8 BR | 5 BA | Sleeps 16 | Quick View
Key Amenities
About this property
The Retreat at Champions Gate - Kissimmee, Florida is a new upscale gated resort community located just 12 miles from Walt Disney World. This luxury home sits nestled just outside of Orlando, Florida and will quickly become one of the most desired locations in the Orlando area. During your stay, you will ...
Property Type
Kissimmee House
My family and I loved it so much ! Definitely would go back again ! Everything was so clean ‘ so much to do and my kids did not want to leave!
Key Amenities
About this property
This newly remodeled 5bd/3.5bath gated community home is waiting for you to visit! Saltwater pool, game room IN the house, all new flooring, granite countertops in kitchen, new pool furniture, new decorations, community playground and SO much more! This home is located only 5 miles from Disney World and ...
Property Type
Kissimmee Villa
9 BR | 6 BA | Sleeps 22 | Quick View
Key Amenities
About this property
Come to Livin' Large at Windsor Westside with 100% Free Resort amenities!* Private Heated Pool & Spa * FREE Arcade! Yes, play all you want for Free! * Poolside Tiki Bar & Grill * FREE Resort w/ Heated Lazy River * Kids water playground & slides * FREE 400MB Wifi * Roku: 11 tvs ...
Property Type
Kissimmee House
Let me start by saying that Laura is fantastic at communication. Our group is from Canada and we originally booked the house in 2020, but had to delay due to COVID-19 border closures. We communicated ...
10 BR | 8 BA | Sleeps 20 | Quick View
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About this property
Sonoma Resort - Kissimmee, Florida is only 15 minutes to the area's main attraction... Walt Disney World. This brand new resort community sits nestled just outside of Orlando, between W. Osceola and W. Irlo Bronson Memorial Hwy and conveniently located next to "The Loop", a premier shopping ...
Property Type
Kissimmee House
We rented this home for Thanksgiving, we had plenty of room, and space for us all. Wonderful club house. The best of all the kids loved the pool. Our own pool.
8 BR | 7 BA | Sleeps 16 | Quick View
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About this property
GroovyMouseHouse, 8-bedroom luxury villa with private pool and spa, located at The Encore Resort in Reunion, is perfect for families wanting an unforgettable stay in Orlando.Conveniently located close to Disney theme parks, restaurants, supermarkets and golf courses, it benefits from all the amazing ...
Property Type
Kissimmee Villa
Walking in the house was breathtaking. We loved every minute of the stay. The rooms were all so spacious and cozy. Disney world was right around the corner and the pool was perfect for evening swims. We ...
5 BR | 5 BA | Sleeps 10 | Quick View
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About this property
"We loved staying at this house, it is in a convenient location to the parks, and groceries are nearby. The house was clean and well-equipped. Our grandkids really enjoyed the themed rooms, the game room, and of course the pool! The gated resort community is awesome, and the water park/big pool were ...
Property Type
Kissimmee House
Key Amenities
About this property
WELL CARED FOR HOME IN LOVELY COMMUNITY. HOME BACKS TO CONSERVATION SO YOU ARE NOT OVERLOOKED AND IS A FEW STEPS FROM RETENTION POND WITH POND VIEWS FROM THE POOL DECK. SHADED PATIO WITH TABLE AND CHAIRS .KING, KING AND 4 TWIN BEDS WITH THEMED TWIN BEDROOMS - LITTLE MERMAID AND DORY. TV IN ALL ...
Property Type
Kissimmee House
Very good villa for our two week holiday. The villa was equiped with everything we needed for our holiday. Host was very friendly and helpful. Happy to return for a future visit.
5 BR | 5 BA | Sleeps 12 | Quick View
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About this property
"We just got home from our 1 week stay and are already wishing we were back! The home was beautiful and looked just as pictured in the listing. We were very close to the parks and shopping but yet felt like we were secluded. The neighborhood is wonderful and was great for walks. The pool and game ...
