Vacation Rentals & Apartments in Kissimmee

Start comparing over 5,579 rentals in Kissimmee and book at the best price!

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Popular Rentals in Kissimmee

from
CA$140
per night

Holiday home for 10 people, with hot tub and pool, child-friendly
10 pers., 4 bedroomsFREE cancellation
4.3
(16 reviews)

from
CA$144
per night

Villa for 10 people
10 pers., 1 bedroom
5.0

from
CA$158
per night

Holiday home for 6 people, with lake view and pool
6 pers., 3 bedroomsFREE cancellation
5.0
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Vacation rentals with free cancellation
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from
CA$191
per night

Holiday home for 10 people, with terrace and pool
10 pers., 4 bedrooms, 190m²FREE cancellation
3.5
(4 reviews)

from
CA$119
per night

Holiday home for 10 people, with pool
10 pers., 4 bedrooms, 140m²FREE cancellation
3.9
(20 reviews)

from
CA$147
per night

Holiday home for 8 people, with pool
8 pers., 4 bedrooms, 138m²FREE cancellation
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Vacation Rentals in Kissimmee
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from
CA$226
per night

Holiday home for 8 people, with pool
8 pers., 4 bedrooms, 223m²FREE cancellation
4.0
(13 reviews)

from
CA$226
per night

Villa for 11 people, with pool
11 pers., 4 bedrooms, 177m²FREE cancellation
4.6
(6 reviews)

from
CA$542
per night

Holiday home for 16 people, with pool
16 pers., 8 bedrooms, 298m²FREE cancellation
2.9
(4 reviews)

from
CA$418
per night

Holiday home for 24 people, with pool, child-friendly
24 pers., 9 bedroomsFREE cancellation

from
CA$161
per night

Holiday home for 4 people, with pool and hot tub
4 pers., 1 bedroomFREE cancellation
4.0

from
CA$146
per night

Holiday home for 8 people, with hot tub and pool as well as garden, child-friendly
8 pers., 4 bedrooms, 110m²
4.5
(58 reviews)
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Vacation Rentals with Pool
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from
CA$138
per night

Villa for 6 people, with pool and terrace
6 pers., 3 bedrooms
4.5
(9 reviews)

from
CA$138
per night

Holiday home for 7 people, with pool
7 pers., 3 bedrooms
5.0
(3 reviews)

from
CA$217
per night

Holiday home for 10 people, with pool
10 pers., 4 bedrooms, 223m²FREE cancellation
4.4
(8 reviews)
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Pet-friendly Vacation Rentals
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from
CA$269
per night

Holiday home for 30 people, with pool, with pets
30 pers., 12 bedrooms, Pets allowed
5.0

from
CA$232
per night

Holiday home for 20 people, with hot tub and pool, child-friendly
20 pers., 10 bedrooms, Pets allowed
3.5
(2 reviews)

from
CA$153
per night

Holiday home for 18 people, with pool and garden as well as hot tub, child-friendly
18 pers., 8 bedrooms, Pets allowed
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Vacation Rentals with Internet
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from
CA$316
per night

Holiday home for 20 people, with garden and hot tub as well as pool, child-friendly
20 pers., 7 bedrooms, 418m²FREE cancellation
4.1
(17 reviews)

from
CA$122
per night

Holiday home for 6 people, with pool
6 pers., 3 bedrooms
4.3
(21 reviews)

from
CA$203
per night

Holiday home for 6 people, with pool
6 pers., 1 bedroomFREE cancellation
5.0
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Find Vacation Rentals and Apartments in Kissimmee

Map

Most popular in Kissimmee

Pool 225
Internet 224
TV 225
Air conditioning 229
Garden 66
Parking 206
Washing machine 194
Hot Tub 75
Heating 177

Prices and availability

Prices

May
June
July
August
September
October
CA$457
Apr. 24 - May 01
CA$386 per night
May 01 - May 08
CA$370 per night
May 08 - May 15
CA$363 per night
May 15 - May 22
CA$388 per night
May 22 - May 29
CA$410 per night
May 29 - Jun. 05
CA$403 per night
Jun. 05 - Jun. 12
CA$400 per night
Jun. 12 - Jun. 19
CA$413 per night
Jun. 19 - Jun. 26
CA$416 per night
Jun. 26 - Jul. 03
CA$423 per night
Jul. 03 - Jul. 10
CA$431 per night
Jul. 10 - Jul. 17
CA$419 per night
Jul. 17 - Jul. 24
CA$425 per night
Jul. 24 - Jul. 31
CA$420 per night
Jul. 31 - Aug. 07
CA$408 per night
Aug. 07 - Aug. 14
CA$444 per night
Aug. 14 - Aug. 21
CA$446 per night
Aug. 21 - Aug. 28
CA$401 per night
Aug. 28 - Sep. 04
CA$405 per night
Sep. 04 - Sep. 11
CA$425 per night
Sep. 11 - Sep. 18
CA$393 per night
Sep. 18 - Sep. 25
CA$396 per night
Sep. 25 - Oct. 02
CA$457 per night
Oct. 02 - Oct. 09
CA$438 per night
Average price per week

Availabilities

May
June
July
August
September
October
59 %
Apr. 24 - May 01
24 %
May 01 - May 08
28 %
May 08 - May 15
28 %
May 15 - May 22
31 %
May 22 - May 29
28 %
May 29 - Jun. 05
27 %
Jun. 05 - Jun. 12
28 %
Jun. 12 - Jun. 19
28 %
Jun. 19 - Jun. 26
30 %
Jun. 26 - Jul. 03
30 %
Jul. 03 - Jul. 10
33 %
Jul. 10 - Jul. 17
35 %
Jul. 17 - Jul. 24
33 %
Jul. 24 - Jul. 31
37 %
Jul. 31 - Aug. 07
41 %
Aug. 07 - Aug. 14
45 %
Aug. 14 - Aug. 21
45 %
Aug. 21 - Aug. 28
52 %
Aug. 28 - Sep. 04
53 %
Sep. 04 - Sep. 11
57 %
Sep. 11 - Sep. 18
56 %
Sep. 18 - Sep. 25
57 %
Sep. 25 - Oct. 02
59 %
Oct. 02 - Oct. 09
56 %
Percentage of available rentals

FAQs: Vacation Rentals and Apartments in Kissimmee

What is the average price for vacation rentals in Kissimmee?

Based on our data, Kissimmee has an average price of CA$415.49 per night, a relatively high one for a city in the USA.

During which months can you find the best price for vacation rentals in Kissimmee?

If you would like to save as much as possible during your visit to Kissimmee, travel in May (CA$386.06 per night on average), November (CA$386.33), or August (CA$387.24), to find the lowest prices for the whole year.

In which months is it more expensive to rent a vacation rental in Kissimmee?

When booking a vacation rental in Kissimmee, the highest prices are usually found in the month of March (with an average of CA$471.26 per night), followed by February (CA$454.58), and April (CA$452.86).

Are there usually many vacation rentals available in Kissimmee?

It is better to book sooner than later in Kissimmee as only 41% of the accommodations remain available throughout the year, according to our 2020 data.

Which months offer the highest availability?

The most available months are, on average, May (with an availability of 54.4%), September (53.5%), and August (52.6%), according to the trends observed in 2020.

When will it be harder to find an available vacation rental in Kissimmee?

The month with the highest average booked rental figures is February (only 9.2% of properties were available on average in 2020). Followed by March (20.75%), and January (26%).

How many vacation rentals does Holidu have in Kissimmee?

We have grouped together the offers from 13 different providers in Kissimmee, so we can provide you with around 3600 properties. You're going to have a hard time deciding which one to go with!

Holidu compares hundreds of websites to find your perfect holiday rental for the best price.

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