Vacation Rentals in Kissimmee

Vacation Rentals in Kissimmee

Start comparing over 264 rentals in Kissimmee and book at the best price!

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Free cancellation
Vacation house
Vacation apartment
Pool
Internet
Pets allowed
4.0
 & higher

Vacation Rentals in Kissimmee

Vacation rental for 8 people, with pool in Kissimmee
Vacation rental for 8 people, with pool
4 bedrooms
3.9
(22 reviews)
from $165 / nightFREE cancellation
Vacation rental for 10 people, with balcony/terrace in Kissimmee
Vacation rental for 10 people, with balcony/terrace
5 bedrooms
4.0
(13 reviews)
from $199 / nightFREE cancellation
Vacation rental for 2 people, with pool and yard as well as hot tub, kid friendly in Kissimmee
Vacation rental for 2 people, with pool and yard as well as hot tub, kid friendly
1 bedroom
2.8
(19 reviews)
from $100 / night
Vacation rental for 10 people, with pool in Kissimmee
Vacation rental for 10 people, with pool
4 bedrooms
3.8
(13 reviews)
from $235 / nightFREE cancellation
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Popular Vacation Rentals in Kissimmee

Vacation rental for 8 people in Kissimmee
Vacation rental for 8 people
3 bedrooms
5.0
(2 reviews)
from $134 / nightFREE cancellation
Vacation apartment for 6 people, with terrace and lake view as well as pool in Kissimmee
Vacation apartment for 6 people, with terrace and lake view as well as pool
3 bedrooms
3.9
(2 reviews)
from $104 / night
Vacation rental for 8 people, with pool in Kissimmee
Vacation rental for 8 people, with pool
4 bedrooms
4.1
(3 reviews)
from $141 / nightFREE cancellation
Vacation rental for 8 people, with pool in Kissimmee
Vacation rental for 8 people, with pool
4 bedrooms
4.0
(18 reviews)
from $194 / nightFREE cancellation
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Vacation rentals with free cancellation

Vacation rental for 6 people, with pool and hot tub in Kissimmee
Vacation rental for 6 people, with pool and hot tub
3 bedrooms
3.0
(3 reviews)
from $144 / nightFREE cancellation
Vacation rental for 12 people, with pool in Kissimmee
Vacation rental for 12 people, with pool
6 bedrooms
5.0
(17 reviews)
from $296 / nightFREE cancellation
Vacation rental for 10 people, with pool in Kissimmee
Vacation rental for 10 people, with pool
5 bedrooms
3.8
from $179 / nightFREE cancellation
Vacation rental for 14 people in Kissimmee
Vacation rental for 14 people
6 bedrooms
3.7
(4 reviews)
from $164 / nightFREE cancellation
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Pet-friendly Vacation Rentals

Vacation rental for 8 people, with pool, with pets in Kissimmee
Vacation rental for 8 people, with pool, with pets
4 bedrooms
2.6
(2 reviews)
from $157 / nightFREE cancellation
Vacation rental for 6 people, with balcony and pool as well as hot tub in Kissimmee
Vacation rental for 6 people, with balcony and pool as well as hot tub
2 bedrooms
4.5
(40 reviews)
from $102 / night
Vacation rental for 9 people, with pool, with pets in Kissimmee
Vacation rental for 9 people, with pool, with pets
4 bedrooms
4.4
(2 reviews)
from $175 / nightFREE cancellation
Vacation rental for 10 people, with pool, with pets in Kissimmee
Vacation rental for 10 people, with pool, with pets
4 bedrooms
from $162 / nightFREE cancellation
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Vacation Rentals with Pool

Vacation rental for 12 people, with pool and lake view as well as terrace in Kissimmee
Vacation rental for 12 people, with pool and lake view as well as terrace
6 bedrooms
3.1
(8 reviews)
from $200 / night
Vacation rental for 10 people, with terrace and pool as well as hot tub in Kissimmee
Vacation rental for 10 people, with terrace and pool as well as hot tub
5 bedrooms
1.3
(2 reviews)
from $180 / night
Vacation rental for 10 people, with pool in Kissimmee
Vacation rental for 10 people, with pool
4 bedrooms
2.9
(4 reviews)
from $235 / nightFREE cancellation
Vacation rental for 8 people, with pool in Kissimmee
Vacation rental for 8 people, with pool
4 bedrooms
3.8
(2 reviews)
from $177 / nightFREE cancellation
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Vacation Rentals with Internet

Vacation rental for 4 people, with hot tub and yard as well as pool in Kissimmee
Vacation rental for 4 people, with hot tub and yard as well as pool
1 bedroom
3.1
(25 reviews)
from $55 / night
Hotel for 6 people, with pool in Kissimmee
Hotel for 6 people, with pool
1 bedroom
3.0
(1703 reviews)
from $45 / night
Vacation rental for 8 people, with pool and terrace as well as lake view in Kissimmee
Vacation rental for 8 people, with pool and terrace as well as lake view
4 bedrooms
4.6
(3 reviews)
from $157 / night
Vacation rental for 8 people, with pool in Kissimmee
Vacation rental for 8 people, with pool
4 bedrooms
3.4
(3 reviews)
from $226 / night
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Find Vacation Rentals in Kissimmee

Map

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 57
Internet 134
Pets allowed 30
Balcony/Terrace 34
TV 129
Air conditioning 135

Other property types in Kissimmee that might be interesting:

Prices and availability

Prices

$375
June
July
August
September
October
Average price per week

Availabilities

71 %
June
July
August
September
October
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

On average, what was the cost for vacation rentals in Kissimmee last year?

Based on last year, Kissimmee had an average price of $350 per night, a relatively high one compared to the cities in the USA.

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

]If you want to get the most out of your money, the most budget-friendly months to visit Kissimmee are May ($305 the average per night for accommodation), June ($319), and September ($333).

When does the price of vacation rentals in Kissimmee go up the most?

When it comes to looking for a vacation rental in Kissimmee, the months that cost the most are, in order of highest to lowest, December, March and February, with average prices per night of $409, $375, and $373, respectively.

Do I need to plan a trip to Kissimmee well in advance?

It is better to book sooner than later in Kissimmee as only 25% of the accommodations remain available throughout the year, according to last year's data.

What time of the year can I find more available vacation rentals?

Last year, the months with the most vacation rentals available of the year in Kissimmee were May, June and September, with average availabilities of 53%, 50%, and 36%, respectively.

During which months is it more difficult to find available vacation rentals?

The month with the highest average booked rental figures is February (only 7% of properties were available on average last year). Followed by March (7%), and then July (15%). During these three months, the availability is very low (9%). It is therefore recommended to reserve far in advance.

How many rentals does Holidu have in Kissimmee?

We have grouped together the offers from 20 different providers in Kissimmee, so we can offer you around 1,400 properties. You're going to have a hard time choosing your favorite!

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

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