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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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  • 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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  • Guest house (1)

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1 Vacation rentals

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Great rentals within 20 miles that match your search

Madeira Beach ski guest house to rent.

Madeira Beach guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4
1 review

from $172 / night

$1,203 / week

1 / 100

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

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Orlando Vacation villa rental

Orlando villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

2 filters do not match: Climbing frame, Trampoline

4 reviews

from $287 / night

$2,004 / week

1 / 16

Great rentals within 20 miles that match your search

Vacation condo in Orlando

Orlando condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 filters do not match: Climbing frame, Trampoline

3 reviews

from $91 / night

$634 / week

1 / 33

Great rentals within 20 miles that match your search

Orlando Vacation villa rental

Orlando villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 filters do not match: Climbing frame, Trampoline

29 reviews

from $117 / night

$818 / week

1 / 37

Great rentals within 20 miles that match your search

Vacation condo with shared pool in Orlando

Orlando condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

2 filters do not match: Trampoline, Staffed property

15 reviews

from $258 / night

$2,061 - $2,519 / week

1 / 14

Great rentals within 20 miles that match your search

Vacation condo in Anna Maria Island

Anna Maria Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

2 filters do not match: Climbing frame, Trampoline

10 reviews

from $209 / night

$1,460 / week

1 / 68

Great rentals within 20 miles that match your search

Vacation hotel apartment in Orlando

Orlando hotel apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

2 filters do not match: Climbing frame, Trampoline

from $304 / night

$2,124 / week

1 / 23

Great rentals within 20 miles that match your search

Vacation condo in Reunion

Reunion condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

2 filters do not match: Climbing frame, Trampoline

from $137 / night

$954 / week

1 / 9

Great rentals within 20 miles that match your search

Vacation villa rental

Orlando villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 filters do not match: Climbing frame, Trampoline

from $401 / night

$2,806 / week

1 / 25

Great rentals within 20 miles that match your search

Vacation townhouse rental

Orlando townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

2 filters do not match: Climbing frame, Trampoline

7 reviews

from $114 / night

$831 - $911 / week

1 / 44

Great rentals within 20 miles that match your search

Vacation condo in Clearwater

Clearwater condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

2 filters do not match: Climbing frame, Trampoline

from $115 / night

$1,002 / week

1 / 26

Great rentals within 20 miles that match your search

Condo rental in New Smyrna Beach

New Smyrna Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 filters do not match: Climbing frame, Trampoline

5 reviews

from $229 / night

$2,205 - $2,605 / week

1 / 48

Great rentals within 20 miles that match your search

Vacation condo in Saint Augustine Beach

Saint Augustine Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 filters do not match: Climbing frame, Trampoline

4 reviews

from $171 / night

$1,195 / week

1 / 37

Great rentals within 20 miles that match your search

Vacation home with swimming pool, golf nearby in Orlando

Orlando house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 16

2 filters do not match: Trampoline, Staffed property

from $189 / night

$1,323 - $2,245 / week

1 / 42

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

2 filters do not match: Trampoline, Staffed property

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 apartment rental

Homosassa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

2 filters do not match: Climbing frame, Trampoline

10 reviews

from $258 / night

$1,804 / week

1 / 43

Great rentals within 20 miles that match your search

Vacation hotel apartment with shared pool in Orlando

Orlando hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 filters do not match: Climbing frame, Trampoline

from $338 / night

$2,365 / week

1 / 4

Great rentals within 20 miles that match your search

Vacation townhouse in Kissimmee

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

2 filters do not match: Climbing frame, Trampoline

17 reviews

from $184 / night

$1,145 - $1,947 / week

1 / 50

Great rentals within 20 miles that match your search

Vacation condo with shared pool in Daytona Beach

Daytona Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 filters do not match: Climbing frame, Trampoline

from $205 / night

$1,432 / week

1 / 10

Great rentals within 20 miles that match your search

Cocoa Beach Vacation condo rental

Cocoa Beach condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 filters do not match: Climbing frame, Trampoline

2 reviews

from $171 / night

$1,603 / week

1 / 25

Great rentals within 20 miles that match your search

Cocoa Beach Vacation condo rental

Cocoa Beach condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 filters do not match: Climbing frame, Trampoline

1 review

from $194 / night

$1,355 / week

1 / 23

Great rentals within 20 miles that match your search

Clearwater Vacation condo rental

Clearwater condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 filters do not match: Climbing frame, Trampoline

1 review

from $229 / night

$1,603 / week

1 / 15

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

Kissimmee Vacation apartment rental

Kissimmee apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 filters do not match: Climbing frame, Trampoline

1 review

from $115 / night

$802 / week

1 / 4

Great rentals within 20 miles that match your search

Venice Vacation home rental

Venice house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

2 filters do not match: Climbing frame, Trampoline

from $121 / night

$722 / week

1 / 37

Great rentals within 20 miles that match your search

Vacation condo with shared pool in Crescent Beach

Crescent Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 filters do not match: Climbing frame, Trampoline

from $344 / night

$2,405 / week

1 / 71

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, Staffed property

12 reviews

from $344 / night

$2,405 / week

1 / 64

Great rentals within 20 miles that match your search

Condo rental in Daytona Beach

Daytona Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

2 filters do not match: Climbing frame, Trampoline

from $229 / night

$1,603 / week

1 / 17

Great rentals within 20 miles that match your search

Vacation condo in Siesta Key

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 filters do not match: Climbing frame, Trampoline

6 reviews

from $344 / night

$2,405 / week

1 / 27

Great rentals within 20 miles that match your search

Vacation condo rental

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 filters do not match: Climbing frame, Trampoline

25 reviews

from $272 / night

$1,900 - $2,600 / week

1 / 31

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

Buena Ventura Lakes Vacation condo rental

Buena Ventura Lakes condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

2 filters do not match: Climbing frame, Trampoline

1 review

from $101 / night

$2,576 / week

1 / 7

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: Climbing frame, Trampoline

from $114 / night

$745 - $1,088 / week

1 / 34

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: Climbing frame, Staffed property

2 reviews

from $177 / night

$1,235 / week

1 / 25

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: Trampoline, Staffed property

2 reviews

from $114 / night

$794 / week

1 / 52

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, Staffed property

29 reviews

from $136 / night

$952 / week

1 / 45

Great rentals within 20 miles that match your search

Orlando Vacation apartment rental

Orlando apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 filters do not match: Climbing frame, Trampoline

from $344 / night

$2,061 / week

1 / 7

Great rentals within 20 miles that match your search

Kissimmee Vacation apartment rental

Kissimmee apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 filters do not match: Trampoline, Staffed property

from $125 / night

$749 / week

1 / 30

Great rentals within 20 miles that match your search

Vacation home with golf nearby in Kissimmee

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

2 filters do not match: Trampoline, Staffed property

from $137 / night

$818 / week

1 / 54

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