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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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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 condo with shared pool in Orlando

Orlando condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

2 filters do not match: Shared indoor pool, Trampoline

from $352 / night

$2,462 / week

1 / 9

Great rentals within 20 miles that match your search

Vacation home in Kissimmee

Kissimmee house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 13

2 filters do not match: Shared indoor pool, Trampoline

5 reviews

from $256 / night

$1,618 - $2,901 / week

1 / 25

Great rentals within 20 miles that match your search

Home rental in Kissimmee with swimming pool

Kissimmee house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 22

2 filters do not match: Shared indoor pool, Trampoline

11 reviews

from $602 / night

$4,208 / week

1 / 33

Great rentals within 20 miles that match your search

Vacation condo with shared pool in Orlando

Orlando condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

2 filters do not match: Trampoline, Housekeeping Included

15 reviews

from $258 / night

$2,061 - $2,519 / week

1 / 14

Great rentals within 20 miles that match your search

Vacation condo in Siesta Key

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 filters do not match: Shared indoor pool, Trampoline

4 reviews

from $332 / night

$2,325 / week

1 / 24

Great rentals within 20 miles that match your search

Vacation condo in Reunion

Reunion condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

2 filters do not match: Shared indoor pool, Trampoline

from $137 / night

$954 / week

1 / 9

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: Shared indoor pool, Trampoline

from $228 / night

$1,595 / week

1 / 5

Great rentals within 20 miles that match your search

Vacation condo with shared pool, golf nearby in Daytona Beach

Daytona Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 filters do not match: Trampoline, Housekeeping Included

from $138 / night

$962 / week

1 / 20

Great rentals within 20 miles that match your search

Villa rental in Orlando with shared pool

Orlando villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

2 filters do not match: Shared indoor pool, Trampoline

from $171 / night

$1,195 / week

1 / 10

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: Shared indoor pool, Trampoline

from $287 / night

$2,004 / week

1 / 23

Great rentals within 20 miles that match your search

Vacation villa rental

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 filters do not match: Shared indoor pool, Trampoline

from $180 / night

$1,260 / week

1 / 9

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: Shared indoor pool, Trampoline

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

2 filters do not match: Shared indoor pool, Trampoline

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: Shared indoor pool, Trampoline

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: Shared indoor pool, Trampoline

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: Shared indoor pool, Trampoline

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: Shared indoor pool, Trampoline

25 reviews

from $272 / night

$1,900 - $2,600 / week

1 / 31

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: Shared indoor pool, Trampoline

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: Trampoline, Housekeeping Included

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: Shared indoor pool, Housekeeping Included

2 reviews

from $177 / night

$1,235 / week

1 / 25

Great rentals within 20 miles that match your search

Vacation condo with shared pool in Sarasota

Sarasota condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 filters do not match: Trampoline, Housekeeping Included

from $115 / night

$802 / week

1 / 24

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: Shared indoor pool, Trampoline

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: Shared indoor pool, Trampoline

2 reviews

from $458 / night

$3,206 / week

1 / 20

Great rentals within 20 miles that match your search

Apartment rental in Kissimmee with shared pool

Kissimmee apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 9

2 filters do not match: Trampoline, Housekeeping Included

from $207 / night

$1,443 / week

1 / 23

Great rentals within 20 miles that match your search

Kissimmee Vacation apartment rental

Kissimmee apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

2 filters do not match: Trampoline, Housekeeping Included

from $207 / night

$1,443 / week

1 / 25

Great rentals within 20 miles that match your search

Villa rental in Orlando with shared pool

Orlando villa

  • 1 bathroom
  • sleeps 5

2 filters do not match: Trampoline, Housekeeping Included

from $192 / night

$1,144 - $1,842 / week

1 / 13

Great rentals within 20 miles that match your search

Hotel apartment rental in Reunion with shared pool

Reunion hotel apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

2 filters do not match: Trampoline, Housekeeping Included

15 reviews

from $227 / night

$1,587 / week

1 / 30

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: Shared indoor pool, Trampoline

5 reviews

from $344 / night

$2,056 - $3,315 / week

1 / 22

Great rentals within 20 miles that match your search

Hotel apartment rental in Orlando with shared pool

Orlando hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 filters do not match: Trampoline, Housekeeping Included

1 review

from $91 / night

$602 / week

1 / 28

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: Shared indoor pool, Trampoline

2 reviews

from $409 / night

$2,863 / week

1 / 22

Great rentals within 20 miles that match your search

Vacation apartment with shared pool in Daytona Beach

Daytona Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 filters do not match: Trampoline, Housekeeping Included

1 review

from $96 / night

$668 / week

1 / 21

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: Shared indoor pool, Housekeeping Included

22 reviews

from $121 / night

$842 / week

1 / 30

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: Shared indoor pool, Trampoline

7 reviews

from $366 / night

$2,557 / week

1 / 27

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

2 filters do not match: Shared indoor pool, Trampoline

92 reviews

from $178 / night

$1,042 / week

1 / 55

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: Shared indoor pool, Trampoline

5 reviews

from $229 / night

$831 / week

1 / 16

Great rentals within 20 miles that match your search

Siesta Key Vacation apartment rental

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 filters do not match: Shared indoor pool, Trampoline

18 reviews

from $266 / night

$1,861 - $3,464 / week

1 / 59

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: Shared indoor pool, Trampoline

25 reviews

from $355 / night

$2,176 - $3,206 / week

1 / 28

Great rentals within 20 miles that match your search

Vacation villa with golf nearby in Kissimmee

Kissimmee villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

2 filters do not match: Shared indoor pool, 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

2 filters do not match: Shared indoor pool, Trampoline

7 reviews

from $487 / night

$3,407 / week

1 / 33

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