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

Villas in Kissimmee and Apartments - Holiday Lettings - Holiday Rentals Kissimmee

Price per night

£1 £750 -

Bedrooms

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  • 5
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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
  • B&B (1)
  • Apartment (49)
  • Villa (546)
  • Cottage (1)
  • House (351)
  • Bungalow (1)
  • Townhouse (128)
  • Condo (142)
  • Private room (1)
  • Hotel apartment (8)
  • Guest house (2)

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1 Holiday homes

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Great rentals within 20 miles that match your search

Groveland holiday b&b rental

Groveland b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 4
1 review

from £92 / night

£595 - £723 / week

1 / 28

Great rentals within 20 miles that match your search

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Holiday villa with shared pool in Orlando

Orlando villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £392 / night

£2,743 / week

1 / 6

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 £549 / night

£3,657 - £3,913 / week

1 / 25

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: Property type

from £183 / night

£1,280 / week

1 / 6

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: Property type

12 reviews

from £275 / night

£1,920 / week

1 / 64

Great rentals within 20 miles that match your search

Orlando holiday home rental

Orlando house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £160 / night

£1,116 / week

1 / 9

Great rentals within 20 miles that match your search

Orlando holiday villa rental

Orlando villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

1 review

from £157 / night

£1,097 / week

1 / 23

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: Property type

1 review

from £81 / night

£2,056 / week

1 / 7

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: Property type

from £91 / night

£595 - £869 / week

1 / 34

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Williamsburg

Williamsburg apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £79 / night

£549 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday villa rental

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

4 reviews

from £138 / night

£916 - £1,031 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday villa in Orlando

Orlando villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

6 reviews

from £138 / night

£869 - £933 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday home in Orlando

Orlando house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

1 filter does not match: Property type

from £288 / night

£2,012 / week

1 / 11

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: Property type

from £155 / night

£1,079 / week

1 / 7

Great rentals within 20 miles that match your search

Holiday villa in Kissimmee

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £229 / night

£1,600 / week

1 / 37

Great rentals within 20 miles that match your search

Villa rental in Kissimmee

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £448 / night

£3,136 / week

1 / 4

Great rentals within 20 miles that match your search

Holiday condo in Kissimmee

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £256 / night

£1,792 / week

1 / 8

Great rentals within 20 miles that match your search

Holiday home rental

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

29 reviews

from £109 / night

£762 / week

1 / 45

Great rentals within 20 miles that match your search

Holiday condo in Kissimmee

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £86 / night

£602 / week

1 / 24

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: Property type

5 reviews

from £83 / night

£576 / week

1 / 17

Great rentals within 20 miles that match your search

Townhouse rental in Kissimmee

Kissimmee townhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

27 reviews

from £92 / night

£640 / week

1 / 92

Great rentals within 20 miles that match your search

Kissimmee holiday villa rental

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

4 reviews

from £127 / night

£884 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday townhouse in Kissimmee

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Property type

1 review

from £94 / night

£644 / week

1 / 50

Great rentals within 20 miles that match your search

Kissimmee holiday villa rental

Kissimmee villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 18

1 filter does not match: Property type

1 review

from £212 / night

£1,479 / week

1 / 49

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: Property type

6 reviews

from £166 / night

£1,078 / week

1 / 32

Great rentals within 20 miles that match your search

Orlando holiday condo rental

Orlando condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £85 / night

£595 / week

1 / 21

Great rentals within 20 miles that match your search

Villa rental in Poinciana

Poinciana villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

6 reviews

from £88 / night

£585 / week

1 / 42

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: Property type

4 reviews

from £179 / night

£1,235 / week

1 / 12

Great rentals within 20 miles that match your search

Reunion holiday townhouse rental

Reunion townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Property type

from £92 / night

£549 / week

1 / 26

Great rentals within 20 miles that match your search

Clermont holiday villa rental

Clermont villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 15

1 filter does not match: Property type

47 reviews

from £147 / night

£1,024 / week

1 / 28

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: Property type

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: Property type

5 reviews

from £124 / night

£1,280 / week

1 / 55

Great rentals within 20 miles that match your search

Terra Verde Resort holiday villa rental

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

1 filter does not match: Property type

from £138 / night

£896 / week

1 / 22

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: Property type

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: Property type

1 review

from £73 / night

£457 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday villa with swimming pool, golf nearby in Orlando

Orlando villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

1 filter does not match: Property type

3 reviews

from £270 / night

£1,888 / week

1 / 24

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: Property type

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: Property type

1 review

from £137 / night

£954 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday home in Clermont

Clermont house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Property type

5 reviews

from £101 / night

£704 / week

1 / 44

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 16

1 filter does not match: Property type

16 reviews

from £151 / night

£1,052 - £1,792 / week

1 / 55

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