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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.
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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: Catered / B&B

from £144 / night

£1,006 / week

1 / 9

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: Catered / B&B

from £262 / night

£1,829 / 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: Catered / B&B

1 review

from £92 / night

£640 / week

1 / 4

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: Catered / B&B

12 reviews

from £275 / night

£1,920 / week

1 / 64

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: Catered / B&B

from £392 / night

£2,743 / week

1 / 14

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: Catered / B&B

from £155 / night

£1,079 / week

1 / 7

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: Catered / B&B

from £256 / night

£1,792 / week

1 / 8

Great rentals within 20 miles that match your search

Holiday home rental

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Catered / B&B

29 reviews

from £109 / night

£762 / week

1 / 45

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

1 filter does not match: Catered / B&B

5 reviews

from £83 / night

£576 / week

1 / 17

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: Catered / B&B

from £1,306 / night

£9,142 / week

1 / 10

Great rentals within 20 miles that match your search

Holiday condo in Kissimmee

Kissimmee condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Catered / B&B

from £156 / night

£1,088 / week

1 / 13

Great rentals within 20 miles that match your search

Kissimmee holiday townhouse rental

Kissimmee townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Catered / B&B

from £301 / night

£1,829 / week

1 / 5

Great rentals within 20 miles that match your search

Holiday apartment accommodation

Kissimmee apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Catered / B&B

8 reviews

from £92 / night

£640 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday home in Kissimmee

Kissimmee house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

1 filter does not match: Catered / B&B

from £119 / night

£832 / week

1 / 41

Great rentals within 20 miles that match your search

Formosa Gardens holiday home rental

Kissimmee house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 16

1 filter does not match: Catered / B&B

1 review

from £366 / night

£2,377 / week

1 / 36

Great rentals within 20 miles that match your search

Kissimmee holiday home rental

Kissimmee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

1 filter does not match: Catered / B&B

2 reviews

from £229 / night

£1,189 / week

1 / 4

Great rentals within 20 miles that match your search

Townhouse rental in Kissimmee

Kissimmee townhouse

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Catered / B&B

13 reviews

from £119 / night

£832 / week

1 / 40

Great rentals within 20 miles that match your search

Holiday home in Kissimmee

Kissimmee house

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 20

1 filter does not match: Catered / B&B

13 reviews

from £320 / night

£2,240 / week

1 / 57

Great rentals within 20 miles that match your search

Legacy Dunes Resort holiday condo rental

Kissimmee condo

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Catered / B&B

1 review

from £103 / night

£687 - £916 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday home with swimming pool in Kissimmee

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Catered / B&B

1 review

from £138 / night

£960 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday home rental

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Catered / B&B

5 reviews

from £170 / night

£1,184 / week

1 / 48

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: Catered / B&B

from £183 / night

£1,279 / week

1 / 26

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 filter does not match: Catered / B&B

1 review

from £124 / night

£864 / week

1 / 25

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: Catered / B&B

from £106 / night

£736 / week

1 / 13

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: Catered / B&B

from £366 / night

£2,560 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday villa with private swimming pool in Kissimmee

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Catered / B&B

44 reviews

from £147 / night

£960 - £1,235 / week

1 / 88

Great rentals within 20 miles that match your search

Holiday villa in Kissimmee

Kissimmee villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 filter does not match: Catered / B&B

1 review

from £303 / night

£2,119 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday villa with golf nearby in Cumbrian Lakes

Kissimmee villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

1 filter does not match: Catered / B&B

31 reviews

from £110 / night

£770 / week

1 / 21

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: Catered / B&B

52 reviews

from £138 / night

£967 / week

1 / 41

Great rentals within 20 miles that match your search

Holiday villa in Westside

Kissimmee villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

1 filter does not match: Catered / B&B

53 reviews

from £156 / night

£1,052 / week

1 / 91

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: Catered / B&B

1 review

from £201 / night

£1,317 - £1,638 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday villa with shared pool, golf nearby in Orange Lake Resort

Kissimmee villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Catered / B&B

3 reviews

from £196 / night

£1,374 - £1,695 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday townhouse with golf nearby in Kissimmee

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Catered / B&B

from £130 / night

£909 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday villa in Kissimmee

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 13

1 filter does not match: Catered / B&B

24 reviews

from £275 / night

£1,920 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday villa rental

Kissimmee villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Catered / B&B

13 reviews

from £172 / night

£1,203 / week

1 / 41

Great rentals within 20 miles that match your search

Holiday villa with swimming pool, golf nearby in Kissimmee

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 13

1 filter does not match: Catered / B&B

3 reviews

from £176 / night

£1,235 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday home letting

Kissimmee house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Catered / B&B

5 reviews

from £87 / night

£608 / week

1 / 84

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: Catered / B&B

15 reviews

from £87 / night

£608 / week

1 / 59

Great rentals within 20 miles that match your search

Holiday home in Kissimmee

Kissimmee house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Catered / B&B

6 reviews

from £87 / night

£608 / week

1 / 110

Great rentals within 20 miles that match your search

Holiday home in Kissimmee

Kissimmee house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

1 filter does not match: Catered / B&B

4 reviews

from £81 / night

£564 / week

1 / 118

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