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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.
Property type
  • Villa (3)
  • Condo (2)
  • Hotel apartment (1)

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6 Holiday homes

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Great rentals within 20 miles that match your search

Villa accommodation in Orlando with shared pool

Orlando villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £273 / night

£1,908 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday villa in Celebration

Celebration villa

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4
2 reviews

from £90 / night

£1,046 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday villa in Reunion

Reunion villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4
2 reviews

from £181 / night

£1,265 / week

1 / 60

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 - £867 / week

1 / 34

Great rentals within 20 miles that match your search

Vista Cay holiday condo rental

Vista Cay condo

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

from £343 / night

£1,460 / week

1 / 20

Great rentals within 20 miles that match your search

Hotel apartment rental in Orlando with shared pool

Orlando hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2
1 review

from £72 / night

£479 / week

1 / 28

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

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Holiday villa rental

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Car not required

from £144 / night

£1,004 / week

1 / 9

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: Car not required

1 review

from £113 / night

£786 - £1,140 / week

1 / 22

Great rentals within 20 miles that match your search

Orlando holiday villa rental

Orlando villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Car not required

1 review

from £157 / night

£1,095 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday villa in Kissimmee

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Car not required

from £229 / night

£1,597 / week

1 / 37

Great rentals within 20 miles that match your search

Villa rental in Orlando with shared pool

Orlando villa

  • 1 bathroom
  • sleeps 5

1 filter does not match: Waterfront

from £153 / night

£912 - £1,468 / week

1 / 13

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: Car not required

27 reviews

from £178 / night

£1,246 / week

1 / 51

Great rentals within 20 miles that match your search

Holiday villa rental

Clermont villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14

1 filter does not match: Car not required

5 reviews

from £272 / night

£2,115 / week

1 / 53

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: Waterfront

15 reviews

from £87 / night

£607 / week

1 / 59

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: Waterfront

5 reviews

from £87 / night

£607 / week

1 / 84

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: Waterfront

6 reviews

from £87 / night

£607 / 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: Waterfront

4 reviews

from £81 / night

£563 / week

1 / 118

Great rentals within 20 miles that match your search

Villa accommodation in Kissimmee

Kissimmee villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Car not required

32 reviews

from £129 / night

£904 - £1,246 / week

1 / 37

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: Car not required

3 reviews

from £160 / night

£1,118 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday villa rental

Davenport villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 11

1 filter does not match: Car not required

18 reviews

from £116 / night

£812 - £888 / week

1 / 144

Great rentals within 20 miles that match your search

Villa rental in Davenport with shared pool

Davenport villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

1 filter does not match: Car not required

3 reviews

from £320 / night

£2,236 / week

1 / 55

Great rentals within 20 miles that match your search

Orlando holiday apartment rental

Orlando apartment

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Car not required

57 reviews

from £156 / night

£1,093 / week

1 / 61

Great rentals within 20 miles that match your search

Apartment rental in Kissimmee with shared pool

Kissimmee apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Waterfront

1 review

from £86 / night

£573 - £1,031 / week

1 / 39

Great rentals within 20 miles that match your search

Holiday villa in Clermont

Clermont villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Car not required

8 reviews

from £104 / night

£685 - £1,278 / week

1 / 25

Great rentals within 20 miles that match your search

Hotel apartment rental in Orlando

Orlando hotel apartment

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 16

1 filter does not match: Car not required

4 reviews

from £326 / night

£2,277 / week

1 / 17

Great rentals within 20 miles that match your search

Villa rental in Orlando

Orlando villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Car not required

6 reviews

from £87 / night

£635 / week

1 / 25

Great rentals within 20 miles that match your search

Orlando holiday apartment accommodation

Orlando apartment

  • 1 bathroom
  • sleeps 4

1 filter does not match: Waterfront

from £182 / night

£1,278 / week

1 / 8

Great rentals within 20 miles that match your search

Holiday home in Davenport

Davenport house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Waterfront

4 reviews

from £136 / night

£952 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday apartment in Kissimmee

Kissimmee apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Waterfront

12 reviews

from £78 / night

£498 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday villa rental

Kissimmee villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Waterfront

11 reviews

from £92 / night

£639 / week

1 / 73

Great rentals within 20 miles that match your search

Holiday home in Kissimmee

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Waterfront

17 reviews

from £206 / night

£1,369 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday home with shared pool in Kissimmee

Kissimmee house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Car not required

7 reviews

from £260 / night

£1,821 - £2,295 / week

1 / 49

Great rentals within 20 miles that match your search

Holiday home in Kissimmee

Kissimmee house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Car not required

12 reviews

from £260 / night

£1,821 - £2,295 / week

1 / 48

Great rentals within 20 miles that match your search

Orlando holiday apartment let

Orlando apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Waterfront

from £156 / night

£1,004 / week

1 / 22

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: Car not required

21 reviews

from £105 / night

£735 / week

1 / 26

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: Waterfront

from £118 / night

£824 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday villa in Davenport

Davenport villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Car not required

from £82 / night

£569 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday villa rental

Davenport villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

1 filter does not match: Car not required

13 reviews

from £165 / night

£1,095 - £2,373 / week

1 / 14

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: Car not required

43 reviews

from £127 / night

£840 - £1,159 / week

1 / 66

Great rentals within 20 miles that match your search

Holiday villa in Orlando

Orlando villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 12

1 filter does not match: Waterfront

1 review

from £268 / night

£1,872 / week

1 / 1

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