Discover the perfect getaway in Kissimmee, the Big, Bold Heart of Florida 

Kissimmee is where exploration has no limits and every visitor — regardless of abilities — can find their perfect escape. Conveniently located near the Orlando International Airport (MCO), minutes form world-famous theme parks, stunning landscapes and serene natural retreats, its welcoming atmosphere is a destination designed for making lifelong memories. Here, you can soar over alligators on a zip line, explore breathtaking outdoor attractions, or watch dazzling fireworks illuminate the night sky. Every day is an opportunity to experience something extraordinary. 

The Perfect Place to Stay in Kissimmee

As the sun sets, unwind in accommodations tailored for every traveler. With more than 55,000 options — including 30,000 vacation homes — it’s no wonder Kissimmee is recognized as the Vacation Home Capital of the World®. Whether you’re looking for a luxury resort, a cozy retreat, or a spacious vacation home near the action, comfort and convenience are always within reach. 

For those who love the great outdoors, Kissimmee offers a variety of RV parks, resorts, and campgrounds that put you close to nature while keeping you near Florida’s top attractions. Whether you’re looking for a private RV park with modern conveniences or want to immerse yourself in nature at one of the county parks or conservation areas offering tent camping or cozy cabins, you’ll find plenty of options. With Kissimmee’s location at the headwaters of the Everglades, adventure is always just outside your door – so pack your gear, park your RV, and get ready to explore.

In Kissimmee, you’re not just a visitor — you’re part of a community that celebrates togetherness, adventure, and the joy of discovery. Be bold, embrace every moment, and make memories that last a lifetime.

Shopping and Dining

Dining in Kissimmee is just as exciting as its attractions. Savor diverse flavors that cater to every craving, from gourmet cuisine to casual local favorites. And when it’s time for retail therapy, you’ll find everything from charming boutiques to bustling outlet malls, offering an unbeatable shopping experience. 

Getting to Kissimmee

Flying

Snowbirds have a wide variety of choices when it comes to flying to Central Florida with direct service into both Orlando International Airport as well as Orlando’s Sanford International Airport from various gateways.

Air Canada offers year-round service from both Toronto and Montreal with connectors available from across Canada.

WestJet offers year-round service from Toronto, Calgary, Edmonton, and Vancouver and seasonal direct service during winter from Ottawa, Regina, Saskatoon, Winnipeg, Halifax, and St. John’s. 

Porter Airlines – Offers year-round service from Toronto and Montreal, with daily service seasonally from Halifax as well. 

Air Transat Year-round service from Montreal & seasonal service during winter from Quebec City, Halifax, and Moncton.

Flair Airlines offers affordable flights from Toronto and Montreal and seasonal from Kitchener/Waterloo and London, Ontario into Orlando's Sanford International Airport.

Sunwing offers seasonal flights from Winnipeg and Halifax.

Driving

Driving from SW Ontario/GTA:

Two routes: I-75, crossing over at Windsor (17.5hrs) or I-77 (about 100kms longer, 19.5hrs), crossing over at Niagara Falls/Buffalo. 

By Rail: Amtrak provides rail service to Kissimmee, as well as Orlando, Winter Park, and Sanford. The Kissimmee station is the closest one to Walt Disney World® Resort.

Weather

The winter months generally provide the most pleasant temperatures, where the rainfall is low and even the cooler nights warm up into beautiful days. (But it’s still a good idea to pack a light jacket.)

As spring approaches, temperatures start to warm up. Though still on the pleasant side, rainfall does start to increase, and temperatures can fluctuate.

The months of July through September are the rainy season in Central Florida. The temperatures can often rise into the 90s (Fahrenheit) (30s Celsius) and afternoon thundershowers are a common occurrence. Evenings can be on the pleasant side, especially if there is an afternoon rain.

If visiting Kissimmee in the summer, be sure to pack lightweight clothing and items to protect you from the sun and rain.

As fall approaches, the average temperature and rainfall start to decrease. On any given day, it can be hot enough for a day basking in the sun or cool enough for a lightweight jacket.

No matter what time of year, it’s recommended you always wear sunscreen when enjoying the Florida sun.

Terrain and Landscape

Kissimmee's landscape showcases live oak hammocks, freshwater marshes, and open prairies.

The Kissimmee Chain of Lakes includes numerous lakes, from Cypress Lake in the north to Lake Kissimmee in the south.

World famous beaches are only a short drive away, with Cocoa Beach (60 minutes) and Daytona Beach (90 minutes) on the Atlantic coast and Clearwater Beach (2 hours) on the Gulf Coast.

