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> Florida
> Central Florida
> Orlando

Best Orlando Vacation rentals on Holiday Lettings - Apartments

Price per day

$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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Great rentals within 20 miles that match your search

Vacation apartment with golf nearby in Bradenton

Bradenton apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $117 / night

$818 / week

1 / 37

Great rentals within 20 miles that match your search

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Home rental in Clearwater

Clearwater house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 filters do not match: Climbing frame, Car not required

from $172 / night

$1,203 / week

1 / 33

Great rentals within 20 miles that match your search

Clearwater Vacation condo rental

Clearwater condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 filters do not match: Climbing frame, Car not required

3 reviews

from $161 / night

$1,123 / week

1 / 39

Great rentals within 20 miles that match your search

Vacation home in St. Pete Beach

St. Pete Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

2 filters do not match: Climbing frame, Shared outdoor pool (heated)

3 reviews

from $487 / night

$3,407 / week

1 / 31

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: Car not required

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, Car not required

from $171 / night

$1,195 / week

1 / 10

Great rentals within 20 miles that match your search

Vacation home in Bradenton Beach

Bradenton Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

2 filters do not match: Climbing frame, Shared outdoor pool (heated)

2 reviews

from $516 / night

$3,607 / week

1 / 24

Great rentals within 20 miles that match your search

Vacation condo in Sarasota

Sarasota condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

2 filters do not match: Climbing frame, Car not required

from $573 / night

$4,008 / week

1 / 30

Great rentals within 20 miles that match your search

Vacation condo with indoor pool in Clermont

Clermont condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 filters do not match: Climbing frame, Car not required

27 reviews

from $138 / night

$802 / week

1 / 30

Great rentals within 20 miles that match your search

Vacation condo in Brandon

Brandon condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 filters do not match: Climbing frame, Car not required

from $148 / night

$1,034 / week

1 / 53

Great rentals within 20 miles that match your search

Vacation condo in Clearwater

Clearwater condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

1 filter does not match: Climbing frame

from $295 / night

$2,061 / week

1 / 15

Great rentals within 20 miles that match your search

Vacation villa in Orlando

Orlando villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

2 filters do not match: Climbing frame, Car not required

from $311 / night

$2,176 / week

1 / 6

Great rentals within 20 miles that match your search

Orlando Vacation villa rental

Orlando villa

  • 1 bedroom
  • 2 bathrooms
  • sleeps 5

2 filters do not match: Climbing frame, Car not required

from $630 / night

$4,409 / week

1 / 7

Great rentals within 20 miles that match your search

Vacation condo in Clearwater

Clearwater condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 filters do not match: Climbing frame, Car not required

5 reviews

from $103 / night

$722 - $962 / week

1 / 18

Great rentals within 20 miles that match your search

Townhouse accommodation in Reunion with golf nearby

Reunion townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 filters do not match: Climbing frame, Car not required

3 reviews

from $161 / night

$1,010 - $1,119 / week

1 / 31

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, Car not required

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, Car not required

5 reviews

from $287 / night

$2,004 / week

1 / 23

Great rentals within 20 miles that match your search

Vacation condo in Cocoa Beach

Cocoa Beach condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Climbing frame

3 reviews

from $182 / night

$1,275 / week

1 / 30

Great rentals within 20 miles that match your search

Cocoa Beach Vacation condo rental

Cocoa Beach condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Climbing frame

2 reviews

from $171 / night

$1,603 / week

1 / 25

Great rentals within 20 miles that match your search

Vacation cottage in Ruskin

Ruskin cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 filters do not match: Climbing frame, Car not required

4 reviews

from $182 / night

$1,275 / week

1 / 13

Great rentals within 20 miles that match your search

Cocoa Beach Vacation condo rental

Cocoa Beach condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Climbing frame

1 review

from $194 / night

$1,355 / 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

1 filter does not match: Climbing frame

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, Car not required

1 review

from $115 / night

$2,863 / week

1 / 24

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, Shared outdoor pool (heated)

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, Car not required

from $180 / night

$1,260 / week

1 / 9

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, Car not required

from $344 / night

$2,405 / week

1 / 32

Great rentals within 20 miles that match your search

Vacation apartment with golf nearby in Clearwater

Clearwater apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 filters do not match: Climbing frame, Car not required

from $92 / night

$642 / week

1 / 14

Great rentals within 20 miles that match your search

Vacation condo in Orlando

Orlando condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 filters do not match: Climbing frame, Car not required

from $344 / night

$2,405 / week

1 / 18

Great rentals within 20 miles that match your search

Indian Shores Vacation condo rental

Indian Shores condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 filters do not match: Climbing frame, Car not required

2 reviews

from $572 / night

$4,000 / week

1 / 60

Great rentals within 20 miles that match your search

Vacation condo in Hudson

Hudson condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 filters do not match: Climbing frame, Car not required

from $172 / night

$1,203 / week

1 / 22

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, Car not required

from $229 / night

$1,603 / week

1 / 6

Great rentals within 20 miles that match your search

Condo rental in Orlando

Orlando condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 filters do not match: Climbing frame, Car not required

from $152 / night

$1,060 / week

1 / 10

Great rentals within 20 miles that match your search

Kissimmee Vacation home rental

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

2 filters do not match: Climbing frame, Car not required

2 reviews

from $121 / night

$802 / week

1 / 81

Great rentals within 20 miles that match your search

Vacation condo in Clearwater

Clearwater condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 filters do not match: Climbing frame, Car not required

30 reviews

from $207 / night

$1,443 / week

1 / 50

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: Car not required, Shared outdoor pool (heated)

12 reviews

from $344 / night

$2,405 / week

1 / 64

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, Car not required

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, Car not required

25 reviews

from $272 / night

$1,900 - $2,600 / week

1 / 31

Great rentals within 20 miles that match your search

Condo rental in Kissimmee

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

2 filters do not match: Climbing frame, Car not required

from $491 / night

$3,435 / week

1 / 14

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, Car not required

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, Car not required

from $201 / night

$1,145 / week

1 / 41

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