Save up to 56%
Find a welcoming property from $53 per night by exploring the 20,306 options available in Kissimmee. All of the vacation rentals from the different providers are instantly compared on our website so you can save up to 48%.
Book Vacation Rental Offers with the Highest User Rating
Find your perfect vacation rental in Kissimmee: from $53 per night
Find Fantastic yet Inexpensive Offers
Stay connected while traveling and book a Kissimmee accommodation with high-speed internet.
Cook up a feast on your next vacation and book a Kissimmee rental with full kitchen.
Keep cool during your trip to Kissimmee and book a vacation rental with air conditioning.
Properties can be chosen based on various criteria. Above, you will find the number of properties that offer a specific feature in Kissimmee. You can easily compare and find a vacation rental fitting your expectations in Kissimmee if you're dreaming of days spent poolside or you can't imagine a vacation without internet, as most accommodations provide "Pool" or "Internet." Not as many vacation homes in Kissimmee are available if you need a crib for your baby or if you want to sweat it out in a sauna as "Sauna" and "Crib" are not very popular amenities in Kissimmee.
The graph shows average prices of rentals in Kissimmee for the next twelve months. The most expensive dates to travel to Kissimmee are in December (12/23 – 12/30). The week with the lowest average prices is in October (10/12 – 10/19).
The availability graph shows the percentage of available rentals in Kissimmee. More people travel to Kissimmee a week in November (11/9 – 11/16). So far, 79% of the rentals are occupied this week. On the contrary, you will find the highest number of available rentals in a week of August (8/31 – 9/7).
This is the climate diagram in Kissimmee. August is the warmest month of the year in Kissimmee with temperatures reaching a maximum average of 91°. On the other hand, you could have temperatures dropping under 55° in February. The rainiest month is June while the driest month is January.
Kissimmee doesn't let down foodies with its myriad of restaurant options ranging from Middle Eastern delicacies to Dominican Republic fare. The town is proud of its award-winning breakfasts that feature hash browns, omelets, pancakes, cheese, ham and good coffee. Pick up some Middle Eastern takeaway such as hummus, Baba ghanoush and Kibbeh to snack on back at your Kissimmee vacation rental.
Savion's Place in downtown Kissimmee treats diners to Caribbean-inspired delicacies fused with modern American flavors. For dishes as varied as Cajun-grilled mahi-mahi, seafood and smoked baby back rib, Chef John’s Place does the trick. Germans Restaurant & Bierhaus, situated right on the edge of Walt Disney World, excels with its smoked meat, potatoes and bratwurst, washed down with good, full-bodied German ales.
Spring and summer are predictably peak seasons in Kissimmee, when college students descend for spring break in March/April, and when families with kids arrive between June and August. Be sure to book your Kissimmee vacation home well in advance during this period, so that you can ensure you find your perfect vacation rental. For a quieter time, late fall and winter are ideal, as the temperature can be anywhere between 47ºF and 84ºF.
Kissimmee's Old Town is wonderful to stroll around for its many shops, restaurants, and bars. You will also be able to check out the Ferris wheel and a classic car show held over the weekends. From late February through early April, catch some Major League Baseball at the Osceola County Stadium.
For insights into the restoration of WW2 aircrafts to working condition, visit the Warbird Air Museum. The Osceola County Historical Society is a traditional village and museum which features an interesting cracker house and horse stables. History buffs will enjoy a visit to the Museum of Military History which features the history of the American military experience through fun interactive exhibits.
Kids will love Kissimmee. Take them down to the Green Meadows Petting Farm where hands-on guided tours will introduce them to over 300 species of animals. The Paddling Center at Shingle Creek meanwhile, offers kayaking, paddling, canoeing and camping activities. The Wild Florida Airboats & Wildlife Park is a place to hang out with the sloths, bobcats and lemurs, and see alligators in the wild.
Learn how chocolate miraculously transitions from a humble bean into a luscious chocolate bar at Chocolate Kingdom. The Happy Days Family Fun Center in Kissimmee's Old Town boasts the world's largest indoor bumper car ride, as well as laser tag. At the LEGOLAND Florida Resort, adults and children alike are blown away by the structures built from LEGO blocks.
Kissimmee packs a punch, so go on and book a house with a pool to relax at the end of the day. Your first port-of-call to Florida awaits.
While in Kissimmee, a day trip to Walt Disney World Resort becomes an obligation! Come and discover the fantasy and magic of your favorite Disney characters. To take a look at what a real movie set looks like, your next stop should be the Universal Orlando Resort, where you can immerse yourself in Harry Potter's magical universe, or even mount an attack on space aliens. Smaller kids will love the Ranch Buggy Tour, which takes you to one of America's oldest working cattle operations.
Just an hour’s drive from Kissimmee are the Atlantic beaches of Cape Canaveral and Cocoa Beach. Animal lovers should not miss Forever Florida, a 4,700 acre ecological ranch and wildlife conservation area that is home to alligators, black bears and the Florida panther. For bass fishing, Lake Tohopekaliga is your best bet. At the end of the day, you can unwind by the pool at your Kissimmee vacation rental and exchange stories from the day.
For something a little further afield, take a short drive to St. Cloud and visit the Peghorn National Park and Trail for great hiking and kite flying.
Find out about American military history at Kissimmee's military museum, where interactive exhibits explore American conflicts from the Civil War to the wars in Iraq and Afghanistan.
The glass atrium of the Gaylord Palms hotel encloses 4.5 acres of lush gardens and water features. Highlights include the luxurious spa and the organic black angus steaks in the restaurant.
An oasis of green within the urban sprawl of Orlando, Shingle Creek can be explored by foot, bicycle or boat. Try to spot the deer, alligators and birds.
The family-owned theme park of Fun Spot America offers fun for all the family, with high-adrenaline roller coasters teamed with more gentle rides for younger children.
Appealing to both locals and visitors, Kissimmee Lakefront Park features wide walkways for jogging or walking, a splash park and two children's playgrounds.
| 🏡 Vacation rentals available | 20,306 homes |
|---|---|
| 💳 Possible discounts | up to 48% |
| 🌙 Nightly prices starting at | $53 |
| ⭐ Popular amenities | Pool, Internet and Pets allowed |
| 🐾 Pet friendly homes | 1,791 homes |
| 🏊 Vacation rentals with pools | 17,922 homes |
The average accommodation in Kissimmee is priced at $53 per night. If you would like to stay in a house rental, the average price is $441 per night. A villa Kissimmee will cost on average $526 per night.
There are 20,306 rentals to choose from for your trip.
Usually travelers search for Internet, Pool, and Pets allowed when booking a vacation rental in Kissimmee.
Discover 17,922 vacation rentals available in Kissimmee.
If you are traveling with a pet in Kissimmee - 9% of rentals are pet-friendly.
Kissimmee has its warmest time of year in August and June, with average nightly prices of $53.
