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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)
  • 5
  • 4 and above
  • 3 and above
Tripadvisor rating Vrbo rating
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.
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Great rentals within 20 miles that match your search

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Holiday villa rental

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Private tennis court

from £144 / night

£1,008 / week

1 / 9

Great rentals within 20 miles that match your search

Holiday home letting

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Private tennis court

from £138 / night

£962 - £1,539 / week

1 / 29

Great rentals within 20 miles that match your search

Holiday condo with shared pool in Kissimmee

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Private tennis court

from £157 / night

£1,100 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday villa in Emerald Isle Kissimmee

Kissimmee villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

1 filter does not match: Private tennis court

from £174 / night

£1,168 - £1,603 / week

1 / 19

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: Private tennis court

3 reviews

from £212 / night

£1,482 / week

1 / 48

Great rentals within 20 miles that match your search

Terra Verde Resort holiday villa rental

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

1 filter does not match: Private tennis court

from £138 / night

£898 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday home in Kissimmee

Kissimmee house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 13

1 filter does not match: Private tennis court

5 reviews

from £204 / night

£1,291 - £2,314 / week

1 / 25

Great rentals within 20 miles that match your search

Villa accommodation in Kissimmee

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Private tennis court

from £138 / night

£963 - £1,540 / week

1 / 47

Great rentals within 20 miles that match your search

Kissimmee holiday home rental

Kissimmee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Private tennis court

34 reviews

from £202 / night

£1,412 - £1,573 / week

1 / 51

Great rentals within 20 miles that match your search

Holiday villa in Kissimmee

Kissimmee villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

1 filter does not match: Private tennis court

2 reviews

from £100 / night

£699 / week

1 / 52

Great rentals within 20 miles that match your search

Holiday villa with indoor pool in Kissimmee

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14

1 filter does not match: Private tennis court

8 reviews

from £184 / night

£1,926 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday apartment in Kissimmee

Kissimmee apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Private tennis court

from £119 / night

£828 / week

1 / 24

Great rentals within 20 miles that match your search

Condo rental in Kissimmee

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Private tennis court

125 reviews

from £142 / night

£995 / week

1 / 52

Great rentals within 20 miles that match your search

Kissimmee holiday villa rental

Kissimmee villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

1 filter does not match: Private tennis court

1 review

from £212 / night

£1,482 / week

1 / 49

Great rentals within 20 miles that match your search

Holiday villa rental

Kissimmee villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

1 filter does not match: Private tennis court

1 review

from £201 / night

£1,317 - £1,638 / week

1 / 17

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: Private tennis court

from £146 / night

£1,020 / week

1 / 45

Great rentals within 20 miles that match your search

Kissimmee holiday apartment rental

Kissimmee apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Private tennis court

4 reviews

from £202 / night

£1,411 / week

1 / 73

Great rentals within 20 miles that match your search

Holiday home with indoor pool, golf nearby in Kissimmee

Kissimmee house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Private tennis court

from £275 / night

£1,924 / week

1 / 32

Great rentals within 20 miles that match your search

Home accommodation in Kissimmee with shared pool, golf nearby

Kissimmee house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

1 filter does not match: Private tennis court

3 reviews

from £320 / night

£1,831 / week

1 / 23

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: Private tennis court

from £345 / night

£2,332 / week

1 / 6

Great rentals within 20 miles that match your search

Holiday condo in Kissimmee

Kissimmee condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Private tennis court

from £229 / night

£1,603 / week

1 / 4

Great rentals within 20 miles that match your search

Holiday villa with golf nearby in Kissimmee

Kissimmee villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 20

1 filter does not match: Private tennis court

from £321 / night

£2,245 / week

1 / 65

Great rentals within 20 miles that match your search

Kissimmee holiday villa rental

Kissimmee villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

1 filter does not match: Private tennis court

4 reviews

from £454 / night

£2,657 / week

1 / 37

Great rentals within 20 miles that match your search

Holiday villa in Kissimmee

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Private tennis court

2 reviews

from £165 / night

£990 / week

1 / 33

Great rentals within 20 miles that match your search

Holiday villa with swimming pool, golf nearby in Kissimmee

Kissimmee villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 18

1 filter does not match: Private tennis court

from £212 / night

£1,482 / week

1 / 44

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: Private tennis court

from £326 / night

£2,277 / week

1 / 58

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: Private tennis court

from £321 / night

£2,245 / week

1 / 67

Great rentals within 20 miles that match your search

Holiday villa in Kissimmee

Kissimmee villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

1 filter does not match: Private tennis court

from £326 / night

£2,277 / week

1 / 57

Great rentals within 20 miles that match your search

Holiday villa with shared pool, golf nearby in Kissimmee

Kissimmee villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

1 filter does not match: Private tennis court

1 review

from £326 / night

£2,277 / week

1 / 62

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: Private tennis court

from £321 / night

£2,245 / week

1 / 62

Great rentals within 20 miles that match your search

Villa rental in Kissimmee with swimming pool

Kissimmee villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

1 filter does not match: Private tennis court

from £212 / night

£1,482 / week

1 / 48

Great rentals within 20 miles that match your search

Holiday villa with golf nearby in Kissimmee

Kissimmee villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 20

1 filter does not match: Private tennis court

from £321 / night

£2,245 / week

1 / 65

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: Private tennis court

1 review

from £321 / night

£2,245 / week

1 / 71

Great rentals within 20 miles that match your search

Villa rental in Kissimmee with shared pool, golf nearby

Kissimmee villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

1 filter does not match: Private tennis court

from £326 / night

£2,277 / week

1 / 59

Great rentals within 20 miles that match your search

Villa rental in Kissimmee with golf nearby

Kissimmee villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

1 filter does not match: Private tennis court

from £326 / night

£2,277 / week

1 / 57

Great rentals within 20 miles that match your search

Kissimmee holiday villa rental

Kissimmee villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

1 filter does not match: Private tennis court

from £326 / night

£2,277 / week

1 / 58

Great rentals within 20 miles that match your search

Villa rental in Kissimmee with swimming pool, golf nearby

Kissimmee villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 20

1 filter does not match: Private tennis court

from £321 / night

£2,245 / week

1 / 72

Great rentals within 20 miles that match your search

Villa rental in Kissimmee with swimming pool, golf nearby

Kissimmee villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

1 filter does not match: Private tennis court

from £212 / night

£1,482 / week

1 / 48

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Kissimmee

Kissimmee villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

1 filter does not match: Private tennis court

from £275 / night

£1,924 / week

1 / 81

Great rentals within 20 miles that match your search

Holiday villa with shared pool in Kissimmee

Kissimmee villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

1 filter does not match: Private tennis court

from £165 / night

£1,155 / week

1 / 12

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