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> United States
> Florida
> Central Florida
> Orlando

Best Orlando Vacation rentals on Holiday Lettings - Apartments

Price per day

$1 $750 -

Bedrooms

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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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1 Vacation rentals

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Great rentals within 20 miles that match your search

Vacation home with golf nearby in ChampionsGate

ChampionsGate house

  • 9 bedrooms
  • 5 bathrooms
  • sleeps 21

from $361 / night

$2,525 / week

1 / 30

Great rentals within 20 miles that match your search

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Kissimmee Vacation apartment rental

Kissimmee apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 filters do not match: Cot available, Car not required

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: Cot available, Car not required

1 review

from $140 / night

$977 - $1,417 / week

1 / 22

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, Car not required

12 reviews

from $344 / night

$2,405 / week

1 / 64

Great rentals within 20 miles that match your search

Kissimmee Vacation villa rental

Kissimmee villa

  • 8 bedrooms
  • 11 bathrooms
  • sleeps 18

2 filters do not match: Cot available, Car not required

2 reviews

from $916 / night

$6,412 / week

1 / 49

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, Car not required

1 review

from $197 / night

$1,374 / week

1 / 23

Great rentals within 20 miles that match your search

Vacation condo in Orlando

Orlando condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

2 filters do not match: Cot available, Housekeeping Included

from $114 / night

$745 - $1,088 / week

1 / 34

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: Cot available, Car not required

11 reviews

from $458 / night

$3,206 / week

1 / 61

Great rentals within 20 miles that match your search

Vacation villa in Clermont

Clermont villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

2 filters do not match: Cot available, Car not required

6 reviews

from $126 / night

$859 - $1,455 / week

1 / 40

Great rentals within 20 miles that match your search

Vacation villa with swimming pool in Orlando

Orlando villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 16

2 filters do not match: Car not required, Housekeeping Included

4 reviews

from $189 / night

$1,203 - $3,527 / week

1 / 41

Great rentals within 20 miles that match your search

Vacation villa in Kissimmee

Kissimmee villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

2 filters do not match: Car not required, Housekeeping Included

6 reviews

from $132 / night

$922 / week

1 / 96

Great rentals within 20 miles that match your search

Vacation villa in Davenport

Davenport villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 11

2 filters do not match: Car not required, Housekeeping Included

9 reviews

from $257 / night

$1,427 - $2,026 / week

1 / 12

Great rentals within 20 miles that match your search

Vacation villa rental

Clermont villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14

2 filters do not match: Car not required, Housekeeping Included

5 reviews

from $342 / night

$2,653 / week

1 / 53

Great rentals within 20 miles that match your search

Vacation villa in Kissimmee

Kissimmee villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

2 filters do not match: Cot available, Housekeeping Included

15 reviews

from $109 / night

$762 / week

1 / 59

Great rentals within 20 miles that match your search

Vacation home in Kissimmee

Kissimmee house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

2 filters do not match: Cot available, Housekeeping Included

6 reviews

from $109 / night

$762 / week

1 / 110

Great rentals within 20 miles that match your search

Vacation home rental

Kissimmee house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

2 filters do not match: Cot available, Housekeeping Included

5 reviews

from $109 / night

$762 / week

1 / 84

Great rentals within 20 miles that match your search

Vacation home in Kissimmee

Kissimmee house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

2 filters do not match: Cot available, Housekeeping Included

4 reviews

from $101 / night

$706 / week

1 / 118

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: Car not required, Housekeeping Included

44 reviews

from $205 / night

$1,432 - $1,890 / week

1 / 43

Great rentals within 20 miles that match your search

Home rental in Four Corners with swimming pool

Four Corners house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

2 filters do not match: Car not required, Housekeeping Included

23 reviews

from $172 / night

$1,203 / week

1 / 46

Great rentals within 20 miles that match your search

Vacation villa accommodation

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14

2 filters do not match: Car not required, Housekeeping Included

3 reviews

from $201 / night

$1,403 / week

1 / 14

Great rentals within 20 miles that match your search

Vacation villa with swimming pool in Orlando

Orlando villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 16

2 filters do not match: Car not required, Housekeeping Included

from $218 / night

$1,518 - $3,687 / week

1 / 41

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

2 filters do not match: Car not required, Housekeeping Included

9 reviews

from $400 / night

$2,798 / week

1 / 60

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: Car not required, Housekeeping Included

