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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

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£1 £750 -

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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
  • Bungalow (1)
  • Apartment (67)
  • Villa (465)
  • Cottage (8)
  • House (598)
  • Penthouse (1)
  • Manor House (1)
  • Townhouse (102)
  • Studio (1)
  • Condo (258)
  • Private room (2)
  • Hotel apartment (81)
  • Caravan/Mobile Home (1)
  • Guest house (1)

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Bungalow
Tennis in town

Great rentals within 20 miles that match your search

Holiday bungalow with swimming pool in St. Petersburg

St. Petersburg bungalow

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £83 / night

£487 - £1,779 / week

1 / 42

Great rentals within 20 miles that match your search

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Holiday home with shared pool in Celebration

Celebration house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

1 filter does not match: Property type

1 review

from £183 / night

£1,276 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday townhouse in Kissimmee

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £87 / night

£550 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday home in Celebration

Celebration house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Property type

1 review

from £183 / night

£1,276 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday apartment rental

Four Corners apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £106 / night

£738 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday home accommodation

Celebration house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £174 / night

£1,212 / week

1 / 20

Great rentals within 20 miles that match your search

Kissimmee holiday condo rental

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £144 / night

£999 / week

1 / 9

Great rentals within 20 miles that match your search

Condo accommodation in Orlando

Orlando condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £146 / night

£1,020 / week

1 / 35

Great rentals within 20 miles that match your search

Orlando holiday condo rental

Orlando condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £142 / night

£994 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday home with shared pool in Kissimmee

Kissimmee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £279 / night

£1,952 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday home with golf nearby in Haines City

Haines City house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

1 filter does not match: Property type

from £229 / night

£1,603 / week

1 / 73

Great rentals within 20 miles that match your search

Orlando holiday villa accommodation

Orlando villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £131 / night

£825 - £1,832 / week

1 / 33

Great rentals within 20 miles that match your search

Davenport holiday villa rental

Davenport villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

1 filter does not match: Property type

6 reviews

from £163 / night

£1,033 / week

1 / 22

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

from £92 / night

£642 / week

1 / 26

Great rentals within 20 miles that match your search

Apartment rental in Kissimmee with shared pool

Kissimmee apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Property type

from £106 / night

£738 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday condo in Four Corners

Four Corners condo

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £103 / night

£718 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday villa with golf nearby in Orlando

Orlando villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

1 filter does not match: Property type

from £137 / night

£956 / week

1 / 37

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: Property type

from £128 / night

£841 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday home in Davenport

Davenport house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £147 / night

£1,026 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday condo with shared pool in Four Corners

Four Corners condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £265 / night

£1,856 / week

1 / 23

Great rentals within 20 miles that match your search

Apartment rental in Cocoa Beach

Cocoa Beach apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £184 / night

£1,283 / week

1 / 18

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: Property type

1 review

from £114 / night

£795 / week

1 / 50

Great rentals within 20 miles that match your search

Intercession City holiday villa rental

Intercession City villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Property type

from £179 / night

£1,251 / week

1 / 36

Great rentals within 20 miles that match your search

Four Corners holiday townhouse rental

Four Corners townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

1 review

from £229 / night

£1,603 / week

1 / 38

Great rentals within 20 miles that match your search

Holiday villa with swimming pool, golf nearby in Kissimmee

Kissimmee villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 filter does not match: Property type

from £217 / night

£1,520 / week

1 / 29

Great rentals within 20 miles that match your search

ChampionsGate holiday apartment rental

ChampionsGate apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £91 / night

£599 / week

1 / 4

Great rentals within 20 miles that match your search

Holiday home in Floral City

Floral City house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

from £74 / night

£458 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Kissimmee

Kissimmee villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

1 filter does not match: Property type

from £275 / night

£1,924 / week

1 / 81

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

from £229 / night

£1,603 / week

1 / 37

Great rentals within 20 miles that match your search

Holiday villa rental

Kissimmee villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

1 filter does not match: Property type

1 review

from £146 / night

£962 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday home accommodation

ChampionsGate house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 16

1 filter does not match: Property type

from £275 / night

£1,924 / week

1 / 53

Great rentals within 20 miles that match your search

Holiday villa in ChampionsGate

ChampionsGate villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

1 filter does not match: Property type

2 reviews

from £275 / night

£1,924 / week

1 / 73

Great rentals within 20 miles that match your search

Wekiva Springs holiday home rental

Wekiva Springs house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

1 filter does not match: Property type

from £179 / night

£1,251 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday villa in Four Corners

Four Corners villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 15

1 filter does not match: Property type

1 review

from £605 / night

£4,232 / week

1 / 6

Great rentals within 20 miles that match your search

Holiday villa rental

Davenport villa

  • 5 bedrooms
  • 7 bathrooms
  • sleeps 14

1 filter does not match: Property type

from £160 / night

£1,118 / week

1 / 100

Great rentals within 20 miles that match your search

Holiday condo accommodation

Cocoa Beach condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

1 review

from £164 / night

£1,283 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday home rental

Odessa house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £115 / night

£848 - £1,104 / week

1 / 60

Great rentals within 20 miles that match your search

Holiday condo in Cocoa Beach

Cocoa Beach condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

2 reviews

from £142 / night

£994 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday villa in ChampionsGate

ChampionsGate villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 18

1 filter does not match: Property type

from £298 / night

£2,084 / week

1 / 51

Great rentals within 20 miles that match your search

Four Corners holiday penthouse rental

Four Corners penthouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £91 / night

£635 / week

1 / 46

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