Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Historic Downtown Kissimmee captures Florida's past with its stunning 1890s courthouse and Victorian storefronts along Broadway Street. Stroll under heritage oaks while exploring unique shops filled with antiques and local crafts. Weekend farmers markets and street festivals bring the area to life, celebrating the region's cowboy heritage and diverse community.
The lakefront area offers peaceful fishing spots and scenic views of Lake Tohopekaliga. A mix of Southern comfort food, Cuban cafes, and barbecue joints fuel your adventures. Most attractions are within the walkable six-block historic core, making it easy to explore this charming slice of old Florida.
Windsor Hills offers a perfect home base for Disney adventures with resort-style amenities just minutes from major attractions. Families love the gated communities with pools, game rooms, and themed vacation rentals ranging from cozy condos to luxury villas. After exhilarating theme park days, this quiet residential haven provides a peaceful retreat.
Dining options are limited within the neighborhood, so most visitors drive 10-15 minutes to nearby tourist areas for meals. Rental cars are essential for getting around, though rideshares are readily available. The Mediterranean-style properties with private pools make Windsor Hills ideal for groups seeking comfort between park visits.
Reunion is a golfer's paradise just outside Orlando with three legendary courses designed by Palmer, Nicklaus, and Watson. After teeing off, splash around at the resort water park or lounge by multiple pools scattered throughout this upscale community. When you're ready for theme parks, Disney and Universal are just 20 minutes away.
Vacation homes with private pools dominate the accommodation scene, giving families plenty of space to spread out. Resort restaurants serve upscale meals, though you'll need a car to explore beyond the community's Mediterranean-style grounds. The quiet, manicured setting feels worlds away from Orlando's tourist bustle.
Orange Lake revolves around vacation vibes with the massive Orange Lake Resort at its center. Championship golf courses, sparkling pools, and family-friendly recreation areas keep visitors entertained without leaving the neighborhood. Disney World is just minutes away, making this Four Corners spot perfect for theme park enthusiasts who want amenities galore after a day of adventure.
Resort shuttles and rideshares make getting to attractions easy since public transit is limited. Dining options stick mostly to resort restaurants and nearby chains. Vacation villas and timeshare units dominate the accommodation scene, offering spacious digs with full kitchens and multiple bedrooms for families.
Bellavida delivers Mediterranean-style luxury without the hassle of crowded resorts. This gated Kissimmee community serves as your perfect home base for Disney World and Universal adventures just 10-15 minutes away. After thrilling theme park days, retreat to spacious vacation homes with private pools, or lounge at the resort-style community pool surrounded by palm-lined streets.
Cook family meals in fully-equipped rental kitchens or drive to nearby Kissimmee restaurants in minutes. Most visitors find rental cars essential for exploring Orlando's attractions, though rideshares are readily available. The peaceful, manicured grounds offer a welcome respite from theme park excitement.
Enjoy the excitement at Old Town and see why people love this theme park in Kissimmee. Check out the shops and top-notch restaurants in this family-friendly area.
Enjoy a round of golf in Four Corners at Mystic Dunes Golf Club. Stroll along the lakeside or experience the entertainment choices in this family-friendly area.
Kissimmee Lakefront Park is just one of the places to see in Kissimmee, so why not enjoy the other things to explore during your travels? Stroll along the lakeside or experience the lively festivals in this family-friendly area.
Enjoy a round of golf in Kissimmee at Falcon's Fire Golf Club. Experience the entertainment choices and acclaimed theater scene in this family-friendly area.
Catch an event at Osceola Heritage Park during your trip to Kissimmee. Amble around this family-friendly area's seaside and enjoy its top-notch restaurants.
Immerse yourself in the magic of theme parks, from Disney's enchanted kingdoms to Universal's movie-inspired thrills. Airboat through gator-filled swamps or soar above it all in a hot air balloon for unforgettable Florida adventures.
Can I book refundable accommodations in Kissimmee?
If you need the flexibility to change your plans to Kissimmee, most accommodations provide refundable* rates you can book. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.
Where can I stay in Kissimmee if I'm looking for a budget-friendly accommodation?
Seasons Florida Resort is an accommodation you might want to consider that'll save you money. You may want to browse all 21 choices on our site.
Where can I stay in Kissimmee if I want a vacation home instead of a traditional hotel?
If you want a good alternative to a hotel, look over our selection of 15175 vacation homes. In addition, there are 1813 apartments and 2838 condos.
What will the weather in Kissimmee be like during my vacation?
July and August are typically the warmest months in Kissimmee when the average temp is 81°F. January and February are the coldest months when the average temperature is 64°F. August and July are the months with the most rain.
Why should I book my Kissimmee hotel through Hotels.com?
There are lots of reasons to book your Kissimmee trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.
Find out more about Kissimmee
Find out more about Kissimmee
People go to Kissimmee for fun-filled days at Disney's Animal Kingdom® Theme Park, as well as many other top attractions like Walt Disney World® Resort. This sunny city is also known for its festivals and restaurants. Families visiting Kissimmee will enjoy attractions like Old Town. In the surrounding area, popular sights include Disney Springs™ and Aquatica.
