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Viewing 40 of 851 rentals in Kissimmee City

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Holiday Lettings
> North America
> United States
> Florida
> Central Florida
> Kissimmee
> Villas and Townhouses in Kissimmee City

Holiday Rentals in Kissimmee City - Holiday Lettings - Villas

Price per night

£1 £750 -

Bedrooms

Property rating (out of 5)
  • 5
  • 4 and above
  • 3 and above
Tripadvisor rating Vrbo rating
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
  • Apartment (6)
  • Villa (14)
  • House (3)
  • Townhouse (9)
  • Condo (6)

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38 Holiday homes

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Great rentals within 20 miles that match your search

Holiday condo in Davenport

Davenport condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4
2 reviews

from £139 / night

£970 / week

1 / 30

Great rentals within 20 miles that match your search

Villa rental in Kissimmee

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 16
1 review

from £324 / night

£2,263 / week

1 / 57

Great rentals within 20 miles that match your search

Holiday townhouse in Four Corners

Four Corners townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £111 / night

£841 / week

1 / 16

Great rentals within 20 miles that match your search

Reunion holiday villa rental

Reunion villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8
8 reviews

from £298 / night

£1,947 / week

1 / 43

Great rentals within 20 miles that match your search

Holiday townhouse with golf nearby in Kissimmee

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from £132 / night

£918 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday villa with swimming pool, golf nearby in Kissimmee

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 13
3 reviews

from £178 / night

£1,247 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday home letting

Celebration house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £133 / night

£924 / week

1 / 38

Great rentals within 20 miles that match your search

Kissimmee holiday condo rental

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from £145 / night

£1,007 / week

1 / 9

Great rentals within 20 miles that match your search

Holiday townhouse in Reunion

Reunion townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £138 / night

£923 / week

1 / 41

Great rentals within 20 miles that match your search

Kissimmee holiday condo rental

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £180 / night

£1,201 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday villa rental

Orlando villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8
33 reviews

from £129 / night

£899 / week

1 / 58

Great rentals within 20 miles that match your search

Holiday villa with swimming pool, golf nearby in Orlando

Orlando villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 16
2 reviews

from £171 / night

£1,473 - £2,942 / week

1 / 44

Great rentals within 20 miles that match your search

Four Corners holiday condo rental

Four Corners condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6
34 reviews

from £81 / night

£484 / week

1 / 13

Great rentals within 20 miles that match your search

Townhouse rental in Four Corners

Four Corners townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8
6 reviews

from £88 / night

£615 / week

1 / 9

Great rentals within 20 miles that match your search

Holiday villa letting

Kissimmee villa

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 20
33 reviews

from £230 / night

£1,542 / week

1 / 105

Great rentals within 20 miles that match your search

Holiday townhouse in Four Corners

Four Corners townhouse

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10
21 reviews

from £116 / night

£809 - £905 / week

1 / 13

Great rentals within 20 miles that match your search

Kissimmee holiday apartment rental

Kissimmee apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £147 / night

£1,028 / week

1 / 45

Great rentals within 20 miles that match your search

Kissimmee holiday townhouse rental

Kissimmee townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from £304 / night

£1,848 / week

1 / 5

Great rentals within 20 miles that match your search

Kissimmee holiday villa rental

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 13

from £458 / night

£3,206 / week

1 / 29

Great rentals within 20 miles that match your search

Holiday apartment accommodation

Kissimmee apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6
8 reviews

from £93 / night

£647 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday villa in Intercession City

Intercession City villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 14
2 reviews

from £277 / night

£1,933 / week

1 / 59

Great rentals within 20 miles that match your search

Holiday villa with shared pool, golf nearby in Davenport

Davenport villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6
1 review

from £111 / night

£776 / week

1 / 31

Great rentals within 20 miles that match your search

Holiday townhouse in Celebration

Celebration townhouse

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9
1 review

from £217 / night

£1,386 / week

1 / 46

Great rentals within 20 miles that match your search

Orlando holiday villa rental

Orlando villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £175 / night

£1,983 - £2,313 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday villa with golf nearby in Davenport

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10
91 reviews

from £323 / night

£1,847 - £2,105 / week

1 / 56

Great rentals within 20 miles that match your search

Holiday apartment in Kissimmee

Kissimmee apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8
22 reviews

from £97 / night

£679 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Clermont

Clermont villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8
51 reviews

from £115 / night

£802 - £1,283 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday home in Clermont

Clermont house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6
5 reviews

from £102 / night

£712 / week

1 / 44

Great rentals within 20 miles that match your search

Holiday townhouse rental

Orlando townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 6
43 reviews

from £120 / night

£834 / week

1 / 70

Great rentals within 20 miles that match your search

Davenport holiday apartment rental

Davenport apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8
29 reviews

from £183 / night

£1,280 / week

1 / 95

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 review

from £73 / night

£831 / week

1 / 27

Great rentals within 20 miles that match your search

Kissimmee holiday apartment rental

Kissimmee apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6
4 reviews

from £204 / night

£1,423 / week

1 / 73

Great rentals within 20 miles that match your search

Holiday apartment in Kissimmee

Kissimmee apartment

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10
13 reviews

from £111 / night

£776 / week

1 / 26

Great rentals within 20 miles that match your search

Kissimmee holiday townhouse rental

Kissimmee townhouse

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12
17 reviews

from £120 / night

£841 / week

1 / 35

Great rentals within 20 miles that match your search

Holiday condo in Celebration

Celebration condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6
2 reviews

from £182 / night

£1,358 - £2,573 / week

1 / 29

Great rentals within 20 miles that match your search

Holiday villa rental

Kissimmee villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10
18 reviews

from £153 / night

£2,309 / week

1 / 48

Great rentals within 20 miles that match your search

Orlando holiday villa rental

Orlando villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 16
19 reviews

from £148 / night

£1,067 - £1,811 / week

1 / 40

Great rentals within 20 miles that match your search

Kissimmee holiday home rental

Kissimmee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8
34 reviews

from £204 / night

£1,423 - £1,584 / week

1 / 51

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: Cycling holidays

3 reviews

from £73 / night

£511 / week

1 / 33

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: Cycling holidays

from £138 / night

£964 / week

1 / 10

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