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Holiday Lettings
> North America
> United States
> Florida
> Central Florida
> Kissimmee
> Villas and Houses in Kissimmee City

Holiday Rentals in Kissimmee City - Holiday Lettings - Villas

Price per night

£1 £750 -

Bedrooms

Property rating (out of 5)
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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.
Property type
  • Condo (13)
  • Apartment (12)
  • Villa (66)
  • House (40)
  • Townhouse (13)
  • Hotel apartment (4)

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13 Holiday homes

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Condo
City breaks

Great rentals within 20 miles that match your search

Holiday condo in Kissimmee

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4
3 reviews

from £92 / night

£640 / week

1 / 20

Great rentals within 20 miles that match your search

Kissimmee holiday condo rental

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from £144 / night

£996 / week

1 / 9

Great rentals within 20 miles that match your search

Holiday condo with shared pool in Kissimmee

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8
9 reviews

from £127 / night

£889 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday condo in Orlando

Orlando condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

from £91 / night

£594 - £868 / week

1 / 34

Great rentals within 20 miles that match your search

Holiday condo in Celebration

Celebration condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £119 / night

£822 / week

1 / 18

Great rentals within 20 miles that match your search

Condo rental in Four Corners

Four Corners condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £63 / night

£442 / week

1 / 8

Great rentals within 20 miles that match your search

Kissimmee holiday condo rental

Kissimmee condo

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8
1 review

from £103 / night

£687 - £916 / week

1 / 28

Great rentals within 20 miles that match your search

Kissimmee holiday condo rental

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £136 / night

£953 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday condo in Kissimmee

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8
12 reviews

from £91 / night

£617 / week

1 / 30

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
1 review

from £73 / night

£821 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday condo in Celebration

Celebration condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6
2 reviews

from £180 / night

£1,343 - £2,545 / week

1 / 29

Great rentals within 20 miles that match your search

Holiday condo with golf nearby in Kissimmee

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7
43 reviews

from £86 / night

£602 / week

1 / 44

Great rentals within 20 miles that match your search

Celebration holiday condo rental

Celebration condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from £119 / night

£832 / week

1 / 21

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

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Holiday condo in Kissimmee

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: City breaks

from £86 / night

£601 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday condo in Orlando

Orlando condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: City breaks

3 reviews

from £73 / night

£505 / week

1 / 33

Great rentals within 20 miles that match your search

Holiday condo in Kissimmee

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: City breaks

7 reviews

from £108 / night

£521 / week

1 / 23

Great rentals within 20 miles that match your search

Condo rental in Kissimmee with shared pool

Kissimmee condo

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: City breaks

from £86 / night

£458 - £802 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday condo with shared pool in Orlando

Orlando condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: City breaks

from £281 / night

£1,964 / week

1 / 9

Great rentals within 20 miles that match your search

Kissimmee holiday condo rental

Kissimmee condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: City breaks

from £183 / night

£1,278 / week

1 / 26

Great rentals within 20 miles that match your search

Home rental in Orlando with swimming pool, golf nearby

Orlando house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 16

1 filter does not match: Property type

2 reviews

from £145 / night

£1,023 - £1,727 / week

1 / 31

Great rentals within 20 miles that match your search

Holiday condo in Reunion

Reunion condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

1 filter does not match: City breaks

from £109 / night

£761 / week

1 / 9

Great rentals within 20 miles that match your search

Holiday villa letting

Orlando villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £320 / night

£2,238 / week

1 / 25

Great rentals within 20 miles that match your search

Condo rental in Davenport

Davenport condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: City breaks

1 review

from £92 / night

£640 / week

1 / 10

Great rentals within 20 miles that match your search

Holiday condo with golf nearby in Kissimmee

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: City breaks

1 review

from £124 / night

£864 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday condo with indoor pool in Clermont

Clermont condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: City breaks

27 reviews

from £110 / night

£640 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday condo in Kissimmee

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: City breaks

from £366 / night

£2,558 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday condo in Orlando

Orlando condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: City breaks

from £274 / night

£1,918 / week

1 / 18

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: Property type

8 reviews

from £548 / night

£3,654 - £3,909 / week

1 / 25

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: City breaks

from £392 / night

£2,740 / week

1 / 14

Great rentals within 20 miles that match your search

Buena Ventura Lakes holiday condo rental

Buena Ventura Lakes condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: City breaks

1 review

from £81 / night

£2,054 / week

1 / 7

Great rentals within 20 miles that match your search

Orlando holiday condo rental

Orlando condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: City breaks

from £127 / night

£777 - £1,096 / week

1 / 38

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: City breaks

from £366 / night

£2,558 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday condo in Kissimmee

Kissimmee condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: City breaks

from £159 / night

£1,113 / week

1 / 40

Great rentals within 20 miles that match your search

Holiday condo in Orlando

Orlando condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: City breaks

from £235 / night

£1,644 / week

1 / 5

Great rentals within 20 miles that match your search

Holiday condo in Kissimmee

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: City breaks

from £242 / night

£1,690 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday villa in Clermont

Clermont villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

1 filter does not match: Property type

6 reviews

from £101 / night

£685 - £1,160 / week

1 / 40

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: City breaks

6 reviews

from £151 / night

£1,031 / week

1 / 40

Great rentals within 20 miles that match your search

Holiday villa with swimming pool, golf nearby in Kissimmee

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 13

1 filter does not match: Property type

3 reviews

from £176 / night

£1,233 / week

1 / 30

Great rentals within 20 miles that match your search

Villa rental in Kissimmee

Kissimmee villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 16

1 filter does not match: Property type

4 reviews

from £320 / night

£2,238 / week

1 / 60

Great rentals within 20 miles that match your search

Holiday home with indoor pool in Emerald Island

Emerald Island house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

24 reviews

from £137 / night

£959 - £1,151 / week

1 / 100

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