Property Type
Kissimmee House
6 BR | 4 BA | Sleeps 14 | Quick View
Key Amenities
About this property
"We have stayed in many Windsor hills homes and this is THE one to stay in! Beautifully decorated, fun and so comfortable!" Beth MARE YOU LOOKING for a very special vacation home? This is it . . . Totally renovated by a professional decorator and includes an incredible game room, a private ...
Property Type
Kissimmee House
Key Amenities
About this property
A beautiful vacation condo located in a prestigious gated and guarded community, for you to relax and spend time with your family and friends. With the prime location in Kissimmee near Disney World, major parks and restaurants, shops and so much more, this 3BD/2BA condo unit is designed for your best ...
Property Type
Kissimmee Condo
4 BR | 3 BA | Sleeps 8 | Quick View
Distance to park: 4 miles to Disney World
Key Amenities
About this property
Enjoy Orlando, Florida, home to Disney World, Sea World, Universal Studios, and Islands of Adventure, in style. Conveniently located on the Exclusive Emerald Island Resort. The house is spacious where family can enjoy being together and also have some alone time. Our home is within minutes of all the ...
Property Type
Kissimmee House
We are pleased to say that our stay at Emerald Island Resort was all that we expected. Everything was provided for and enjoying the heated pool was a highlight for sure. I do recommend this home. Thank ...
4 BR | 3 BA | Sleeps 8 | Quick View
Key Amenities
About this property
The Retreat at Champions Gate - Kissimmee, Florida is a new upscale gated resort community located just 12 miles from Walt Disney World. This townhome sits nestled just outside of Orlando, Florida and will quickly become one of the most desired locations in the Orlando area. During your stay, you will ...
Property Type
Kissimmee Townhome
Studio | 6 BA | Sleeps 16 | Quick View
Key Amenities
About this property
Make unforgettable family memories that will last a lifetime on your next stay at our massive and luxurious home, Tranquility Retreat! Located near the attractions, shopping and theme parks, you'll have access to 2 themed game rooms and all the bells & whistles - think gourmet kitchen, huge living ...
Property Type
Kissimmee Villa
6 BR | 5.5 BA | Sleeps 18 | Quick View
Distance to park: 4 miles to Animal Kingdom
Key Amenities
About this property
Some of the best features of this house from Guest Reviews • Beautiful Vinyl Plank Flooring in all bedrooms, halls and on the steps • Less than a 4-mile drive to Disney World’s Animal Kingdom Theme Park • Two leather couches and a recliner with a total of 5 power reclining seats • ...
Property Type
Kissimmee House
We throughly enjoyed our stay in your lovely home! The location was perfect, as it allowed us to get to and from the parks in minimal time. We loved having the 4 master bedrooms with their own private bathrooms! ...
9 BR | 6.5 BA | Sleeps 22 | Quick View
Key Amenities
About this property
Get ready to experience the vacation of a lifetime at Big Top Family Vacation Villa, situated in the heart of Solara Resort. This stunning villa boasts 9 spacious bedrooms and 6.5 luxurious bathrooms, providing ample space for up to 22 guests. Perfectly located just 8 miles away from Walt Disney World ...
Property Type
Kissimmee Villa
Key Amenities
About this property
Relax and Enjoy this 7 Bedroom Pool Vacation Home Set in a Beautiful Gated Community. A large beautiful 7 bedroom & 4 1/2 bathroom vacation home within minutes of Disney . All the comforts of home & just minutes from the magical world of Disney. This quality vacation home is extremely spacious ...
Property Type
Kissimmee House
This home is very nice and clean. We enjoyed our stay. The only issue is the pool. We paid extra for 2 weeks pool & spa heating but we only enjoyed the spa 3 days out of the 14 days. The pool will shot ...
5 BR | 4 BA | Sleeps 12 | Quick View
Distance to park: 6 miles to Disney Animal Kingdom
Key Amenities
About this property
***FREE WIRELESS INTERNET JUST BRING YOUR MOBILE DEVICES**. (Please note - there is no landline in the home)Sleeps a maximum 12 guests, with a maximum of 8 guests over the age of 14 years old.As you enter our lovely home, you will be impressed with the soaring 17ft high ceilings in the spacious ...
