Holiday rentals and lettings in Kissimmee

Holiday rentals and lettings in Kissimmee

Start comparing over 285 rentals in Kissimmee and book at the best price!

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Free cancellation
Holiday home
Holiday apartment
Pool
Internet
Pets allowed
4.0
 & higher

Holiday Rentals & Lettings in Kissimmee

Holiday rental for 6 people, with garden and pool in Kissimmee
Holiday rental for 6 people, with garden and pool
3 bedrooms
from £111 / nightFREE cancellation
Holiday rental for 10 people, with balcony/terrace in Kissimmee
Holiday rental for 10 people, with balcony/terrace
5 bedrooms
4.0
(13 reviews)
from £163 / nightFREE cancellation
Holiday rental for 8 people, with pool in Kissimmee
Holiday rental for 8 people, with pool
4 bedrooms
3.3
(4 reviews)
from £127 / nightFREE cancellation
Holiday rental for 8 people, with pool in Kissimmee
Holiday rental for 8 people, with pool
4 bedrooms
4.0
(22 reviews)
from £134 / nightFREE cancellation

Popular Holiday Rentals & Lettings in Kissimmee

Holiday rental for 8 people in Kissimmee
Holiday rental for 8 people
3 bedrooms
5.0
(2 reviews)
from £111 / nightFREE cancellation
Holiday rental for 8 people, with pool in Kissimmee
Holiday rental for 8 people, with pool
4 bedrooms
4.0
(18 reviews)
from £157 / nightFREE cancellation
Holiday letting for 6 people, with lake view and terrace as well as pool in Kissimmee
Holiday letting for 6 people, with lake view and terrace as well as pool
3 bedrooms
4.0
(2 reviews)
from £88 / night
Holiday rental for 8 people in Kissimmee
Holiday rental for 8 people
4 bedrooms
3.2
(4 reviews)
from £122 / nightFREE cancellation

Holiday Rentals with Free Cancellation

Holiday rental for 8 people, with pool in Kissimmee
Holiday rental for 8 people, with pool
4 bedrooms
3.5
(4 reviews)
from £131 / nightFREE cancellation
Holiday rental for 12 people, with pool in Kissimmee
Holiday rental for 12 people, with pool
6 bedrooms
5.0
(17 reviews)
from £216 / nightFREE cancellation
Holiday rental for 6 people, with pool in Kissimmee
Holiday rental for 6 people, with pool
3 bedrooms
3.7
(15 reviews)
from £135 / nightFREE cancellation
Holiday rental for 6 people, with pool and hot tub in Kissimmee
Holiday rental for 6 people, with pool and hot tub
3 bedrooms
3.0
(3 reviews)
from £117 / nightFREE cancellation

Pet-friendly Holiday Rentals & Lettings

Holiday rental for 6 people, with pool in Kissimmee
Holiday rental for 6 people, with pool
3 bedrooms
2.6
(3 reviews)
from £118 / nightFREE cancellation
Holiday rental for 2 people, with pool in Kissimmee
Holiday rental for 2 people, with pool
1 bedroom
5.0
from £66 / night
Holiday rental for 6 people, with pool and balcony as well as hot tub in Kissimmee
Holiday rental for 6 people, with pool and balcony as well as hot tub
2 bedrooms
4.5
(40 reviews)
from £83 / night
Holiday rental for 10 people, with pool, with pets in Kissimmee
Holiday rental for 10 people, with pool, with pets
4 bedrooms
from £134 / nightFREE cancellation

Holiday Rentals & Lettings with Pool

Holiday rental for 8 people, with pool in Kissimmee
Holiday rental for 8 people, with pool
4 bedrooms
4.5
(5 reviews)
from £119 / nightFREE cancellation
Holiday rental for 4 people, with pool in Kissimmee
Holiday rental for 4 people, with pool
1 bedroom
3.3
(2843 reviews)
from £44 / nightFREE cancellation
Holiday rental for 8 people, with pool and terrace as well as lake view in Kissimmee
Holiday rental for 8 people, with pool and terrace as well as lake view
4 bedrooms
4.5
(4 reviews)
from £159 / night
Holiday rental for 10 people, with pool in Kissimmee
Holiday rental for 10 people, with pool
4 bedrooms
3.4
(15 reviews)
from £191 / nightFREE cancellation

Holiday Rentals & Lettings with Internet

Holiday rental for 6 people, with pool in Kissimmee
Holiday rental for 6 people, with pool
1 bedroom
3.1
(1735 reviews)
from £36 / night
Holiday rental for 8 people, with hot tub and pool as well as garden in Kissimmee
Holiday rental for 8 people, with hot tub and pool as well as garden
2 bedrooms
3.1
(25 reviews)
from £45 / night
Holiday rental for 4 people, with pool and balcony in Kissimmee
Holiday rental for 4 people, with pool and balcony
1 bedroom
from £96 / night
Holiday letting for 10 people, with terrace and pool as well as lake view in Kissimmee
Holiday letting for 10 people, with terrace and pool as well as lake view
4 bedrooms
0.1
from £101 / night

Find Holiday Rentals & Lettings in Kissimmee

Map

Highlights in Kissimmee

  • Disney World
  • Family friendly
  • Everglades tours
  • Romantic holidays

Most popular in Kissimmee

Pool 89
Internet 210
Pets allowed 53
Balcony/Terrace 56
TV 195
Air conditioning 211

Other property types in Kissimmee that might be interesting:

Prices and availability

Prices

£335
July
August
September
October
November
December
January
February
March
April
May
June
Average price per week

Availabilities

79 %
July
August
September
October
November
December
January
February
March
April
May
June
Percentage of available lettings

Holiday rentals and lettings in Kissimmee

Lettings in the entertainment hub of the world

Home to Disney World, Kissimmee is one of the most popular holiday destinations in the world. But many people are pleasantly surprised by how much more there is to do here aside from the world-famous theme parks. There are thousands of holiday rentals to choose from in Kissimmee, all offering easy access to the theme parks. If you are looking for a holiday rental close to Kissimmee’s other attractions, search in the Old Town area of the city, which is crammed full of things to do for the whole family.

