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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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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
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  • Villa (1,612)
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  • Townhouse (718)
  • Camper van (1)
  • Studio (113)
  • Yacht (3)
  • Houseboat (2)
  • Boathouse (2)
  • Condo (2,780)
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  • Hotel apartment (157)
  • Caravan/Mobile Home (12)

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4 Holiday homes

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Great rentals within 20 miles that match your search

Farmhouse rental in Redland with swimming pool

Redland farmhouse

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 16

from £3,194 / night

£19,164 / week

1 / 29

Great rentals within 20 miles that match your search

Farmhouse rental in Wellington with swimming pool, golf nearby

Wellington farmhouse

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 10

from £776 / night

£5,430 / week

1 / 76

Great rentals within 20 miles that match your search

Clewiston holiday farmhouse rental

Clewiston farmhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6
1 review

from £156 / night

£685 / week

1 / 48

Great rentals within 20 miles that match your search

Homestead holiday farmhouse rental

Homestead farmhouse

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from £292 / night

£2,044 / week

1 / 22

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

3 reviews

from £72 / night

£505 / week

1 / 33

Great rentals within 20 miles that match your search

Home rental in Davenport

Davenport house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

1 filter does not match: Property type

from £155 / night

£1,003 / week

1 / 28

Great rentals within 20 miles that match your search

Home rental in Clearwater

Clearwater house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

from £137 / night

£959 / week

1 / 33

Great rentals within 20 miles that match your search

Clearwater holiday condo rental

Clearwater condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

3 reviews

from £128 / night

£895 / week

1 / 39

Great rentals within 20 miles that match your search

Holiday home in St. Pete Beach

St. Pete Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

3 reviews

from £388 / night

£2,715 / week

1 / 31

Great rentals within 20 miles that match your search

Villa rental in Cape Coral

Cape Coral villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

3 reviews

from £178 / night

£1,246 / week

1 / 19

Great rentals within 20 miles that match your search

Condo rental in Four Corners with golf nearby

Four Corners condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

1 filter does not match: Property type

1 review

from £72 / night

£821 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday villa in Bonita Springs

Bonita Springs villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

from £92 / night

£639 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday home accommodation

Matlacha house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £639 / night

£4,472 / week

1 / 23

Great rentals within 20 miles that match your search

Villa rental in Orlando with shared pool

Orlando villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £136 / night

£952 / week

1 / 10

Great rentals within 20 miles that match your search

Holiday home in Bradenton Beach

Bradenton Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

1 filter does not match: Property type

2 reviews

from £411 / night

£2,875 / week

1 / 24

Great rentals within 20 miles that match your search

Home rental in Port Charlotte

Port Charlotte house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

1 review

from £151 / night

£1,054 / week

1 / 33

Great rentals within 20 miles that match your search

Holiday hotel apartment with shared pool in Orlando

Orlando hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £270 / night

£1,885 / week

1 / 4

Great rentals within 20 miles that match your search

Holiday condo in Sarasota

Sarasota condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

1 filter does not match: Property type

from £457 / night

£3,194 / week

1 / 30

Great rentals within 20 miles that match your search

Bonita Springs holiday condo rental

Bonita Springs condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

from £105 / night

£730 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday villa with golf nearby in Kissimmee

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £105 / night

£735 / week

1 / 13

Great rentals within 20 miles that match your search

Port Charlotte holiday condo rental

Port Charlotte condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

1 review

from £46 / night

£320 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday condo with indoor pool in Clermont

Clermont condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Property type

27 reviews

from £110 / night

£639 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday studio rental

Wildwood studio

  • Studio
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £365 / night

£2,556 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday villa in Davenport

Davenport villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Property type

20 reviews

from £151 / night

£1,054 / week

1 / 48

Great rentals within 20 miles that match your search

Home rental in Islamorada

Islamorada house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £365 / night

£2,556 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday condo in Brandon

Brandon condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £118 / night

£824 / week

1 / 53

Great rentals within 20 miles that match your search

Key Largo holiday apartment rental

Key Largo apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

from £169 / night

£1,013 - £1,369 / week

1 / 56

Great rentals within 20 miles that match your search

Clermont holiday home rental

Clermont house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

11 reviews

from £124 / night

£863 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday home in Madeira Beach

Madeira Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 18

1 filter does not match: Property type

from £122 / night

£852 / week

1 / 48

Great rentals within 20 miles that match your search

Holiday condo in Siesta Key

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

2 reviews

from £239 / night

£1,674 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday villa in Orlando

Orlando villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

1 filter does not match: Property type

from £248 / night

£1,734 / week

1 / 6

Great rentals within 20 miles that match your search

Orlando holiday villa rental

Orlando villa

  • 1 bedroom
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Property type

from £502 / night

£3,514 / week

1 / 7

Great rentals within 20 miles that match your search

Holiday condo in Clearwater

Clearwater condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

5 reviews

from £83 / night

£575 - £767 / week

1 / 18

Great rentals within 20 miles that match your search

Townhouse accommodation in Reunion with golf nearby

Reunion townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Property type

3 reviews

from £128 / night

£805 - £892 / week

1 / 31

Great rentals within 20 miles that match your search

Holiday condo in Kissimmee

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £365 / night

£2,556 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday condo in Fort Myers

Fort Myers condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Property type

from £55 / night

£384 - £685 / week

1 / 27

Great rentals within 20 miles that match your search

Home rental in Cape Coral

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £206 / night

£1,438 - £1,565 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday home with golf nearby in Naples

Naples house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

from £80 / night

£596 / week

1 / 18

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

3 reviews

from £145 / night

£1,016 / week

1 / 30

Great rentals within 20 miles that match your search

Cocoa Beach holiday condo rental

Cocoa Beach condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

2 reviews

from £136 / night

£1,278 / week

1 / 25

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