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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 -

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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.
Property type
  • Private room (1)
  • Apartment (56)
  • Villa (102)
  • House (237)
  • Penthouse (1)
  • Townhouse (54)
  • Studio (2)
  • Condo (21)
  • Hotel apartment (3)

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Private room
Pets allowed

Great rentals within 20 miles that match your search

Orlando holiday private room rental

Orlando private room

  • 1 bedroom
  • 3 bathrooms
  • sleeps 12

from £170 / night

£1,189 / week

1 / 5

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

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Holiday condo in Orlando

Orlando condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £183 / night

£1,280 / week

1 / 6

Great rentals within 20 miles that match your search

Condo rental in Orlando

Orlando condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £121 / night

£846 / week

1 / 10

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: Property type

12 reviews

from £275 / night

£1,920 / week

1 / 64

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: Property type

1 review

from £157 / night

£1,098 / week

1 / 23

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: Property type

from £392 / night

£2,743 / week

1 / 14

Great rentals within 20 miles that match your search

Home rental in Kissimmee with swimming pool, golf nearby

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

2 reviews

from £141 / night

£986 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday villa with golf nearby in Haines City

Haines City villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

6 reviews

from £96 / night

£639 / week

1 / 27

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: Property type

from £153 / night

£914 - £1,471 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday home in Kissimmee

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Property type

from £196 / night

£1,372 / week

1 / 15

Great rentals within 20 miles that match your search

Haines City holiday home rental

Haines City house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

5 reviews

from £124 / night

£864 / week

1 / 27

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: Property type

34 reviews

from £202 / night

£1,408 - £1,568 / 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: Property type

16 reviews

from £98 / night

£685 - £778 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday home with golf nearby in Four Corners

Four Corners house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

1 filter does not match: Property type

72 reviews

from £320 / night

£2,067 - £3,072 / week

1 / 48

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: Property type

6 reviews

from £87 / night

£636 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday home with swimming pool in Kissimmee

Kissimmee house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 7

1 filter does not match: Property type

30 reviews

from £133 / night

£915 - £1,235 / week

1 / 29

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: Property type

23 reviews

from £106 / night

£736 / week

1 / 29

Great rentals within 20 miles that match your search

Villa accommodation in Orlando with shared pool

Orlando villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £274 / night

£1,911 / week

1 / 12

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: Property type

22 reviews

from £96 / night

£672 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday apartment in Kissimmee

Kissimmee apartment

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Property type

13 reviews

from £110 / night

£768 / week

1 / 26

Great rentals within 20 miles that match your search

Home rental in Kissimmee

Kissimmee house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Property type

33 reviews

from £119 / night

£832 / week

1 / 26

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: Property type

33 reviews

from £92 / night

£640 / week

1 / 18

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: Property type

102 reviews

from £142 / night

£992 / week

1 / 41

Great rentals within 20 miles that match your search

Holiday townhouse in Kissimmee

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Property type

30 reviews

from £94 / night

£653 / week

1 / 48

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: Property type

1 review

from £212 / night

£1,479 / week

1 / 49

Great rentals within 20 miles that match your search

Kissimmee holiday villa rental

Kissimmee villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 16

1 filter does not match: Property type

3 reviews

from £212 / night

£1,479 / week

1 / 49

Great rentals within 20 miles that match your search

Holiday townhouse with shared pool in Old Town

Old Town townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £110 / night

£768 - £960 / week

1 / 16

Great rentals within 20 miles that match your search

Kissimmee holiday home rental

Kissimmee house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

9 reviews

from £96 / night

£663 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday villa in Davenport

Davenport villa

  • 12 bedrooms
  • 6 bathrooms
  • sleeps 24

1 filter does not match: Property type

4 reviews

from £887 / night

£6,373 - £15,064 / week

1 / 132

Great rentals within 20 miles that match your search

Holiday villa in Four Corners

Four Corners villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

1 filter does not match: Property type

1 review

from £373 / night

£2,635 / week

1 / 48

Great rentals within 20 miles that match your search

Four Corners holiday home rental

Four Corners house

  • 12 bedrooms
  • 5 bathrooms
  • sleeps 24

1 filter does not match: Property type

2 reviews

from £704 / night

£5,459 - £14,150 / week

1 / 98

Great rentals within 20 miles that match your search

Holiday villa with swimming pool, golf nearby in Four Corners

Four Corners villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 20

1 filter does not match: Property type

from £321 / night

£2,247 / week

1 / 75

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: Property type

2 reviews

from £109 / night

£653 / week

1 / 72

Great rentals within 20 miles that match your search

Holiday villa rental

Four Corners villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

1 filter does not match: Property type

1 review

from £321 / night

£2,247 / week

1 / 57

Great rentals within 20 miles that match your search

Four Corners holiday villa rental

Four Corners villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

1 filter does not match: Property type

from £321 / night

£2,247 / week

1 / 56

Great rentals within 20 miles that match your search

Villa rental in Davenport with swimming pool, golf nearby

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20

1 filter does not match: Property type

1 review

from £264 / night

£1,844 / week

1 / 70

Great rentals within 20 miles that match your search

Four Corners holiday villa rental

Four Corners villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 20

1 filter does not match: Property type

from £321 / night

£2,142 / week

1 / 61

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: Property type

17 reviews

from £119 / night

£832 / week

1 / 35

Great rentals within 20 miles that match your search

Orlando holiday condo rental

Orlando condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

1 filter does not match: Property type

from £205 / night

£1,269 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday townhouse in Kissimmee

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Property type

1 review

from £94 / night

£644 / week

1 / 50

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