Luxurious lettings at a great price

There are few places in the world that offer villas of this quality. Opulent villas boasting private pools and spas, games and cinema rooms, and space for up to 20 people! And as an added bonus, the lettings are surprisingly well priced. Many holiday rentals offer spectacular golf course and lake views, guaranteeing a vacation that you will always hold close to your heart.

Holidays in Kissimmee

The area and getting around

Explore Santiago’s diverse barrios

Kissimmee is a short drive from Orlando, a major airport hub connected to every major country in the world. Effectively a suburb of Orlando, Kissimmee offers great value accommodation whilst putting you right on the doorstep of the world-famous Disney World theme parks. The city borders a huge lake to the south called Lake Tohopekaliga, a wonderful place for recreational activities.

Kissimmee – the apotheosis of the holiday experience

Verdant tropical landscapes create the ideal backdrop for outdoor adventures in and around Kissimmee. Whether you are zipping around the treetops, gliding through the Everglades, or soaring above it all in a hot air balloon, there are thrills-a-penny in this holiday paradise. Natural landscapes transform into quaint downtown areas where you can embark on boutique shopping and local dining, and explore lakeside parks. At Kissimmee you will achieve a state of pure holiday nirvana in a city where thrill meets chill!

Travellers and activities

Kissimmee for romantic holidays

Couples come to Kissimmee from all over the world to experience horseback riding at Hidden Palms Ranch, clear kayak tours in the scenic canals linking Lake Virginia and Lake Osceola, hot air balloon rides over central Florida’s diverse landscape, walks hand in the beautiful Leu Gardens, performances at the Dr. Phillips Center for the Performing Arts.. and so on, and so on. There are literally a hundred holidays to be had in Kissimmee for couples, so if you haven’t come yet, make this your first time!

Kissimmee for Disney fans

There are four theme parks at Walt Disney World where you will forge memories of a lifetime. Magic Kingdom, home to the iconic Cinderella Castle, is a magical theme park with rollercoasters, carousels, 4D cinemas and the like. Epcot, which means Experimental Prototype Community of Tomorrow, has two main sections, Future World, which fuses learning with entertainment in spellbinding pavilions where your imagination is encouraged to run riot, and World Showcase, which provides a fascinating taste of 11 countries in miniature. Disney's Hollywood Studios is home to unforgettable rides and shows based on films such as Star Wars and Indiana Jones. Last but not least, Disney's Animal Kingdom is a fun-fuelled concoction of live animals such as tigers, elephants and rhinos and traditional rides and shows. The million-dollar question is where to start?!

Kissimmee is a place where’s childhood memories are set in stone, with the greatest collection of theme parks in the world!

Top 5 travel tips in Kissimmee

1. Take a day trip to the sea

Daytona beach on the Atlantic is the closest beach to Kissimmee, just 1.5 hours away by car. This lovely beach entices visitors to its family-friendly activities and outdoor activities such as parasailing, kayaking, and eco-boat tours.

2. Get close up to Florida’s most notorious inhabitant

Gatorland is the area’s most highly-rated gator park, with knowledgeable guides, an aviary, a small zoo where you can touch the animals, various animal shows and a natural alligator farm. Don’t miss the spectacular feeding show where crocs jump high out of the water!

3. Take a swamp boat tour of the Everglade!

Explore "real Florida" on a swamp boat: a trip on the famed Everglades swamps on a boat powered by an aircraft-type propeller is a must-do activity for visitors to Kissimmee. For the best views, book a sunset tour.

4. Shake hands with Florida’s greatest sports stars

Florida Sports Hall of Fame displays many of the notable Floridian sports celebrities with waxwork models of internationally renowned sports legends such as Jack Nicklaus, Chris Evert, and Otis Birdsong. Amazingly, it's free to get in!

5. Take a fossil hunting tour

Fossil Funatics is an outdoor adventure into ancient times. The central Florida Waterways are a mecca for fossil lovers who come for daylong tours which provide you with everything you need to embark on a fun fossil hunting expedition!

FAQs: Holiday Rentals & Lettings in Kissimmee

How much do you pay on average for holiday lettings in Kissimmee?

Kissimmee is one of the cheapest cities in the USA! An overnight stay here costs on average £249 per night.

When can you get the best deals on holiday rentals in Kissimmee?

The months that hurt your pocket the least in Kissimmee are May, June, and September, with average prices of £217, £227 and £237, respectively.

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

Following the data observed last year, the cost per night for accommodation is usually higher, on average, during the months of December (£290), March (£266), and February (£265).

Should I plan a trip to Kissimmee well in advance?

It's worthwhile if you book your stay in plenty of time when visiting Kissimmee, as only 25% of our accommodations are usually available throughout the year.

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

In the previous year, the months with the largest number of accommodations available in Kissimmee were May, June, and September with average availabilities of 53%, 50% and 36%, respectively. However, even during the time when availability is the highest, the average is only 46%. Due to this, it is better to always book a little in advance to be sure to find the rental of your dreams.

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

The months with the lowest properties available in Kissimmee are, in order, February, March and July, with respective average availability figures of 7%, 7%, and 15%, based on data collected from last year. During this period, availability is really low (9%). Due to this, it is better to reserve early.

How many holiday rentals does Holidu have in Kissimmee?

Holidu offers around 1,400 accommodations in Kissimmee from 20 different partners, so you will find the perfect type of accommodation that you are looking for. We have everything you need!

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

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