Holiday houses & accommodation in Kissimmee - HomeToGo base64Hash Holiday houses & accommodation in Kissimmee - HomeToGo

Holiday houses & accommodation in Kissimmee

Find 23,172 available offers from 100 partners
Anytime
Guests
Anytime
Guests

Popular Filters to find the Perfect Letting in Kissimmee

2 Adults
House
Pets allowed
Farmhouse
Cottage
Cabin
Bungalow

Vacation rentals with Wi-Fi

Resort Kissimmee
11 Dec - 18 Dec
-28%
$410
$295 per night
Resort ∙ 127 guests ∙ 1 bedroom
4.5
Excellent
Kissimmee, Osceola County, Florida, United States
Free cancellation
Internet
Agoda
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Resort Kissimmee
11 Oct - 18 Oct
-36%
$458
$294 per night
Resort ∙ 10 guests ∙ 1 bedroom
4.4
Very good
Kissimmee, Osceola County, Florida, United States
Internet
Agoda
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Resort Kissimmee
20 Oct - 27 Oct
-27%
$227
$165 per night
Resort ∙ 127 guests ∙ 3 bedrooms
4.2
Very good
Kissimmee, Osceola County, Florida, United States
Internet
Agoda
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Vacation rentals and apartments with air conditioning

Condo Kissimmee
14 Oct - 21 Oct
-73%
$631
$170 per night
Condo ∙ 6 guests ∙ 2 bedrooms
5.0
Outstanding
Kissimmee, Osceola County, Florida, United States
Air conditioning
Vacasa
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House Kissimmee
12 Oct - 19 Oct
-53%
$378
$178 per night
House ∙ 6 guests ∙ 3 bedrooms
4.5
Excellent
Kissimmee, Osceola County, Florida, United States
Air conditioning
Vacasa
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Resort Kissimmee
5 Jan - 12 Jan
-38%
$351
$217 per night
Resort ∙ 127 guests ∙ 2 bedrooms
4.6
Excellent
Kissimmee, Osceola County, Florida, United States
Free cancellation
Air conditioning
Agoda
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Apartments and vacation rentals with a kitchen

Apartment Kissimmee
12 Oct - 19 Oct
-66%
$579
$198 per night
Apartment ∙ 7 guests ∙ 3 bedrooms
Kissimmee, Osceola County, Florida, United States
Kitchen
HomeToGo
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House Kissimmee
11 Jan - 18 Jan
-54%
$651
$297 per night
House ∙ 8 guests ∙ 4 bedrooms
4.0
Very good
Kissimmee, Osceola County, Florida, United States
Kitchen
Vacasa
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House Kissimmee
6 Sept - 13 Sept
-65%
$1,877
$662 per night
House ∙ 20 guests ∙ 9 bedrooms
Kissimmee, Osceola County, Florida, United States
Free cancellation
Kitchen
HomeToGo
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Best holiday rental deals in Kissimmee

Save up to 92%

House Kissimmee
9 Nov - 16 Nov
-4%
$256
$245 per night
House ∙ 8 guests ∙ 4 bedrooms
Kissimmee, Osceola County, Florida, United States
Free cancellation
HomeToGo
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Resort Kissimmee
1 Dec - 8 Dec
-30%
$485
$340 per night
Resort ∙ 127 guests ∙ 1 bedroom
4.5
Excellent
Kissimmee, Osceola County, Florida, United States
Free cancellation
Agoda
View deal
Resort Kissimmee
15 Dec - 22 Dec
-92%
$1,627
$131 per night
Resort ∙ 127 guests ∙ 1 bedroom
4.6
Excellent
Kissimmee, Osceola County, Florida, United States
Agoda
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23,172 unique lettings from 100 providers can be booked in Kissimmee with prices starting at $146 a night. HomeToGo instantly compares all of these rentals so you can save up to 69%!

Recommended holiday rentals in Kissimmee

Rent a holiday home, apartment or cottage in Kissimmee from just $146 per night

House Kissimmee
from $259 per night
House ∙ 8 guests ∙ 3 bedrooms
5.0
Outstanding(4 ratings)
Kissimmee, Osceola County, Florida, United States
stayz
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House Kissimmee
from $199 per night
House ∙ 12 guests ∙ 6 bedrooms
4.6
Excellent(124 ratings)
Kissimmee, Osceola County, Florida, United States
stayz
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Villa Kissimmee
from $166 per night
Villa ∙ 8 guests ∙ 3 bedrooms
4.7
Excellent(80 ratings)
Kissimmee, Osceola County, Florida, United States
stayz
View deal
Villa Kissimmee
from $176 per night
Villa ∙ 6 guests ∙ 3 bedrooms
4.5
Excellent(51 ratings)
Kissimmee, Osceola County, Florida, United States
stayz
View deal
Villa Kissimmee
from $277 per night
Villa ∙ 11 guests ∙ 6 bedrooms
5.0
Outstanding(1 rating)
Kissimmee, Osceola County, Florida, United States
stayz
View deal
Villa Kissimmee
from $171 per night
Villa ∙ 8 guests ∙ 3 bedrooms
4.8
Outstanding(114 ratings)
Kissimmee, Osceola County, Florida, United States
stayz
View deal
House Kissimmee
from $347 per night
House ∙ 14 guests ∙ 7 bedrooms
4.7
Excellent(10 ratings)
Kissimmee, Osceola County, Florida, United States
stayz
View deal
House Kissimmee
from $181 per night
House ∙ 8 guests ∙ 4 bedrooms
5.0
Outstanding(43 ratings)
Kissimmee, Osceola County, Florida, United States
stayz
View deal
House Kissimmee
from $119 per night
House ∙ 6 guests ∙ 3 bedrooms
3.5
Good(2 ratings)
Kissimmee, Osceola County, Florida, United States
stayz
View deal
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Budget-friendly Accommodation in Kissimmee

