Kissimmee Vacation Rentals

Start comparing over 11,447 rentals in Kissimmee and book at the best price!

Search millions of vacation rentals
+
Compare over 600 websites
=
Find your perfect vacation rental at the best price

Popular Accommodations in Kissimmee

Vacation house for 13 people, with pool
13 pers., 6 bedrooms, 2,809ft²
4.3
40 reviews
Disney Orlando
from
$233per night
Vacation house for 10 people, with jacuzzi and pool as well as terrace, child-friendly
10 pers., 4 bedrooms
4.6
15 reviews
Kissimmee, Disney Orlando
from
$89per night
Villa for 10 people, with pool
10 pers., 4 bedrooms, 1,905ft²
4.2
3 reviews
Kissimmee, Disney Orlando
from
$186per night
Villa for 8 people, with pool
8 pers., 4 bedrooms, 1,905ft²
4.4
39 reviews
Kissimmee, Disney Orlando
from
$181per night
Show all

Vacation Rentals in Kissimmee

Villa for 8 people, with pool
8 pers., 4 bedrooms, 1,905ft²
4.4
39 reviews
Kissimmee, Disney Orlando
from
$181per night
Apartment for 8 people, with pool and jacuzzi as well as garden and sauna
8 pers., 4 bedrooms, 1,959ft²
4.4
2 reviews
Disney Orlando
from
$104per night
Vacation house for 6 people, with jacuzzi and pool
6 pers., 3 bedrooms
Kissimmee, Disney Orlando
from
$127per night
Vacation house for 10 people, with terrace and pool
10 pers., 4 bedrooms, 1,507ft²
4.0
20 reviews
Kissimmee, Disney Orlando
from
$83per night
Vacation house for 6 people, with pool
6 pers., 3 bedrooms
4.2
20 reviews
Disney Orlando
from
$131per night
Vacation house for 10 people, with terrace and jacuzzi as well as pool
10 pers., 5 bedrooms
4.7
4 reviews
Kissimmee, Disney Orlando
from
$181per night
Show all

Vacation Rentals where Pets Allowed

Vacation house for 10 people, with pool
10 pers., 4 bedrooms,
Kissimmee, Disney Orlando
from
$133per night
Villa for 8 people, with pool, child-friendly
8 pers., 4 bedrooms,
4.4
20 reviews
Kissimmee, Disney Orlando
from
$114per night
Villa for 10 people
10 pers., 4 bedrooms,
Kissimmee, Disney Orlando
from
$126per night
Show all

Vacation Rentals with Pool

Vacation house for 10 people, with garden and pool
10 pers., 4 bedrooms, 2,400ft²
4.3
187 reviews
Kissimmee, Disney Orlando
from
$258per night
Vacation house for 10 people, with pool and terrace
10 pers., 4 bedrooms, 2,131ft²
3.6
16 reviews
Kissimmee, Disney Orlando
from
$134per night
Vacation house for 8 people, with pool and garden
8 pers., 4 bedrooms, 1,798ft²
3.9
16 reviews
Kissimmee, Disney Orlando
from
$86per night
Show all

Vacation Rentals with Internet

Vacation house for 18 people, with pool
18 pers., 7 bedrooms, 3,703ft²
3.7
3 reviews
Disney Orlando
from
$338per night
Villa for 9 people, with pool, child-friendly
9 pers., 4 bedrooms, 1,798ft²
5.0
20 reviews
Kissimmee, Disney Orlando
from
$111per night
Vacation house for 8 people, with garden
8 pers., 3 bedrooms, 1,421ft²
5.0
4 reviews
Kissimmee, Disney Orlando
from
$84per night
Show all

Highlights Kissimmee

  • Walt Disney World Resort
  • At 15 meters height through the trees of Florida in the Orlando Tree Trek
  • Swamp boat tours
  • Excursion to the sea

Most popular in Kissimmee

Pool 778
Internet 780
Balcony/Terrace 415
TV 768
Air conditioning 778
Parking 711
Washing machine 705
Jacuzzi 365
Heating 613