Property Type
Kissimmee House
Lovely home will definitely recommend to others wish the pool and jacuzzi was heated though. Bring tissue and your own dish liquid and own laundry detergent if staying full week
3 BR | 2 BA | Sleeps 8 | Quick View
Distance to park: 12 miles to All Disney Theme Park
Key Amenities
About this property
If you will be visiting Orlando Florida for all of the great attractions including Walt Disney World, Universal Studios, Sea World theme parks, and all of the other major attractions? You can stay in our beautifully decorated 3 bedroom private villa, which boasts it's own private pool for less than it ...
Property Type
Kissimmee Villa
our stay her was nice. It had all our basic needs and a nice private pool. We plan to return to this home on our next trip. The only thing we haven't received our deposit yet. But I'm sure it will be soon.
8 BR | 6 BA | Sleeps 16 | Quick View
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About this property
"This home is so much fun and is the best we have ever stayed in! The 2 theaters were a hit, and my kids could not get enough of the game room. So much to do in there- play pool, foosball, air hockey, shuffleboard, arcade style video games and PS4 games. We also spent so much time enjoying the private ...
Property Type
Kissimmee House
Key Amenities
About this property
Wonderfully Themed villa in the beautiful gated community of Windsor Hills, just two miles from Disney. Enjoy complimentary pool & spa heat, themed rooms, and a fun games room in the garage (air hockey, ping ping, foosball)! This is one of very few 4-bedroom units on the resort. We're nice and close ...
Property Type
Kissimmee Villa
8 BR | 6 BA | Sleeps 16 | Quick View
Key Amenities
About this property
Windsor at Westside - Kissimmee, Florida is an upscale gated community located just 10 minutes from Walt Disney World. This luxury home sits nestled just outside of Orlando, Florida, and has quickly become one of the most desired locations in the Orlando area. During your stay, you will enjoy this well-appointed ...
Property Type
Kissimmee House
Beautiful house, nice and spacious Clean, private, easy to book. Had 13 people there, 3 families, could have stayed longer
10 BR | 8 BA | Sleeps 16 | Quick View
Key Amenities
About this property
Located in popular Sonoma Resort, our home is the perfect place to stay for a care and stress-free holiday away. Whether you are looking to spend long days lounging by the pool, exploring the parks or stretching your legs on one of the surrounding golf courses, this is the perfect location. Guests benefit ...
Property Type
Kissimmee Villa
4 BR | 2.5 BA | Sleeps 11 | Quick View
Distance to park: 14 miles to Disney
Key Amenities
About this property
Enjoy Orlando, Florida, home to Disney World, Sea World, Universal Studios, and Islands of Adventure, in style. Conveniently located on Crescent Lakes. The house is spacious where family can enjoy being together and also have some alone time. Our home is within 11 miles approximately of all the Orlando ...
Property Type
Kissimmee House
8 BR | 6 BA | Sleeps 16 | Quick View
Key Amenities
About this property
"The renovations on this home took an entire year due to the amount of incredible detail. The entire home is a highlight. Star Wars is the theme. The highlights of the highlights are the movie theater, game room, the themed bedrooms and the pool area with the beautiful view of the water behind. The ...
Property Type
Kissimmee House
8 BR | 6 BA | Sleeps 16 | Quick View
Key Amenities
About this property
"This was our first time renting a home for a vacation. This vacation rental has changed our future vacation options forever. Everything about the home and community was A+. The kids didn't want to leave and the grown ups enjoyed the amenities more than the kids. I would recommend this home for rental ...
Property Type
Kissimmee House
Key Amenities
About this property
Spacious & Bright Luxury House. Two story home at the Amazing Champions Gate Community. The house ncludes 7 Bedrooms, 6 Bathrooms, large Game room, Private Pool, Patio, outdoor furniture, themed bedrooms. The ideal vacation spot for families and groups. Privacy pool screens - No neighbors view from ...
