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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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  • 3 and above
Tripadvisor rating Vrbo rating
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
  • Villa (2)
  • House (6)

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8 Vacation rentals

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Great rentals within 20 miles that match your search

Home rental in Kissimmee with indoor pool

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from $138 / night

$962 / week

1 / 29

Great rentals within 20 miles that match your search

Villa rental in Four Corners with swimming pool

Four Corners villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8
92 reviews

from $178 / night

$1,042 / week

1 / 55

Great rentals within 20 miles that match your search

Home rental in Davenport with swimming pool, golf nearby

Davenport house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from $344 / night

$2,405 / week

1 / 31

Great rentals within 20 miles that match your search

Vacation villa with swimming pool, golf nearby in Kissimmee

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9
1 review

from $148 / night

$1,034 / week

1 / 29

Great rentals within 20 miles that match your search

Home rental in Kissimmee with swimming pool

Kissimmee house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 22
11 reviews

from $602 / night

$4,208 / week

1 / 33

Great rentals within 20 miles that match your search

Vacation home accommodation

Four Corners house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 17
7 reviews

from $487 / night

$3,407 / week

1 / 33

Great rentals within 20 miles that match your search

Vacation home with swimming pool, golf nearby in Davenport

Davenport house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 6
5 reviews

from $182 / night

$1,275 / week

1 / 37

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 home with swimming pool in ChampionsGate

ChampionsGate house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

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

from $1,153 / night

$8,072 / week

1 / 43

Great rentals within 20 miles that match your search

Vacation townhouse with swimming pool in Kissimmee

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

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

from $123 / night

$858 / week

1 / 58

Great rentals within 20 miles that match your search

Vacation home with swimming pool in ChampionsGate

ChampionsGate house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 13

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

from $292 / night

$2,044 / week

1 / 49

Great rentals within 20 miles that match your search

Vacation home rental

ChampionsGate house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

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

from $1,153 / night

$8,072 / week

1 / 52

Great rentals within 20 miles that match your search

Vacation home accommodation

ChampionsGate house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

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

from $1,153 / night

$8,072 / week

1 / 38

Great rentals within 20 miles that match your search

ChampionsGate Vacation home rental

ChampionsGate house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 13

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

from $252 / night

$1,764 / week

1 / 52

Great rentals within 20 miles that match your search

Home rental in ChampionsGate with swimming pool

ChampionsGate house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 10

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

from $287 / night

$2,004 / week

1 / 36

Great rentals within 20 miles that match your search

Vacation townhouse rental

ChampionsGate townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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

from $185 / night

$1,291 / week

1 / 38

Great rentals within 20 miles that match your search

Vacation home in ChampionsGate

ChampionsGate house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

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

2 reviews

from $229 / night

$1,603 / week

1 / 53

Great rentals within 20 miles that match your search

ChampionsGate Vacation home rental

ChampionsGate house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 13

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

from $292 / night

$2,044 / week

1 / 41

Great rentals within 20 miles that match your search

Four Corners Vacation home rental

Four Corners house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 13

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

from $373 / night

$2,605 / week

1 / 14

Great rentals within 20 miles that match your search

Vacation home in Davenport

Davenport house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

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

from $686 / night

$4,801 / week

1 / 11

Great rentals within 20 miles that match your search

Vacation villa in Four Corners

Four Corners villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

from $1,144 / night

$8,007 / week

1 / 27

Great rentals within 20 miles that match your search

Hotel apartment rental in Kissimmee with golf nearby

Kissimmee hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

from $201 / night

$1,374 / week

1 / 11

Great rentals within 20 miles that match your search

Vacation villa rental

ChampionsGate villa

  • 11 bedrooms
  • 10 bathrooms
  • sleeps 28

1 filter does not match: Housekeeping Included

from $401 / night

$2,806 / week

1 / 76

Great rentals within 20 miles that match your search

Vacation villa rental

ChampionsGate villa

  • 11 bedrooms
  • 9 bathrooms
  • sleeps 26

1 filter does not match: Housekeeping Included

2 reviews

from $401 / night

$2,806 / week

1 / 69

Great rentals within 20 miles that match your search

Vacation villa in Intercession City

Intercession City villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 14

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

2 reviews

from $343 / night

$2,397 / week

1 / 59

Great rentals within 20 miles that match your search

Kissimmee Vacation condo rental

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

from $224 / night

$1,489 / week

1 / 21

Great rentals within 20 miles that match your search

Kissimmee Vacation villa rental

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

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

12 reviews

from $155 / night

$1,079 - $1,441 / week

1 / 24

Great rentals within 20 miles that match your search

Vacation townhouse with swimming pool in Kissimmee

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

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

from $123 / night

$858 / week

1 / 62

Great rentals within 20 miles that match your search

Vacation townhouse with swimming pool in ChampionsGate

ChampionsGate townhouse

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

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

from $155 / night

$1,082 / week

1 / 31

Great rentals within 20 miles that match your search

Vacation townhouse with swimming pool in Kissimmee

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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

from $165 / night

$1,155 / week

1 / 94

Great rentals within 20 miles that match your search

Vacation home in Four Corners

Four Corners house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

from $171 / night

$1,195 / week

1 / 26

Great rentals within 20 miles that match your search

Loughman Vacation home rental

Loughman house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

1 filter does not match: Private outdoor pool (unheated)

3 reviews

from $428 / night

$2,996 / week

1 / 46

Great rentals within 20 miles that match your search

Vacation home with swimming pool, golf nearby in Davenport

Davenport house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 11

1 filter does not match: Housekeeping Included

1 review

from $391 / night

$2,733 / week

1 / 30

Great rentals within 20 miles that match your search

Celebration Vacation villa rental

Celebration villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

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

from $154 / night

$1,074 / week

1 / 80

Great rentals within 20 miles that match your search

Vacation villa with swimming pool in Celebration

Celebration villa

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 22

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

from $118 / night

$826 / week

1 / 83

Great rentals within 20 miles that match your search

Vacation home with swimming pool in Kissimmee

Kissimmee house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 20

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

from $1,153 / night

$8,072 / week

1 / 47

Great rentals within 20 miles that match your search

Vacation villa with swimming pool in Davenport

Davenport villa

  • 13 bedrooms
  • 10 bathrooms
  • sleeps 30

1 filter does not match: Housekeeping Included

1 review

from $686 / night

$4,801 / week

1 / 41

Great rentals within 20 miles that match your search

Home rental in Kissimmee with swimming pool

Kissimmee house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

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

from $1,153 / night

$8,072 / week

1 / 71

Great rentals within 20 miles that match your search

Vacation villa rental

Kissimmee villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

16 reviews

from $121 / night

$845 / week

1 / 36

Great rentals within 20 miles that match your search

Vacation villa rental

Loughman villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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

6 reviews

from $182 / night

$1,275 / week

1 / 71

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