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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 (24)
  • Apartment (18)
  • Villa (193)
  • House (112)
  • Townhouse (33)
  • Hotel apartment (6)

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24 Holiday homes

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Great rentals within 20 miles that match your search

Holiday condo in Davenport

Davenport condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4
2 reviews

from £137 / night

£959 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday condo with shared pool, golf nearby in Kissimmee

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £131 / night

£915 / week

1 / 55

Great rentals within 20 miles that match your search

Holiday condo rental

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £131 / night

£915 / week

1 / 55

Great rentals within 20 miles that match your search

Kissimmee holiday condo rental

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

from £83 / night

£548 / week

1 / 29

Great rentals within 20 miles that match your search

Condo rental in Four Corners with shared pool, golf nearby

Four Corners condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from £177 / night

£1,239 / week

1 / 29

Great rentals within 20 miles that match your search

Condo letting in Four Corners with shared pool, golf nearby

Four Corners condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from £262 / night

£1,829 / week

1 / 29

Great rentals within 20 miles that match your search

Condo rental in Four Corners with shared pool, golf nearby

Four Corners condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from £251 / night

£1,752 / week

1 / 29

Great rentals within 20 miles that match your search

Orlando holiday condo rental

Orlando condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £366 / night

£2,558 / week

1 / 13

Great rentals within 20 miles that match your search

Condo rental in Reunion with golf nearby

Reunion condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £101 / night

£668 - £2,053 / week

1 / 27

Great rentals within 20 miles that match your search

Lake Buena Vista holiday condo rental

Lake Buena Vista condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £83 / night

£578 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday condo with golf nearby in Four Corners

Four Corners condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £60 / night

£416 / week

1 / 8

Great rentals within 20 miles that match your search

Holiday condo with golf nearby in Four Corners

Four Corners condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £60 / night

£416 / week

1 / 8

Great rentals within 20 miles that match your search

Four Corners holiday condo rental

Four Corners condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £60 / night

£418 / week

1 / 8

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
5 reviews

from £83 / night

£576 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday condo with shared pool, golf nearby in Reunion

Reunion condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £87 / night

£608 / week

1 / 21

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 review

from £124 / night

£864 / week

1 / 25

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 with shared pool, golf nearby in Kissimmee

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6
23 reviews

from £60 / night

£416 / week

1 / 37

Great rentals within 20 miles that match your search

Holiday condo in Reunion

Reunion condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

from £109 / night

£761 / week

1 / 9

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
6 reviews

from £151 / night

£1,031 / week

1 / 40

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

Holiday condo in Orlando

Orlando condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4
5 reviews

from £138 / night

£962 / week

1 / 12

Great rentals within 20 miles that match your search

Celebration holiday condo rental

Celebration condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from £120 / night

£835 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday condo accommodation

Celebration condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £83 / night

£578 / week

1 / 31

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: Golf course on site or within 15 min walk

3 reviews

from £73 / night

£505 / week

1 / 33

Great rentals within 20 miles that match your search

Kissimmee holiday condo rental

Kissimmee condo

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Golf course on site or within 15 min walk

1 review

from £103 / night

£687 - £916 / week

1 / 28

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: Golf course on site or within 15 min walk

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: Golf course on site or within 15 min walk

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: Golf course on site or within 15 min walk

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 hotel apartment in Orlando

Orlando hotel apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £242 / night

£1,695 / week

1 / 23

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: Golf course on site or within 15 min walk

1 review

from £92 / night

£640 / week

1 / 10

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

£1,081 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday villa with golf nearby in Kissimmee

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £105 / night

£736 / week

1 / 13

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: Golf course on site or within 15 min walk

27 reviews

from £110 / night

£640 / week

1 / 30

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 £151 / night

£1,055 / week

1 / 48

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 £128 / night

£806 - £893 / 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: Golf course on site or within 15 min walk

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: Golf course on site or within 15 min walk

from £274 / night

£1,918 / week

1 / 18

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