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

Holiday Rentals in Kissimmee City - Holiday Lettings - Villas

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
  • Apartment (1)
  • Villa (3)
  • House (6)
  • Townhouse (3)

All filters (2)

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13 Holiday homes

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Great rentals within 20 miles that match your search

Orlando holiday villa rental

Orlando villa

  • 10 bedrooms
  • 11 bathrooms
  • sleeps 24
1 review

from £1,993 / night

£13,951 / week

1 / 61

Great rentals within 20 miles that match your search

Holiday home in ChampionsGate

ChampionsGate house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

from £109 / night

£762 / week

1 / 53

Great rentals within 20 miles that match your search

Holiday villa rental

Davenport villa

  • 5 bedrooms
  • 7 bathrooms
  • sleeps 14

from £160 / night

£1,117 / week

1 / 100

Great rentals within 20 miles that match your search

Holiday home with indoor pool in Kissimmee

Kissimmee house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

from £148 / night

£1,031 / week

1 / 63

Great rentals within 20 miles that match your search

Home rental in Kissimmee with indoor pool

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

from £139 / night

£973 / week

1 / 58

Great rentals within 20 miles that match your search

Holiday home rental

Kissimmee house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 11

from £155 / night

£1,082 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday apartment accommodation

Kissimmee apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from £106 / night

£743 / week

1 / 36

Great rentals within 20 miles that match your search

Clermont holiday townhouse rental

Clermont townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6
8 reviews

from £110 / night

£768 / week

1 / 24

Great rentals within 20 miles that match your search

ChampionsGate holiday townhouse rental

ChampionsGate townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from £124 / night

£820 - £2,504 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday home with indoor pool, golf nearby in Kissimmee

Kissimmee house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £275 / night

£1,920 / week

1 / 32

Great rentals within 20 miles that match your search

Holiday townhouse in ChampionsGate

ChampionsGate townhouse

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 14
7 reviews

from £83 / night

£576 / week

1 / 52

Great rentals within 20 miles that match your search

Holiday villa with indoor pool in Kissimmee

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14
8 reviews

from £183 / night

£1,920 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday home with indoor pool, golf nearby in Reunion

Reunion house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10
3 reviews

from £170 / night

£1,184 / week

1 / 38

Great rentals within 20 miles that match your search

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Holiday condo in Orlando

Orlando condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Private indoor pool

3 reviews

from £73 / night

£506 / week

1 / 33

Great rentals within 20 miles that match your search

Holiday villa rental

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Private indoor pool

from £144 / night

£1,006 / week

1 / 9

Great rentals within 20 miles that match your search

Holiday condo in Orlando

Orlando condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Private indoor pool

from £275 / night

£1,920 / week

1 / 18

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: Private indoor pool

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: Private indoor pool

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: Private indoor pool

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: Private indoor pool

from £392 / night

£2,743 / week

1 / 14

Great rentals within 20 miles that match your search

Buena Ventura Lakes holiday condo rental

Buena Ventura Lakes condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Private indoor pool

1 review

from £81 / night

£2,056 / week

1 / 7

Great rentals within 20 miles that match your search

Holiday condo in Orlando

Orlando condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Private indoor pool

from £91 / night

£595 - £869 / week

1 / 34

Great rentals within 20 miles that match your search

Orlando holiday condo rental

Orlando condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Private indoor pool

from £366 / night

£2,560 / week

1 / 13

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: Private indoor pool

from £155 / night

£1,079 / week

1 / 7

Great rentals within 20 miles that match your search

Holiday condo with shared pool, golf nearby in Reunion

Reunion condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Private indoor pool

6 reviews

from £151 / night

£1,032 / week

1 / 40

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: Private indoor pool

4 reviews

from £229 / night

£1,600 / week

1 / 16

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: Private indoor pool

5 reviews

from £83 / night

£576 / week

1 / 17

Great rentals within 20 miles that match your search

Orlando holiday condo rental

Orlando condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Private indoor pool

from £155 / night

£1,082 / week

1 / 26

Great rentals within 20 miles that match your search

Reunion holiday townhouse rental

Reunion townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Private indoor pool

from £92 / night

£549 / week

1 / 26

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: Private indoor pool

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: Private indoor pool

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: Private indoor pool

from £119 / night

£832 / week

1 / 41

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: Private indoor pool

1 review

from £137 / night

£954 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday home in Clermont

Clermont house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Private indoor pool

5 reviews

from £101 / night

£704 / week

1 / 44

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: Private indoor pool

from £98 / night

£686 - £878 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday home with golf nearby in Davenport

Davenport house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Private indoor pool

4 reviews

from £162 / night

£1,134 - £1,152 / week

1 / 17

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: Private indoor pool

18 reviews

from £109 / night

£762 / week

1 / 39

Great rentals within 20 miles that match your search

Kissimmee holiday home rental

Kissimmee house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 16

1 filter does not match: Private indoor pool

1 review

from £366 / night

£2,377 / week

1 / 36

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: Private indoor pool

from £201 / night

£1,403 / week

1 / 10

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: Private indoor pool

1 review

from £101 / night

£704 / week

1 / 37

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