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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 villa in Kissimmee

Kissimmee villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Fax machine

from $328 / night

$2,290 / week

1 / 7

Great rentals within 20 miles that match your search

Vacation villa in Kissimmee

Kissimmee villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Fax machine

8 reviews

from $138 / night

$939 - $1,031 / week

1 / 11

Great rentals within 20 miles that match your search

Kissimmee Vacation villa rental

Kissimmee villa

  • 8 bedrooms
  • 11 bathrooms
  • sleeps 18

1 filter does not match: Fax machine

2 reviews

from $916 / night

$6,412 / week

1 / 49

Great rentals within 20 miles that match your search

Vacation home rental

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Fax machine

29 reviews

from $136 / night

$949 / week

1 / 45

Great rentals within 20 miles that match your search

Villa accommodation in Kissimmee with swimming pool, golf nearby

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 13

1 filter does not match: Fax machine

9 reviews

from $400 / night

$2,798 / week

1 / 60

Great rentals within 20 miles that match your search

Vacation villa in Kissimmee

Kissimmee villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Fax machine

12 reviews

from $241 / night

$1,684 / week

1 / 42

Great rentals within 20 miles that match your search

Vacation apartment in Kissimmee

Kissimmee apartment

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Fax machine

13 reviews

from $138 / night

$962 / week

1 / 26

Great rentals within 20 miles that match your search

Home rental in Kissimmee

Kissimmee house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Fax machine

33 reviews

from $149 / night

$1,042 / week

1 / 26

Great rentals within 20 miles that match your search

Vacation home rental

Kissimmee house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

1 filter does not match: Fax machine

57 reviews

from $344 / night

$2,405 - $3,126 / week

1 / 42

Great rentals within 20 miles that match your search

Vacation home with swimming pool in Kissimmee

Kissimmee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

1 filter does not match: Fax machine

29 reviews

from $149 / night

$1,002 / week

1 / 48

Great rentals within 20 miles that match your search

Vacation villa rental

Kissimmee villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

1 filter does not match: Fax machine

18 reviews

from $189 / night

$2,863 / week

1 / 48

Great rentals within 20 miles that match your search

Vacation apartment accommodation

Kissimmee apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Fax machine

8 reviews

from $115 / night

$802 / week

1 / 23

Great rentals within 20 miles that match your search

Vacation home in Kissimmee

Kissimmee house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Fax machine

2 reviews

from $149 / night

$1,042 / week

1 / 41

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: Fax machine

5 reviews

from $212 / night

$1,483 / week

1 / 48

Great rentals within 20 miles that match your search

Vacation condo with golf nearby in Kissimmee

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Fax machine

1 review

from $155 / night

$1,082 / week

1 / 25

Great rentals within 20 miles that match your search

Vacation villa with shared pool, golf nearby in Kissimmee

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Fax machine

5 reviews

from $207 / night

$1,443 / week

1 / 25

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: Fax machine

from $180 / night

$1,260 / week

1 / 9

Great rentals within 20 miles that match your search

Vacation villa rental

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Fax machine

51 reviews

from $173 / night

$1,211 / week

1 / 41

Great rentals within 20 miles that match your search

Villa rental in Kissimmee with swimming pool

Kissimmee villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Fax machine

58 reviews

from $186 / night

$1,298 / week

1 / 61

Great rentals within 20 miles that match your search

Vacation condo with golf nearby in Kissimmee

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

1 filter does not match: Fax machine

43 reviews

from $100 / night

$699 / week

1 / 44

Great rentals within 20 miles that match your search

Vacation apartment with shared pool in Kissimmee

Kissimmee apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Fax machine

6 reviews

from $113 / night

$802 - $2,290 / week

1 / 8

Great rentals within 20 miles that match your search

Kissimmee Vacation apartment rental

Kissimmee apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Fax machine

from $182 / night

$1,275 / week

1 / 45

Great rentals within 20 miles that match your search

Hotel apartment rental in Kissimmee with golf nearby

Kissimmee hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Fax machine

from $201 / night

$1,374 / week

1 / 11

Great rentals within 20 miles that match your search

Vacation villa in Kissimmee

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Fax machine

2 reviews

from $207 / night

$1,237 / week

1 / 33

Great rentals within 20 miles that match your search

Vacation apartment in Kissimmee

Kissimmee apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Fax machine

from $155 / night

$1,082 / week

1 / 33

Great rentals within 20 miles that match your search

Villa rental in Kissimmee

Kissimmee villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 16

1 filter does not match: Fax machine

4 reviews

from $401 / night

$2,806 / week

1 / 60

Great rentals within 20 miles that match your search

Villa accommodation in Kissimmee

Kissimmee villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Fax machine

from $430 / night

$3,006 / week

1 / 6

Great rentals within 20 miles that match your search

Vacation home with shared pool, golf nearby in Kissimmee

Kissimmee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

1 filter does not match: Fax machine

from $201 / night

$1,489 - $1,810 / week

1 / 28

Great rentals within 20 miles that match your search

Home rental in Kissimmee with shared pool

Kissimmee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Fax machine

from $144 / night

$1,009 / week

1 / 30

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: Fax machine

1 review

from $115 / night

$802 / week

1 / 27

Great rentals within 20 miles that match your search

Vacation townhouse with swimming pool in Kissimmee

Kissimmee townhouse

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 14

1 filter does not match: Fax machine

from $126 / night

$837 - $4,903 / week

1 / 82

Great rentals within 20 miles that match your search

Kissimmee Vacation townhouse rental

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

1 filter does not match: Fax machine

from $145 / night

$959 - $3,434 / week

1 / 65

Great rentals within 20 miles that match your search

Townhouse rental in Kissimmee with swimming pool

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Fax machine

from $94 / night

$624 - $3,525 / week

1 / 72

Great rentals within 20 miles that match your search

Kissimmee Vacation townhouse rental

Kissimmee townhouse

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

1 filter does not match: Fax machine

17 reviews

from $149 / night

$1,042 / week

1 / 35

Great rentals within 20 miles that match your search

Vacation villa with shared pool, golf nearby in Kissimmee

Kissimmee villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Fax machine

from $275 / night

$1,924 / week

1 / 39

Great rentals within 20 miles that match your search

Vacation townhouse rental

Kissimmee townhouse

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 14

1 filter does not match: Fax machine

from $186 / night

$1,142 - $3,780 / week

1 / 100

Great rentals within 20 miles that match your search

Kissimmee Vacation villa accommodation

Kissimmee villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

1 filter does not match: Fax machine

1 review

from $287 / night

$2,004 / week

1 / 62

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