Property Type
Kissimmee House
Studio | 4.5 BA | Sleeps 14 | Quick View
Key Amenities
About this property
7 bedroom 4.5 bath waterfront home located in the highly desired Emerald Island resort close to Disney and Universal Studios. The ground floor of this villa is an open concept with a living area featuring a 65" Smart 4k tv. The granite countertop kitchen boasts all new 2022 stainless appliances. ...
Property Type
Kissimmee Villa
6 BR | 4.5 BA | Sleeps 12 | Quick View
Key Amenities
About this property
Moran Disney Rentals would love to welcome you to our Luxury 6 bedroom house which is perfectly located on the exclusive Emerald Island Resort community less than 3 miles from the Walt Disney a world Parks in Florida. This property has 6 bedrooms two of which are master bedrooms with a further two and ...
Property Type
Kissimmee House
The best Airbnb I've stayed in Well kept Nicely decorated Close to everything Karina was the best I'll recommended this house to anyone It is beautiful
8 BR | 5 BA | Sleeps 16 | Quick View
Key Amenities
About this property
The Retreat at Champions Gate - Kissimmee, Florida is a new upscale gated resort community located just 12 miles from Walt Disney World. This luxury home sits nestled just outside of Orlando, Florida and will quickly become one of the most desired locations in the Orlando area. During your stay, you will ...
Property Type
Kissimmee House
8 BR | 6 BA | Sleeps 20 | Quick View
Key Amenities
About this property
PLEASE EMAIL AND ASK FOR RATES. DIFFERENT TIMES OF THE YEAR HAVE DIFFERENT RATES AN MINIMUM STAYS - THANKS.Free WiFi, 3 miles to Disney, Huge pool and spa, Game room (pool table, air hockey, big screen tv, leather sectional, Wii), Internet access (wireless), Completely, private back yard, BBQ Grill, ...
Property Type
Kissimmee House
5 BR | 3 BA | Sleeps 10 | Quick View
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View DetailsKey Amenities
About this property
Freshly updated home! A lovely home-style house which backs onto views of conservation land. Sitting on the established and very popular Kissimmee community of Indian Creek Estate, a fantastic location only minutes from Walt Disney World. Freshly Decorated • Sleeps up to 10 • Five bedrooms, ...
Property Type
Kissimmee House
6 BR | 4 BA | Sleeps 14 | Quick View
Key Amenities
About this property
ARE YOU LOOKING for a just renovated beautiful vacation home that is full of fun? This is it . . . Avenger theme game room - South facing (plenty of sun) private saltwater pool and spa - Poolside movie theater - Themed kids bedrooms - And much more. Also, it's located in Windsor Hills Resort - the closest ...
Property Type
Kissimmee House
3 BR | 2 BA | Sleeps 8 | Quick View
Distance to park: 12 miles to All Disney Theme Park
Key Amenities
About this property
If you will be visiting Orlando Florida for all of the great attractions including Walt Disney World, Universal Studios, Sea World theme parks, and all of the other major attractions? You can stay in our beautifully decorated 3 bedroom private villa, which boasts it's own private pool for less than it ...
Property Type
Kissimmee Villa
A well kept nice home. Everything as shown in the pictures. Excellent communication from owner and the property manager.
6 BR | 4 BA | Sleeps 14 | Quick View
Key Amenities
About this property
"What a delightful home! It exceeded all of our expectations...There was a television in almost every room, two living rooms with comfortable seating, coffee bar, game room, fun children's bedrooms with a "secret room", pool with large movie screen, and plenty of outdoor loungers and seating...I ...
Property Type
Kissimmee House
6 BR | 4 BA | Sleeps 16 | Quick View
Distance to park: 2 miles to Disney
Key Amenities
About this property
Clean NEWLY Renovated. NEW Air Conditioned Game Room!! Close .3 mile to the FREE Water Park & across from the big playground!! We have 2 homes side-by-side for larger groups and a 3rd home just a few doors down.* just 2 miles to Disney * Private Heated Pool & Spa * FREE Water park * Foosball, ...
Property Type
Kissimmee House
Stayed here with our kids and grandkids. Enjoyed the large space and pool. The property was clean and fully equipped with comfortable beds. Would highly recommend!
