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Holiday Lettings
> North America
> United States
> Florida
> Central Florida
> Kissimmee
> Houses and Condos in Kissimmee City

Holiday Rentals in Kissimmee City - Holiday Lettings - Villas

Price per night

£1 £750 -

Bedrooms

Property rating (out of 5)
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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.
Property type
  • Villa (3)
  • Apartment (3)
  • House (35)
  • Townhouse (4)
  • Studio (1)
  • Condo (4)

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3 Holiday homes

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Villa
Pets allowed

Great rentals within 20 miles that match your search

Kissimmee holiday villa rental

Kissimmee villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7
38 reviews

from £96 / night

£636 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday villa rental

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £144 / night

£1,006 / week

1 / 9

Great rentals within 20 miles that match your search

Holiday villa with golf nearby in Davenport

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8
90 reviews

from £101 / night

£710 - £762 / 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 with shared pool in Orlando

Orlando villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Pets allowed

from £182 / night

£960 / week

1 / 20

Great rentals within 20 miles that match your search

Villa accommodation in Orlando with golf nearby

Orlando villa

  • 14 bedrooms
  • 16 bathrooms
  • sleeps 30

1 filter does not match: Pets allowed

from £3,200 / night

£22,398 / week

1 / 153

Great rentals within 20 miles that match your search

Orlando holiday villa rental

Orlando villa

  • 10 bedrooms
  • 11 bathrooms
  • sleeps 24

1 filter does not match: Pets allowed

1 review

from £1,993 / night

£13,951 / week

1 / 61

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: Pets allowed

from £262 / night

£1,829 / week

1 / 7

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: Pets allowed

8 reviews

from £549 / night

£3,657 - £3,913 / week

1 / 25

Great rentals within 20 miles that match your search

Kissimmee holiday villa rental

Kissimmee villa

  • 8 bedrooms
  • 11 bathrooms
  • sleeps 18

1 filter does not match: Pets allowed

2 reviews

from £732 / night

£5,120 / week

1 / 49

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: Pets allowed

4 reviews

from £138 / night

£916 - £1,031 / week

1 / 18

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: Pets allowed

from £155 / night

£1,079 / week

1 / 7

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: Pets allowed

from £229 / night

£1,600 / week

1 / 37

Great rentals within 20 miles that match your search

Villa rental in Kissimmee

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Pets allowed

from £448 / night

£3,136 / week

1 / 4

Great rentals within 20 miles that match your search

Kissimmee holiday villa rental

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Pets allowed

1 review

from £229 / night

£1,600 / week

1 / 24

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: Pets allowed

4 reviews

from £229 / night

£1,600 / week

1 / 16

Great rentals within 20 miles that match your search

Kissimmee holiday villa rental

Kissimmee villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 18

1 filter does not match: Pets allowed

1 review

from £212 / night

£1,479 / week

1 / 49

Great rentals within 20 miles that match your search

Villa accommodation in Davenport with golf nearby

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Pets allowed

6 reviews

from £166 / night

£1,078 / week

1 / 32

Great rentals within 20 miles that match your search

Clermont holiday villa rental

Clermont villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 15

1 filter does not match: Pets allowed

47 reviews

from £147 / night

£1,024 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday villa with golf nearby in Davenport

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Pets allowed

from £126 / night

£882 / week

1 / 23

Great rentals within 20 miles that match your search

Kissimmee holiday villa rental

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

1 filter does not match: Pets allowed

from £138 / night

£896 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday villa with golf nearby in Davenport

Davenport villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 filter does not match: Pets allowed

4 reviews

from £172 / night

£1,203 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday villa with swimming pool, golf nearby in Orlando

Orlando villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

1 filter does not match: Pets allowed

3 reviews

from £270 / night

£1,888 / week

1 / 24

Great rentals within 20 miles that match your search

Villa rental in Davenport

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Pets allowed

12 reviews

from £160 / night

£1,120 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday villa with shared pool, golf nearby in Orlando

Orlando villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Pets allowed

1 review

from £137 / night

£954 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday villa in Davenport

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Pets allowed

from £98 / night

£686 - £878 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday villa with golf nearby in Orlando

Orlando villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Pets allowed

18 reviews

from £109 / night

£762 / week

1 / 39

Great rentals within 20 miles that match your search

Holiday villa in Davenport

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Pets allowed

from £138 / night

£960 / week

1 / 26

Great rentals within 20 miles that match your search

Villa rental in Four Corners with swimming pool, golf nearby

Four Corners villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 filter does not match: Pets allowed

from £201 / night

£1,403 / week

1 / 10

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: Pets allowed

58 reviews

from £115 / night

£800 / week

1 / 35

Great rentals within 20 miles that match your search

Davenport holiday villa rental

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Pets allowed

1 review

from £101 / night

£704 / week

1 / 37

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Orlando

Orlando villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

1 filter does not match: Pets allowed

22 reviews

from £164 / night

£1,143 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday villa with swimming pool, golf nearby in Orlando

Orlando villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 20

1 filter does not match: Pets allowed

7 reviews

from £151 / night

£1,056 - £1,792 / week

1 / 41

Great rentals within 20 miles that match your search

Holiday villa in Kissimmee

Kissimmee villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Pets allowed

4 reviews

from £109 / night

£745 - £859 / week

1 / 37

Great rentals within 20 miles that match your search

Holiday villa in Kissimmee

Kissimmee villa

  • 7 bedrooms
  • 4 bathrooms
  • sleeps 14

1 filter does not match: Pets allowed

20 reviews

from £252 / night

£1,718 / week

1 / 95

Great rentals within 20 miles that match your search

Holiday villa in Kissimmee

Kissimmee villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Pets allowed

1 review

from £142 / night

£992 / week

1 / 34

Great rentals within 20 miles that match your search

Davenport holiday villa rental

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Pets allowed

15 reviews

from £138 / night

£962 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday villa in Orlando

Orlando villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Pets allowed

from £157 / night

£1,097 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday villa letting

Orlando villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Pets allowed

from £320 / night

£2,240 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday villa in Orlando

Orlando villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Pets allowed

1 review

from £115 / night

£800 / week

1 / 41

Great rentals within 20 miles that match your search

Holiday apartment in Kissimmee

Kissimmee apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £182 / night

£1,274 / week

1 / 5

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