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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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  • 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 (126)
  • Villa (904)
  • Cottage (1)
  • House (1,205)
  • Penthouse (1)
  • Bungalow (1)
  • Townhouse (236)
  • Studio (1)
  • Condo (652)
  • Hotel apartment (99)

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Private room
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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 £47 / night

£324 / 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 £172 / night

£1,204 / 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 Orlando

Orlando condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

3 reviews

from £74 / night

£512 / 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 £157 / night

£1,018 / week

1 / 28

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 £486 / night

£3,402 / week

1 / 33

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 condo with shared pool in Orlando

Orlando condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

15 reviews

from £209 / night

£1,666 - £2,037 / week

1 / 14

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 £111 / night

£771 / 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 £324 / night

£2,268 / 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: Property type

1 review

from £93 / night

£648 / week

1 / 10

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 £92 / night

£671 - £736 / 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 £157 / night

£1,095 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday apartment in Kissimmee

Kissimmee apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £185 / night

£1,290 / week

1 / 5

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 £153 / night

£1,069 - £1,814 / 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 £74 / night

£832 / week

1 / 27

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 £138 / night

£966 / week

1 / 10

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 £125 / night

£875 / week

1 / 22

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 £509 / night

£3,564 / week

1 / 7

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 £130 / night

£817 - £905 / 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 £371 / night

£2,592 / 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 £146 / night

£1,019 / week

1 / 9

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 £278 / night

£1,944 / 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 £265 / night

£1,852 / week

1 / 7

Great rentals within 20 miles that match your search

Kissimmee holiday apartment rental

Kissimmee apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

1 review

from £93 / night

£648 / week

1 / 4

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 £556 / night

£3,703 - £3,962 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday villa in Kissimmee

Kissimmee villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Property type

8 reviews

from £111 / night

£759 - £833 / week

1 / 11

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 £278 / night

£1,944 / 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 £162 / night

£1,130 / 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 £159 / night

£1,111 / 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 £397 / night

£2,777 / 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: Property type

1 review

from £82 / night

£2,082 / week

1 / 7

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 £80 / night

£556 / 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 £139 / night

£880 - £944 / week

1 / 27

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: Property type

from £371 / night

£2,592 / 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: Property type

2 reviews

from £143 / night

£998 / 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: Property type

from £156 / night

£1,093 / week

1 / 7

Great rentals within 20 miles that match your search

Holiday villa in Davenport

Davenport villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

1 filter does not match: Property type

11 reviews

from £371 / night

£2,592 / week

1 / 61

Great rentals within 20 miles that match your search

Holiday home with golf nearby in Clermont

Clermont house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

3 reviews

from £102 / night

£713 / week

1 / 27

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 £260 / night

£1,814 / week

1 / 8

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