Accommodations and Where to Stay

Whether it’s a family getaway, mini-stay, or long stay in Kissimmee, snowbirds can take their pick of more than 50,000 accommodation options to find their ideal place in the sun.

We have everything from amazing 4-star resorts to hotels, vacation home rentals ranging in size from cozy one-bedroom cottages at Margaritaville Resort Orlando to as large as 15-bedroom mega-mansions, as well as several campgrounds and RV parks. There’s truly something for every style and budget!  

A fantastic affordable property, the Celebration Suites offers  spacious, family-friendly one- and two-bedroom suites with full eat-in kitchens. Located steps from Old Town Kissimmee and Fun Spot America-Kissimmee, filled with shopping, dining, and entertainment options. Pets welcome. 

Caribe Cove Resort is a fabulous resort offering all the comforts of home-away-from-home in spacious two- and three-bedroom villas with enclosed patios or balconies and offers the ideal spot for morning coffee or evening cocktails.

Relax in the comfort of a luxurious three- or four-bedroom, elegantly furnished townhome at Magic Village Yards offering all the services and facilities of a resort with the comfort and privacy of a vacation home.

Meliã Orlando Celebration offers the best of both worlds. An upscale hotel fusing together stylish comfort and location just a short distance from all the magic with standard hotel rooms and one- and two-bedroom suites available.

Enjoy a complimentary full hot breakfast, access to three pools, and a poolside bar and grill at the new Springhill Suites Orlando Lake Buena Vista South. Guest suites offer a seamless blend of style and function complete with sofa for extra living space, microwave, and mini fridge.

Reunion Resort & Golf Course has it all! Situated in a gated community surrounded by three championship golf courses, when it comes to accommodation, this full-service resort offers luxurious hotel rooms, two- and three-bedroom villas, as well as high-end, vacation home rentals ranging in size from four to 15 bedrooms.

The best of both worlds! The Westgate Vacation Villas provides all the comforts of a fully furnished home with accommodations ranging in size from cozy studios to spacious two-bedroom villas which can sleep up to 10 people. A great choice for having family visit during the winter. This resort offers a multitude of on-site amenities and dining options and is minutes from the world-famous theme parks.

ette hotel  – Earthy, True, Timeless, Elegant.  The newest 5-star hotel in Kissimmee.  A great spot for a romantic weekend getaway, spa stay, or just because.  Minutes to the world-famous theme parks, enjoy fireworks from the rooftop restaurant.

Vacation Home Rentals

Imagine waking up to a picturesque lake view or watching the sunrise on the golf course from your own private balcony of your vacation home rental. Whether you're looking to spend a quiet weekend getaway in a two-bedroom villa, have end-of-summer family gathering in a 14-bedroom mansion, or a long stay getaway far from the harsh Canadian winter, Kissimmee has you covered!

With more and more vacation home rentals being added each year, we've compiled 10 reasons why you should choose Kissimmee as your home-away-from-home. 

Elite Vacation Homes offers two- to seven-bedroom villa and vacation home rentals centrally located to restaurants shopping, theme parks, and area attractions.

Alexander Holiday Homes offers two- to seven-bedroom fully equipped vacation homes to suit every style and budget.

Global Vacation Rentals pride themselves in offering high-quality vacation home rentals in Kissimmee at affordable prices. From two-bedroom condos to spacious and luxurious nine-bedroom homes, you're sure to find accommodations that will suit your every need. 

Jeeves Florida Rentals A luxury vacation for the whole family awaits! These resort-style homes, upward of 12 bedrooms, provide accommodations for up to 32 people with home amenities including bowling alleys, home theatres, arcades, and private gyms, making them perfectly designed for family reunions and group gatherings. If you’re looking for a more intimate setting, they also offer two- and three-bedroom condominiums rentals.

Regal Oaks Just 10 minutes to Walt Disney World® theme parks and walking distance to Old Town Entertainment District, this beautiful property offers a serene setting, blended with amenities everyone will love. Choose from spacious two, three, and four-bedroom townhomes, filled with all the comforts to make you feel at home, including a fully equipped kitchen and in-suite washer and dryer.  Enjoy the community pool area, and large screened-in terraces featuring private hot tubs, a great spot to relax and enjoy the Florida sunshine.

Rentyl Resorts Dream Bigger – Vacation better! Offering everything from cozy one to eight bedroom cottages at Margaritaville Resort Orlando to three-bedroom condos at Spectrum Resort to 13 bedroom mansions in gated communities at the Encore Resort at Reunion, to high-end luxury homes at The Bear’s Den, Rentyl Resorts offers an array of product to suit every style and budget. 

