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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 -

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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
  • Hotel apartment (3)
  • Apartment (56)
  • Villa (102)
  • House (240)
  • Penthouse (1)
  • Townhouse (55)
  • Studio (2)
  • Condo (21)
  • Private room (1)

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3 Holiday homes

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Great rentals within 20 miles that match your search

Holiday hotel apartment in Celebration

Celebration hotel apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6
1 review

from £161 / night

£1,008 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday hotel apartment with golf nearby in Orlando

Orlando hotel apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

from £246 / night

£1,719 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday hotel apartment with shared pool in ChampionsGate

ChampionsGate hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £69 / night

£481 / week

1 / 11

Great rentals within 20 miles that match your search

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Holiday hotel apartment in Orlando

Orlando hotel apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Pets allowed

from £243 / night

£1,700 / week

1 / 23

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 condo in Orlando

Orlando condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £184 / night

£1,283 / week

1 / 6

Great rentals within 20 miles that match your search

Condo rental in Orlando

Orlando condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £121 / night

£848 / week

1 / 10

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

£1,924 / week

1 / 64

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

£1,100 / week

1 / 23

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: Property type

from £393 / night

£2,748 / week

1 / 14

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: Property type

2 reviews

from £141 / night

£988 / week

1 / 25

Great rentals within 20 miles that match your search

Four Corners holiday home rental

Four Corners house

  • 12 bedrooms
  • 5 bathrooms
  • sleeps 24

1 filter does not match: Property type

2 reviews

from £706 / night

£5,469 - £14,176 / week

1 / 98

Great rentals within 20 miles that match your search

Holiday home with golf nearby in Kissimmee

Kissimmee house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

1 filter does not match: Property type

from £91 / night

£544 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday home with golf nearby in Kissimmee

Kissimmee house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

1 filter does not match: Property type

1 review

from £91 / night

£544 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday villa with swimming pool, golf nearby in Four Corners

Four Corners villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 20

1 filter does not match: Property type

from £322 / night

£2,251 / week

1 / 75

Great rentals within 20 miles that match your search

Holiday villa rental

Four Corners villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

1 filter does not match: Property type

1 review

from £322 / night

£2,251 / week

1 / 57

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: Property type

2 reviews

from £109 / night

£654 / week

1 / 72

Great rentals within 20 miles that match your search

Villa rental in Davenport with swimming pool, golf nearby

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20

1 filter does not match: Property type

1 review

from £264 / night

£1,847 / week

1 / 70

Great rentals within 20 miles that match your search

Four Corners holiday villa rental

Four Corners villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

1 filter does not match: Property type

from £322 / night

£2,251 / week

1 / 56

Great rentals within 20 miles that match your search

Four Corners holiday villa rental

Four Corners villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 20

1 filter does not match: Property type

from £322 / night

£2,146 / week

1 / 61

Great rentals within 20 miles that match your search

ChampionsGate holiday villa rental

ChampionsGate villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 18

1 filter does not match: Property type

from £321 / night

£2,245 / week

1 / 68

Great rentals within 20 miles that match your search

Kissimmee holiday townhouse rental

Kissimmee townhouse

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

1 filter does not match: Property type

17 reviews

from £119 / night

£834 / week

1 / 35

Great rentals within 20 miles that match your search

Orlando holiday condo rental

Orlando condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

1 filter does not match: Property type

from £206 / night

£1,272 / week

1 / 30

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

£645 / week

1 / 50

Great rentals within 20 miles that match your search

Holiday villa in Kissimmee

Kissimmee villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

1 filter does not match: Property type

3 reviews

from £212 / night

£1,482 / week

1 / 48

Great rentals within 20 miles that match your search

Holiday villa in Kissimmee

Kissimmee villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 18

1 filter does not match: Property type

from £212 / night

£1,482 / week

1 / 51

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

£1,482 / week

1 / 49

Great rentals within 20 miles that match your search

Holiday villa with swimming pool, golf nearby in Davenport

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20

1 filter does not match: Property type

1 review

from £269 / night

£1,879 / week

1 / 66

Great rentals within 20 miles that match your search

Villa rental in Davenport with swimming pool, golf nearby

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20

1 filter does not match: Property type

from £269 / night

£1,879 / week

1 / 59

Great rentals within 20 miles that match your search

Holiday villa rental

Orlando villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

1 filter does not match: Property type

from £174 / night

£1,237 / week

1 / 14

Great rentals within 20 miles that match your search

Hotel apartment rental in International Drive with shared pool

International Drive hotel apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Pets allowed

from £87 / night

£632 / week

1 / 21

Great rentals within 20 miles that match your search

Davenport holiday home rental

Davenport house

  • 12 bedrooms
  • 5 bathrooms
  • sleeps 24

1 filter does not match: Property type

2 reviews

from £523 / night

£3,655 / week

1 / 100

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

£738 / week

1 / 29

Great rentals within 20 miles that match your search

Holiday villa with swimming pool, golf nearby in Kissimmee

Kissimmee villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

1 filter does not match: Property type

2 reviews

from £326 / night

£2,277 / week

1 / 56

Great rentals within 20 miles that match your search

Holiday villa in Kissimmee

Kissimmee villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

4 reviews

from £109 / night

£745 - £859 / week

1 / 37

Great rentals within 20 miles that match your search

Home rental in Kissimmee

Kissimmee house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 20

1 filter does not match: Property type

3 reviews

from £239 / night

£1,667 / week

1 / 63

Great rentals within 20 miles that match your search

Orlando holiday private room rental

Orlando private room

  • 1 bedroom
  • 3 bathrooms
  • sleeps 12

1 filter does not match: Property type

from £171 / night

£1,191 / week

1 / 5

Great rentals within 20 miles that match your search

Townhouse rental in Kissimmee

Kissimmee townhouse

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Property type

13 reviews

from £119 / night

£834 / week

1 / 26

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: Property type

13 reviews

from £321 / night

£2,245 / week

1 / 57

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