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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

Property rating (out of 5)
  • 5
  • 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
  • Private room (2)
  • Apartment (199)
  • Villa (1,061)
  • Cottage (2)
  • House (1,589)
  • Bungalow (1)
  • Townhouse (355)
  • Condo (643)
  • Hotel apartment (26)

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2 Holiday homes

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Great rentals within 20 miles that match your search

Holiday private room rental

Poinciana private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 1

from £46 / night

£321 / week

1 / 8

Great rentals within 20 miles that match your search

Orlando holiday private room rental

Orlando private room

  • 1 bedroom
  • 3 bathrooms
  • sleeps 12

from £171 / night

£1,191 / week

1 / 5

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: Property type

from £87 / night

£603 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday townhouse in Kissimmee

Kissimmee townhouse

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

1 filter does not match: Property type

2 reviews

from £147 / night

£916 - £1,466 / week

1 / 20

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

3 reviews

from £73 / night

£507 / week

1 / 33

Great rentals within 20 miles that match your search

Home rental in Davenport

Davenport house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

1 filter does not match: Property type

from £155 / night

£1,007 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday home accommodation

Davenport house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Property type

2 reviews

from £138 / night

£962 / week

1 / 45

Great rentals within 20 miles that match your search

Holiday home with indoor pool in Kissimmee

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

9 reviews

from £145 / night

£1,013 / week

1 / 59

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: Property type

11 reviews

from £481 / night

£3,367 / week

1 / 33

Great rentals within 20 miles that match your search

Orlando holiday villa rental

Orlando villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Property type

29 reviews

from £94 / night

£654 / week

1 / 37

Great rentals within 20 miles that match your search

Davenport holiday villa rental

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

15 reviews

from £138 / night

£962 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday home in ChampionsGate

ChampionsGate house

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 18

1 filter does not match: Property type

11 reviews

from £284 / night

£1,923 / week

1 / 18

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: Property type

15 reviews

from £206 / night

£1,649 - £2,016 / week

1 / 14

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: Property type

from £183 / night

£1,282 / 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

£1,026 - £1,732 / week

1 / 31

Great rentals within 20 miles that match your search

Holiday hotel apartment in Orlando

Orlando hotel apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £243 / night

£1,700 / week

1 / 23

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: Property type

from £109 / night

£763 / 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 £321 / night

£2,245 / week

1 / 25

Great rentals within 20 miles that match your search

Clermont holiday townhouse rental

Clermont townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Property type

8 reviews

from £110 / night

£770 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday townhouse rental

Orlando townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

7 reviews

from £91 / night

£664 - £729 / week

1 / 44

Great rentals within 20 miles that match your search

Holiday home with golf nearby in Davenport

Davenport house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

1 filter does not match: Property type

from £155 / night

£1,084 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday home in Davenport

Davenport house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

1 filter does not match: Property type

2 reviews

from £165 / night

£1,118 / week

1 / 22

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: Property type

1 review

from £124 / night

£866 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday home with swimming pool, golf nearby in Orlando

Orlando house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 16

1 filter does not match: Property type

from £152 / night

£1,058 - £1,796 / week

1 / 42

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 filter does not match: Property type

1 review

from £73 / night

£824 / week

1 / 27

Great rentals within 20 miles that match your search

Davenport holiday apartment rental

Davenport apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

7 reviews

from £101 / night

£706 / week

1 / 30

Great rentals within 20 miles that match your search

Villa rental in Orlando with shared pool

Orlando villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £137 / night

£956 / week

1 / 10

Great rentals within 20 miles that match your search

Holiday villa in Davenport

Davenport villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Property type

20 reviews

from £152 / night

£1,058 / week

1 / 48

Great rentals within 20 miles that match your search

Clermont holiday home rental

Clermont house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

11 reviews

from £124 / night

£866 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday townhouse in Davenport

Davenport townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

1 filter does not match: Property type

1 review

from £110 / night

£770 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday villa with shared pool, golf nearby in Kissimmee

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Property type

5 reviews

from £165 / night

£1,155 / week

1 / 25

Great rentals within 20 miles that match your search

Orlando holiday villa rental

Orlando villa

  • 1 bedroom
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Property type

from £504 / night

£3,527 / week

1 / 7

Great rentals within 20 miles that match your search

Holiday townhouse in Kissimmee

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

1 filter does not match: Property type

17 reviews

from £147 / night

£916 - £1,558 / week

1 / 50

Great rentals within 20 miles that match your search

Townhouse accommodation in Reunion with golf nearby

Reunion townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Property type

3 reviews

from £129 / night

£808 - £895 / week

1 / 31

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: Property type

from £367 / night

£2,565 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday villa rental

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £144 / night

£1,008 / week

1 / 9

Great rentals within 20 miles that match your search

Clermont holiday home rental

Clermont house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £142 / night

£994 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday villa with golf nearby in Four Corners

Four Corners villa

  • 12 bedrooms
  • 14 bathrooms
  • sleeps 26

1 filter does not match: Property type

1 review

from £1,466 / night

£10,259 / week

1 / 68

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: Property type

from £275 / night

£1,924 / week

1 / 18

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: Property type

from £262 / night

£1,832 / week

1 / 7

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