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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 -

Bedrooms

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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
  • Farmhouse (2)
  • Apartment (964)
  • Villa (1,364)
  • Cottage (54)
  • House (3,584)
  • Penthouse (2)
  • Manor House (1)
  • Bungalow (25)
  • Townhouse (426)
  • Camper van (1)
  • Studio (33)
  • Yacht (2)
  • Houseboat (1)
  • Condo (2,010)
  • Private room (9)
  • Guest house (14)
  • B&B (4)
  • Caravan/Mobile Home (4)
  • Log cabin (3)
  • Hotel apartment (46)

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Farmhouse
Washing machine

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 £777 / night

£5,435 / week

1 / 76

Great rentals within 20 miles that match your search

Homestead holiday farmhouse rental

Homestead farmhouse

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from £293 / night

£2,046 / 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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Sarasota holiday apartment rental

Sarasota apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Property type

from £155 / night

£867 / week

1 / 25

Great rentals within 20 miles that match your search

Fruitville holiday home rental

Fruitville house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £119 / night

£831 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday apartment in Miami

Miami apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Property type

from £100 / night

£697 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday apartment in Coral Gables

Coral Gables apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £91 / night

£633 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday apartment in Coral Gables

Coral Gables apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 filter does not match: Property type

from £100 / night

£697 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday apartment in Coral Gables

Coral Gables apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

from £72 / night

£505 / week

1 / 15

Great rentals within 20 miles that match your search

Home rental in Palm City

Palm City house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

from £137 / night

£912 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday home with golf nearby in Bradenton Beach

Bradenton Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £411 / night

£2,875 / week

1 / 17

Great rentals within 20 miles that match your search

Villa rental in Bradenton with swimming pool, golf nearby

Bradenton villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

1 filter does not match: Property type

from £224 / night

£1,565 / week

1 / 39

Great rentals within 20 miles that match your search

Holiday villa rental

Naples villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

1 review

from £101 / night

£703 / week

1 / 27

Great rentals within 20 miles that match your search

Apartment rental in Virginia Gardens

Virginia Gardens apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Property type

from £104 / night

£723 / week

1 / 22

Great rentals within 20 miles that match your search

Bradenton holiday home rental

Bradenton house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Property type

from £229 / night

£1,597 / week

1 / 30

Great rentals within 20 miles that match your search

Four Corners holiday home accommodation

Four Corners house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

1 filter does not match: Property type

from £145 / night

£965 / week

1 / 48

Great rentals within 20 miles that match your search

Holiday home in Four Corners

Four Corners house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

1 filter does not match: Property type

from £118 / night

£782 / week

1 / 51

Great rentals within 20 miles that match your search

Holiday villa rental

Miami villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

1 filter does not match: Property type

from £1,825 / night

£12,776 / week

1 / 37

Great rentals within 20 miles that match your search

Bradenton holiday home rental

Bradenton house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £344 / night

£2,409 / week

1 / 19

Great rentals within 20 miles that match your search

Miami holiday home rental

Miami house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 14

1 filter does not match: Property type

from £1,825 / night

£12,776 / week

1 / 65

Great rentals within 20 miles that match your search

Holiday villa in Kissimmee

Kissimmee villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 filter does not match: Property type

1 review

from £183 / night

£1,278 / week

1 / 45

Great rentals within 20 miles that match your search

Holiday villa accommodation

Winter Garden villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £119 / night

£831 / week

1 / 7

Great rentals within 20 miles that match your search

Holiday condo in Celebration

Celebration condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £119 / night

£822 / week

1 / 18

Great rentals within 20 miles that match your search

Home rental in Kissimmee with shared pool

Kissimmee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £115 / night

£805 / week

1 / 30

Great rentals within 20 miles that match your search

Bradenton holiday apartment rental

Bradenton apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £172 / night

£1,201 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday condo in Lutz

Lutz condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

from £107 / night

£748 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday villa in Davenport

Davenport villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £183 / night

£1,278 / week

1 / 59

Great rentals within 20 miles that match your search

Holiday villa in Kissimmee

Kissimmee villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

1 filter does not match: Property type

1 review

from £247 / night

£1,725 / week

1 / 49

Great rentals within 20 miles that match your search

Holiday home in Tampa

Tampa house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £434 / night

£3,035 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday apartment in Lakeland

Lakeland apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £114 / night

£730 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday home with golf nearby in Four Corners

Four Corners house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 filter does not match: Property type

from £274 / night

£1,917 / week

1 / 48

Great rentals within 20 miles that match your search

Anna Maria holiday home rental

Anna Maria house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £502 / night

£3,514 / week

1 / 0

Great rentals within 20 miles that match your search

Holiday villa rental

Four Corners villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

from £201 / night

£1,406 / week

1 / 63

Great rentals within 20 miles that match your search

Villa rental in Davenport

Davenport villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £183 / night

£1,278 / week

1 / 0

Great rentals within 20 miles that match your search

Holiday home in St. Petersburg

St. Petersburg house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Property type

from £136 / night

£913 / week

1 / 2

Great rentals within 20 miles that match your search

Holiday home in Sarasota

Sarasota house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 9

1 filter does not match: Property type

from £235 / night

£1,642 / week

1 / 143

Great rentals within 20 miles that match your search

Villa rental in Davenport

Davenport villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £183 / night

£1,278 / week

1 / 26

Great rentals within 20 miles that match your search

Apartment rental in Miami

Miami apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

from £229 / night

£1,369 / week

1 / 11

Great rentals within 20 miles that match your search

Holiday villa in Davenport

Davenport villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £183 / night

£1,278 / week

1 / 56

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Four Corners

Four Corners villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £173 / night

£1,210 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday home in Clearwater

Clearwater house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 12

1 filter does not match: Property type

from £229 / night

£1,597 / week

1 / 0

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