Key Amenities
About this property
Welcome To The Emerald Island Resort, Orlando's Premier Gated Community *** ***Fantasmic Location***closest Resort To Disney*** ***free Wireless Internet Just Bring Your Laptop*** Our 7/bedroom 5.5/bath villa (with 4 Master Bedrooms, all King bed with full private bath!) 3 bedroom each have 2 single ...
Property Type
Kissimmee House
My family and I highly recommend this home for your vacation rental. It contained everything we needed and much more. Its space, cleanliness, and comfort was exactly what we were looking for. Its location ...
4 BR | 3 BA | Sleeps 8 | Quick View
Key Amenities
About this property
Palm Tree Villa Florida, is tucked away in the much sought after location of Doral Woods. This large 4 Bedroom, 3 Bathroom villa, is ideal for making the perfect vacation.This is our own holiday home, so the furnishings are to a high standard, as you can see from the pictures and video. Fully Air ...
Property Type
Kissimmee Villa
Located in Doral Woods, only a few miles from Disney and the other attractions.Fully updated and rooms adequately furnished and beautifully decorated.Large family and living room and large TV.The ...
7 BR | 4.5 BA | Sleeps 14 | Quick View
Distance to park: 3 miles to Disney World Parks
Key Amenities
About this property
Huge Orlando vacation rental home has 7 bedrooms and 4.5 bathrooms. Great for a large Family with up to 14 guests! There are two King Master Suites, one on each floor. The master bathroom on the first floor has a walk-in shower and separate garden tub. Bedroom 3 & 4 King beds and Bedroom 5 One Queen ...
Property Type
Kissimmee House
Three generations, 9 adults and 7 children enjoyed this amazing home. It was the first trip we have been able to all be together. None of us live close, so everyone got to spend lots of time together ...
6 BR | 4 BA | Sleeps 12 | Quick View
Distance to park: 2 miles to Disney World
Key Amenities
About this property
Welcome to Oasis by KLMJ Sunshine! Completely renovated (2022), this villa is in the #1 location in the beautiful gated community of Windsor Hills, just two miles from Disney. Enjoy complimentary pool & spa heat, themed rooms, and the only private Virtual Reality studio in the area! This is the 2nd ...
Property Type
Kissimmee Villa
3 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
Reunion Resort -Kissimmee, Florida is only 15 minutes to the area's main attraction... Walt Disney World. This gated luxury resort sits nestled just outside of Orlando, Florida and has quickly become one of the most desired resorts in the Orlando area. This home will provide you and your family with an ...
Property Type
Kissimmee Condo
8 BR | 5 BA | Sleeps 20 | Quick View
Key Amenities
About this property
12 Min Drive to Disney World20 Min Drive to SeaWorld26 Min Drive to Universal StudiosLocated in the gated Storey Lakes resort, this modern 8 bedroom, 5 bathroom home is the perfect place for large groups looking to stay near all the action of central Florida. Aside from an amazing location, ...
Property Type
Kissimmee Villa
Great place, very clean and comfortable. Kids had a blast in the game room and cars room. The movie theater was perfect! Loved the modern and contemporary style of the home with tons of space for everyone ...
6 BR | 4 BA | Sleeps 14 | Quick View
Key Amenities
About this property
"When you walk through the front door, you immediately walk into fun with the adult area's pool table and large TV. And that's just the beginning. There's an awesome game room, 3 themed bedrooms, and in the pool area are a poolside theater and bar counter with TV. You will be totally entertained ...
Property Type
Kissimmee House
3 BR | 2 BA | Sleeps 6 | Quick View
Distance to park: 1 miles to Disney Animal Kingdom
Key Amenities
About this property
Come and enjoy your vacation in this comfortable condo, right by Disney. Yes Enjoy Three large screen TV's, DVD and free Wi-FI.Yes Beautiful/alluring condo, 1 mile from Disney world and minutes from other attractions, Such as sea world and Universal studio. In Celebration area Florida. Walking distance ...
