Updating

Dates
...

Viewing 40 of 1,207 rentals in Kissimmee City

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

Updating

Holiday Lettings
> North America
> United States
> Florida
> Central Florida
> Kissimmee
> Condos and Apartments in Kissimmee City

Holiday Rentals in Kissimmee City - Holiday Lettings - Villas

Price per night

£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
  • Condo (3)

All filters (1)

Filters (2)

Clear filters

3 Holiday homes

Why am I receiving these results?

Great rentals within 20 miles that match your search

Condo rental in Four Corners with shared pool, golf nearby

Four Corners condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from £250 / night

£1,745 / week

1 / 29

Great rentals within 20 miles that match your search

Condo rental in Four Corners with shared pool, golf nearby

Four Corners condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from £177 / night

£1,234 / week

1 / 29

Great rentals within 20 miles that match your search

Condo letting in Four Corners with shared pool, golf nearby

Four Corners condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from £261 / night

£1,822 / week

1 / 29

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

Clear all filters

Holiday villa rental

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Beach or lakeside relaxation

from £144 / night

£1,006 / week

1 / 9

Great rentals within 20 miles that match your search

Holiday villa in Kissimmee

Kissimmee villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Beach or lakeside relaxation

from £262 / night

£1,829 / week

1 / 7

Great rentals within 20 miles that match your search

Kissimmee holiday villa rental

Kissimmee villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 20

1 filter does not match: Beach or lakeside relaxation

8 reviews

from £549 / night

£3,657 - £3,913 / week

1 / 25

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: Beach or lakeside relaxation

12 reviews

from £275 / night

£1,920 / week

1 / 64

Great rentals within 20 miles that match your search

Condo rental in Kissimmee

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Beach or lakeside relaxation

from £392 / night

£2,743 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday condo in Orlando

Orlando condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Beach or lakeside relaxation

from £91 / night

£595 - £869 / week

1 / 34

Great rentals within 20 miles that match your search

Orlando holiday condo rental

Orlando condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Beach or lakeside relaxation

from £366 / night

£2,560 / 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

1 filter does not match: Beach or lakeside relaxation

2 reviews

from £141 / night

£986 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday villa with shared pool in Kissimmee

Kissimmee villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Beach or lakeside relaxation

from £155 / night

£1,079 / week

1 / 7

Great rentals within 20 miles that match your search

Holiday condo with shared pool, golf nearby in Reunion

Reunion condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Beach or lakeside relaxation

6 reviews

from £151 / night

£1,032 / week

1 / 40

Great rentals within 20 miles that match your search

Holiday condo with shared pool, golf nearby in Kissimmee

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Beach or lakeside relaxation

5 reviews

from £83 / night

£576 / week

1 / 17

Great rentals within 20 miles that match your search

Villa accommodation in Davenport with golf nearby

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Beach or lakeside relaxation

6 reviews

from £166 / night

£1,078 / week

1 / 32

Great rentals within 20 miles that match your search

Kissimmee holiday home rental

Kissimmee house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 filter does not match: Beach or lakeside relaxation

4 reviews

from £179 / night

£1,235 / week

1 / 12

Great rentals within 20 miles that match your search

Orlando holiday condo rental

Orlando condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Beach or lakeside relaxation

from £155 / night

£1,082 / week

1 / 26

Great rentals within 20 miles that match your search

Kissimmee holiday townhouse rental

Kissimmee townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Beach or lakeside relaxation

from £301 / night

£1,829 / week

1 / 5

Great rentals within 20 miles that match your search

Holiday apartment accommodation

Kissimmee apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Beach or lakeside relaxation

8 reviews

from £92 / night

£640 / week

1 / 23

Great rentals within 20 miles that match your search

Home rental in Orlando with golf nearby

Orlando house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

1 filter does not match: Beach or lakeside relaxation

5 reviews

from £124 / night

£1,280 / week

1 / 55

Great rentals within 20 miles that match your search

Kissimmee holiday townhouse rental

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Beach or lakeside relaxation

6 reviews

from £106 / night

£736 / week

1 / 29

Great rentals within 20 miles that match your search

Condo rental in Kissimmee with shared pool

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Beach or lakeside relaxation

1 review

from £73 / night

£457 / week

1 / 20

Great rentals within 20 miles that match your search

Villa rental in Davenport

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Beach or lakeside relaxation

12 reviews

from £160 / night

£1,120 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday villa with shared pool, golf nearby in Orlando

Orlando villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Beach or lakeside relaxation

1 review

from £137 / night

£954 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday villa in Davenport

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Beach or lakeside relaxation

from £98 / night

£686 - £878 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday home with golf nearby in Davenport

Davenport house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Beach or lakeside relaxation

4 reviews

from £162 / night

£1,134 - £1,152 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday villa in Davenport

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Beach or lakeside relaxation

from £138 / night

£960 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Orlando

Orlando villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

1 filter does not match: Beach or lakeside relaxation

22 reviews

from £164 / night

£1,143 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday villa with swimming pool, golf nearby in Orlando

Orlando villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 20

1 filter does not match: Beach or lakeside relaxation

7 reviews

from £151 / night

£1,056 - £1,792 / week

1 / 41

Great rentals within 20 miles that match your search

Holiday home in Kissimmee City

Kissimmee house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Beach or lakeside relaxation

2 reviews

from £119 / night

£832 / week

1 / 41

Great rentals within 20 miles that match your search

Holiday villa in Kissimmee

Kissimmee villa

  • 7 bedrooms
  • 4 bathrooms
  • sleeps 14

1 filter does not match: Beach or lakeside relaxation

20 reviews

from £252 / night

£1,718 / week

1 / 95

Great rentals within 20 miles that match your search

Holiday home with golf nearby in Kissimmee

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Beach or lakeside relaxation

3 reviews

from £151 / night

£1,056 / week

1 / 43

Great rentals within 20 miles that match your search

Kissimmee holiday home rental

Kissimmee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

1 filter does not match: Beach or lakeside relaxation

2 reviews

from £229 / night

£1,189 / week

1 / 4

Great rentals within 20 miles that match your search

Holiday home in Kissimmee

Kissimmee house

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 20

1 filter does not match: Beach or lakeside relaxation

13 reviews

from £320 / night

£2,240 / week

1 / 57

Great rentals within 20 miles that match your search

Kissimmee holiday townhouse rental

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Beach or lakeside relaxation

6 reviews

from £101 / night

£704 / week

1 / 24

Great rentals within 20 miles that match your search

Kissimmee holiday condo rental

Kissimmee condo

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Beach or lakeside relaxation

1 review

from £103 / night

£687 - £916 / week

1 / 28

Great rentals within 20 miles that match your search

Home rental in Orlando

Orlando house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Beach or lakeside relaxation

29 reviews

from £118 / night

£823 / week

1 / 34

Great rentals within 20 miles that match your search

Holiday home in Kissimmee

Kissimmee house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 13

1 filter does not match: Beach or lakeside relaxation

5 reviews

from £204 / night

£1,291 - £2,314 / 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

1 filter does not match: Beach or lakeside relaxation

11 reviews

from £480 / night

£3,360 / week

1 / 33

Great rentals within 20 miles that match your search

Holiday home rental

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Beach or lakeside relaxation

5 reviews

from £170 / night

£1,184 / week

1 / 48

×

Also consider