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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

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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.
Property type
  • Apartment (1)
  • Townhouse (1)

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2 Vacation rentals

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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

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 apartment in Kissimmee

Kissimmee apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 filters do not match: Climbing frame, Trampoline

from $228 / night

$1,595 / week

1 / 5

Great rentals within 20 miles that match your search

Condo rental in Four Corners with golf nearby

Four Corners condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

1 filter does not match: Trampoline

1 review

from $91 / night

$1,030 / week

1 / 27

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: Climbing frame, Trampoline

from $171 / night

$1,195 / week

1 / 10

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, Trampoline

from $180 / night

$1,260 / week

1 / 9

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, Trampoline

from $328 / night

$2,290 / week

1 / 7

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: Climbing frame, Trampoline

8 reviews

from $687 / night

$4,580 - $4,901 / week

1 / 25

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: Trampoline, Swing set

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, Trampoline

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

1 filter does not match: Climbing frame

2 reviews

from $177 / night

$1,235 / week

1 / 25

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: Trampoline, Swing set

29 reviews

from $135 / night

$944 / week

1 / 45

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: Trampoline, Swing set

from $402 / night

$2,814 / week

1 / 75

Great rentals within 20 miles that match your search

Vacation home with golf nearby in Kissimmee

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

2 filters do not match: Trampoline, Swing set

1 review

from $125 / night

$749 / week

1 / 38

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: Trampoline, Swing set

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: Trampoline, Swing set

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: Trampoline, Swing set

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: Trampoline, Swing set

from $402 / night

$2,682 / week

1 / 61

Great rentals within 20 miles that match your search

Davenport Vacation villa rental

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20

2 filters do not match: Trampoline, Swing set

from $400 / night

$2,798 / week

1 / 63

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: Trampoline, Swing set

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: Climbing frame, Trampoline

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: Climbing frame, Trampoline

2 reviews

from $247 / night

$2,175 - $2,335 / week

1 / 33

Great rentals within 20 miles that match your search

Vacation condo with shared pool in Kissimmee

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 filters do not match: Climbing frame, Trampoline

9 reviews

from $160 / night

$1,114 / week

1 / 28

Great rentals within 20 miles that match your search

Vacation villa with golf nearby in Kissimmee

Kissimmee villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 filter does not match: Trampoline

from $516 / night

$3,607 / week

1 / 38

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: Trampoline

22 reviews

from $458 / night

$3,206 / week

1 / 36

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: Trampoline

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: Trampoline

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: Trampoline, Swing set

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

1 filter does not match: Trampoline

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: Trampoline, Swing set

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: Trampoline, Swing set

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, Trampoline

from $107 / night

$745 / week

1 / 21

Great rentals within 20 miles that match your search

Kissimmee Vacation townhouse rental

Kissimmee townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Trampoline

from $377 / night

$2,290 / week

1 / 5

Great rentals within 20 miles that match your search

Vacation condo with shared pool, golf nearby in Orlando

Orlando condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Trampoline

1 review

from $164 / night

$1,145 / week

1 / 20

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

1 filter does not match: Trampoline

16 reviews

from $189 / night

$1,317 - $2,245 / week

1 / 55

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 20

1 filter does not match: Trampoline

7 reviews

from $189 / night

$1,323 - $2,245 / week

1 / 41

Great rentals within 20 miles that match your search

Vacation home in Kissimmee

Kissimmee house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

2 filters do not match: Climbing frame, Trampoline

2 reviews

from $149 / night

$1,042 / week

1 / 41

Great rentals within 20 miles that match your search

Vacation villa rental

Davenport villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 13

2 filters do not match: Trampoline, Swing set

from $426 / night

$2,981 / week

1 / 25

Great rentals within 20 miles that match your search

Townhouse rental in Kissimmee

Kissimmee townhouse

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

2 filters do not match: Trampoline, Swing set

13 reviews

from $149 / night

$1,042 / week

1 / 26

Great rentals within 20 miles that match your search

Vacation home in Kissimmee

Kissimmee house

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 20

2 filters do not match: Trampoline, Swing set

13 reviews

from $401 / night

$2,806 / week

1 / 57

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