13 reviews

from $401 / night

$2,863 / week

1 / 90

Great rentals within 20 miles that match your search

Lakeland Vacation apartment rental

Lakeland apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 filters do not match: Cot available, Housekeeping Included

5 reviews

from $90 / night

$573 / week

1 / 11

Great rentals within 20 miles that match your search

Vacation villa in Kissimmee

Kissimmee villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

2 filters do not match: Car not required, Housekeeping Included

16 reviews

from $123 / night

$858 - $974 / week

1 / 16

Great rentals within 20 miles that match your search

Villa rental in Davenport with shared pool

Davenport villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

2 filters do not match: Car not required, Housekeeping Included

3 reviews

from $401 / night

$2,806 / week

1 / 55

Great rentals within 20 miles that match your search

Apartment rental in Kissimmee with shared pool

Kissimmee apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 filters do not match: Cot available, Housekeeping Included

1 review

from $107 / night

$714 - $1,284 / week

1 / 39

Great rentals within 20 miles that match your search

Vacation villa in Reunion

Reunion villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 filters do not match: Cot available, Housekeeping Included

2 reviews

from $227 / night

$1,587 / week

1 / 60

Great rentals within 20 miles that match your search

Vacation villa in Kissimmee

Kissimmee villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

2 filters do not match: Car not required, Housekeeping Included

5 reviews

from $172 / night

$1,198 / week

1 / 26

Great rentals within 20 miles that match your search

Home accommodation in Four Corners

Four Corners house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

2 filters do not match: Cot available, Car not required

28 reviews

from $315 / night

$2,205 / week

1 / 28

Great rentals within 20 miles that match your search

Vacation villa in Kissimmee

Kissimmee villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

2 filters do not match: Car not required, Housekeeping Included

23 reviews

from $218 / night

$1,443 / week

1 / 36

Great rentals within 20 miles that match your search

Vacation home with golf nearby in Four Corners

Four Corners house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

2 filters do not match: Car not required, Housekeeping Included

72 reviews

from $401 / night

$2,588 - $3,848 / week

1 / 48

Great rentals within 20 miles that match your search

Kissimmee Vacation home accommodation

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

2 filters do not match: Car not required, Housekeeping Included

6 reviews

from $195 / night

$1,363 / week

1 / 26

Great rentals within 20 miles that match your search

Vacation apartment in Kissimmee

Kissimmee apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

2 filters do not match: Car not required, Housekeeping Included

23 reviews

from $132 / night

$922 / week

1 / 29

Great rentals within 20 miles that match your search

Orlando Vacation apartment accommodation

Orlando apartment

  • 1 bathroom
  • sleeps 4

2 filters do not match: Cot available, Housekeeping Included

from $228 / night

$1,603 / week

1 / 8

Great rentals within 20 miles that match your search

Hotel apartment rental in Orlando with shared pool

Orlando hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 filters do not match: Cot available, Housekeeping Included

1 review

from $91 / night

$602 / week

1 / 28

Great rentals within 20 miles that match your search

Vacation home in Davenport

Davenport house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 filters do not match: Cot available, Housekeeping Included

4 reviews

from $171 / night

$1,195 / week

1 / 28

Great rentals within 20 miles that match your search

Orlando Vacation villa rental

Orlando villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 16

2 filters do not match: Car not required, Housekeeping Included

3 reviews

from $181 / night

$1,203 - $3,487 / week

1 / 25

Great rentals within 20 miles that match your search

Vacation apartment in Kissimmee

Kissimmee apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 4

2 filters do not match: Cot available, Housekeeping Included

12 reviews

from $98 / night

$624 / week

1 / 13

Great rentals within 20 miles that match your search

Vacation villa in Davenport

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

2 filters do not match: Car not required, Housekeeping Included

19 reviews

from $143 / night

$999 - $1,177 / week

1 / 45

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