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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)
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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
  • Apartment (10)
  • Villa (109)
  • House (29)
  • Bungalow (1)
  • Townhouse (36)
  • Condo (10)
  • Hotel apartment (1)

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196 Holiday homes

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Holiday villa in Kissimmee

Kissimmee villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10
95 reviews

from £138 / night

£963 / week

1 / 29

Villa rental in Kissimmee with swimming pool

Kissimmee villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6
91 reviews

from £161 / night

£859 - £974 / week

1 / 47

Holiday villa with golf nearby in Cumbrian Lakes

Kissimmee villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10
31 reviews

from £110 / night

£770 / week

1 / 21

Kissimmee holiday villa rental

Kissimmee villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 11
43 reviews

from £128 / night

£844 - £1,164 / week

1 / 66

Kissimmee holiday villa rental

Kissimmee villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

from £295 / night

£2,060 / week

1 / 82

Bungalow rental in Kissimmee

Kissimmee bungalow

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8
26 reviews

from £142 / night

£912 / week

1 / 48

Holiday condo in Kissimmee

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from £216 / night

£1,513 / week

1 / 14

Holiday apartment in Kissimmee

Kissimmee apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

from £171 / night

£1,196 / week

1 / 38

Kissimmee holiday villa rental

Kissimmee villa

  • 9 bedrooms
  • 5 bathrooms
  • sleeps 18

from £442 / night

£3,092 / week

1 / 78

Villa letting in Kissimmee with swimming pool, golf nearby

Kissimmee villa

  • 9 bedrooms
  • 5 bathrooms
  • sleeps 18

from £442 / night

£3,092 / week

1 / 79

Kissimmee holiday villa rental

Kissimmee villa

  • 9 bedrooms
  • 7 bathrooms
  • sleeps 18

from £442 / night

£3,092 / week

1 / 112

Holiday villa in Kissimmee

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £230 / night

£1,604 / week

1 / 37

Holiday villa with swimming pool in Kissimmee

Kissimmee villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from £268 / night

£1,874 / week

1 / 61

Holiday villa with swimming pool, golf nearby in Kissimmee

Kissimmee villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from £268 / night

£1,874 / week

1 / 61

Holiday villa with swimming pool in Kissimmee

Kissimmee villa

  • 9 bedrooms
  • 7 bathrooms
  • sleeps 18

from £442 / night

£3,092 / week

1 / 106

Holiday villa rental

Kissimmee villa

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 18

from £442 / night

£3,092 / week

1 / 86

Holiday villa with swimming pool in Kissimmee

Kissimmee villa

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 18

from £442 / night

£3,092 / week

1 / 87

Holiday villa in Kissimmee

Kissimmee villa

  • 9 bedrooms
  • 7 bathrooms
  • sleeps 18

from £442 / night

£3,092 / week

1 / 106

Holiday villa with swimming pool in Kissimmee

Kissimmee villa

  • 9 bedrooms
  • 5 bathrooms
  • sleeps 18

from £442 / night

£3,092 / week

1 / 78

Kissimmee holiday villa rental

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 16
7 reviews

from £824 / night

£5,767 / week

1 / 67

Holiday villa accommodation

Kissimmee villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

from £295 / night

£2,060 / week

1 / 87

Holiday villa with swimming pool in Kissimmee

Kissimmee villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

from £295 / night

£2,060 / week

1 / 72

Holiday townhouse with swimming pool in Kissimmee

Kissimmee townhouse

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

from £214 / night

£1,495 / week

1 / 67

Holiday villa in Kissimmee

Kissimmee villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

from £281 / night

£1,963 / week

1 / 62

Holiday townhouse rental

Kissimmee townhouse

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

from £171 / night

£1,194 / week

1 / 77

Villa rental in Kissimmee with swimming pool

Kissimmee villa

  • 9 bedrooms
  • 7 bathrooms
  • sleeps 21

from £442 / night

£3,092 / week

1 / 112

Kissimmee holiday home accommodation

Kissimmee house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 12
13 reviews

from £220 / night

£1,540 / week

1 / 26

Kissimmee holiday villa rental

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8
4 reviews

from £127 / night

£886 / week

1 / 23

Kissimmee holiday townhouse rental

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £171 / night

£1,194 / week

1 / 50

Kissimmee holiday townhouse rental

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £171 / night

£1,194 / week

1 / 48

Kissimmee holiday townhouse rental

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £171 / night

£1,194 / week

1 / 52

Holiday townhouse in Kissimmee

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £171 / night

£1,194 / week

1 / 51

Holiday villa with swimming pool in Kissimmee

Kissimmee villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 16

from £427 / night

£2,983 / week

1 / 92

Holiday villa with swimming pool in Kissimmee

Kissimmee villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 16

from £427 / night

£2,983 / week

1 / 92

Kissimmee holiday villa rental

Kissimmee villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 16

from £427 / night

£2,983 / week

1 / 88

Villa rental in Kissimmee with swimming pool

Kissimmee villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from £218 / night

£1,521 / week

1 / 41

Holiday townhouse with swimming pool in Kissimmee

Kissimmee townhouse

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

from £214 / night

£1,495 / week

1 / 67

Holiday home in Kissimmee

Kissimmee house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from £182 / night

£1,271 / week

1 / 83

Holiday townhouse with swimming pool in Kissimmee

Kissimmee townhouse

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from £182 / night

£1,271 / week

1 / 83

Kissimmee holiday villa rental

Kissimmee villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

from £252 / night

£1,765 / week

1 / 38

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