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> Florida
> Central Florida
> Orlando

Best Orlando Vacation rentals on Holiday Lettings - Apartments

Price per day

$1 $750 -

Bedrooms

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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.
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1 Vacation rentals

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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

from $275 / night

$1,924 / week

1 / 39

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

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Kissimmee Vacation villa rental

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 13

1 filter does not match: Shared indoor pool

from $573 / night

$4,006 / week

1 / 29

Great rentals within 20 miles that match your search

Vacation villa rental

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 filters do not match: Climbing frame, Shared indoor pool

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

2 filters do not match: Climbing frame, Shared indoor pool

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

2 filters do not match: Climbing frame, Shared indoor pool

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

2 filters do not match: Climbing frame, Shared indoor pool

1 review

from $115 / night

$802 / week

1 / 4

Great rentals within 20 miles that match your search

Kissimmee Vacation villa rental

Kissimmee villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 filters do not match: Climbing frame, Shared indoor pool

1 review

from $141 / night

$982 - $1,424 / week

1 / 22

Great rentals within 20 miles that match your search

Kissimmee Vacation home rental

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

2 filters do not match: Climbing frame, Shared indoor pool

2 reviews

from $121 / night

$802 / week

1 / 81

Great rentals within 20 miles that match your search

Home rental in Kissimmee

Kissimmee house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

2 filters do not match: Safe, Shared indoor pool

12 reviews

from $344 / night

$2,405 / week

1 / 64

Great rentals within 20 miles that match your search

Orlando Vacation villa rental

Orlando villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

2 filters do not match: Climbing frame, Shared indoor pool

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: Climbing frame

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

2 filters do not match: Climbing frame, Shared indoor pool

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

2 filters do not match: Climbing frame, Shared indoor pool

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

2 filters do not match: Climbing frame, Shared indoor pool

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

2 filters do not match: Climbing frame, Shared indoor pool

3 reviews

from $126 / night

$882 / week

1 / 27

Great rentals within 20 miles that match your search

Vacation home rental

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

2 filters do not match: Safe, Shared indoor pool

29 reviews

from $136 / night

$952 / week

1 / 45

Great rentals within 20 miles that match your search

Kissimmee Vacation apartment rental

Kissimmee apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

2 filters do not match: Climbing frame, Safe

from $207 / night

$1,443 / week

1 / 25

Great rentals within 20 miles that match your search

Apartment rental in Kissimmee with shared pool

Kissimmee apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 9

2 filters do not match: Climbing frame, Safe

from $207 / night

$1,443 / week

1 / 23

Great rentals within 20 miles that match your search

Vacation home with swimming pool in Davenport

Davenport house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

2 filters do not match: Climbing frame, Safe

from $157 / night

$1,098 / week

1 / 60

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

2 filters do not match: Climbing frame, Shared indoor pool

6 reviews

from $189 / night

$1,292 / week

1 / 40

Great rentals within 20 miles that match your search

Orlando Vacation villa rental

Orlando villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

2 filters do not match: Climbing frame, Shared indoor pool

4 reviews

from $287 / night

$2,004 / week

1 / 16

Great rentals within 20 miles that match your search

Vacation condo in Kissimmee

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 filters do not match: Climbing frame, Shared indoor pool

from $108 / night

$754 / week

1 / 24

Great rentals within 20 miles that match your search

Vacation villa in Kissimmee

Kissimmee villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

1 filter does not match: Shared indoor pool

from $218 / night

$1,460 - $2,004 / week

1 / 19

Great rentals within 20 miles that match your search

Buena Ventura Lakes Vacation villa rental

Buena Ventura Lakes villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Shared indoor pool

2 reviews

from $161 / night

$1,123 / week

1 / 20

Great rentals within 20 miles that match your search

Vacation villa with swimming pool in Kissimmee

Kissimmee villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Shared indoor pool

26 reviews

from $214 / night

$1,467 - $2,068 / week

1 / 31

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: Shared indoor pool

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

2 filters do not match: Climbing frame, Shared indoor pool

44 reviews

from $143 / night

$902 - $1,152 / week

1 / 30

Great rentals within 20 miles that match your search

Vacation villa in Kissimmee

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

2 filters do not match: Climbing frame, Shared indoor pool

50 reviews

from $202 / night

$1,410 - $1,638 / week

1 / 24

Great rentals within 20 miles that match your search

Orlando Vacation condo rental

Orlando condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

2 filters do not match: Climbing frame, Shared indoor pool

from $257 / night

$1,590 / week

1 / 30

Great rentals within 20 miles that match your search

Vacation condo in Kissimmee

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 filters do not match: Climbing frame, Shared indoor pool

12 reviews

from $114 / night

$773 / 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

2 filters do not match: Climbing frame, Shared indoor pool

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

2 filters do not match: Climbing frame, Shared indoor pool

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: Shared indoor pool

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: Shared indoor pool

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: Shared indoor pool

from $265 / night

$1,852 / week

1 / 51

Great rentals within 20 miles that match your search

Kissimmee Vacation villa rental

Kissimmee villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 18

2 filters do not match: Safe, Shared indoor pool

1 review

from $265 / night

$1,852 / week

1 / 49

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: Shared indoor pool

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: Shared indoor pool

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

2 filters do not match: Climbing frame, Shared indoor pool

from $107 / night

$745 / week

1 / 21

Great rentals within 20 miles that match your search

Orlando Vacation condo rental

Orlando condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 filters do not match: Climbing frame, Shared indoor pool

from $194 / night

$1,355 / week

1 / 26

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