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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 -

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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 (40)
  • Apartment (18)
  • Villa (202)
  • House (103)
  • Townhouse (55)
  • Hotel apartment (4)

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40 Holiday homes

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Condo
Water sports

Great rentals within 20 miles that match your search

Holiday condo in Kissimmee

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5
7 reviews

from £108 / night

£521 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday condo in Orlando

Orlando condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4
3 reviews

from £73 / night

£505 / week

1 / 33

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

Condo accommodation in Celebration

Celebration condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £101 / night

£704 / week

1 / 24

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

Lake Buena Vista holiday condo rental

Lake Buena Vista condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 11

from £182 / night

£1,096 / week

1 / 36

Great rentals within 20 miles that match your search

Condo rental in Four Corners

Four Corners condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £92 / night

£640 / week

1 / 13

Great rentals within 20 miles that match your search

Kissimmee holiday condo rental

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from £144 / night

£996 / week

1 / 9

Great rentals within 20 miles that match your search

Kissimmee holiday condo rental

Kissimmee condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £183 / night

£1,278 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday condo with shared pool in Celebration

Celebration condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £151 / night

£1,055 / week

1 / 13

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

Kissimmee holiday condo rental

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £179 / night

£1,188 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday condo in Kissimmee

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6
11 reviews

from £59 / night

£410 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday condo in Orlando

Orlando condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

from £91 / night

£594 - £868 / week

1 / 34

Great rentals within 20 miles that match your search

Holiday condo with shared pool in Four Corners

Four Corners condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £69 / night

£480 / week

1 / 10

Great rentals within 20 miles that match your search

Holiday condo with shared pool in Four Corners

Four Corners condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £64 / night

£448 / week

1 / 10

Great rentals within 20 miles that match your search

Holiday condo with shared pool in Lake Buena Vista

Lake Buena Vista condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £73 / night

£505 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday condo with shared pool in Lake Buena Vista

Lake Buena Vista condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £78 / night

£544 / week

1 / 13

Great rentals within 20 miles that match your search

Condo rental in Lake Buena Vista with shared pool

Lake Buena Vista condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £69 / night

£480 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday condo with shared pool in Four Corners

Four Corners condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £64 / night

£448 / week

1 / 10

Great rentals within 20 miles that match your search

Four Corners holiday condo rental

Four Corners condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6
34 reviews

from £80 / night

£479 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday condo accommodation

Four Corners condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £133 / night

£927 / week

1 / 24

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

Reunion holiday condo let

Reunion condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £115 / night

£800 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday condo in Lake Buena Vista

Lake Buena Vista condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

from £146 / night

£914 / week

1 / 28

Great rentals within 20 miles that match your search

Kissimmee holiday condo rental

Kissimmee condo

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8
1 review

from £103 / night

£687 - £916 / week

1 / 28

Great rentals within 20 miles that match your search

Kissimmee holiday condo rental

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £136 / night

£953 / week

1 / 28

Great rentals within 20 miles that match your search

Four Corners holiday condo rental

Four Corners condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6
3 reviews

from £151 / night

£1,055 / week

1 / 21

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 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 rental

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6
14 reviews

from £98 / night

£516 - £1,031 / week

1 / 60

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 review

from £81 / night

£2,054 / week

1 / 7

Great rentals within 20 miles that match your search

Holiday condo with shared pool in Celebration

Celebration condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £151 / night

£1,055 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday condo with shared pool in Celebration

Celebration condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £151 / night

£1,055 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday condo with shared pool in Celebration

Celebration condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £151 / night

£1,055 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday condo with shared pool in Celebration

Celebration condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £151 / night

£1,055 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday condo with shared pool in Celebration

Celebration condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £151 / night

£1,055 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday condo with shared pool in Celebration

Celebration condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £151 / night

£1,055 / week

1 / 13

Great rentals within 20 miles that match your search

Celebration holiday condo accommodation

Celebration condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £126 / night

£876 / week

1 / 29

Great rentals within 20 miles that match your search

Celebration holiday condo rental

Celebration condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £140 / night

£979 / week

1 / 35

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