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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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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
  • Studio (1)
  • Apartment (67)
  • Villa (465)
  • Cottage (8)
  • House (598)
  • Penthouse (1)
  • Manor House (1)
  • Bungalow (1)
  • Townhouse (102)
  • Condo (264)
  • Private room (2)
  • Hotel apartment (81)
  • Caravan/Mobile Home (1)
  • Guest house (1)

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Studio
Tennis in town

Great rentals within 20 miles that match your search

Port Canaveral holiday studio rental

Port Canaveral studio

  • Studio
  • 1 bathroom
  • sleeps 4

from £245 / night

£1,712 / week

1 / 8

Great rentals within 20 miles that match your search

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Holiday condo in Kissimmee

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £87 / night

£603 / week

1 / 24

Great rentals within 20 miles that match your search

Orlando holiday villa rental

Orlando villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Property type

29 reviews

from £94 / night

£654 / week

1 / 37

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

5 reviews

from £170 / night

£1,187 / week

1 / 48

Great rentals within 20 miles that match your search

Home rental in Orlando with swimming pool, golf nearby

Orlando house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 16

1 filter does not match: Property type

2 reviews

from £145 / night

£1,026 - £1,732 / week

1 / 31

Great rentals within 20 miles that match your search

Holiday condo in Reunion

Reunion condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

1 filter does not match: Property type

from £109 / night

£763 / week

1 / 9

Great rentals within 20 miles that match your search

Holiday villa letting

Orlando villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £321 / night

£2,245 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday home with golf nearby in Davenport

Davenport house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

1 filter does not match: Property type

from £155 / night

£1,084 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday manor house in St. Petersburg

St. Petersburg manor house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

1 filter does not match: Property type

1 review

from £916 / night

£6,412 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday villa with golf nearby in Clermont

Clermont villa

  • 13 bedrooms
  • 11 bathrooms
  • sleeps 45

1 filter does not match: Property type

from £1,036 / night

£7,252 / week

1 / 55

Great rentals within 20 miles that match your search

Holiday condo with golf nearby in Kissimmee

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

1 review

from £124 / night

£866 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday home with swimming pool, golf nearby in Orlando

Orlando house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 16

1 filter does not match: Property type

from £152 / night

£1,058 - £1,796 / week

1 / 42

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 £73 / night

£824 / week

1 / 27

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 £137 / night

£956 / week

1 / 10

Great rentals within 20 miles that match your search

Holiday studio rental

Wildwood studio

  • Studio
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Tennis in town

from £367 / night

£2,565 / 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 £152 / night

£1,058 / week

1 / 48

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

£866 / week

1 / 22

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 £129 / night

£808 - £895 / 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 £367 / night

£2,565 / week

1 / 26

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 £146 / night

£1,020 / 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 £137 / night

£1,283 / week

1 / 25

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

1 review

from £155 / night

£1,084 / week

1 / 23

Great rentals within 20 miles that match your search

Cocoa Beach holiday condo rental

Cocoa Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

3 reviews

from £228 / night

£1,597 / week

1 / 48

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: Property type

from £144 / night

£1,008 / week

1 / 9

Great rentals within 20 miles that match your search

Holiday villa with shared pool in Orlando

Orlando villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £393 / night

£2,748 / week

1 / 6

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: Property type

from £262 / night

£1,832 / week

1 / 7

Great rentals within 20 miles that match your search

Kissimmee holiday villa rental

Kissimmee villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 20

1 filter does not match: Property type

8 reviews

from £550 / night

£3,664 - £3,921 / week

1 / 25

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

£848 / week

1 / 10

Great rentals within 20 miles that match your search

Holiday home in Brandon

Brandon house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

8 reviews

from £185 / night

£1,296 / week

1 / 15

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

£1,924 / week

1 / 64

Great rentals within 20 miles that match your search

Kissimmee holiday villa rental

Kissimmee villa

  • 8 bedrooms
  • 11 bathrooms
  • sleeps 18

1 filter does not match: Property type

2 reviews

from £733 / night

£5,130 / week

1 / 49

Great rentals within 20 miles that match your search

Orlando holiday home rental

Orlando house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £160 / night

£1,118 / week

1 / 9

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

£1,100 / 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 £393 / night

£2,748 / week

1 / 14

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: Property type

from £91 / night

£596 - £871 / week

1 / 34

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Williamsburg

Williamsburg apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £79 / night

£550 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday villa in Orlando

Orlando villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

6 reviews

from £138 / night

£871 - £935 / week

1 / 27

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: Property type

from £367 / night

£2,565 / week

1 / 13

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

£988 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday home in Orlando

Orlando house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

1 filter does not match: Property type

from £288 / night

£2,016 / week

1 / 11

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