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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
  • Bungalow (2)
  • Apartment (89)
  • Villa (310)
  • Cottage (7)
  • House (268)
  • Townhouse (41)
  • Farmhouse (1)
  • Studio (3)
  • Condo (126)
  • Private room (1)
  • Hotel apartment (11)
  • Guest house (2)
  • Caravan/Mobile Home (1)

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2 Holiday homes

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Great rentals within 20 miles that match your search

Holiday bungalow with golf nearby in Bokeelia

Bokeelia bungalow

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6
4 reviews

from £271 / night

£1,892 / week

1 / 39

Great rentals within 20 miles that match your search

Holiday bungalow with shared pool, golf nearby in Estero

Estero bungalow

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £183 / night

£1,276 / week

1 / 66

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

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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 apartment rental

Plantation apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

1 review

from £106 / night

£738 / week

1 / 11

Great rentals within 20 miles that match your search

Holiday bungalow in Port Charlotte

Port Charlotte bungalow

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Golf course on site or within 15 min walk

from £87 / night

£602 - £1,303 / week

1 / 22

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 hotel apartment in Orlando

Orlando hotel apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £243 / night

£1,700 / week

1 / 23

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 condo in Naples

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

from £61 / night

£428 / week

1 / 31

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 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

Home accommodation in The Villages with golf nearby

The Villages house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

2 reviews

from £118 / night

£825 / week

1 / 21

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 £106 / night

£738 / 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

£321 / week

1 / 22

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

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 home with golf nearby in Naples

Naples house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

from £80 / night

£599 / week

1 / 18

Great rentals within 20 miles that match your search

St. Petersburg holiday condo rental

St. Petersburg condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

1 review

from £92 / night

£2,290 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday apartment with golf nearby in Clearwater

Clearwater apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £74 / night

£513 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday apartment with golf nearby in Cocoa Beach

Cocoa Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £101 / night

£642 / week

1 / 16

Great rentals within 20 miles that match your search

Naples holiday villa accommodation

Naples villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Property type

from £171 / night

£1,191 - £4,580 / week

1 / 24

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 villa in Davenport

Davenport villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

1 filter does not match: Property type

11 reviews

from £367 / night

£2,565 / week

1 / 61

Great rentals within 20 miles that match your search

Holiday home with golf nearby in Clermont

Clermont house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

3 reviews

from £101 / night

£706 / week

1 / 27

Great rentals within 20 miles that match your search

Villa rental in Rotonda West with golf nearby

Rotonda West villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £95 / night

£664 / week

1 / 67

Great rentals within 20 miles that match your search

Home rental in Naples with golf nearby

Naples house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

1 review

from £287 / night

£1,947 / week

1 / 31

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: Property type

6 reviews

from £152 / night

£1,034 / week

1 / 40

Great rentals within 20 miles that match your search

Holiday villa with indoor pool, golf nearby in Davenport

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Property type

from £77 / night

£535 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday home with indoor pool, golf nearby in Davenport

Davenport house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Property type

20 reviews

from £110 / night

£770 / week

1 / 15

Great rentals within 20 miles that match your search

Kissimmee holiday home rental

Kissimmee house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 filter does not match: Property type

4 reviews

from £202 / night

£1,411 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday condo with golf nearby in Naples

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

1 review

from £99 / night

£687 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday condo in Naples

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

2 reviews

from £99 / night

£687 / week

1 / 30

Great rentals within 20 miles that match your search

Marco Island holiday home rental

Marco Island house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

1 filter does not match: Property type

2 reviews

from £1,008 / night

£6,701 / week

1 / 51

Great rentals within 20 miles that match your search

Villa rental in Davenport with golf nearby

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £110 / night

£770 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday home with golf nearby in Kissimmee

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Property type

1 review

from £100 / night

£599 / week

1 / 38

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