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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 home in ChampionsGate

ChampionsGate house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14
4 reviews

from $269 / night

$1,884 / week

1 / 77

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

2 filters do not match: Cot available, Private outdoor pool (unheated)

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

2 filters do not match: Cot available, Private outdoor pool (unheated)

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

2 filters do not match: Cot available, Private outdoor pool (unheated)

from $171 / night

$1,195 / week

1 / 10

Great rentals within 20 miles that match your search

Vacation villa in Davenport

Davenport villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Housekeeping Included

20 reviews

from $189 / night

$1,323 / week

1 / 48

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: Cot available, Private outdoor pool (unheated)

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: Cot available, Private outdoor pool (unheated)

1 review

from $2,497 / night

$17,473 / week

1 / 61

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: Cot available, Private outdoor pool (unheated)

1 review

from $115 / night

$802 / week

1 / 4

Great rentals within 20 miles that match your search

Kissimmee Vacation villa rental

Kissimmee villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 20

2 filters do not match: Cot available, Housekeeping Included

8 reviews

from $687 / night

$4,580 - $4,901 / week

1 / 25

Great rentals within 20 miles that match your search

Orlando Vacation home rental

Orlando house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14

2 filters do not match: Cot available, Housekeeping Included

2 reviews

from $263 / night

$1,836 / week

1 / 21

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: Cot available, Private outdoor pool (unheated)

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: Cot available, Private outdoor pool (unheated)

1 review

from $197 / night

$1,374 / week

1 / 23

Great rentals within 20 miles that match your search

Home rental in Kissimmee with swimming pool, golf nearby

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

2 filters do not match: Cot available, Housekeeping Included

2 reviews

from $177 / night

$1,235 / week

1 / 25

Great rentals within 20 miles that match your search

Home rental in Four Corners with swimming pool

Four Corners house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 11

2 filters do not match: Cot available, Housekeeping Included

from $114 / night

$754 - $3,266 / week

1 / 28

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: Cot available, Housekeeping Included

from $287 / night

$2,004 / week

1 / 37

Great rentals within 20 miles that match your search

Vacation home with swimming pool in Kissimmee

Kissimmee house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

2 filters do not match: Cot available, Housekeeping Included

from $118 / night

$826 / week

1 / 81

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

2 filters do not match: Cot available, Housekeeping Included

from $402 / night

$2,814 / week

1 / 75

Great rentals within 20 miles that match your search

Vacation home rental

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

2 filters do not match: Cot available, Housekeeping Included

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

2 filters do not match: Cot available, Housekeeping Included

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

2 filters do not match: Cot available, Housekeeping Included

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

2 filters do not match: Cot available, Housekeeping Included

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

2 filters do not match: Cot available, Housekeeping Included

1 review

from $330 / night

$2,309 / week

1 / 70

Great rentals within 20 miles that match your search

Kissimmee Vacation townhouse rental

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

2 filters do not match: Private outdoor pool (unheated), Housekeeping Included

from $160 / night

$1,114 / week

1 / 42

Great rentals within 20 miles that match your search

Vacation villa rental

Kissimmee villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

2 filters do not match: Cot available, Private outdoor pool (unheated)

2 reviews

from $247 / night

$2,175 - $2,335 / week

1 / 33

Great rentals within 20 miles that match your search

Kissimmee Vacation home rental

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

2 filters do not match: Private outdoor pool (unheated), Housekeeping Included

3 reviews

from $184 / night

$1,283 - $1,924 / week

1 / 44

Great rentals within 20 miles that match your search

Kissimmee Vacation home rental

Kissimmee house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 17

2 filters do not match: Cot available, Housekeeping Included

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: Private outdoor pool (unheated), Housekeeping Included

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

2 filters do not match: Cot available, Private outdoor pool (unheated)

from $257 / night

$1,590 / week

1 / 30

Great rentals within 20 miles that match your search

Apartment rental in Kissimmee

Kissimmee apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

2 filters do not match: Private outdoor pool (unheated), Housekeeping Included

13 reviews

from $115 / night

$802 / week

1 / 25

Great rentals within 20 miles that match your search

Vacation villa in Kissimmee

Kissimmee villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

2 filters do not match: Cot available, Housekeeping Included

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

2 filters do not match: Cot available, Housekeeping Included

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

2 filters do not match: Cot available, Housekeeping Included

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

2 filters do not match: Cot available, Housekeeping Included

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

2 filters do not match: Cot available, Housekeeping Included

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: Cot available, Private outdoor pool (unheated)

from $107 / night

$745 / week

1 / 21

Great rentals within 20 miles that match your search

Vacation villa rental

Orlando villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

2 filters do not match: Cot available, Private outdoor pool (unheated)

from $217 / night

$1,546 / week

1 / 14

Great rentals within 20 miles that match your search

Vacation villa with golf nearby in Davenport

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

2 filters do not match: Private outdoor pool (unheated), Housekeeping Included

from $157 / night

$1,093 / week

1 / 23

Great rentals within 20 miles that match your search

Kissimmee Vacation townhouse rental

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

2 filters do not match: Private outdoor pool (unheated), Housekeeping Included

6 reviews

from $132 / night

$922 / week

1 / 29

Great rentals within 20 miles that match your search

Vacation villa with swimming pool, golf nearby in Orlando

Orlando villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

2 filters do not match: Cot available, Housekeeping Included

3 reviews

from $338 / night

$2,365 / week

1 / 24

Great rentals within 20 miles that match your search

Vacation villa with swimming pool, golf nearby in Orlando

Orlando villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 16

2 filters do not match: Cot available, Housekeeping Included

16 reviews

from $189 / night

$1,317 - $2,245 / week

1 / 55

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