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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
  • B&B (1)
  • Apartment (219)
  • Villa (561)
  • Cottage (23)
  • House (1,073)
  • Penthouse (1)
  • Manor House (1)
  • Bungalow (5)
  • Townhouse (121)
  • Farmhouse (1)
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  • Yacht (1)
  • Houseboat (1)
  • Boathouse (1)
  • Condo (711)
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  • Hotel apartment (87)
  • Caravan/Mobile Home (4)

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B&B
Tennis in town

Great rentals within 20 miles that match your search

Clearwater holiday b&b rental

Clearwater b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £69 / night

£482 / week

1 / 73

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

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Kissimmee holiday villa rental

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 13

1 filter does not match: Property type

from £458 / night

£3,206 / week

1 / 29

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 £229 / night

£1,598 / week

1 / 48

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

£1,085 / week

1 / 23

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

£2,291 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday home in Miami

Miami house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

from £230 / night

£1,604 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday home with swimming pool in Port Saint Lucie

Port Saint Lucie house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

1 filter does not match: Property type

7 reviews

from £236 / night

£1,649 / week

1 / 19

Great rentals within 20 miles that match your search

Clearwater holiday condo rental

Clearwater condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

1 review

from £184 / night

£1,283 / week

1 / 15

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 apartment with golf nearby in Clearwater

Clearwater apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £77 / night

£535 / week

1 / 14

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

£2,750 / week

1 / 6

Great rentals within 20 miles that match your search

Holiday home with golf nearby in Naples

Naples house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

1 review

from £257 / night

£1,797 / week

1 / 24

Great rentals within 20 miles that match your search

Cape Coral holiday home rental

Cape Coral house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £161 / night

£1,123 / week

1 / 10

Great rentals within 20 miles that match your search

Holiday condo letting

Treasure Island condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

2 reviews

from £124 / night

£866 / week

1 / 24

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

£1,833 / 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

£3,666 - £3,923 / week

1 / 25

Great rentals within 20 miles that match your search

Miami holiday home rental

Miami house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

1 filter does not match: Property type

from £275 / night

£1,925 / week

1 / 22

Great rentals within 20 miles that match your search

Key Largo holiday townhouse rental

Key Largo townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

6 reviews

from £321 / night

£1,329 - £2,750 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday condo in Hudson

Hudson condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £138 / night

£963 / week

1 / 22

Great rentals within 20 miles that match your search

Cape Coral holiday condo rental

Cape Coral condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £110 / night

£770 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday townhouse in Placida

Placida townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £115 / night

£802 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday home in Marco Island

Marco Island house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

1 filter does not match: Property type

from £328 / night

£2,291 / week

1 / 11

Great rentals within 20 miles that match your search

Holiday apartment in Naples

Naples apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £413 / night

£2,887 / week

1 / 19

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 £122 / night

£848 / week

1 / 10

Great rentals within 20 miles that match your search

Holiday condo in Naples

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 2

1 filter does not match: Property type

from £107 / night

£749 / week

1 / 21

Great rentals within 20 miles that match your search

Cape Coral holiday home rental

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

1 review

from £147 / night

£1,100 / week

1 / 16

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 £186 / 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

£1,925 / week

1 / 64

Great rentals within 20 miles that match your search

Holiday condo in Siesta Key

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

6 reviews

from £275 / night

£1,925 / week

1 / 27

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 £734 / night

£5,132 / week

1 / 49

Great rentals within 20 miles that match your search

Holiday condo rental

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

25 reviews

from £218 / night

£1,521 - £2,081 / week

1 / 31

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

Holiday home in Siesta Key

Siesta Key house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

1 filter does not match: Property type

1 review

from £800 / night

£5,594 / week

1 / 23

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 £158 / 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

£2,750 / week

1 / 14

Great rentals within 20 miles that match your search

St. Petersburg holiday condo rental

St. Petersburg condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £164 / night

£963 / week

1 / 38

Great rentals within 20 miles that match your search

Holiday condo rental

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

from £77 / night

£535 / week

1 / 19

Great rentals within 20 miles that match your search

Orlando ski villa to rent.

Orlando villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Property type

2 reviews

from £321 / night

£2,154 / week

1 / 59

Great rentals within 20 miles that match your search

Naples holiday condo rental

Naples condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £61 / night

£428 / week

1 / 19

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

£1,192 - £4,583 / week

1 / 24

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