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> Florida
> Central Florida
> Orlando

Best Orlando Vacation rentals on Holiday Lettings - Apartments

Price per day

$1 $750 -

Bedrooms

Property rating (out of 5)
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  • 4 and above
  • 3 and above
Tripadvisor rating Vrbo rating
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.
Property type
  • Villa (5)
  • House (6)

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11 Vacation rentals

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Great rentals within 20 miles that match your search

Home rental in Kissimmee with indoor pool

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from $138 / night

$962 / week

1 / 29

Great rentals within 20 miles that match your search

Villa rental in Four Corners with swimming pool

Four Corners villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8
92 reviews

from $178 / night

$1,042 / week

1 / 55

Great rentals within 20 miles that match your search

Home rental in Davenport with swimming pool, golf nearby

Davenport house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from $344 / night

$2,405 / week

1 / 31

Great rentals within 20 miles that match your search

Vacation villa rental

Kissimmee villa

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

from $490 / night

$3,431 / week

1 / 81

Great rentals within 20 miles that match your search

Vacation villa with swimming pool, golf nearby in Kissimmee

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9
1 review

from $148 / night

$1,034 / week

1 / 29

Great rentals within 20 miles that match your search

Home rental in Kissimmee with swimming pool

Kissimmee house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 22
11 reviews

from $602 / night

$4,208 / week

1 / 33

Great rentals within 20 miles that match your search

Vacation home accommodation

Four Corners house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 17
7 reviews

from $487 / night

$3,407 / week

1 / 33

Great rentals within 20 miles that match your search

Kissimmee Vacation villa accommodation

Kissimmee villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12
1 review

from $287 / night

$2,004 / week

1 / 62

Great rentals within 20 miles that match your search

Vacation home with swimming pool, golf nearby in Davenport

Davenport house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 6
5 reviews

from $182 / night

$1,275 / week

1 / 37

Great rentals within 20 miles that match your search

Vacation home in ChampionsGate

ChampionsGate house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14
4 reviews

from $269 / night

$1,884 / week

1 / 77

Great rentals within 20 miles that match your search

Kissimmee Vacation villa rental

Kissimmee villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6
1 review

from $140 / night

$979 - $1,419 / week

1 / 22

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

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Vacation condo in Orlando

Orlando condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 filters do not match: Private outdoor pool (unheated), Housekeeping Included

3 reviews

from $91 / night

$634 / week

1 / 33

Great rentals within 20 miles that match your search

Vacation condo in Orlando

Orlando condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

2 filters do not match: Private outdoor pool (unheated), Housekeeping Included

1 review

from $98 / night

$1,718 - $2,176 / week

1 / 12

Great rentals within 20 miles that match your search

Vacation townhouse rental

Orlando townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Private outdoor pool (unheated)

7 reviews

from $114 / night

$831 - $911 / week

1 / 44

Great rentals within 20 miles that match your search

Vacation home with golf nearby in Davenport

Davenport house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

2 filters do not match: Private outdoor pool (unheated), Housekeeping Included

from $194 / night

$1,355 / week

1 / 17

Great rentals within 20 miles that match your search

Vacation apartment in Kissimmee

Kissimmee apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Private outdoor pool (unheated)

from $228 / night

$1,595 / week

1 / 5

Great rentals within 20 miles that match your search

Vacation villa with golf nearby in Clermont

Clermont villa

  • 13 bedrooms
  • 11 bathrooms
  • sleeps 45

2 filters do not match: Private outdoor pool (unheated), Housekeeping Included

from $1,295 / night

$9,065 / week

1 / 55

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: Private outdoor pool (unheated), Housekeeping Included

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

1 filter does not match: Private outdoor pool (unheated)

from $171 / night

$1,195 / week

1 / 10

Great rentals within 20 miles that match your search

Vacation villa with golf nearby in Kissimmee

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 filters do not match: Private outdoor pool (unheated), Housekeeping Included

from $132 / night

$922 / week

1 / 13

Great rentals within 20 miles that match your search

Vacation studio rental

Wildwood studio

  • Studio
  • 2 bathrooms
  • sleeps 8

2 filters do not match: Private outdoor pool (unheated), Housekeeping Included

from $458 / night

$3,206 / week

1 / 19

Great rentals within 20 miles that match your search

Vacation villa in Davenport

Davenport villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Housekeeping Included

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: Private outdoor pool (unheated), Housekeeping Included

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: Private outdoor pool (unheated), Housekeeping Included

1 review

from $138 / night

$962 / week

1 / 16

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: Private outdoor pool (unheated), Housekeeping Included

from $630 / night

$4,409 / week

1 / 7

Great rentals within 20 miles that match your search

Vacation condo in Kissimmee

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

2 filters do not match: Private outdoor pool (unheated), Housekeeping Included

from $458 / night

$3,206 / week

1 / 26

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 outdoor pool (unheated)

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

2 filters do not match: Fridge, Private outdoor pool (unheated)

1 review

from $2,497 / night

$17,473 / week

1 / 61

Great rentals within 20 miles that match your search

Vacation villa with shared pool in Orlando

Orlando villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

2 filters do not match: Private outdoor pool (unheated), Housekeeping Included

from $491 / night

$3,435 / week

1 / 6

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: Private outdoor pool (unheated), Housekeeping Included

from $344 / night

$2,405 / week

1 / 18

Great rentals within 20 miles that match your search

Vacation villa in Kissimmee

Kissimmee villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 filters do not match: Private outdoor pool (unheated), Housekeeping Included

from $328 / night

$2,290 / week

1 / 7

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: Private outdoor pool (unheated)

1 review

from $115 / night

$802 / week

1 / 4

Great rentals within 20 miles that match your search

Kissimmee Vacation villa rental

Kissimmee villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 20

1 filter does not match: Housekeeping Included

8 reviews

from $687 / night

$4,580 - $4,901 / week

1 / 25

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: Private outdoor pool (unheated), Housekeeping Included

from $229 / night

$1,603 / week

1 / 6

Great rentals within 20 miles that match your search

Orlando Vacation home rental

Orlando house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14

2 filters do not match: Fridge, Housekeeping Included

2 reviews

from $263 / night

$1,836 / week

1 / 21

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: Private outdoor pool (unheated), Housekeeping Included

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: Private outdoor pool (unheated), Housekeeping Included

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: Private outdoor pool (unheated), Housekeeping Included

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: Private outdoor pool (unheated)

12 reviews

from $344 / night

$2,405 / week

1 / 64

Great rentals within 20 miles that match your search

Orlando Vacation home rental

Orlando house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 filters do not match: Private outdoor pool (unheated), Housekeeping Included

from $200 / night

$1,397 / week

1 / 9

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