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> Florida
> Central Florida
> Orlando

Best Orlando Vacation rentals on Holiday Lettings - Apartments

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$1 $750 -

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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.
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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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Vacation home rental

Indian Rocks Beach house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 filters do not match: Climbing frame, Shared indoor pool

5 reviews

from $299 / night

$2,092 / week

1 / 48

Great rentals within 20 miles that match your search

Vacation condo with shared pool in Orlando

Orlando condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Sea view

15 reviews

from $258 / night

$2,061 - $2,519 / week

1 / 14

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, Shared indoor pool

from $115 / night

$1,002 / week

1 / 26

Great rentals within 20 miles that match your search

Vacation condo in Treasure Island

Treasure Island condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

2 filters do not match: Climbing frame, Shared indoor pool

from $207 / night

$1,145 / week

1 / 37

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, Shared indoor pool

5 reviews

from $229 / night

$2,205 - $2,605 / week

1 / 48

Great rentals within 20 miles that match your search

Vacation home rental

Stuart house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 19

2 filters do not match: Climbing frame, Shared indoor pool

1 review

from $251 / night

$1,756 / week

1 / 94

Great rentals within 20 miles that match your search

Vacation condo with shared pool, golf nearby in Daytona Beach

Daytona Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Climbing frame

from $138 / night

$962 / week

1 / 20

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, Shared indoor pool

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: Sea view, Shared indoor pool

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: Sea view, Shared indoor pool

1 review

from $91 / night

$1,030 / week

1 / 27

Great rentals within 20 miles that match your search

Vacation studio rental

Wildwood studio

  • Studio
  • 2 bathrooms
  • sleeps 8

2 filters do not match: Climbing frame, Shared indoor pool

from $458 / night

$3,206 / week

1 / 19

Great rentals within 20 miles that match your search

Vacation condo in Siesta Key

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 filters do not match: Climbing frame, Shared indoor pool

2 reviews

from $300 / night

$2,100 / week

1 / 16

Great rentals within 20 miles that match your search

Vacation home in Ormond Beach

Ormond Beach house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 14

2 filters do not match: Climbing frame, Shared indoor pool

4 reviews

from $572 / night

$3,779 - $4,580 / week

1 / 28

Great rentals within 20 miles that match your search

Saint Augustine Beach Vacation condo rental

Saint Augustine Beach condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

2 filters do not match: Climbing frame, Shared indoor pool

63 reviews

from $258 / night

$1,804 / week

1 / 66

Great rentals within 20 miles that match your search

Indian Shores Vacation condo rental

Indian Shores condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 filters do not match: Climbing frame, Shared indoor pool

5 reviews

from $287 / night

$2,004 / week

1 / 23

Great rentals within 20 miles that match your search

Cocoa Beach Vacation condo rental

Cocoa Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 filters do not match: Climbing frame, Shared indoor pool

3 reviews

from $286 / night

$1,996 / week

1 / 48

Great rentals within 20 miles that match your search

St. Petersburg Vacation condo rental

St. Petersburg condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 filters do not match: Climbing frame, Shared indoor pool

1 review

from $115 / night

$2,863 / week

1 / 24

Great rentals within 20 miles that match your search

Vacation condo in Madeira Beach

Madeira Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 filters do not match: Climbing frame, Shared indoor pool

from $344 / night

$2,405 / week

1 / 32

Great rentals within 20 miles that match your search

Vacation apartment with golf nearby in Cocoa Beach

Cocoa Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 filters do not match: Climbing frame, Shared indoor pool

from $126 / night

$802 / week

1 / 16

Great rentals within 20 miles that match your search

Home rental in Ormond Beach

Ormond Beach house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

2 filters do not match: Climbing frame, Shared indoor pool

from $430 / night

$3,006 / week

1 / 20

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, Shared indoor pool

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: Sea view, Shared indoor pool

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, Shared indoor pool

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, Shared indoor pool

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, Shared indoor pool

25 reviews

from $272 / night

$1,900 - $2,600 / week

1 / 31

Great rentals within 20 miles that match your search

Daytona Beach Vacation condo rental

Daytona Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 filters do not match: Climbing frame, Shared indoor pool

from $69 / night

$481 / week

1 / 21

Great rentals within 20 miles that match your search

St. Petersburg Vacation condo rental

St. Petersburg condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 filters do not match: Climbing frame, Shared indoor pool

from $201 / night

$1,145 / week

1 / 41

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, Sea view

1 review

from $101 / night

$2,576 / week

1 / 7

Great rentals within 20 miles that match your search

Vacation condo with shared pool in Sarasota

Sarasota condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Climbing frame

from $115 / night

$802 / week

1 / 24

Great rentals within 20 miles that match your search

Fort Pierce Vacation home rental

Fort Pierce house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 filters do not match: Climbing frame, Shared indoor pool

from $100 / night

$695 / week

1 / 5

Great rentals within 20 miles that match your search

Vacation condo rental

Satellite Beach condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 filters do not match: Climbing frame, Shared indoor pool

from $123 / night

$855 / week

1 / 23

Great rentals within 20 miles that match your search

Vacation condo in New Smyrna Beach

New Smyrna Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

2 filters do not match: Climbing frame, Shared indoor pool

10 reviews

from $228 / night

$1,595 / week

1 / 32

Great rentals within 20 miles that match your search

Vacation condo with shared pool in Indian Shores

Indian Shores condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

2 filters do not match: Climbing frame, Shared indoor pool

from $275 / night

$1,924 / week

1 / 18

Great rentals within 20 miles that match your search

Vacation townhouse in Siesta Key

Siesta Key townhouse

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 6

2 filters do not match: Climbing frame, Shared indoor pool

1 review

from $430 / night

$2,977 / week

1 / 38

Great rentals within 20 miles that match your search

Vacation home in Clearwater

Clearwater house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

2 filters do not match: Climbing frame, Shared indoor pool

from $626 / night

$4,377 / week

1 / 53

Great rentals within 20 miles that match your search

Vacation home with swimming pool in Indian Rocks Beach

Indian Rocks Beach house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 14

2 filters do not match: Climbing frame, Shared indoor pool

1 review

from $1,447 / night

$10,123 / week

1 / 47

Great rentals within 20 miles that match your search

Vacation home with swimming pool in Treasure Island

Treasure Island house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 14

2 filters do not match: Climbing frame, Shared indoor pool

5 reviews

from $1,976 / night

$13,826 / week

1 / 99

Great rentals within 20 miles that match your search

Vacation home in Indian Rocks Beach

Indian Rocks Beach house

  • 7 bedrooms
  • 4 bathrooms
  • sleeps 16

2 filters do not match: Climbing frame, Shared indoor pool

3 reviews

from $1,581 / night

$11,061 / week

1 / 90

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: Sea view, Shared indoor pool

29 reviews

from $136 / night

$952 / week

1 / 45

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