Find Fantastic yet Inexpensive Accommodation

House Kissimmee
from $179 per night
House ∙ 10 guests ∙ 4 bedrooms
Kissimmee, Osceola County, Florida, United States
stayz
View deal
House Kissimmee
from $215 per night
House ∙ 8 guests ∙ 4 bedrooms
4.6
Excellent(198 ratings)
Kissimmee, Osceola County, Florida, United States
stayz
View deal
House Kissimmee
from $174 per night
House ∙ 6 guests ∙ 3 bedrooms
4.8
Outstanding(9 ratings)
Kissimmee, Osceola County, Florida, United States
stayz
View deal

Top-Rated Accommodation in Kissimmee

Book Holiday Offers with the Highest User Rating

House Kissimmee
12 Oct - 19 Oct
-50%
$1,202
$595 per night
House ∙ 18 guests ∙ 7 bedrooms
5.0
Outstanding
Kissimmee, Osceola County, Florida, United States
Vacasa
View deal
House Kissimmee
from $345 per night
House ∙ 15 guests ∙ 6 bedrooms
4.6
Excellent(46 ratings)
Kissimmee, Osceola County, Florida, United States
stayz
View deal
House Kissimmee
from $324 per night
House ∙ 12 guests ∙ 5 bedrooms
4.7
Excellent(6 ratings)
Kissimmee, Osceola County, Florida, United States
stayz
View deal

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Popular holiday rental amenities in Kissimmee

  • Pool (20,470)
  • WiFi (21,672)
  • Air conditioning (21,549)
  • TV (20,908)
  • Washing machine (18,569)
  • Kitchen (21,597)
  • Parking (1,996)
  • Fireplace (1,462)
  • Grill (8,104)
  • Microwave (17,557)
  • Dishwasher (16,156)
  • Hot tub (3,564)

Most of the accommodation options offer a pool, which makes Kissimmee an excellent holiday destination for people looking to spend their holidays poolside. Apartment rental with pools in Kissimmee are a great choice for groups of 8 and have an average cost of $617 a night. You could also rent a rental providing a pool near the water, which is the case for nearly half of the rentals on offer there.

Price and Availability Index in Kissimmee

Click on any bar to see price and availability information

Holiday Rental Price Information in Kissimmee

This graph displays average prices of the holiday cottages and holiday apartments located in Kissimmee. The most expensive dates to travel to Kissimmee are in December (21/12 – 28/12). Conversely, the cheapest average prices are in a week of September (06/09 – 13/09).

Rental availability information in Kissimmee

Have a look at the above graph to see the global availability of holiday rentals in Kissimmee. The week with the highest booking rate in the next 6 months is in August (30/08 – 06/09), where 76% of the holiday lettings are booked. People tend to travel less to Kissimmee during a week in November (30/11 – 07/12) when only 46% of the rentals are booked.

Holiday Rentals & Accommodation in Kissimmee

Information about holiday rentals in Kissimmee

🏡 Holiday rentals available 23,172 rentals
💳 Discounts available up to 69%
🌙 Nightly prices from $146
⭐ Popular amenities Pool, Internet and Air conditioning
🐾 Pet friendly lettings 3,101 properties
🏊 Holiday rentals with pools 20,480 properties
52 reviews
Kissimmee holiday lettings have an average rating of 4.1/5 across 52 reviews left by travellers.

Frequently Asked Questions

How much should I expect to pay for a holiday letting in Kissimmee?

When visiting Kissimmee, you can find holiday rentals from as little as $146 per night.

How many holiday accommodation offers will I find in Kissimmee?

There are loads of options for holiday accommodation in Kissimmee, with 23,172 offers available.

What holiday rental amenities do people typically look for when visiting Kissimmee?

The top accommodation priorities for visitors to Kissimmee are Pool, Internet and Air conditioning.

How many accommodation offers are there in Kissimmee?

You can browse 23,172 holiday lettings in Kissimmee, and find great deals from $146 per night.

Are pets permitted in holiday accommodation in Kissimmee?

Yes, there are 3,101 pet-friendly holiday rentals in Kissimmee.

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