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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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  • Guest house (1)

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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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Vacation villa in Kissimmee

Kissimmee villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 filters do not match: Housekeeping Included, Trampoline

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

2 filters do not match: Trampoline, Swing set

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

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

Vacation condo in Hudson

Hudson condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 filters do not match: Housekeeping Included, Trampoline

from $172 / night

$1,203 / week

1 / 22

Great rentals within 20 miles that match your search

Home rental in Kissimmee

Kissimmee house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

2 filters do not match: Trampoline, Swing set

12 reviews

from $344 / night

$2,405 / week

1 / 64

Great rentals within 20 miles that match your search

Condo rental in Daytona Beach

Daytona Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

2 filters do not match: Trampoline, Swing set

from $229 / night

$1,603 / week

1 / 17

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, Swing set

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, Swing set

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, Swing set

25 reviews

from $272 / night

$1,900 - $3,200 / 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

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 villa in Davenport

Davenport villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

2 filters do not match: Trampoline, Swing set

11 reviews

from $458 / night

$3,206 / week

1 / 61

Great rentals within 20 miles that match your search

Vacation condo in Daytona Beach

Daytona Beach condo

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 10

2 filters do not match: Trampoline, Swing set

2 reviews

from $458 / night

$3,206 / week

1 / 20

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

2 filters do not match: Housekeeping Included, 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

2 filters do not match: Housekeeping Included, Trampoline

4 reviews

from $189 / night

$1,203 - $3,527 / week

1 / 41

Great rentals within 20 miles that match your search

Vacation villa rental

Orlando villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

2 filters do not match: Housekeeping Included, Trampoline

1 review

from $189 / night

$1,323 - $3,607 / week

1 / 40

Great rentals within 20 miles that match your search

Vacation villa with swimming pool in Orlando

Orlando villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 16

2 filters do not match: Housekeeping Included, Trampoline

from $218 / night

$1,518 - $3,687 / week

1 / 41

Great rentals within 20 miles that match your search

Vacation apartment in Siesta Key

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 filters do not match: Trampoline, Swing set

5 reviews

from $344 / night

$2,056 - $3,315 / week

1 / 22

Great rentals within 20 miles that match your search

Villa rental in Orlando with swimming pool, golf nearby

Orlando villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

2 filters do not match: Housekeeping Included, Trampoline

2 reviews

from $212 / night

$1,443 / week

1 / 39

Great rentals within 20 miles that match your search

Hotel apartment rental in Orlando

Orlando hotel apartment

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 16

2 filters do not match: Housekeeping Included, Trampoline

4 reviews

from $409 / night

$2,857 / week

1 / 17

Great rentals within 20 miles that match your search

Davenport Vacation apartment rental

Davenport apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 filters do not match: Housekeeping Included, Trampoline

29 reviews

from $227 / night

$1,587 / week

1 / 95

Great rentals within 20 miles that match your search

Apartment rental in Siesta Key with shared pool

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 filters do not match: Trampoline, Swing set

2 reviews

from $409 / night

$2,863 / week

1 / 22

Great rentals within 20 miles that match your search

Vacation apartment in Kissimmee

Kissimmee apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

2 filters do not match: Housekeeping Included, Swing set

22 reviews

from $121 / night

$842 / week

1 / 30

Great rentals within 20 miles that match your search

Vacation hotel apartment with shared pool, golf nearby in Reunion

Reunion hotel apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 filters do not match: Housekeeping Included, Trampoline

4 reviews

from $205 / night

$1,515 / week

1 / 27

Great rentals within 20 miles that match your search

Condo rental in Clearwater

Clearwater condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 filters do not match: Trampoline, Swing set

7 reviews

from $366 / night

$2,557 / week

1 / 27

Great rentals within 20 miles that match your search

Vacation apartment in Kissimmee

Kissimmee apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

2 filters do not match: Housekeeping Included, Trampoline

33 reviews

from $115 / night

$802 / week

1 / 18

Great rentals within 20 miles that match your search

Vacation home in Clermont

Clermont house

  • 11 bedrooms
  • 10 bathrooms
  • sleeps 43

2 filters do not match: Housekeeping Included, Trampoline

from $1,985 / night

$14,095 / week

1 / 45

Great rentals within 20 miles that match your search

Home rental in Astor

Astor house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 filters do not match: Trampoline, Swing set

5 reviews

from $229 / night

$831 / week

1 / 16

Great rentals within 20 miles that match your search

Kissimmee Vacation villa rental

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 13

2 filters do not match: Housekeeping Included, Trampoline

from $571 / night

$3,994 / week

1 / 29

Great rentals within 20 miles that match your search

Vacation home in Venice

Venice house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 2

2 filters do not match: Housekeeping Included, Trampoline

1 review

from $268 / night

$1,871 / week

1 / 40

Great rentals within 20 miles that match your search

Vacation villa in Orlando

Orlando villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

2 filters do not match: Housekeeping Included, Trampoline

14 reviews

from $241 / night

$1,684 / week

1 / 32

Great rentals within 20 miles that match your search

Vacation condo in St. Pete Beach

St. Pete Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

2 filters do not match: Trampoline, Swing set

25 reviews

from $355 / night

$2,176 - $3,206 / week

1 / 28

Great rentals within 20 miles that match your search

Four Corners Vacation condo rental

Four Corners condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 filters do not match: Housekeeping Included, Trampoline

34 reviews

from $100 / night

$600 / week

1 / 13

Great rentals within 20 miles that match your search

Orlando Vacation villa rental

Orlando villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 16

2 filters do not match: Housekeeping Included, Trampoline

19 reviews

from $184 / night

$1,323 - $2,245 / week

1 / 40

Great rentals within 20 miles that match your search

Vacation townhouse in Kissimmee

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

2 filters do not match: Housekeeping Included, Trampoline

30 reviews

from $117 / night

$818 / week

1 / 48

Great rentals within 20 miles that match your search

Davenport Vacation villa rental

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

2 filters do not match: Housekeeping Included, Trampoline

14 reviews

from $172 / night

$1,203 / week

1 / 42

Great rentals within 20 miles that match your search

Vacation villa with golf nearby in Kissimmee

Kissimmee villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Trampoline

43 reviews

from $250 / night

$1,750 / week

1 / 21

Great rentals within 20 miles that match your search

Vacation home accommodation

Four Corners house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 17

1 filter does not match: Trampoline

7 reviews

from $487 / night

$3,407 / week

1 / 33

Great rentals within 20 miles that match your search

Vacation home with swimming pool in Davenport

Davenport house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

2 filters do not match: Housekeeping Included, Trampoline

10 reviews

from $229 / night

$1,546 / week

1 / 65

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