river

from $377 / night

$2,290 / week

1 / 5

Great rentals within 20 miles that match your search

Kissimmee Vacation townhouse rental

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Private fishing lake or river

6 reviews

from $132 / night

$922 / week

1 / 29

Great rentals within 20 miles that match your search

Formosa Gardens Vacation home rental

Kissimmee house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 16

1 filter does not match: Private fishing lake or river

1 review

from $458 / night

$2,977 / week

1 / 36

Great rentals within 20 miles that match your search

Vacation condo in Kissimmee

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Private fishing lake or river

from $270 / night

$1,890 / week

1 / 14

Great rentals within 20 miles that match your search

Vacation villa with swimming pool, golf nearby in Kissimmee

Kissimmee villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

1 filter does not match: Private fishing lake or river

2 reviews

from $407 / night

$2,846 / week

1 / 56

Great rentals within 20 miles that match your search

Kissimmee Vacation townhouse rental

Kissimmee townhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Private fishing lake or river

from $207 / night

$1,443 / week

1 / 15

Great rentals within 20 miles that match your search

Townhouse rental in Kissimmee

Kissimmee townhouse

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Private fishing lake or river

13 reviews

from $149 / night

$1,042 / week

1 / 26

Great rentals within 20 miles that match your search

Kissimmee Vacation townhouse rental

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Private fishing lake or river

6 reviews

from $126 / night

$882 / week

1 / 24

Great rentals within 20 miles that match your search

Legacy Dunes Resort Vacation condo rental

Kissimmee condo

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Private fishing lake or river

1 review

from $128 / night

$852 - $1,136 / week

1 / 28

Great rentals within 20 miles that match your search

Condo rental in Kissimmee with shared pool

Kissimmee condo

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Private fishing lake or river

from $107 / night

$568 - $994 / week

1 / 27

Great rentals within 20 miles that match your search

Vacation home in Kissimmee

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Private fishing lake or river

from $126 / night

$876 / week

1 / 14

Great rentals within 20 miles that match your search

Kissimmee Vacation condo rental

Kissimmee condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Private fishing lake or river

from $229 / night

$1,602 / week

1 / 26

Great rentals within 20 miles that match your search

Vacation townhouse in Kissimmee

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Private fishing lake or river

19 reviews

from $100 / night

$695 / week

1 / 14

Great rentals within 20 miles that match your search

Kissimmee Vacation home rental

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Private fishing lake or river

21 reviews

from $206 / night

$1,420 / week

1 / 15

Great rentals within 20 miles that match your search

Vacation condo rental

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Private fishing lake or river

14 reviews

from $121 / night

$639 - $1,278 / week

1 / 60

Great rentals within 20 miles that match your search

Kissimmee Vacation villa rental

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Private fishing lake or river

32 reviews

from $171 / night

$1,193 - $3,478 / week

1 / 24

Great rentals within 20 miles that match your search

Villa rental in Kissimmee

Kissimmee villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

1 filter does not match: Private fishing lake or river

8 reviews

from $401 / night

$2,806 / week

1 / 72

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