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> Central Florida
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Best Orlando Vacation rentals on Holiday Lettings - Apartments

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$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

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

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Vacation villa in Orlando

Orlando villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

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

1 review

from $144 / night

$1,002 / week

1 / 41

Great rentals within 20 miles that match your search

Vacation townhouse rental

Orlando townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

2 filters do not match: Children's pool, Private indoor pool

7 reviews

from $114 / night

$831 - $911 / week

1 / 44

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 indoor pool

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 indoor pool, 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 indoor pool, Housekeeping Included

1 review

from $91 / night

$1,030 / week

1 / 27

Great rentals within 20 miles that match your search

Vacation villa with shared pool in Orlando

Orlando villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

from $573 / night

$4,580 / week

1 / 4

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 hotel apartment with shared pool in Orlando

Orlando hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

from $338 / night

$2,365 / week

1 / 4

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: Children's pool, Housekeeping Included

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: Private indoor pool, Housekeeping Included

20 reviews

from $189 / night

$1,323 / week

1 / 48

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: Private indoor pool, Housekeeping Included

from $311 / night

$2,176 / week

1 / 6

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: Children's pool

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 indoor pool, 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 indoor pool, Housekeeping Included

from $344 / night

$2,405 / week

1 / 18

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: Children's pool, Private indoor pool

1 review

from $115 / night

$802 / week

1 / 4

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 indoor pool, Housekeeping Included

2 reviews

from $121 / night

$802 / week

1 / 81

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

Orlando Vacation villa rental

Orlando villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

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

1 review

from $101 / night

$2,576 / week

1 / 7

Great rentals within 20 miles that match your search

Vacation condo in Orlando

Orlando condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

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

from $114 / night

$745 - $1,088 / week

1 / 34

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: Private indoor pool, Housekeeping Included

2 reviews

from $177 / night

$1,235 / week

1 / 25

Great rentals within 20 miles that match your search

Vacation villa with shared pool in Kissimmee

Kissimmee villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

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

from $193 / night

$1,352 / week

1 / 7

Great rentals within 20 miles that match your search

Vacation villa in Davenport

Davenport villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

2 filters do not match: Children's pool, Private indoor pool

11 reviews

from $458 / night

$3,206 / week

1 / 61

Great rentals within 20 miles that match your search

Vacation condo with shared pool, golf nearby in Reunion

Reunion condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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

6 reviews

from $189 / night

$1,292 / week

1 / 40

Great rentals within 20 miles that match your search

Orlando Vacation villa rental

Orlando villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

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

4 reviews

from $287 / night

$2,004 / week

1 / 16

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

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

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

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

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 18

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

from $402 / night

$2,814 / week

1 / 56

Great rentals within 20 miles that match your search

Four Corners Vacation villa rental

Four Corners villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 20

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

from $402 / night

$2,682 / week

1 / 61

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: Private indoor pool, Housekeeping Included

from $400 / night

$2,798 / week

1 / 63

Great rentals within 20 miles that match your search

Villa rental in Davenport with swimming pool, golf nearby

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20

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

1 review

from $330 / night

$2,309 / week

1 / 70

Great rentals within 20 miles that match your search

Kissimmee Vacation condo rental

Kissimmee condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

1 review

from $178 / night

$945 / week

1 / 14

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: Private indoor pool, Housekeeping Included

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: Children's pool, 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: Private indoor pool, Housekeeping Included

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: Private indoor pool, Housekeeping Included

from $197 / night

$1,374 / week

1 / 16

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: Private indoor pool, Housekeeping Included

6 reviews

from $138 / night

$1,042 - $1,203 / week

1 / 100

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: Private indoor pool, Housekeeping Included

22 reviews

from $458 / night

$3,206 / week

1 / 36

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