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Holiday Lettings
> North America
> United States
> Florida
> Central Florida
> Kissimmee
> Houses and Condos 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 (3)
  • Villa (3)
  • House (15)
  • Townhouse (4)
  • Condo (4)

All filters (2)

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29 Holiday homes

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Great rentals within 20 miles that match your search

Holiday home with swimming pool in Kissimmee

Kissimmee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6
9 reviews

from £138 / night

£866 - £1,223 / week

1 / 31

Great rentals within 20 miles that match your search

Home rental in Celebration with shared pool

Celebration house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £83 / night

£495 - £825 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday home with swimming pool in Davenport

Davenport house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8
2 reviews

from £115 / night

£802 - £1,443 / week

1 / 35

Great rentals within 20 miles that match your search

Holiday home with swimming pool in Kissimmee

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8
1 review

from £138 / night

£866 - £1,443 / week

1 / 24

Great rentals within 20 miles that match your search

Kissimmee holiday home rental

Kissimmee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

from £101 / night

£605 - £962 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday home rental

Kissimmee house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 10
2 reviews

from £170 / night

£1,068 - £1,832 / week

1 / 41

Great rentals within 20 miles that match your search

Holiday condo with shared pool in Reunion

Reunion condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

from £119 / night

£715 - £1,100 / week

1 / 28

Great rentals within 20 miles that match your search

Kissimmee holiday townhouse rental

Kissimmee townhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £65 / night

£385 - £742 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday home with shared pool in Kissimmee

Kissimmee house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from £115 / night

£802 - £1,299 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday home with swimming pool in Kissimmee

Kissimmee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8
26 reviews

from £138 / night

£866 - £1,223 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday condo rental

Kissimmee condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

from £92 / night

£550 - £1,100 / week

1 / 25

Great rentals within 20 miles that match your search

Townhouse letting in Davenport

Davenport townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £115 / night

£687 - £825 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday home in Kissimmee

Kissimmee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6
1 review

from £78 / night

£468 - £715 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday townhouse with shared pool in Kissimmee

Kissimmee townhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £65 / night

£385 - £742 / week

1 / 23

Great rentals within 20 miles that match your search

Celebration holiday condo let

Celebration condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £110 / night

£660 - £852 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday home rental

Kissimmee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £101 / night

£706 - £1,090 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Davenport

Davenport apartment

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10
2 reviews

from £94 / night

£654 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday condo letting

Celebration condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7
1 review

from £83 / night

£495 - £825 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday home with shared pool in Kissimmee

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10
2 reviews

from £74 / night

£440 - £825 / week

1 / 19

Great rentals within 20 miles that match your search

Townhouse rental in Kissimmee with shared pool

Kissimmee townhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £69 / night

£413 - £770 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday home with shared pool in Davenport

Davenport house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10
2 reviews

from £65 / night

£385 - £880 / week

1 / 25

Great rentals within 20 miles that match your search

Home rental in Davenport

Davenport house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £119 / night

£825 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday home rental

Davenport house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 15
38 reviews

from £274 / night

£1,918 - £2,142 / week

1 / 63

Great rentals within 20 miles that match your search

Apartment rental in Four Corners with shared pool

Four Corners apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £111 / night

£776 / week

1 / 31

Great rentals within 20 miles that match your search

Davenport holiday home rental

Davenport house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8
4 reviews

from £74 / night

£440 - £880 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday apartment in Kissimmee

Kissimmee apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £183 / night

£1,276 / week

1 / 5

Great rentals within 20 miles that match your search

Kissimmee holiday villa rental

Kissimmee villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7
38 reviews

from £97 / night

£637 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday villa rental

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £144 / night

£1,008 / week

1 / 9

Great rentals within 20 miles that match your search

Holiday villa with golf nearby in Davenport

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8
90 reviews

from £101 / night

£710 - £762 / week

1 / 28

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

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Pets allowed

4 reviews

from £229 / night

£1,603 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday townhouse in Kissimmee

Kissimmee townhouse

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

1 filter does not match: Pets allowed

2 reviews

from £147 / night

£916 - £1,466 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday condo in Orlando

Orlando condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Pets allowed

3 reviews

from £73 / night

£507 / week

1 / 33

Great rentals within 20 miles that match your search

Home rental in Davenport

Davenport house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

1 filter does not match: Pets allowed

from £155 / night

£1,007 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday home with indoor pool in Kissimmee

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Pets allowed

9 reviews

from £145 / night

£1,013 / week

1 / 59

Great rentals within 20 miles that match your search

Holiday apartment in Davenport

Davenport apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Pets allowed

from £161 / night

£1,122 / week

1 / 24

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: Pets allowed

5 reviews

from £170 / night

£1,187 / week

1 / 48

Great rentals within 20 miles that match your search

Orlando holiday apartment accommodation

Orlando apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Pets allowed

from £266 / night

£1,860 / week

1 / 8

Great rentals within 20 miles that match your search

Davenport holiday villa rental

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Pets allowed

15 reviews

from £138 / night

£962 / week

1 / 19

Great rentals within 20 miles that match your search

Kissimmee holiday condo rental

Kissimmee condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Pets allowed

from £183 / night

£1,282 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday home in Kissimmee

Kissimmee house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Pets allowed

2 reviews

from £184 / night

£871 / week

1 / 37

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