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> North America
> United States
> Florida
> Central Florida
> Kissimmee
> Kissimmee City

Vacation homes - vacation rentals

Price per day

$1 $750 -

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  • 3 and above
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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 (58)
  • Villa (22)
  • House (14)
  • Townhouse (3)
  • Condo (124)
  • Hotel apartment (90)

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311 Vacation rentals

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Elevator access

Great rentals within 20 miles that match your search

Vacation hotel apartment in Orlando

Orlando hotel apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from $315 / night

$2,205 / week

1 / 23

Great rentals within 20 miles that match your search

Vacation apartment with shared pool in Kissimmee

Kissimmee apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4
6 reviews

from $113 / night

$802 - $2,290 / week

1 / 8

Great rentals within 20 miles that match your search

Vacation condo in Davenport

Davenport condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4
2 reviews

from $172 / night

$1,203 / week

1 / 30

Great rentals within 20 miles that match your search

Vacation apartment in Four Corners

Four Corners apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $132 / night

$922 / week

1 / 15

Great rentals within 20 miles that match your search

Orlando Vacation villa rental

Orlando villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4
1 review

from $315 / night

$2,205 / week

1 / 12

Great rentals within 20 miles that match your search

Vacation condo in Celebration

Celebration condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $101 / night

$2,003 / week

1 / 7

Great rentals within 20 miles that match your search

Vacation condo in Kissimmee

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from $270 / night

$1,890 / week

1 / 14

Great rentals within 20 miles that match your search

Apartment rental in Kissimmee

Kissimmee apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $171 / night

$1,195 / week

1 / 16

Great rentals within 20 miles that match your search

Vacation apartment in Davenport

Davenport apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $201 / night

$1,403 / week

1 / 24

Great rentals within 20 miles that match your search

Vacation home with golf nearby in Reunion

Reunion house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from $132 / night

$922 / week

1 / 19

Great rentals within 20 miles that match your search

Vacation hotel apartment in Celebration

Celebration hotel apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6
1 review

from $201 / night

$1,260 / week

1 / 28

Great rentals within 20 miles that match your search

Reunion Vacation condo rental

Reunion condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $228 / night

$1,595 / week

1 / 66

Great rentals within 20 miles that match your search

ChampionsGate Vacation condo rental

ChampionsGate condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from $92 / night

$642 / week

1 / 23

Great rentals within 20 miles that match your search

Vacation apartment rental

Four Corners apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $132 / night

$922 / week

1 / 21

Great rentals within 20 miles that match your search

Vacation condo in Orlando

Orlando condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4
3 reviews

from $91 / night

$634 / week

1 / 33

Great rentals within 20 miles that match your search

Vacation apartment in Kissimmee

Kissimmee apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from $161 / night

$1,088 / week

1 / 76

Great rentals within 20 miles that match your search

Vacation apartment in Kissimmee

Kissimmee apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

from $212 / night

$1,483 / week

1 / 38

Great rentals within 20 miles that match your search

Reunion Vacation villa rental

Reunion villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from $144 / night

$1,002 / week

1 / 22

Great rentals within 20 miles that match your search

Vacation villa in Orlando

Orlando villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8
1 review

from $144 / night

$1,002 / week

1 / 41

Great rentals within 20 miles that match your search

Vacation condo rental

Lake Buena Vista condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $277 / night

$1,799 - $2,170 / week

1 / 17

Great rentals within 20 miles that match your search

Townhouse rental in Four Corners

Four Corners townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $144 / night

$1,002 / week

1 / 29

Great rentals within 20 miles that match your search

Vacation condo in Kissimmee

Kissimmee condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $203 / night

$1,419 / week

1 / 6

Great rentals within 20 miles that match your search

Four Corners Vacation condo rental

Four Corners condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8
1 review

from $148 / night

$1,034 / week

1 / 38

Great rentals within 20 miles that match your search

Celebration Vacation condo rental

Celebration condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

from $101 / night

$670 - $3,388 / week

1 / 100

Great rentals within 20 miles that match your search

Celebration Vacation apartment rental

Celebration apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

from $149 / night

$1,002 / week

1 / 13

Great rentals within 20 miles that match your search

Vacation condo rental

Lake Buena Vista condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $255 / night

$1,641 - $1,963 / week

1 / 17

Great rentals within 20 miles that match your search

Apartment rental in Four Corners

Four Corners apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $147 / night

$1,026 / week

1 / 19

Great rentals within 20 miles that match your search

Vacation apartment rental

Kissimmee apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

from $205 / night

$859 / week

1 / 28

Great rentals within 20 miles that match your search

Vacation hotel apartment in Kissimmee

Kissimmee hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $60 / night

$417 / week

1 / 14

Great rentals within 20 miles that match your search

Vacation hotel apartment in Kissimmee

Kissimmee hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $60 / night

$417 / week

1 / 14

Great rentals within 20 miles that match your search

Vacation hotel apartment in Kissimmee

Kissimmee hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $60 / night

$417 / week

1 / 14

Great rentals within 20 miles that match your search

Vacation hotel apartment in Kissimmee

Kissimmee hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $60 / night

$417 / week

1 / 14

Great rentals within 20 miles that match your search

Vacation hotel apartment in Kissimmee

Kissimmee hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $60 / night

$417 / week

1 / 14

Great rentals within 20 miles that match your search

Vacation hotel apartment in Kissimmee

Kissimmee hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $60 / night

$417 / week

1 / 14

Great rentals within 20 miles that match your search

Vacation hotel apartment in Kissimmee

Kissimmee hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $60 / night

$417 / week

1 / 14

Great rentals within 20 miles that match your search

Vacation hotel apartment in Kissimmee

Kissimmee hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $60 / night

$417 / week

1 / 14

Great rentals within 20 miles that match your search

Vacation hotel apartment in Kissimmee

Kissimmee hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $60 / night

$417 / week

1 / 14

Great rentals within 20 miles that match your search

Vacation hotel apartment in Kissimmee

Kissimmee hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $60 / night

$417 / week

1 / 14

Great rentals within 20 miles that match your search

Vacation hotel apartment in Kissimmee

Kissimmee hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $60 / night

$417 / week

1 / 14

Great rentals within 20 miles that match your search

Vacation hotel apartment rental

Kissimmee hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $60 / night

$417 / week

1 / 14