Best holiday rental deals in Kissimmee
Explore 39,677 rentals listed in Kissimmee and find the ideal place for your getaway. Our search engine instantly compares each of the accommodation options, allowing you to save up to 29%.
Recommended holiday lettings in Kissimmee
Rent a holiday apartment, home or cottage in Kissimmee: from £52 per night
Best holiday cottages with a pool
Best holiday homes with a patio or terrace
Top holiday accommodation with fishing spots nearby
Popular holiday rental amenities in Kissimmee
Price and Availability Index Kissimmee
Holiday Letting Price Information in Kissimmee
The price graph will give you the nightly price average for the upcoming months. The most expensive week to book a holiday letting in Kissimmee is in December (22/12 - 29/12). Conversely, the cheapest average prices are in a week of September (08/09 - 15/09).
Holiday Home Availability Information in Kissimmee
Have a look at the above graph to see the global availability of holiday rentals in Kissimmee. The week with the lowest percentage of available accommodations is in July (21/07 - 28/07). More accommodations are available in a week of December (08/12 - 15/12) as the booking rate is only 19%.
The weather in Kissimmee
You can see our climate diagram above. On average, the warmest month is August. Conversely, February is the coolest month in Kissimmee, with temperatures going under 13°. It may rain 14 days in June while it typically rains only 2 days in January.
Book Kissimmee holiday lettings for an unforgettable family break
Located directly between St. Cloud and Disney World, Kissimmee is a popular stop for vacationers headed to the Disney World theme parks. This popular central Florida destination beckons with its sunny skies, gastronomic delights, theme parks and family-centered activities.
Since Disney World opened in 1971, the town is primarily visitor-oriented and does a great job of it. Book your Kissimmee holiday letting for the perfect, adrenalin-filled adventure with the family.
Getting to Kissimmee
The easiest way to get to Kissimmee is by the Orlando International Airport (MCO) which is an arrival point for most domestic and international flights. The Kissimmee Gateway Airport (ISM) is the nearest aviation facility to Walt Disney World, Sea World and UNIVERSAL Orlando. The quickest way to get to your Kissimmee holiday letting would be by taxi or by letting car.
Kissimmee doesn't let down foodies with its myriad of gastronomic 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 holiday letting .
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 & Bierhouse, 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.
A good time to visit Kissimmee
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 holiday home well in advance during this period, so that you can ensure you find your perfect holiday letting . For a quieter time, late fall and winter are ideal, as the temperature can be anywhere between 47ºF and 84ºF.
Sights and sounds of Kissimmee
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.
A dream holiday for kids
Kids will love Kissimee. 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 Centre 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 Centre 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 your Kissimmee holiday letting . Your first port-of-call to Florida awaits.
Excursion destinations galore
While in Kissimmee, a day trip to Walt Disney World Resort becomes an obligation! Come and discover the fantasy and magic of your favourites 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 at your Kissimmee holiday letting 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.
Florida adventures and more in the Kissimmee area
Museum of military history
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.
Gaylord Palms resort and convention centre
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.
Shingle Creek Regional Park
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.
Fun Spot America
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.
Kissimmee Lakefront Park
Appealing to both locals and visitors, Kissimmee Lakefront Park features wide walkways for jogging or walking, a splash park and two children's playgrounds.
We compare more than 300 providers, including: