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> North America
> United States
> Florida
> Central Florida
> Orlando

Best Orlando Vacation rentals on Holiday Lettings - Apartments

Price per day

$1 $750 -

Bedrooms

Property rating (out of 5)
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  • 4 and above
  • 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
  • Apartment (3)
  • Villa (2)
  • Townhouse (1)

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6 Vacation rentals

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Climbing frame
Trampoline

Great rentals within 20 miles that match your search

Kissimmee Vacation apartment rental

Kissimmee apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

from $132 / night

$905 / week

1 / 30

Great rentals within 20 miles that match your search

Villa rental in Kissimmee with shared pool, golf nearby

Kissimmee villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

from $407 / night

$2,846 / week

1 / 59

Great rentals within 20 miles that match your search

Kissimmee Vacation apartment rental

Kissimmee apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $431 / night

$2,915 / week

1 / 6

Great rentals within 20 miles that match your search

Vacation villa with shared pool, golf nearby in Kissimmee

Kissimmee villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18
1 review

from $407 / night

$2,846 / week

1 / 62

Great rentals within 20 miles that match your search

Vacation apartment in Kissimmee

Kissimmee apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8
22 reviews

from $121 / night

$842 / week

1 / 30

Great rentals within 20 miles that match your search

Kissimmee Vacation townhouse rental

Kissimmee townhouse

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12
17 reviews

from $149 / night

$1,042 / week

1 / 35

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 Orlando

Orlando house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 20

1 filter does not match: Trampoline

1 review

from $212 / night

$1,443 - $3,607 / week

1 / 28

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 16

1 filter does not match: Trampoline

from $189 / night

$1,363 - $2,164 / week

1 / 29

Great rentals within 20 miles that match your search

Vacation home with indoor pool, golf nearby in Kissimmee

Kissimmee house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Climbing frame

from $344 / night

$2,405 / week

1 / 32

Great rentals within 20 miles that match your search

Vacation villa with swimming pool, golf nearby in Davenport

Davenport villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

1 filter does not match: Trampoline

4 reviews

from $224 / night

$1,603 - $3,453 / week

1 / 32

Great rentals within 20 miles that match your search

Vacation villa in Davenport

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Trampoline

58 reviews

from $218 / night

$1,523 / week

1 / 37

Great rentals within 20 miles that match your search

Condo rental in Four Corners with shared pool

Four Corners condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Trampoline

from $172 / night

$1,203 / week

1 / 39

Great rentals within 20 miles that match your search

Vacation home in Orlando

Orlando house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Trampoline

from $258 / night

$1,804 / week

1 / 20

Great rentals within 20 miles that match your search

Vacation home with shared pool, golf nearby in Four Corners

Four Corners house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14

1 filter does not match: Trampoline

2 reviews

from $315 / night

$2,205 / week

1 / 27

Great rentals within 20 miles that match your search

Four Corners Vacation apartment rental

Four Corners apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Trampoline

from $311 / night

$2,176 / week

1 / 9

Great rentals within 20 miles that match your search

Townhouse rental in Kissimmee

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Trampoline

from $117 / night

$818 / week

1 / 50

Great rentals within 20 miles that match your search

Villa rental in Kissimmee with swimming pool

Kissimmee villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

1 filter does not match: Trampoline

from $265 / night

$1,852 / week

1 / 48

Great rentals within 20 miles that match your search

Villa rental in Kissimmee with swimming pool

Kissimmee villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 18

1 filter does not match: Trampoline

from $265 / night

$1,852 / week

1 / 48

Great rentals within 20 miles that match your search

Vacation villa in Davenport

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20

1 filter does not match: Trampoline

from $336 / night

$2,349 / week

1 / 64

Great rentals within 20 miles that match your search

Townhouse rental in Kissimmee

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Trampoline

from $117 / night

$818 / week

1 / 44

Great rentals within 20 miles that match your search

ChampionsGate Vacation villa rental

ChampionsGate villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 18

1 filter does not match: Trampoline

from $336 / night

$2,349 / week

1 / 62

Great rentals within 20 miles that match your search

Vacation villa in Kissimmee

Kissimmee villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 16

1 filter does not match: Trampoline

from $265 / night

$1,852 / week

1 / 31

Great rentals within 20 miles that match your search

Villa rental in Kissimmee with swimming pool, golf nearby

Kissimmee villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

1 filter does not match: Trampoline

from $265 / night

$1,852 / week

1 / 48

Great rentals within 20 miles that match your search

Vacation villa rental

Davenport villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 filter does not match: Trampoline

from $219 / night

$1,533 - $2,001 / week

1 / 54

Great rentals within 20 miles that match your search

Vacation apartment in Kissimmee

Kissimmee apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Trampoline

from $155 / night

$1,082 / week

1 / 33

Great rentals within 20 miles that match your search

Davenport Vacation villa rental

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 18

1 filter does not match: Trampoline

from $336 / night

$2,349 / week

1 / 61

Great rentals within 20 miles that match your search

Vacation villa with golf nearby in Kissimmee

Kissimmee villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 20

1 filter does not match: Trampoline

from $401 / night

$2,806 / week

1 / 65

Great rentals within 20 miles that match your search

Orlando Vacation home rental

Orlando house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 17

1 filter does not match: Trampoline

from $178 / night

$1,203 - $2,233 / week

1 / 37

Great rentals within 20 miles that match your search

Vacation home in Kissimmee

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Trampoline

from $166 / night

$1,140 / week

1 / 20

Great rentals within 20 miles that match your search

Vacation home with indoor pool, golf nearby in ChampionsGate

ChampionsGate house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

1 filter does not match: Trampoline

from $216 / night

$1,512 / week

1 / 36

Great rentals within 20 miles that match your search

Vacation villa with swimming pool, golf nearby in Davenport

Davenport villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Trampoline

from $227 / night

$1,587 / week

1 / 43

Great rentals within 20 miles that match your search

Davenport Vacation villa rental

Davenport villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

1 filter does not match: Trampoline

from $368 / night

$2,573 / week

1 / 58

Great rentals within 20 miles that match your search

Davenport Vacation villa rental

Davenport villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

1 filter does not match: Trampoline

from $368 / night

$2,573 / week

1 / 59

Great rentals within 20 miles that match your search

Vacation home with golf nearby in ChampionsGate

ChampionsGate house

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 18

1 filter does not match: Trampoline

from $373 / night

$2,605 / week

1 / 52

Great rentals within 20 miles that match your search

Leesburg Vacation apartment rental

Leesburg apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Climbing frame

from $239 / night

$1,491 - $1,812 / week

1 / 24

Great rentals within 20 miles that match your search

Caravan/mobile home rental in Leesburg

Leesburg caravan/mobile home

  • 1 bedroom
  • 2 bathrooms
  • sleeps 10

1 filter does not match: Climbing frame

from $166 / night

$1,050 - $2,012 / week

1 / 21

Great rentals within 20 miles that match your search

Leesburg Vacation apartment rental

Leesburg apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Climbing frame

from $225 / night

$1,419 - $1,579 / week

1 / 29

Great rentals within 20 miles that match your search

Vacation apartment in Leesburg

Leesburg apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Climbing frame

from $202 / night

$1,283 - $1,443 / week

1 / 24

Great rentals within 20 miles that match your search

Vacation apartment in Leesburg

Leesburg apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Climbing frame

from $213 / night

$1,347 - $1,507 / week

1 / 23

Great rentals within 20 miles that match your search

Vacation villa in Clermont

Clermont villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Trampoline

from $148 / night

$1,037 / week

1 / 15

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