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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)
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  • 4 and above
  • 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
  • Condo (4)
  • Apartment (3)
  • Villa (3)
  • House (35)
  • Townhouse (4)
  • Studio (1)

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4 Holiday homes

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Condo
Pets allowed

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 condo rental

Kissimmee condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

from £92 / night

£548 - £1,096 / week

1 / 25

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

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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 villa rental

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £144 / night

£1,006 / week

1 / 9

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

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

Orlando holiday condo rental

Orlando condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Pets allowed

from £127 / night

£777 - £1,097 / week

1 / 38

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

Holiday condo in Orlando

Orlando condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Pets allowed

from £235 / night

£1,646 / week

1 / 5

Great rentals within 20 miles that match your search

Holiday condo in Kissimmee

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Pets allowed

from £242 / night

£1,692 / week

1 / 15

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 condo with shared pool, golf nearby in Kissimmee

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Pets allowed

5 reviews

from £83 / night

£576 / week

1 / 17

Great rentals within 20 miles that match your search

Orlando holiday condo rental

Orlando condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Pets allowed

from £155 / night

£1,082 / week

1 / 26

Great rentals within 20 miles that match your search

Condo rental in Kissimmee with shared pool

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Pets allowed

1 review

from £73 / night

£457 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday condo in Kissimmee

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Pets allowed

from £216 / night

£1,509 / week

1 / 14

Great rentals within 20 miles that match your search

Celebration holiday condo rental

Celebration condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

1 filter does not match: Pets allowed

from £275 / night

£1,646 / week

1 / 20

Great rentals within 20 miles that match your search

Kissimmee holiday condo rental

Kissimmee condo

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Pets allowed

1 review

from £103 / night

£687 - £916 / week

1 / 28

Great rentals within 20 miles that match your search

Condo rental in Kissimmee with shared pool

Kissimmee condo

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Pets allowed

from £126 / night

£802 - £916 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday condo with shared pool in Orlando

Orlando condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Pets allowed

from £281 / night

£1,966 / week

1 / 9

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

£1,279 / week

1 / 26

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: Pets allowed

from £109 / night

£762 / week

1 / 9

Great rentals within 20 miles that match your search

Condo rental in Davenport

Davenport condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Pets allowed

1 review

from £92 / night

£640 / week

1 / 10

Great rentals within 20 miles that match your search

Holiday apartment in Kissimmee

Kissimmee apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £182 / night

£1,274 / week

1 / 5

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: Pets allowed

1 review

from £124 / night

£864 / week

1 / 25

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: Pets allowed

1 review

from £73 / night

£822 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday condo with indoor pool in Clermont

Clermont condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Pets allowed

27 reviews

from £110 / night

£640 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday condo in Kissimmee

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Pets allowed

from £366 / night

£2,560 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday villa with golf nearby in Davenport

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

90 reviews

from £101 / night

£710 - £762 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday condo in Celebration

Celebration condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Pets allowed

from £180 / night

£1,436 - £2,914 / week

1 / 82

Great rentals within 20 miles that match your search

Kissimmee holiday villa rental

Kissimmee villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

1 filter does not match: Property type

38 reviews

from £96 / night

£636 / week

1 / 24

Great rentals within 20 miles that match your search

Home rental in Davenport

Davenport house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £118 / night

£823 / week

1 / 20

Great rentals within 20 miles that match your search

Condo rental in Kissimmee

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Pets allowed

125 reviews

from £142 / night

£992 / week

1 / 52

Great rentals within 20 miles that match your search

Four Corners holiday condo rental

Four Corners condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Pets allowed

34 reviews

from £80 / night

£479 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday condo in Celebration

Celebration condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

1 filter does not match: Pets allowed

2 reviews

from £180 / night

£1,344 - £2,547 / week

1 / 29

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

1 review

from £142 / night

£755 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday condo with shared pool in Kissimmee

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Pets allowed

9 reviews

from £127 / night

£890 / week

1 / 28

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