Property Type
Kissimmee Condo
This is a beautiful property to stay in. Very clean and neat. I truly recommend it to anyone who wants to be near the main attractions. Everything is very close. You have gift shops, souvenirs shops, target ...
6 BR | 4 BA | Sleeps 12 | Quick View
Distance to park: 3 miles to Disney World
Key Amenities
About this property
Situated in the Window Hills resort community about 2 miles from Disney, this 6-bedroom, 4-bath vacation rental home specializes in providing fantastic Florida vacations! With 2,812 square feet and accommodations for 14, guests can enjoy not only the private pool and spa in the enclosed lanai but also ...
Property Type
Kissimmee House
Located a couple miles from Animal Kingdom and close to other Disney World attractions, the home was perfect for 3 generations of our family. It is spacious and well appointed. The kids loved the private ...
4 BR | 3 BA | Sleeps 9 | Quick View
Key Amenities
About this property
Luxury 4 BR / 3 Bath Villa with Private Pool in Gated Resort Close to DisneyWelcome to the Disney Getaway Villa, located in the beautiful and luxurious Emerald Island Resort! This villa is “the one” for your magical vacation. Why stay in a hotel when you can get everything our villa has ...
Property Type
Kissimmee House
Studio | 3 BA | Sleeps 6 | Quick View
Key Amenities
About this property
3 bedroom 3 bathroom homeOpen plan living room, dining, and kitchen downstairsBonus den to relax or work from homeLiving/Dining Room: - 58” 4K Smart TV (Log into your favorite streaming service, Live and On demand TV shows) - 4 seater dining setDen: - Work/study space - Comfy ...
Property Type
Kissimmee Townhome
7 BR | 4.5 BA | Sleeps 14 | Quick View
Distance to park: 4 miles to Animal Kingdom
Key Amenities
About this property
Conveniently located on the Exclusive Emerald Island Resort. With 7 Bedrooms and 4.5 bathrooms, Berni’s Home from Home can easily accommodate two families travelling together or will give one family plenty of space.Enjoy relaxing by your very own private extended south facing pool or spend some ...
Property Type
Kissimmee Villa
This home was lovely and very well kept. Would rent again if the occasion arose that we needed a home this big again.
Key Amenities
About this property
This beautiful fully remodeled home is a perfect place to call home away from home.About this space:Fully remodeled which includes new tile throughout, new kitchen and baths with quartz, stainless steel appliances, water and ice. New beds and furniture.Located in the beautiful Crescent Lakes ...
Property Type
Kissimmee Villa
8 BR | 6 BA | Sleeps 16 | Quick View
Key Amenities
About this property
"One word - FUN!! Incredible movie theater inside. Awesome movie theater poolside. And, a really cool Star Wars themed game room with LED lighting. The home is professionally decorated. It's beautiful, yet very comfortable." Cindy C.LOOKING for an incredibly fun vacation home to rent? This ...
Property Type
Kissimmee House
6 BR | 3.5 BA | Sleeps 14 | Quick View
Key Amenities
About this property
"Something for everyone - fun, beauty, and comfort. There's so much to love! Everyone will love the incredible Avengers game room; it is like no other. Plus, all will love the heated pool and spa. Kids will love the themed bedrooms. And, adults will love the professionally decorated beauty of the ...
Property Type
Kissimmee House
Soak up the Sun on Your Next Trip to Kissimmee Vacation Rentals
There’s nothing quite like a vacation to sunny Florida, a unique and inviting state with a huge variety of distinctive cities and natural areas to explore. One popular vacation destination in Florida is Kissimmee, a charming city with plenty to see and do just south of the Orlando metropolitan area.
Kissimmee has a lot more to offer visitors than just excellent weather year-round. With a huge variety of scenic nature, shopping opportunities, and outdoor activities, Kissimmee itself has lots to offer every member of the family, not to mention its extremely close proximity to some of Orlando’s biggest amusement parks.
