Vacation Rentals & Apartments in Kissimmee

Start comparing over 1,386 rentals in Kissimmee and book at the best price!

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Free cancellation
Vacation house
Vacation apartment
Pool
Internet
Balcony/Terrace
4.0
& up
4.5
& up

Popular Rentals in Kissimmee
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from
CA$171
per night

Holiday home for 6 people, with garden and pool
6 pers., 3 bedrooms, 111m²
FREE cancellation
5.0

from
CA$319
per night

Holiday home for 8 people, with pool, child-friendly
8 pers., 4 bedrooms
FREE cancellation
3.8
(3 reviews)

from
CA$275
per night

Villa for 12 people, with pool and hot tub as well as garden
12 pers., 6 bedrooms, 232m²
FREE cancellation
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Vacation rentals with free cancellation
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from
CA$290
per night

Villa for 13 people, with pool and garden
13 pers., 6 bedrooms, 340m²
FREE cancellation
3.6
(53 reviews)

from
CA$319
per night

Holiday home for 8 people
8 pers., 4 bedrooms
FREE cancellation

from
CA$171
per night

Holiday home for 10 people, with garden and pool
10 pers., 4 bedrooms, 148m²
FREE cancellation
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Vacation Rentals in Kissimmee
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from
CA$384
per night

Villa for 8 people, with garden and pool as well as hot tub
8 pers., 4 bedrooms, 148m²
FREE cancellation
1.3

from
CA$294
per night

Villa for 12 people, with pool and hot tub as well as garden
12 pers., 6 bedrooms, 241m²
FREE cancellation
4.5
(7 reviews)

from
CA$596
per night

Holiday home for 10 people, with pool
10 pers., 5 bedrooms, 279m²
FREE cancellation

from
CA$415
per night

Holiday home for 15 people, with hot tub and pool
15 pers., 5 bedrooms
FREE cancellation

from
CA$739
per night

Villa for 20 people, with pool and hot tub
20 pers., 10 bedrooms
FREE cancellation

from
CA$205
per night

Holiday home for 6 people, with garden and pool, child-friendly
6 pers., 3 bedrooms, 139m²
FREE cancellation
4.7
(20 reviews)
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Vacation Rentals with Pool
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from
CA$207
per night

Holiday home for 14 people, with pool
14 pers., 6 bedrooms
FREE cancellation
3.8

from
CA$186
per night

Holiday home for 10 people, with pool and garden
10 pers., 4 bedrooms
FREE cancellation

from
CA$532
per night

Holiday home for 16 people, with pool
16 pers., 8 bedrooms, 298m²
FREE cancellation
2.9
(4 reviews)
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Pet-friendly Vacation Rentals
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from
CA$72
per night

Holiday home for 7 people, with pool and garden
7 pers., 3 bedrooms, 120m², Pets allowed

from
CA$859
per night

Holiday home for 32 people, with hot tub and garden as well as pool, with pets
32 pers., 15 bedrooms, 581m², Pets allowed
FREE cancellation

from
CA$452
per night

Holiday home for 17 people, with garden and pool, with pets
17 pers., 8 bedrooms, 303m², Pets allowed
FREE cancellation
5.0
(5 reviews)
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Vacation Rentals with Internet
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from
CA$282
per night

Villa for 10 people, with pool
10 pers., 4 bedrooms, 177m²
FREE cancellation

from
CA$1,224
per night

Holiday home for 30 people, with pool
30 pers., 15 bedrooms, 576m²
FREE cancellation
4.0
(6 reviews)

from
CA$594
per night

Holiday home for 14 people, with pool and hot tub as well as garden
14 pers., 7 bedrooms, 371m²
FREE cancellation
4.7
(20 reviews)
show all

Find Vacation Rentals and Apartments in Kissimmee

Map

Most popular in Kissimmee

Pool 132
Internet 132
Balcony/Terrace 61
TV 132
Air conditioning 130
Garden 59

Prices and availability

Prices

August
September
October
November
December
CA$520
Jul. 10 - Jul. 17
CA$425 per night
Jul. 17 - Jul. 24
CA$432 per night
Jul. 24 - Jul. 31
CA$428 per night
Jul. 31 - Aug. 07
CA$421 per night
Aug. 07 - Aug. 14
CA$449 per night
Aug. 14 - Aug. 21
CA$447 per night
Aug. 21 - Aug. 28
CA$411 per night
Aug. 28 - Sep. 04
CA$405 per night
Sep. 04 - Sep. 11
CA$421 per night
Sep. 11 - Sep. 18
CA$401 per night
Sep. 18 - Sep. 25
CA$398 per night
Sep. 25 - Oct. 02
CA$428 per night
Oct. 02 - Oct. 09
CA$409 per night
Oct. 09 - Oct. 16
CA$390 per night
Oct. 16 - Oct. 23
CA$414 per night
Oct. 23 - Oct. 30
CA$422 per night
Oct. 30 - Nov. 06
CA$405 per night
Nov. 06 - Nov. 13
CA$424 per night
Nov. 13 - Nov. 20
CA$449 per night
Nov. 20 - Nov. 27
CA$457 per night
Nov. 27 - Dec. 04
CA$471 per night
Dec. 04 - Dec. 11
CA$470 per night
Dec. 11 - Dec. 18
CA$483 per night
Dec. 18 - Dec. 25
CA$520 per night
Average price per week

Availabilities

August
September
October
November
December
62 %
Jul. 10 - Jul. 17
1 %
Jul. 17 - Jul. 24
2 %
Jul. 24 - Jul. 31
1 %
Jul. 31 - Aug. 07
6 %
Aug. 07 - Aug. 14
19 %
Aug. 14 - Aug. 21
23 %
Aug. 21 - Aug. 28
39 %
Aug. 28 - Sep. 04
47 %
Sep. 04 - Sep. 11
40 %
Sep. 11 - Sep. 18
45 %
Sep. 18 - Sep. 25
60 %
Sep. 25 - Oct. 02
60 %
Oct. 02 - Oct. 09
55 %
Oct. 09 - Oct. 16
45 %
Oct. 16 - Oct. 23
51 %
Oct. 23 - Oct. 30
52 %
Oct. 30 - Nov. 06
56 %
Nov. 06 - Nov. 13
56 %
Nov. 13 - Nov. 20
60 %
Nov. 20 - Nov. 27
47 %
Nov. 27 - Dec. 04
55 %
Dec. 04 - Dec. 11
59 %
Dec. 11 - Dec. 18
62 %
Dec. 18 - Dec. 25
37 %
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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