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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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  • 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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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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Home rental in Davenport

Davenport house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

2 filters do not match: Housekeeping Included, Trampoline

from $194 / night

$1,259 / week

1 / 28

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: Housekeeping Included, Trampoline

1 review

from $91 / night

$1,030 / week

1 / 27

Great rentals within 20 miles that match your search

Vacation villa in Orlando

Orlando villa

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

2 filters do not match: Housekeeping Included, Trampoline

8 reviews

from $182 / night

$1,275 - $4,299 / week

1 / 10

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: Trampoline, Kettle

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: Housekeeping Included, Trampoline

2 reviews

from $516 / night

$3,607 / week

1 / 24

Great rentals within 20 miles that match your search

Vacation villa in Davenport

Davenport villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

2 filters do not match: Housekeeping Included, Trampoline

20 reviews

from $189 / night

$1,323 / week

1 / 48

Great rentals within 20 miles that match your search

Clermont Vacation home rental

Clermont house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

2 filters do not match: Housekeeping Included, Trampoline

11 reviews

from $155 / night

$1,082 / week

1 / 22

Great rentals within 20 miles that match your search

Vacation townhouse in Davenport

Davenport townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

2 filters do not match: Housekeeping Included, Trampoline

1 review

from $138 / night

$962 / week

1 / 16

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: Housekeeping Included, Trampoline

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: Housekeeping Included, Trampoline

3 reviews

from $161 / night

$1,010 - $1,119 / week

1 / 31

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: Housekeeping Included, Trampoline

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

2 filters do not match: Housekeeping Included, Trampoline

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

2 filters do not match: Housekeeping Included, 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: Housekeeping Included, Trampoline

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

2 filters do not match: Housekeeping Included, Trampoline

3 reviews

from $286 / night

$1,996 / week

1 / 48

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: Trampoline, Kettle

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

1 filter does not match: Trampoline

1 review

from $115 / night

$802 / week

1 / 4

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: Housekeeping Included, Trampoline

2 reviews

from $572 / night

$4,000 / week

1 / 60

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: Housekeeping Included, Trampoline

from $121 / night

$722 / week

1 / 37

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: Housekeeping Included, Trampoline

8 reviews

from $687 / night

$4,580 - $4,901 / week

1 / 25

Great rentals within 20 miles that match your search

Condo rental in Venice

Venice condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 filters do not match: Housekeeping Included, Trampoline

1 review

from $126 / night

$882 / week

1 / 24

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: Housekeeping Included, Trampoline

from $344 / night

$2,405 / week

1 / 71

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: Housekeeping Included, Trampoline

2 reviews

from $121 / night

$802 / week

1 / 81

Great rentals within 20 miles that match your search

Vacation villa in Kissimmee

Kissimmee villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

2 filters do not match: Housekeeping Included, Trampoline

8 reviews

from $138 / night

$939 - $1,031 / week

1 / 11

Great rentals within 20 miles that match your search

Home rental in Kissimmee

Kissimmee house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

1 filter does not match: Trampoline

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: Trampoline, Kettle

6 reviews

from $344 / night

$2,405 / week

1 / 27

Great rentals within 20 miles that match your search

Vacation home in Lake Placid

Lake Placid house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 11

2 filters do not match: Trampoline, Kettle

1 review

from $491 / night

$3,435 / week

1 / 26

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: Trampoline, Kettle

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

1 filter does not match: Trampoline

1 review

from $197 / night

$1,374 / week

1 / 23

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: Housekeeping Included, Trampoline

from $201 / night

$1,145 / week

1 / 41

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: Housekeeping Included, Trampoline

from $205 / night

$1,203 / week

1 / 38

Great rentals within 20 miles that match your search

Vacation villa rental

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

2 filters do not match: Housekeeping Included, Trampoline

4 reviews

from $173 / night

$1,150 - $1,293 / week

1 / 18

Great rentals within 20 miles that match your search

Orlando Vacation condo rental

Orlando condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 filters do not match: Housekeeping Included, Trampoline

from $458 / night

$3,206 / week

1 / 13

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: Housekeeping Included

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: Housekeeping Included, Trampoline

from $172 / night

$1,203 - $1,924 / week

1 / 29

Great rentals within 20 miles that match your search

Home rental in Orange City

Orange City house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 filters do not match: Housekeeping Included, Trampoline

from $516 / night

$3,367 / week

1 / 7

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: Housekeeping Included, Trampoline

10 reviews

from $228 / night

$1,595 / week

1 / 32

Great rentals within 20 miles that match your search

St. Petersburg Vacation cottage rental

St. Petersburg cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 filters do not match: Housekeeping Included, Trampoline

21 reviews

from $343 / night

$1,947 / week

1 / 17

Great rentals within 20 miles that match your search

Vacation apartment rental

Tarpon Springs apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 filters do not match: Housekeeping Included, Trampoline

5 reviews

from $149 / night

$785 / week

1 / 21

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