Campgrounds & RV Parks

Tropical Palms Resort Above and beyond being an RV park and campground, this is a fantastic resort offering unique accommodation such as colourful cottages, cabins, tiny houses, vacation campers, and even yurts!

Sherwood Forest RV Resort is the perfect place for either a seasonal stay or weekend getaway

Attractions & Sights

• Kissimmee is just a wave-of-the-wand away from world-famous theme parks. Walt Disney World® Resort
• Universal Orlando Resort
• SeaWorld® Parks & Resorts™ Orlando
• LEGOLAND® Florida Resort

Explore the headwaters of the Florida Everglades on an airboat, taking in this unique wetland ecosystemby t taking a thrilling ride with one of our many airboat companies.

• Wild Florida
• Boggy Creek Airboat Adventures
• Spirit of the Swamp Airboat Rides
• Wild Willy’s Airboat Tours
• Marsh Landing Adventures
• Kissimmee Swamp Tours

Take in the sunrise, theme parks, and natural beauty of Central Florida from a hot air balloon.

• Bob’s Balloon Rides
• Air Hound Adventures

Traverse over hills, through mud puddles, and pass real alligators from the comfort of a 12-foot high, off-road monster vehicle on the Stompin’ Gator Off-Road Adventure at Gatorland.

Become a fighter pilot for a day by flying in a legendary WWII P-51 Mustang at Stallion 51.

Head down memory lane during the Saturday Nite Car Cruise at Old Town Kissimmee, one of America’s longest running weekly car shows and cruises.

Defy gravity on Fun Spot America-Kissimmee’s Mine Blower Roller Coaster, a wooden coaster with a 360-degree barrel roll and 11 instances of airtime.

Experience breathtaking 360-degree views of Central Florida on The Orlando Eye at ICON Park with sights of theme parks, lakes, lush landscape, and on a clear day, views of Cape Canaveral.

Culture & Entertainment

Up for dinner and a show? Just let us know what you’re hungry for. Take a seat and pull up a chair as our dining shows proudly present your dinner: Kissimmee Dinner Show Round-Up 

Step back into the 1800s at the Pioneer Village at Shingle Creek and tour an authentic Cracker house, citrus packing house, and blacksmith’s shop, as well as replicas of a train depot, schoolhouse, and historic church.

Take in Kissimmee’s heritage, which includes the Monument of States, the state’s oldest operating courthouse, and a walking tour of historic downtown Kissimmee.

Food & Dining

There’s so much to choose from in the Kissimmee area when it comes to dining and all things culinary. Whether you are looking for brunch, lunch, fine dining, or something casual, you'll find plenty of options.  Here are just a few examples:

• Sip on fresh Florida wines at Island Grove Winery Company at Formosa Gardens, a sustainable winery and microbrewery. The surrounding eight-acre botanical garden grows fruits, vegetables, and herbs while maintaining sustainable agriculture practices. Enjoy a bottle of wine and charcuterie board in the vineyard in the evening with a great view of the fireworks from the theme parks overhead.
• Feast on flavours for every palate at Disney Springs®, from world-class cuisine crafted by five James Beard Award-winning chefs to a breezy lunch, or just a light bite from a food truck.
• The Promenade at Sunset Walk is a beautiful outdoor entertainment district, home to casual eateries, fine dining, entertainment options, regular events, and retail shops with new storefronts and restaurants still to come. You’re sure to enjoy the fare and flair of Cuba at Estefan Kitchen, owned by world-renowned singer Gloria Estefan and her husband Emilio, one of many unique dining and entertainment options sure to please. 

Festivals & Events

There are many festivals and events taking place in Kissimmee and the surrounding area for snowbirds to enjoy during the winter months. 

Parades, concerts, art fairs, foodie events, or seasonal celebrations: Whatever your interest, a festival of fun is always waiting for you in and around Kissimmee. Several different areas host a range of events, from action-packed festivals at the theme parks to spirited small-town events in historic downtown Kissimmee, St. Cloud, and Celebration. Check our events calendar to see what’s new and coming soon!

Sporting Events

Catch major sports action in and around Kissimmee

From ECHL hockey and NBA basketball in Orlando to NFL football a short drive away in Jacksonville and Tampa, it's easy to get in on all the sports action from Kissimmee. Favorite local pastimes include watching the high-flying Orlando Magic play at the Kia Center or watching Major League Soccer’s Orlando City SC play at Inter & Co Stadium in downtown Orlando. You can find action-packed family fun at Central Florida sports events all year long.