You could stay in a busy hotel during your trip to Kissimmee, but then you wouldn’t be able to get a truly immersive experience of local city life. Kissimmee vacation rentals allow you to enjoy Kissimmee from inside its authentic residential neighborhoods. Additionally, having your own home to live in rather than a jam-packed hotel will provide some much-needed peace and quiet during your vacation. It will also offer plenty of space for the whole family to spread out.
Top Tips for Traveling to Kissimmee Rentals
Like most other Florida cities, Kissimmee enjoys sunshine and clear skies throughout the majority of the year. However, the tropical climate of the state means that bouts of rain can occur throughout the seasons, particularly during the summer months, peaking in August.
In addition to a higher likelihood of rain, the summer season in Kissimmee tends to be the most humid time of year. That’s why most vacationers choose mid to late spring or early autumn to make their trip to the city. At those times of the year, vacationers can enjoy great weather and lots of outdoor activities.
Though the Kissimmee Gateway Airport is located centrally within the city, most vacationers taking commercial flights will fly into Orlando International Airport. It is located roughly 17 miles northeast of the city center, about halfway between Kissimmee and Orlando. Vacationers coming in from elsewhere in Florida can access Kissimmee by road using U.S. Route 192 and U.S. Route 441.
Things to Do Nearby Kissimmee House Rentals
Some of the most popular natural areas around Kissimmee are the swamps, which are located in major local bodies of water like Lake Tohopekaliga (known around town as Lake Toho). At Boggy Creek Airboat Adventures, you can experience the swamps from the water and get the thrill of a lifetime on an airboat driven by a local wetlands expert. Get up-close views of gator ponds, discover precious gemstones, and then grab a delicious lunch with the family at Boggy Bottom BBQ!
Looking to explore a piece of history during your trip to Kissimmee? Medieval Times Dinner & Tournament allows visitors to step into the 11th century for an evening of authentic feasting, jousting, and sword fighting in true medieval style! Enjoy a delicious four-course meal, incredible performances, and a truly unforgettable experience for the entire family.
Any vacation to Kissimmee isn’t complete without a trip or two to Old Town, a popular outdoor attraction with opportunities for shopping, dining, and family fun. Old Town is made up of an 18-acre stretch of classic city attractions, including the Old Town Ferris Wheel, the Great Magic Hall, and Mortem Manor, a year-round haunted house that is open for visitors to explore.
Kissimmee Annual Events
Kissimmee is a vibrant area with lots of annual festivals and events to enjoy in and around the city throughout the year. Kissimmee locals and visitors alike flock to the Ford Cuban Sandwich Festival each May near downtown Kissimmee, which celebrates the colorful history of Cuban cuisine in the area. Watch as local dining professionals attempt to build the world’s biggest Cuban sandwich during the event!
The Ford Taste of Latino Festival is another local opportunity to celebrate and experience the best in authentic Latin cuisines in Kissimmee. The event features a contest to find the Top Latino Chef as well as plenty of live music and dance performances to enjoy as you taste a variety of Latin dishes.
Not sure if you’ll be in town for any of Kissimmee’s larger annual events? You can enjoy Show Car Saturday Nights every Saturday night in the city on Margaritaville Boulevard. Check out the city’s best classic cars from a variety of eras and enjoy the plethora of delicious eateries and exciting shops located along the boulevard.
Wining and Dining in Kissimmee
Between your outdoor activities and trips to local amusement parks while in Kissimmee, you’re sure to need some satisfying food and refreshing drinks to complete your perfect day. Luckily, Kissimmee is home to some of the best restaurants that Florida has to offer, combining authentic local flavors with worldly cuisine.
To start your day off right with a delicious and hearty breakfast, look no further than Woodsby’s Countryside Café. This spot has authentic, cozy diner vibes to spare, not to mention a stacked menu of classic breakfast favorites, coffee bar items, and unique dishes you won’t want to miss out on.
Tarantino’s Italian Restaurant is a great choice for a vacation date night or simply a nice dinner out with the family. A hearty Italian meal is a great way to finish a fun day of activities, and you’re sure to get that and more at Tarantino’s. If you bring the family along, you can take advantage of the takeout dinner special, which feeds four and includes a massive entrée, salad, and garlic bread.
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