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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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  • 4 and above
  • 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

Home rental in Kissimmee with swimming pool, golf nearby

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8
2 reviews

from $177 / night

$1,235 / week

1 / 25

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

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Vacation villa in Davenport

Davenport villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Trampoline

20 reviews

from $189 / night

$1,323 / week

1 / 48

Great rentals within 20 miles that match your search

Home rental in Davenport with swimming pool

Davenport house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 22

1 filter does not match: Trampoline

from $118 / night

$826 / week

1 / 62

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: Trampoline

8 reviews

from $687 / night

$4,580 - $4,901 / week

1 / 25

Great rentals within 20 miles that match your search

Orlando Vacation home rental

Orlando house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14

1 filter does not match: Trampoline

2 reviews

from $263 / night

$1,836 / week

1 / 21

Great rentals within 20 miles that match your search

Home rental in Four Corners with swimming pool

Four Corners house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 11

1 filter does not match: Trampoline

from $114 / night

$754 - $3,266 / week

1 / 28

Great rentals within 20 miles that match your search

Vacation villa in Kissimmee

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Trampoline

from $287 / night

$2,004 / week

1 / 37

Great rentals within 20 miles that match your search

Vacation home with swimming pool in Kissimmee

Kissimmee house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

1 filter does not match: Trampoline

from $118 / night

$826 / week

1 / 81

Great rentals within 20 miles that match your search

Vacation home with swimming pool in Four Corners

Four Corners house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

1 filter does not match: Trampoline

from $107 / night

$746 / week

1 / 39

Great rentals within 20 miles that match your search

Vacation villa with swimming pool, golf nearby in Four Corners

Four Corners villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 20

1 filter does not match: Trampoline

from $402 / night

$2,814 / week

1 / 75

Great rentals within 20 miles that match your search

Vacation villa rental

Four Corners villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

1 filter does not match: Trampoline

1 review

from $402 / night

$2,814 / week

1 / 57

Great rentals within 20 miles that match your search

Four Corners Vacation villa rental

Four Corners villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 20

1 filter does not match: Trampoline

from $402 / night

$2,682 / week

1 / 61

Great rentals within 20 miles that match your search

Four Corners Vacation villa rental

Four Corners villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

1 filter does not match: Trampoline

from $402 / night

$2,814 / week

1 / 56

Great rentals within 20 miles that match your search

Kissimmee Vacation townhouse rental

Kissimmee townhouse

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

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

17 reviews

from $149 / night

$1,042 / week

1 / 35

Great rentals within 20 miles that match your search

Kissimmee Vacation home rental

Kissimmee house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 17

1 filter does not match: Trampoline

22 reviews

from $458 / night

$3,206 / week

1 / 36

Great rentals within 20 miles that match your search

Vacation villa in Kissimmee

Kissimmee villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

1 filter does not match: Trampoline

3 reviews

from $265 / night

$1,852 / week

1 / 48

Great rentals within 20 miles that match your search

Vacation villa in Kissimmee

Kissimmee villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 18

1 filter does not match: Trampoline

from $265 / night

$1,852 / week

1 / 51

Great rentals within 20 miles that match your search

Kissimmee Vacation villa rental

Kissimmee villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 18

1 filter does not match: Trampoline

1 review

from $265 / night

$1,852 / week

1 / 49

Great rentals within 20 miles that match your search

Vacation villa with swimming pool, golf nearby in Davenport

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20

1 filter does not match: Trampoline

1 review

from $336 / night

$2,349 / week

1 / 66

Great rentals within 20 miles that match your search

Vacation villa with swimming pool, golf nearby in Orlando

Orlando villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

1 filter does not match: Trampoline

3 reviews

from $338 / night

$2,365 / week

1 / 24

Great rentals within 20 miles that match your search

Vacation villa with swimming pool, golf nearby in Orlando

Orlando villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 16

1 filter does not match: Trampoline

16 reviews

from $189 / night

$1,317 - $2,245 / week

1 / 55

Great rentals within 20 miles that match your search

Villa rental in Four Corners with swimming pool, golf nearby

Four Corners villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 filter does not match: Trampoline