Shopping

Many snowbirds love to shop during their winters away and Kissimmee has some great options. Check out these malls, shopping centers and outlet malls:

• Orlando Vineland Premium Outlets® and Orlando International Premium Outlets®
  
  Premium Outlets offer two distinct and incredible outlet shopping locations featuring designer and brand name stores with savings of 25 to 65 percent every day. Orlando Vineland Premium Outlets®, with 160 stores, is located less than a mile from Walt Disney World® Resort. Orlando International Premium Outlets®, with 180 stores, is located minutes from Universal Orlando Resort.
• Lake Buena Vista Factory Stores
  
  Lake Buena Vista Factory Stores is known among savvy consumers as one of Central Florida’s “best-kept secrets for outlet deals,” offering factory-direct premium quality merchandise at savings up to 75 percent off and sometimes more.
• The Loop
  
  An easy-to-navigate, one-stop shopping center, The Loop offers stores such as Kohl’s, Ulta, American Eagle Outfitters, and Yankee Candle all within walking range.
• The Mall at Millenia
  
  The Mall at Millenia has 150 shops and restaurants. Take advantage of being pampered with a complimentary personal stylist session. A perfect two-hour shopping experience. Visit their website to book your appointment before you leave!

Fitness & Outdoor Recreation

There are plenty of ways for snowbirds to keep active in Kissimmee, with golf as one of the favourite pastimes - there are 22 courses in the area! There’s also great fishing, canoeing, and kayaking, as well as other outdoor activities:

• Golf
  
  The fairest of fairways and the greenest of greens. Any way you slice it, the 22 18-hole golf courses in Kissimmee are some of the best in the Sunshine State. Elevate your game to the next level at one of our renowned golf academies, such as the David Leadbetter Golf Academy at Omni Orlando Resort at ChampionsGate or The Golf Academy at Celebration Golf Club.
• Fishing
  
  If trophy bass are what you’re looking for, cast a line in Kissimmee, “A Bass Fishing Mecca.” Hire one of the professional guides for your next fishing excursion to reel in the fun.
• Paddle
   
  Paddle beneath towering cypress trees by kayak, canoe, or stand-up paddleboard at the Paddling Center at Shingle Creek.  
• Celebration Bike Rentals
  
  Create a memorable experience as you pedal down the quiet streets of the town of Celebration, famous for its nostalgic hometown flavor and elegance. Discover picturesque neighborhoods with world-class architecture and a vibrant downtown area. Take in the natural wildlife while on scenic winding trails and waterfront pathways. Free bike trail maps are provided with all bike rentals.

Health Care & Medical Facilities

Whether you need medical equipment or prescriptions ready when you arrive, or an unexpected illness or injury interrupts your fun – healthcare services will be within reach.

What's Nearby & Excursions

If you're looking for local excursions to mix things up while spending your winter in Kissimmee, you'll find it's well located to visit many nearby Florida attractions. Here are just a few suggestions:

Kennedy Space Center Visitor Complex

Explore the gateway to space exploration at Kennedy Space Center Visitor Complex, located just 90 minutes from Kissimmee. Get face to face with shuttles such as the space shuttle Atlantis and get on a first-name basis with astronauts in the U.S. Astronaut Hall of Fame.

Victory Casino Cruise

Victory Casino Cruise, located just an hour from Kissimmee, sails seven days a week, twice daily, and features Vegas-style gaming with craps, roulette, blackjack, mini-baccarat, three-card poker, ultimate Texas hold'em, and the region's only sportsbook. 

Canadian Deals & Offers

Snowbirds can visit our Experience Kissimmee Deals & Discounts page here for the latest deals and offers.

Cruise Ports

If you're a snowbird looking to enjoy a cruise during your stay in Florida, Kissimmee is within easy driving distance of two major cruise ports:

• Port Canaveral Cruise Port Terminal on the East Coast, I-4 East, 94kms (59 miles): Carnival, Disney, Norwegian Cruise Line, Royal Caribbean
• Tampa Cruise Port on the West Coast, I-4 West, 117kms (73 miles): Carnival, Holland America, Norwegian Cruise Line, Royal Caribbean

LGBTQ

Kissimmee welcomes snowbirds and other travellers who are members of the LGBTQ+ community. The following resources are available:

• LGBT+ Center Kissimmee is a satellite office of the LGBT+ Center Orlando, Inc.
• The Sheriff’s office launched a safe place program
• Find a list of LGBTQ friendly businesses in the Greater Orlando area

See why Canadian snowbirds love Kissimmee:

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