Prices and availability

Prices

October
November
December
January
February
$407
Sep 19 - Sep 26
$268 per night
Sep 26 - Oct 03
$262 per night
Oct 03 - Oct 10
$264 per night
Oct 10 - Oct 17
$271 per night
Oct 17 - Oct 24
$276 per night
Oct 24 - Oct 31
$291 per night
Oct 31 - Nov 07
$297 per night
Nov 07 - Nov 14
$292 per night
Nov 14 - Nov 21
$300 per night
Nov 21 - Nov 28
$303 per night
Nov 28 - Dec 05
$319 per night
Dec 05 - Dec 12
$326 per night
Dec 12 - Dec 19
$318 per night
Dec 19 - Dec 26
$343 per night
Dec 26 - Jan 02
$369 per night
Jan 02 - Jan 09
$364 per night
Jan 09 - Jan 16
$326 per night
Jan 16 - Jan 23
$344 per night
Jan 23 - Jan 30
$407 per night
Jan 30 - Feb 06
$383 per night
Feb 06 - Feb 13
$320 per night
Feb 13 - Feb 20
$310 per night
Feb 20 - Feb 27
$354 per night
Feb 27 - Mar 06
$367 per night
Average price per week

Availabilities

October
November
December
January
February
70 %
Sep 19 - Sep 26
49 %
Sep 26 - Oct 03
54 %
Oct 03 - Oct 10
56 %
Oct 10 - Oct 17
56 %
Oct 17 - Oct 24
61 %
Oct 24 - Oct 31
61 %
Oct 31 - Nov 07
63 %
Nov 07 - Nov 14
65 %
Nov 14 - Nov 21
67 %
Nov 21 - Nov 28
55 %
Nov 28 - Dec 05
60 %
Dec 05 - Dec 12
70 %
Dec 12 - Dec 19
65 %
Dec 19 - Dec 26
52 %
Dec 26 - Jan 02
46 %
Jan 02 - Jan 09
51 %
Jan 09 - Jan 16
60 %
Jan 16 - Jan 23
63 %
Jan 23 - Jan 30
65 %
Jan 30 - Feb 06
62 %
Feb 06 - Feb 13
60 %
Feb 13 - Feb 20
56 %
Feb 20 - Feb 27
56 %
Feb 27 - Mar 06
56 %
Percentage of available rentals

Vacation rentals in Kissimmee

Nature and action in Kissimmee

Kissimmee is a quiet town near Orlando in Florida. Best conditions for a huge selection of holiday accommodations. A vacation home? How about a Lakeside villa with private pool and rowing boat mooring? Or would you prefer a luxury holiday apartment or a chic apartment with great shopping possibilities around you? Because of its proximity to Disney World you will find in Kissimmee everything your heart desires!

Holiday in Kissimmee

Location and orientation

Holidays at Disney-World

The city of Kissimmee is only 25 km away from the capital of Florida, Orlando - and therefore close to the huge Disney World Resort forest and many other amusement parks. And although the Metropolitan Area is so close, Kissimmee has been able to preserve its beautiful nature - including the legendary Florida marshes. The sea is about 2.5 hours away by car, but most vacation rentals have their own pool.

Due to the many amusement parks nearby, there are a number of (mostly free) shuttle buses, so you can leave your car comfortably at home.

Top 3 travel tips

1st Walt Disney World Resort

What would a holiday in a vacation rental in Kissimmee be without a visit to the legendary Disney World? Here everything revolves around Mickey and Co, the biggest blockbusters and lots of crazy roller coasters. From the water park over the Wild West Area, up to breathtaking shows. Immerse yourself in the colourful world of all-round entertainment.

2. The Orlando Tree Trek

A very special nature experience awaits you on the Orlando Tree Trek. It winds its way through the trees of Florida in airy heights of up to 15 metres over 97 different "stations". While most of the time you walk over wooden footbridges and suspension bridge constructions, the trek also includes sections where you whiz through the air with the Tarzan slides and cable cars.

3. A marsh boat trip through the marshes

Kissimmee borders on the northern Everglades, the legendary swamp and marsh area of Florida. The best way to admire this impenetrable region is to take a swamp boat tour. This can get very loud (protective headphones are provided), but with a bit of luck you can see alligators, flamingos, eagles, wild boars and lots of amphibians and snakes in their natural environment.

FAQs: Vacation Rentals in Kissimmee

How much do you pay on average for vacation rentals in Kissimmee?

Kissimmee is one of the cities in the USA, which is the cheapest. The overnight stay there costs on average $272.36 per night.

Are there usually many vacation rentals available in Kissimmee?

If you decide to put Kissimmee on your bucket list, we suggest organizing your visit long before you go because it is usually very high in demand, with an annual average of 74% of rentals booked in the year 2019.

How many vacation rentals does Holidu have in Kissimmee?

We have grouped together the offers from 18 different partners in Kissimmee, so we can offer you around 4300 properties. You're going to have a hard time deciding which one to go with!

  1. Vacation rentals
  2. USA
  3. Florida
  4. Central Florida
  5. Kissimmee