Destination guide

Search for your Kissimmee holiday home

Kissimmee is up there with Florida's most famous family destinations. It sits just a stone's throw from the iconic theme parks of Lake Buena Vista, which means the enchanting castles of Disney's Magic Kingdom and the splashing Typhoon Lagoon all beckon nearby. Its core is the Kissimmee Old Town, a hubbub of burger bars and fairground rides and shopping that's bound to keep the whole crew entertained. And on top of all that, Kissimmee holiday lettings are often tailor-made for families, coming with several bedrooms, self-catering kitchens, dining spaces and room for the car.


Sightseeing in and around Kissimmee

Are you hoping to find things to do while you're in the area? Venture out of your holiday home and experience everything that makes Kissimmee a one-of-a-kind holiday spot. Here are some of the major attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • SeaWorld® Orlando (8.9 mi / 14.3 km)
  • Universal Studios Florida™ (12.8 mi / 20.5 km)
  • Walt Disney World® (13.6 mi / 21.9 km)
  • Gatorland® (3.8 mi / 6.2 km)
  • Discovery Cove (8.4 mi / 13.6 km)
  • Aquatica (8.9 mi / 14.3 km)

Seasonal weather averages in Kissimmee

If you're hoping to enjoy some warm-weather activities on your holiday, July, August, June and September are the hottest months to visit, when temperatures average 33°F.

Natural features

Exploring the natural landscape of Kissimmee

Whether you're an adventurous traveller or just want to spend some time taking in the scenery, Kissimmee is a great place to get outside. These are some of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city centre:

  • Kissimmee Lakefront Park (0.2 mi / 0.4 km)
  • Brinson Park (0.5 mi / 0.8 km)
  • Shingle Creek Regional Park (3 mi / 4.8 km)
  • Lake Cecile (5 mi / 8 km)
  • Lake Tohopekaliga (6.2 mi / 10 km)
  • Lake Bryan (7.5 mi / 12.1 km)
How to get there

Transport to and around Kissimmee

The nearest airport is in Kissimmee, FL (ISM-Kissimmee Gateway), located 1.9 mi (3 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could also fly into Orlando, FL (MCO-Orlando Intl.), which is 11.2 mi (18 km) away.

If you're travelling by train, the main station serving the city is Kissimmee Station.

How to get around

Getting around holiday rentals in Kissimmee

Rental cars are ubiquitous in Kissimmee and a vast majority of the travellers who head here on a family break will opt for their own wheels. It's easy to see why. Not only do loads of Kissimmee holiday homes come with on-site parking but the city is really well-linked to Highway 192. That has 2 advantages; 1st, it connects with Interstate 4 to get you to the theme parks in less than 30 minutes, and 2nd, it connects with Route 441, to get you to Orlando International Airport in just 25 minutes. There is a public bus provider for those determined not to rent a car. It's called the LYNX network and has routes going to central Orlando and the popular draws along International Drive.

Restaurants and bars

Restaurant areas to try near Kissimmee holiday homes

  • Historic Downtown Kissimmee is the main place to dine, with its fun-loving themed restaurants
  • Lake Buena Vista is home to more family eateries than you can shake an American burger at – go there for dining close to Disney World
  • Budget buffet restaurants can be found fringing the edges of Highway 192
  • Head up to Hollywood Way to find rock-themed cocktail bars, sushi kitchens and Cajun shrimp cooks
  • This whole area of central Florida is a great place to be if you like Tex-Mex food and BBQ – try Main Street and Vine Street for those
Essential info

Kissimmee facts to know for travellers

  • Kissimmee has a population of just under 70,000
  • Kissimmee is often coupled with the nearby town of St Cloud, called the Kissimmee-St Cloud area
  • The closest major airport is the huge Orlando International Airport
  • The hurricane season lasts from June to November, so be ready for some storms in Kissimmee then
  • Kissimmee holiday rentals tend to be popular at Christmas and during major holidays
Family friendly

Fun for the whole family in Kissimmee

Kissimmee villa rentals are a real family favourite. That's not just because they often come with on-site pools and plenty of bedrooms, but also because they sit right on the cusp of some of the Sunshine State's most fun-inducing draws. Walt Disney World is the obvious chart-topper. It sprawls out, with its clutch of different theme parks, just a whisker to the north-west – home to the mighty Animal Kingdom and the spires of Cinderella's castle. Universal Studios is also up that way, packed with Harry Potter-themed attractions and cartoon-inspired roller coasters. Closer to home, you can hit the Osceola Heritage Park for days of Major League Baseball showdowns, or sample Silver Spurs Arena for rollicking rodeos at night.

Where to stay around Kissimmee?

Our 2019 accommodation listings offer a large selection of 42,468 holiday lettings near Kissimmee. From 12,647 Houses to 16,267 Villas, find unique self catering accommodation for you to enjoy a memorable holiday or a weekend with your family and friends. The best place to stay near Kissimmee is on HomeAway.

What is the best area to stay when travelling to Kissimmee?

Whether you are travelling solo or with family and friends, here are the areas with the largest selection of holiday accommodations for a long holiday or just a weekend break in Kissimmee:

  • Lake Berkley: 1,692 holiday homes
  • Cumbrian Lakes: 255 holiday homes
  • Bellavida: 1,741 holiday homes
  • Eagle Pointe South: 680 holiday homes
  • Crescent Lakes: 189 holiday homes

For other neighbourhoods, please use our search bar to access the selection of holiday rentals available.

What are the most popular points of interest and landmarks to stay near when travelling to Kissimmee?

HomeAway offers a large selection of holiday accommodations near great places in Kissimmee. From HomeAway travellers, the most popular points of interest to stay near are:

  • Kissimmee Lakefront Park: 40,433 holiday lettings
  • Remington Golf Club: 37 holiday lettings
  • Reunion Resort Golf Course: 44,727 holiday lettings
  • Old Town: 44,654 holiday lettings
  • Mystic Dunes Golf Club: 44,715 holiday lettings

But there are many other points of interest around Kissimmee listed on HomeAway where you can find your place to stay. Please use our search bar to access the selection of holiday rentals available near the point of interest of your choice.

Can I rent Houses in Kissimmee?

Yes, of course. HomeAway offers 12,647 Houses in Kissimmee. Our other popular types of Kissimmee holiday rentals include:

  • Villas: 16,267 self catering accommodations
  • Flats: 4,247 self catering accommodations
  • Townhouses: 8,243 self catering accommodations

But you can also enjoy a great stay in one of our other holiday rentals including Resorts and more.

Can I find a holiday accommodation with pool in Kissimmee?

Yes, you can select your preferred holiday accommodation with pool among our 40,005 holiday homes with pool available in Kissimmee. Please use our search bar to access the selection of holiday rentals available.

    Explore destinations around Kissimmee

    43,626 holiday rentals
    42,690 holiday rentals
    43,913 holiday rentals
    Lake Buena Vista
    43,081 holiday rentals
    32,746 holiday rentals
    Four Corners
    31,531 holiday rentals
    Haines City
    33,340 holiday rentals
    33,913 holiday rentals
    Winter Park
    433 holiday rentals
    Winter Garden
    43,117 holiday rentals
    10,515 holiday rentals
    Hunters Creek
    41,980 holiday rentals
    44,199 holiday rentals
    40,162 holiday rentals
    136 holiday rentals
    Winter Haven
    1,458 holiday rentals
    Oak Ridge
    6,844 holiday rentals
    Doctor Phillips
    10,011 holiday rentals
    Buena Ventura Lakes
    35,944 holiday rentals
    Saint Cloud
    43,022 holiday rentals