Find your perfect vacation rental in Kissimmee from just $91 per night!
Find Fantastic yet Inexpensive Offers
Book Vacation Rental Offers with the Highest User Rating
Choose local, trusted payment methods, plus trip insurance and add-on services.
Experience seamless, hands-on support for any booking questions or concerns.
Trust in the quality and comfort of your stay with verified guest reviews.
Spend your budget exactly as planned by comparing thousands of providers.
Transform vacation planning into a joy with advanced, AI-powered search tools.
Explore 15 million+ rentals, the world’s biggest selection of vacation homes.
Finding a property with a pool shouldn't be too hard in Kissimmee. Most of the accommodations have pools. In addition, more House rental have pools than any other type of property. They are a great choice if you go in a group of 8, as that is the number of people they can welcome on average. one-third of Kissimmee's accommodations including a pool are situated within two miles of water, choose between some pool time or waterfront moments.
The price graph will give you the average nightly price for the upcoming months of the year in Kissimmee. Prices are higher in December and reach an average of $458 per night (12/27 – 1/3), making it the most expensive time to book an accommodation in Kissimmee. Prices are more affordable in October (10/18 – 10/25).
Find out the percentage of available rentals in Kissimmee over the next twelve months with the graph above. More people travel to Kissimmee a week in April (4/18 – 4/25). So far, 92% of the rentals are occupied this week. Conversely, it is in September (9/13 – 9/20) that the highest percentage of rentals are available.
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.
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.
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 | 29,195 rentals |
|---|---|
| 🌙 Nightly prices starting at | $101 |
| ⭐ Popular amenities | Pool, Internet and Pets allowed |
| 🐾 Pet friendly homes | 3,520 homes |
| 🏊 Vacation rentals with pools | 23,214 homes |
The nightly price of accommodations in Kissimmee starts at $101. $410 is the average nightly price for house rentals in Kissimmee. Villas in Kissimmee cost on average $553 per night.
There are 29,195 vacation rentals available for booking for your vacation.
Three most popular amenities for vacation rentals in Kissimmee include accommodations that have: Pool, Internet, and Pets allowed.
Discover 23,214 vacation rentals available in Kissimmee.
In case if you are traveling with a dog in Kissimmee - 12% of vacation homes allow pets.
If you are choosing a vacation rental in Kissimmee, keep in mind that rainy season is usually in June or July, with January often being the driest.