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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)
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  • 4 and above
  • 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.
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Sea view

Great rentals within 20 miles that match your search

Vacation villa in Intercession City

Intercession City villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 14
2 reviews

from $343 / night

$2,397 / week

1 / 59

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

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Vacation townhouse rental

Orlando townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Sea view

7 reviews

from $114 / night

$831 - $911 / week

1 / 44

Great rentals within 20 miles that match your search

Vacation apartment in Kissimmee

Kissimmee apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Sea view

from $228 / night

$1,595 / week

1 / 5

Great rentals within 20 miles that match your search

Villa rental in Orlando with shared pool

Orlando villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Sea view

from $171 / night

$1,195 / week

1 / 10

Great rentals within 20 miles that match your search

Clermont Vacation home rental

Clermont house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Sea view

11 reviews

from $155 / night

$1,082 / week

1 / 22

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: Sea view

from $180 / night

$1,260 / week

1 / 9

Great rentals within 20 miles that match your search

Orlando Vacation villa rental

Orlando villa

  • 10 bedrooms
  • 11 bathrooms
  • sleeps 24

1 filter does not match: Sea view

1 review

from $2,497 / night

$17,473 / week

1 / 61

Great rentals within 20 miles that match your search

Vacation villa in Kissimmee

Kissimmee villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Sea view

from $328 / night

$2,290 / week

1 / 7

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: Sea view

1 review

from $115 / night

$802 / week

1 / 4

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: Sea view

2 reviews

from $121 / night

$802 / week

1 / 81

Great rentals within 20 miles that match your search

Orlando Vacation villa rental

Orlando villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Sea view

1 review

from $197 / night

$1,374 / week

1 / 23

Great rentals within 20 miles that match your search

Buena Ventura Lakes Vacation condo rental

Buena Ventura Lakes condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Sea view

1 review

from $101 / night

$2,576 / week

1 / 7

Great rentals within 20 miles that match your search

Orlando Vacation condo rental

Orlando condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Sea view

from $458 / night

$3,206 / week

1 / 13

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: Sea view

from $172 / night

$1,203 - $1,924 / week

1 / 29

Great rentals within 20 miles that match your search

Vacation villa in Davenport

Davenport villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

1 filter does not match: Sea view

11 reviews

from $458 / night

$3,206 / week

1 / 61

Great rentals within 20 miles that match your search

Vacation home with golf nearby in Clermont

Clermont house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Sea view

3 reviews

from $126 / night

$882 / week

1 / 27

Great rentals within 20 miles that match your search

Vacation condo with shared pool, golf nearby in Reunion

Reunion condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Sea view

6 reviews

from $189 / night

$1,292 / week

1 / 40

Great rentals within 20 miles that match your search

Villa rental in Davenport with golf nearby

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Sea view

from $138 / night

$962 / week

1 / 20

Great rentals within 20 miles that match your search

Vacation villa with swimming pool, golf nearby in Four Corners

Four Corners villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 20

1 filter does not match: Sea view

from $402 / night

$2,814 / week

1 / 75

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: Sea view

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: Sea view

2 reviews

from $137 / night

$818 / week

1 / 72

Great rentals within 20 miles that match your search

Vacation villa rental

Four Corners villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

1 filter does not match: Sea view

1 review

from $402 / night

$2,814 / week

1 / 57

Great rentals within 20 miles that match your search

Four Corners Vacation villa rental

Four Corners villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

1 filter does not match: Sea view

from $402 / night

$2,814 / week

1 / 56

Great rentals within 20 miles that match your search

Four Corners Vacation villa rental

Four Corners villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 20

1 filter does not match: Sea view

from $402 / night

$2,682 / week

1 / 61

Great rentals within 20 miles that match your search

Villa rental in Davenport with swimming pool, golf nearby

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20

1 filter does not match: Sea view

1 review

from $330 / night

$2,309 / week

1 / 70

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: Sea view

1 review

from $178 / night

$945 / week

1 / 14

Great rentals within 20 miles that match your search

Vacation villa rental

Kissimmee villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

1 filter does not match: Sea view

2 reviews

from $247 / night

$2,175 - $2,335 / week

1 / 33

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: Sea view

from $516 / night

$3,607 / week

1 / 38

Great rentals within 20 miles that match your search

Vacation villa in Kissimmee

Kissimmee villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Sea view

27 reviews

from $207 / night

$1,443 / week

1 / 15

Great rentals within 20 miles that match your search

Kissimmee Vacation home rental

Kissimmee house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 17

1 filter does not match: Sea view

22 reviews

from $458 / night

$3,206 / week

1 / 36

Great rentals within 20 miles that match your search

Kissimmee Vacation villa rental

Kissimmee villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Sea view

44 reviews

from $142 / night

$895 - $1,143 / week

1 / 30

Great rentals within 20 miles that match your search

Orlando Vacation condo rental

Orlando condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

1 filter does not match: Sea view

from $257 / night

$1,590 / week

1 / 30

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: Sea view

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: Sea view

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: Sea view

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: Sea view

3 reviews

from $265 / night

$1,852 / week

1 / 48

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: Sea view

from $265 / night

$1,852 / week

1 / 51

Great rentals within 20 miles that match your search

Vacation villa with swimming pool, golf nearby in Davenport

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20

1 filter does not match: Sea view

1 review

from $336 / night

$2,349 / week

1 / 66

Great rentals within 20 miles that match your search

Villa rental in Davenport with swimming pool, golf nearby

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20

1 filter does not match: Sea view

from $336 / night

$2,349 / week

1 / 59

Great rentals within 20 miles that match your search

Orlando Vacation condo rental

Orlando condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Sea view

from $107 / night

$745 / week

1 / 21

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