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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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  • 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.
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Great rentals within 20 miles that match your search

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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

Villa rental in Kissimmee

Kissimmee villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 16

1 filter does not match: Catered / B&B

4 reviews

from £320 / night

£2,238 / week

1 / 60

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

6 reviews

from £105 / night

£736 / week

1 / 96

Great rentals within 20 miles that match your search

Kissimmee holiday villa rental

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 16

1 filter does not match: Catered / B&B

7 reviews

from £821 / night

£5,748 / week

1 / 67

Great rentals within 20 miles that match your search

Kissimmee holiday home rental

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Catered / B&B

44 reviews

from £164 / night

£1,142 - £1,507 / week

1 / 43

Great rentals within 20 miles that match your search

Holiday villa accommodation

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14

1 filter does not match: Catered / B&B

3 reviews

from £160 / night

£1,119 / week

1 / 14

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: Catered / B&B

34 reviews

from £201 / night

£1,407 - £1,567 / week

1 / 51

Great rentals within 20 miles that match your search

Holiday villa in Kissimmee

Kissimmee villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

1 filter does not match: Catered / B&B

16 reviews

from £98 / night

£684 - £777 / week

1 / 16

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

5 reviews

from £138 / night

£962 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday villa in Kissimmee

Kissimmee villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

1 filter does not match: Catered / B&B

23 reviews

from £174 / night

£1,151 / week

1 / 36

Great rentals within 20 miles that match your search

Kissimmee holiday home accommodation

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Catered / B&B

6 reviews

from £156 / night

£1,087 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday apartment in Kissimmee

Kissimmee apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Catered / B&B

23 reviews

from £105 / night

£736 / week

1 / 29

Great rentals within 20 miles that match your search

Kissimmee holiday apartment rental

Kissimmee apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Catered / B&B

21 reviews

from £105 / night

£736 / week

1 / 26

Great rentals within 20 miles that match your search

Kissimmee holiday villa rental

Kissimmee villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 11

1 filter does not match: Catered / B&B

43 reviews

from £127 / night

£841 - £1,160 / week

1 / 66

Great rentals within 20 miles that match your search

Apartment accommodation in Kissimmee

Kissimmee apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Catered / B&B

91 reviews

from £101 / night

£704 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday apartment in Kissimmee

Kissimmee apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Catered / B&B

33 reviews

from £92 / night

£640 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday villa letting

Kissimmee villa

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 20

1 filter does not match: Catered / B&B

33 reviews

from £228 / night

£1,525 / week

1 / 105

Great rentals within 20 miles that match your search

Windsor Hills Resort holiday townhouse rental

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Catered / B&B

from £127 / night

£889 / week

1 / 42

Great rentals within 20 miles that match your search

Kissimmee holiday townhouse rental

Kissimmee townhouse

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

1 filter does not match: Catered / B&B

17 reviews

from £119 / night

£832 / week

1 / 35

Great rentals within 20 miles that match your search

Kissimmee holiday home rental

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Catered / B&B

3 reviews

from £147 / night

£1,023 - £1,535 / week

1 / 44

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: Catered / B&B

from £174 / night

£1,165 - £1,599 / week

1 / 19

Great rentals within 20 miles that match your search

Kissimmee holiday villa let

Kissimmee villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Catered / B&B

44 reviews

from £115 / night

£722 - £922 / week

1 / 29

Great rentals within 20 miles that match your search

Holiday villa in Doral Woods

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Catered / B&B

50 reviews

from £162 / night

£1,128 - £1,311 / week

1 / 24

Great rentals within 20 miles that match your search

Apartment rental in Kissimmee

Kissimmee apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Catered / B&B

13 reviews

from £92 / night

£640 / week

1 / 25

Great rentals within 20 miles that match your search

Kissimmee holiday townhouse rental

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Catered / B&B

6 reviews

from £105 / night

£736 / week

1 / 29

Great rentals within 20 miles that match your search

Holiday villa in Kissimmee City

Kissimmee villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Catered / B&B

42 reviews

from £100 / night

£650 - £799 / week

1 / 58

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

£959 - £1,233 / week

1 / 88

Great rentals within 20 miles that match your search

Kissimmee holiday villa rental

Kissimmee villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Catered / B&B

38 reviews

from £115 / night

£802 - £888 / week

1 / 18

Great rentals within 20 miles that match your search

Bellavida Resort holiday villa rental

Kissimmee villa

  • 6 bedrooms
  • 10 bathrooms
  • sleeps 14

1 filter does not match: Catered / B&B

18 reviews

from £258 / night

£1,483 / week

1 / 29

Great rentals within 20 miles that match your search

Holiday villa with golf nearby in Kissimmee

Kissimmee villa

  • 5 bedrooms
  • 7 bathrooms
  • sleeps 12

1 filter does not match: Catered / B&B

from £160 / night

£1,117 / week

1 / 28

Great rentals within 20 miles that match your search

Villa rental in Kissimmee with shared pool

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Catered / B&B

2 reviews

from £229 / night

£1,599 / week

1 / 13

Great rentals within 20 miles that match your search

Kissimmee holiday villa rental

Kissimmee villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 14

1 filter does not match: Catered / B&B

1 review

from £238 / night

£1,663 / week

1 / 59

Great rentals within 20 miles that match your search

Villa rental in Kissimmee with swimming pool

Kissimmee villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Catered / B&B

91 reviews

from £161 / night

£859 - £974 / week

1 / 47

Great rentals within 20 miles that match your search

Holiday villa in Kissimmee

Kissimmee villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Catered / B&B

35 reviews

from £93 / night

£653 / week

1 / 22

Great rentals within 20 miles that match your search

Villa rental in Kissimmee

Kissimmee villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

1 filter does not match: Catered / B&B

8 reviews

from £320 / night

£2,238 / week

1 / 72

Great rentals within 20 miles that match your search

Apartment rental in Kissimmee

Kissimmee apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Catered / B&B

1 review

from £101 / night

£685 / week

1 / 13

Great rentals within 20 miles that match your search

Bungalow rental in Kissimmee

Kissimmee bungalow

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Catered / B&B

26 reviews

from £142 / night

£909 / week

1 / 48

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: Catered / B&B

3 reviews

from £274 / night

£1,918 / week

1 / 67

Great rentals within 20 miles that match your search

Holiday villa in Kissimmee

Kissimmee villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

1 filter does not match: Catered / B&B

4 reviews

from £128 / night

£768 - £2,558 / week

1 / 47

Great rentals within 20 miles that match your search

Holiday villa accommodation

Kissimmee villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 11

1 filter does not match: Catered / B&B

from £640 / night

£4,476 / week

1 / 23

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