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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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Great rentals within 20 miles that match your search

Stuart Vacation home rental

Stuart house

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 11
3 reviews

from $263 / night

$1,836 / week

1 / 57

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

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Vacation townhouse rental

Orlando townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

2 filters do not match: Table tennis, Private indoor pool

7 reviews

from $114 / night

$831 - $911 / week

1 / 44

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: Housekeeping Included, Private 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: Housekeeping Included, Private indoor pool

5 reviews

from $315 / night

$2,205 / week

1 / 48

Great rentals within 20 miles that match your search

Vacation apartment in Kissimmee

Kissimmee apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 filters do not match: Table tennis, Private indoor pool

from $228 / night

$1,595 / week

1 / 5

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, Private indoor pool

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

1 filter does not match: Private indoor pool

from $171 / night

$1,195 / week

1 / 10

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: Housekeeping Included, Table tennis

27 reviews

from $138 / night

$802 / week

1 / 30

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, Private indoor pool

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, Private indoor pool

11 reviews

from $155 / night

$1,082 / week

1 / 22

Great rentals within 20 miles that match your search

Vacation home in Bradenton Beach

Bradenton Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 filters do not match: Table tennis, Private indoor pool

from $287 / night

$2,004 / week

1 / 23

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: Housekeeping Included, Private indoor pool

1 review

from $115 / night

$2,863 / week

1 / 24

Great rentals within 20 miles that match your search

Vacation villa rental

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Private indoor pool

from $180 / night

$1,260 / week

1 / 9

Great rentals within 20 miles that match your search

Orlando Vacation villa rental

Orlando villa

  • 10 bedrooms
  • 11 bathrooms
  • sleeps 24

1 filter does not match: Table tennis

1 review

from $2,497 / night

$17,473 / week

1 / 61

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: Table tennis, Private indoor pool

1 review

from $115 / night

$802 / week

1 / 4

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: Private indoor pool

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: Table tennis, Private indoor pool

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: Table tennis, Private indoor pool

1 review

from $491 / night

$3,435 / week

1 / 26

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: Private indoor pool

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: Housekeeping Included, Private indoor pool

1 review

from $101 / night

$2,576 / week

1 / 7

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: Housekeeping Included, Private indoor pool

2 reviews

from $177 / night

$1,235 / week

1 / 25

Great rentals within 20 miles that match your search

Vacation apartment in Bradenton

Bradenton apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 filters do not match: Housekeeping Included, Private indoor pool

3 reviews

from $401 / night

$2,806 / week

1 / 59

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, Private indoor pool

29 reviews

from $135 / night

$944 / week

1 / 45

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: Housekeeping Included, Private indoor pool

from $400 / night

$2,798 / week

1 / 63

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: Housekeeping Included, Private indoor pool

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: Table tennis, Private indoor pool

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: Housekeeping Included, Private indoor pool

9 reviews

from $160 / night

$1,114 / week

1 / 28

Great rentals within 20 miles that match your search

Vacation condo with shared pool in Kissimmee

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

2 filters do not match: Housekeeping Included, Private indoor pool

from $197 / night

$1,374 / week

1 / 16

Great rentals within 20 miles that match your search

Kissimmee Vacation home rental

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

2 filters do not match: Housekeeping Included, Private indoor pool

3 reviews

from $184 / night

$1,283 - $1,924 / week

1 / 44

Great rentals within 20 miles that match your search

Cocoa Beach Vacation apartment rental

Cocoa Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 filters do not match: Housekeeping Included, Private indoor pool

17 reviews

from $11,449 / night

$80,142 / week

1 / 22

Great rentals within 20 miles that match your search

Vacation condo in Longboat Key

Longboat Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 filters do not match: Table tennis, Private indoor pool

1 review

from $430 / night

$2,977 / week

1 / 13

Great rentals within 20 miles that match your search

Kissimmee Vacation home rental

Kissimmee house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 17

2 filters do not match: Housekeeping Included, Private indoor pool

22 reviews

from $458 / night

$3,206 / week

1 / 36

Great rentals within 20 miles that match your search

Kissimmee Vacation villa rental

Kissimmee villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 filters do not match: Housekeeping Included, Private indoor pool

44 reviews

from $142 / night

$895 - $1,143 / week

1 / 30

Great rentals within 20 miles that match your search

Orlando Vacation condo rental

Orlando condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

1 filter does not match: Private indoor pool

from $257 / night

$1,590 / week

1 / 30

Great rentals within 20 miles that match your search

Townhouse rental in Kissimmee

Kissimmee townhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 filters do not match: Housekeeping Included, Private indoor pool

27 reviews

from $115 / night

$802 / week

1 / 92

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: Housekeeping Included, Private indoor pool

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

2 filters do not match: Housekeeping Included, Private indoor pool

from $265 / night

$1,852 / week

1 / 51

Great rentals within 20 miles that match your search

Orlando Vacation condo rental

Orlando condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Private indoor pool

from $107 / night

$745 / week

1 / 21

Great rentals within 20 miles that match your search

Villa rental in Poinciana

Poinciana villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 filters do not match: Housekeeping Included, Private indoor pool

6 reviews

from $110 / night

$732 / week

1 / 42

Great rentals within 20 miles that match your search

Orlando Vacation condo rental

Orlando condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 filters do not match: Housekeeping Included, Private indoor pool

from $194 / night

$1,355 / week

1 / 26

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