Holiday rentals Kissimmee

Compare 29,360 available properties from 87 providers
Kissimmee
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2 guests
Save up to 44%

Best holiday rental deals Kissimmee

-20%
e.g. 12/10 - 19/10
House ∙ 6 guests ∙ 2 bedrooms
Kissimmee, Osceola County, Florida, United States
from $141 $176
HomeAway - Stayz
4.4
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-44%
e.g. 10/08 - 17/08
Holiday park ∙ 6 guests ∙ 1 bedroom
Kissimmee, Osceola County, Florida, United States
from $98 $173
Vacatia
4.0
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-24%
e.g. 3/08 - 10/08
House ∙ 4 guests ∙ 1 bedroom
Kissimmee, Osceola County, Florida, United States
from $67 $88
HomeAway - Stayz
4.0
View deal

29,469 beautiful holiday rentals from 43 partner websites are available in Kissimmee with prices beginning at $92 per night. HomeToGo immediately highlights top offers by comparing the available accommodation options.

Recommended holiday rentals Kissimmee

Rent a holiday home, apartment or cottage Kissimmee from just $92 per night

House ∙ 6 guests ∙ 3 bedrooms
Kissimmee, Osceola County, Florida, United States
from $90
Airbnb
4.2
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House ∙ 2 guests
Kissimmee, Osceola County, Florida, United States
from $96
Airbnb
4.7
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Cottage ∙ 4 guests ∙ 1 bedroom
Kissimmee, Osceola County, Florida, United States
from $77
Airbnb
4.5
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Apartment ∙ 4 guests
Kissimmee, Osceola County, Florida, United States
from $90
Airbnb
5.0
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House ∙ 2 guests ∙ 1 bedroom
Kissimmee, Osceola County, Florida, United States
from $90
Airbnb
4.8
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Apartment ∙ 4 guests ∙ 1 bedroom
Kissimmee, Osceola County, Florida, United States
from $93
Airbnb
4.2
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Villa ∙ 5 guests ∙ 1 bedroom
Kissimmee, Osceola County, Florida, United States
from $104
Airbnb
4.4
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Villa ∙ 6 guests ∙ 2 bedrooms
Kissimmee, Osceola County, Florida, United States
from $94
Airbnb
5.0
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Villa ∙ 6 guests ∙ 1 bedroom
Kissimmee, Osceola County, Florida, United States
from $88
Airbnb
4.2
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Best holiday rentals with a pool

Pool
Apartment ∙ 4 guests ∙ 2 bedrooms
Kissimmee, Osceola County, Florida, United States
from $89
Airbnb
4.9
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Pool
House ∙ 2 guests ∙ 1 bedroom
Kissimmee, Osceola County, Florida, United States
from $47
Airbnb
5.0
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Pool
House ∙ 2 guests ∙ 1 bedroom
Kissimmee, Osceola County, Florida, United States
from $70
Airbnb
5.0
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Best holiday homes with a patio or terrace

Balcony/Patio
Holiday park ∙ 4 guests ∙ 1 bedroom
Kissimmee, Osceola County, Florida, United States
from $115
Vacatia
4.8
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Balcony/Patio
Holiday park ∙ 6 guests ∙ 2 bedrooms
Kissimmee, Osceola County, Florida, United States
from $185
Vacatia
5.0
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Balcony/Patio
House ∙ 4 guests ∙ 2 bedrooms
Kissimmee, Osceola County, Florida, United States
from $223
Booking.com
5.0
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Recommended pet-friendly holiday houses

Pet-friendly
Private room ∙ 2 guests ∙ 1 bedroom
Kissimmee, Osceola County, Florida, United States
from $93
Airbnb
4.0
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Pet-friendly
Apartment ∙ 6 guests ∙ 3 bedrooms
Kissimmee, Osceola County, Florida, United States
from $83
Airbnb
4.9
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Pet-friendly
Apartment ∙ 6 guests ∙ 2 bedrooms
Kissimmee, Osceola County, Florida, United States
from $184
Airbnb
4.0
View deal
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Popular holiday rental amenities Kissimmee

  • Kitchen (28,185)
  • Pool (28,102)
  • Internet (27,503)
  • TV (25,881)
  • AC (25,689)
  • Washer (19,951)
  • No smoking (13,931)
  • Microwave (12,474)
  • Dishwasher (11,801)
  • Parking (11,330)
  • No pets (8,922)
  • Hot Tub (7,374)

Price and Availability Index in Kissimmee

Holiday Rental Price Information Kissimmee

This graph displays average prices of the holiday cottages and holiday apartments located Kissimmee. The week with the highest average prices is in February (22/02 - 29/02). During this week, a night will cost on average $318. Holiday letting prices go down to $245 per night in September (14/09 - 21/09).

Holiday Home Availability Information Kissimmee

This graph shows the holiday letting availability rate for the next twelve months. In June (29/06 - 06/07), only 32 are available. Conversely, 82% of the lettings are still available during a week in December (07/12 - 14/12).

The weather Kissimmee

24°
14°
23°
13°
26°
15°
29°
19°
30°
21°
32°
23°
32°
24°
33°
24°
31°
23°
29°
20°
25°
16°
24°
15°
Jan.
Feb.
Mar.
Apr.
May
June
July
Aug.
Sep.
Oct.
Nov.
Dec.
- Rainy days

This is the climate diagram Kissimmee. During August, maximum temperatures go up to more than 33° Conversely, February is the coolest month Kissimmee, with temperatures going under 13°. The rainiest month is June while the driest month is January.

Holiday Rentals & Accommodation in Kissimmee

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We compare more than 600 providers, including:

Booking.com Holiday Rentals Kissimmee Vrbo Holiday Rentals Kissimmee HomeAway - Stayz Holiday Rentals Kissimmee Airbnb Holiday Rentals Kissimmee TripAdvisor Holiday Rentals Kissimmee VacationRentals.com Holiday Rentals Kissimmee HouseTrip Holiday Rentals Kissimmee FlipKey Holiday Rentals Kissimmee 9flats.com Holiday Rentals Kissimmee VaycayHero Holiday Rentals Kissimmee PerfectPlaces.com Holiday Rentals Kissimmee Homestay.com Holiday Rentals Kissimmee Only-apartments Holiday Rentals Kissimmee Interhome Holiday Rentals Kissimmee Bedycasa Holiday Rentals Kissimmee Novasol Holiday Rentals Kissimmee

Top holiday destinations near Kissimmee

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