from $250 / night

$1,745 / week

1 / 10

Great rentals within 20 miles that match your search

Vacation villa with swimming pool in Orlando

Orlando villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

1 filter does not match: Trampoline

22 reviews

from $205 / night

$1,432 / week

1 / 12

Great rentals within 20 miles that match your search

Vacation villa with swimming pool, golf nearby in Orlando

Orlando villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 20

1 filter does not match: Trampoline

7 reviews

from $189 / night

$1,323 - $2,245 / week

1 / 41

Great rentals within 20 miles that match your search

Vacation villa with swimming pool, golf nearby in Kissimmee

Kissimmee villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

1 filter does not match: Trampoline

2 reviews

from $407 / night

$2,846 / week

1 / 56

Great rentals within 20 miles that match your search

Vacation home in Kissimmee

Kissimmee house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Trampoline

2 reviews

from $149 / night

$1,042 / week

1 / 41

Great rentals within 20 miles that match your search

Vacation villa rental

Orlando villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

1 filter does not match: Trampoline

1 review

from $218 / night

$1,489 - $1,718 / week

1 / 25

Great rentals within 20 miles that match your search

Vacation home with swimming pool in Kissimmee

Kissimmee house

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

1 filter does not match: Trampoline

from $321 / night

$2,245 / week

1 / 42

Great rentals within 20 miles that match your search

Oviedo Vacation home rental

Oviedo house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Trampoline

1 review

from $235 / night

$1,643 / week

1 / 27

Great rentals within 20 miles that match your search

Vacation home with swimming pool in Kissimmee

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Trampoline

1 review

from $172 / night

$1,203 / week

1 / 26

Great rentals within 20 miles that match your search

Vacation home accommodation

Davenport house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Trampoline

2 reviews

from $172 / night

$1,203 / week

1 / 45

Great rentals within 20 miles that match your search

Home rental in Kissimmee with swimming pool

Kissimmee house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 22

1 filter does not match: Trampoline

11 reviews

from $602 / night

$4,208 / week

1 / 33

Great rentals within 20 miles that match your search

Vacation home rental

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Trampoline

5 reviews

from $212 / night

$1,483 / week

1 / 48

Great rentals within 20 miles that match your search

Home rental in Orlando with swimming pool, golf nearby

Orlando house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 16

1 filter does not match: Trampoline

2 reviews

from $181 / night

$1,283 - $2,164 / week

1 / 31

Great rentals within 20 miles that match your search

Vacation villa with swimming pool, golf nearby in Orlando

Orlando villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 15

1 filter does not match: Trampoline

4 reviews

from $207 / night

$1,443 - $3,607 / week

1 / 35

Great rentals within 20 miles that match your search

Vacation villa with swimming pool in Orlando

Orlando villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 16

1 filter does not match: Trampoline

4 reviews

from $189 / night

$1,203 - $3,527 / week

1 / 41

Great rentals within 20 miles that match your search

Vacation villa with swimming pool in Kissimmee

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14

1 filter does not match: Trampoline

13 reviews

from $218 / night

$1,523 / week

1 / 34

Great rentals within 20 miles that match your search

Vacation villa with swimming pool in Orlando

Orlando villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 16

1 filter does not match: Trampoline

from $218 / night

$1,518 - $3,687 / week

1 / 41

Great rentals within 20 miles that match your search

Vacation villa rental

Orlando villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

1 filter does not match: Trampoline

1 review

from $189 / night

$1,323 - $3,607 / week

1 / 40

Great rentals within 20 miles that match your search

Vacation villa in Orlando

Orlando villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 16

1 filter does not match: Trampoline

6 reviews

from $212 / night

$1,443 - $3,424 / week

1 / 24

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