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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 (2)
  • Villa (3)
  • House (10)
  • Studio (1)
  • Condo (3)

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19 Holiday homes

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Great rentals within 20 miles that match your search

Home rental in Four Corners

Four Corners house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £55 / night

£329 - £493 / week

1 / 13

Great rentals within 20 miles that match your search

Kissimmee holiday home let

Kissimmee house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 11

from £146 / night

£913 - £1,438 / 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

£493 - £822 / week

1 / 15

Great rentals within 20 miles that match your search

Davenport holiday studio rental

Davenport studio

  • Studio
  • 2 bathrooms
  • sleeps 8

from £137 / night

£863 - £1,438 / week

1 / 15

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

£712 - £1,096 / week

1 / 28

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

£466 - £712 / week

1 / 14

Great rentals within 20 miles that match your search

Celebration holiday condo let

Celebration condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £110 / night

£658 - £849 / week

1 / 24

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

£493 - £822 / 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 £73 / night

£439 - £822 / week

1 / 19

Great rentals within 20 miles that match your search

Kissimmee holiday home rental

Kissimmee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8
1 review

from £69 / night

£411 - £767 / week

1 / 18

Great rentals within 20 miles that match your search

Kissimmee holiday home rental

Kissimmee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8
1 review

from £69 / night

£411 - £767 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday home in Kissimmee

Kissimmee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8
7 reviews

from £69 / night

£411 - £767 / week

1 / 14

Great rentals within 20 miles that match your search

Home rental in Davenport

Davenport house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £118 / night

£823 / 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

£1,914 - £2,138 / 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

£775 / week

1 / 31

Great rentals within 20 miles that match your search

Holiday apartment in Kissimmee

Kissimmee apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £182 / night

£1,274 / 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 £96 / night

£636 / 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

£1,006 / 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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Holiday condo in Orlando

Orlando condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Pets allowed

3 reviews

from £73 / night

£506 / week

1 / 33

Great rentals within 20 miles that match your search

Holiday condo in Orlando

Orlando condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Pets allowed

from £275 / night

£1,920 / week

1 / 18

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: Pets allowed

from £262 / night

£1,829 / week

1 / 7

Great rentals within 20 miles that match your search

Kissimmee holiday apartment rental

Kissimmee apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Pets allowed

1 review

from £92 / night

£640 / week

1 / 4

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: Pets allowed

8 reviews

from £549 / night

£3,657 - £3,913 / week

1 / 25

Great rentals within 20 miles that match your search

Kissimmee holiday home rental

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Pets allowed

2 reviews

from £96 / night

£640 / week

1 / 81

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: Pets allowed

12 reviews

from £275 / night

£1,920 / week

1 / 64

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: Pets allowed

from £392 / night

£2,743 / week

1 / 14

Great rentals within 20 miles that match your search

Buena Ventura Lakes holiday condo rental

Buena Ventura Lakes condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Pets allowed

1 review

from £81 / night

£2,056 / week

1 / 7

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: Pets allowed

from £91 / night

£595 - £869 / week

1 / 34

Great rentals within 20 miles that match your search

Holiday villa rental

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Pets allowed

4 reviews

from £138 / night

£916 - £1,031 / week

1 / 18

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: Pets allowed

from £366 / night

£2,560 / 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: Pets allowed

2 reviews

from £141 / night

£986 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday home letting

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Pets allowed

from £138 / night

£960 - £1,536 / week

1 / 29

Great rentals within 20 miles that match your search

Holiday home in Kissimmee

Kissimmee house

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Pets allowed

from £151 / night

£1,056 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday villa with shared pool in Kissimmee

Kissimmee villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Pets allowed

from £155 / night

£1,079 / week

1 / 7

Great rentals within 20 miles that match your search

Home rental in Four Corners with swimming pool

Four Corners house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 11

1 filter does not match: Pets allowed

from £91 / night

£602 - £2,608 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday villa in Kissimmee

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Pets allowed

from £229 / night

£1,600 / week

1 / 37

Great rentals within 20 miles that match your search

Villa rental in Kissimmee

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Pets allowed

from £448 / night

£3,136 / week

1 / 4

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: Pets allowed

6 reviews

from £151 / night

£1,032 / week

1 / 40

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

£915 - £1,463 / week

1 / 20

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