Updating

Dates
...

Viewing 40 of 1,778 rentals in Orlando

Tell us your dates, and we will find the most accurate rates and availability for you

Updating

> North America
> United States
> Florida
> Central Florida
> Orlando

Best Orlando Vacation rentals on Holiday Lettings - Apartments

Price per day

$1 $750 -

Bedrooms

Property rating (out of 5)
  • 5
  • 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 (2)
  • House (5)

All filters (3)

Filters (3)

Clear filters

7 Vacation rentals

Why am I receiving these results?

Great rentals within 20 miles that match your search

Vacation home in Kissimmee

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8
1 review

from $115 / night

$802 / week

1 / 27

Great rentals within 20 miles that match your search

Vacation home rental

Reunion house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

from $315 / night

$2,205 / week

1 / 33

Great rentals within 20 miles that match your search

Four Corners Vacation home rental

Four Corners house

  • 12 bedrooms
  • 5 bathrooms
  • sleeps 24
2 reviews

from $882 / night

$6,836 - $17,720 / week

1 / 98

Great rentals within 20 miles that match your search

Vacation home with golf nearby in ChampionsGate

ChampionsGate house

  • 9 bedrooms
  • 5 bathrooms
  • sleeps 21

from $361 / night

$2,525 / week

1 / 30

Great rentals within 20 miles that match your search

Home rental in Four Corners

Four Corners house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8
1 review

from $287 / night

$1,947 / week

1 / 98

Great rentals within 20 miles that match your search

Vacation villa in Davenport

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $143 / night

$997 / week

1 / 20

Great rentals within 20 miles that match your search

Kissimmee Vacation villa rental

Kissimmee villa

  • 8 bedrooms
  • 11 bathrooms
  • sleeps 18
2 reviews

from $916 / night

$6,412 / week

1 / 49

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

Clear all filters

Home rental in Davenport

Davenport house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

2 filters do not match: Bicycles available, Housekeeping Included

from $194 / night

$1,259 / week

1 / 28

Great rentals within 20 miles that match your search

Vacation condo with golf nearby in Kissimmee

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

1 review

from $155 / night

$1,082 / week

1 / 25

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: Bicycles available, Private outdoor pool (heated)

from $171 / night

$1,195 / week

1 / 10

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: Bicycles available, 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: Bicycles available, Housekeeping Included

11 reviews

from $155 / night

$1,082 / week

1 / 22

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 (heated)

from $180 / night

$1,260 / week

1 / 9

Great rentals within 20 miles that match your search

Home rental in Davenport with swimming pool

Davenport house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 22

2 filters do not match: Bicycles available, Housekeeping Included

from $118 / night

$826 / week

1 / 62

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 (heated), 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

2 filters do not match: Bicycles available, Private outdoor pool (heated)

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: Bicycles available, Housekeeping Included

8 reviews

from $687 / night

$4,580 - $4,901 / week

1 / 25

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 (heated), Housekeeping Included

8 reviews

from $138 / night

$939 - $1,031 / week

1 / 11

Great rentals within 20 miles that match your search

Vacation home in Kissimmee

Kissimmee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 filters do not match: Bicycles available, Housekeeping Included

5 reviews

from $184 / night

$1,145 / week

1 / 11

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: Private outdoor pool (heated)

1 review

from $197 / night

$1,374 / week

1 / 23

Great rentals within 20 miles that match your search

Orlando ski villa to rent.

Orlando villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Housekeeping Included

2 reviews

from $401 / night

$2,691 / week

1 / 59

Great rentals within 20 miles that match your search

Vacation villa rental

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

2 filters do not match: Bicycles available, Housekeeping Included

4 reviews

from $171 / night

$1,140 - $1,282 / week

1 / 18

Great rentals within 20 miles that match your search

Orlando Vacation condo rental

Orlando condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

from $458 / night

$3,206 / week

1 / 13

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: Bicycles available, Housekeeping Included

2 reviews

from $177 / night

$1,235 / week

1 / 25

Great rentals within 20 miles that match your search

Vacation home in Winter Park

Winter Park house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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

2 reviews

from $115 / night

$802 / week

1 / 13

Great rentals within 20 miles that match your search

Vacation home rental

Clermont house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

2 filters do not match: Bicycles available, Housekeeping Included

9 reviews

from $171 / night

$1,195 - $2,289 / week

1 / 27

Great rentals within 20 miles that match your search

Vacation villa in Davenport

Davenport villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

1 filter does not match: Bicycles available

11 reviews

from $458 / night

$3,206 / week

1 / 61

Great rentals within 20 miles that match your search

Vacation villa with golf nearby in Haines City

Haines City villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 filters do not match: Bicycles available, Housekeeping Included

6 reviews

from $121 / night

$801 / week

1 / 27

Great rentals within 20 miles that match your search

Vacation home with golf nearby in Clermont

Clermont house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

2 filters do not match: Bicycles available, Housekeeping Included

3 reviews

from $126 / night

$882 / week

1 / 27

Great rentals within 20 miles that match your search

Vacation home rental

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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

29 reviews

from $136 / night

$947 / week

1 / 45

Great rentals within 20 miles that match your search

Vacation townhouse in Kissimmee

Kissimmee townhouse

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

2 filters do not match: Bicycles available, Housekeeping Included

2 reviews

from $184 / night

$1,145 - $1,832 / week

1 / 20

Great rentals within 20 miles that match your search

Villa rental in Davenport with golf nearby

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

2 filters do not match: Bicycles available, Housekeeping Included

from $138 / night

$962 / week

1 / 20

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: Bicycles available, Housekeeping Included

from $400 / night

$2,798 / week

1 / 63

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: Bicycles available, 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

1 filter does not match: Bicycles available

2 reviews

from $247 / night

$2,175 - $2,335 / week

1 / 33

Great rentals within 20 miles that match your search

Kissimmee Vacation townhouse rental

Kissimmee townhouse

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

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

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

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

2 filters do not match: Bicycles available, Housekeeping Included

3 reviews

from $184 / night

$1,283 - $1,924 / week

1 / 44

Great rentals within 20 miles that match your search

Vacation villa with golf nearby in Kissimmee

Kissimmee villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

2 filters do not match: Bicycles available, Housekeeping Included

from $516 / night

$3,607 / week

1 / 38

Great rentals within 20 miles that match your search

Vacation home in Davenport

Davenport house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

2 filters do not match: Bicycles available, Housekeeping Included

1 review

from $138 / night

$831 / week

1 / 12

Great rentals within 20 miles that match your search

Vacation home in Davenport

Davenport house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

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

from $172 / night

$1,203 / week

1 / 24

×

Also consider