Discover a selection of more than 10,000 holiday rentals in Kissimmee, FL, US that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo holiday homes have the best amenities for hanging out with the people that matter most, including private pool and pool. Prices start at £ 74 per night, and villas and houses are popular options for a stay in Kissimmee. Either way, you'll find a rental for everyone's needs.
Top rated rentals — Kissimmee
Destination guide

The sunny setting of Kissimmee is ready to explore

Take a holiday to Kissimmee and enjoy the area's festivals, entertainment and opera. Renowned for its theme park, shopping and sporting events, this city welcomes all visitors. Walt Disney World® Resort and Disney's Animal Kingdom® Theme Park are just a couple of the must-see attractions. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Things to do

Activities and attractions in and around Kissimmee

Are you hoping to find attractions to see during your stay? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Kissimmee a one-of-a-kind holiday spot. Here are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Epcot® (10.2 mi / 16.4 km)
  • Walt Disney World® Resort (11.7 mi / 18.9 km)
  • Disney's Animal Kingdom® Theme Park (12.1 mi / 19.5 km)
  • Universal Orlando Resort (13 mi / 21 km)
  • Universal Studios Florida (13.4 mi / 21.6 km)
  • Walt Disney World® (13.6 mi / 21.9 km)

Seasonal weather in Kissimmee

If warm-weather activities are high on your list, July, August, June and September are the hottest months to visit, when temperatures average 27°C.

Natural features

Exploring the natural landscape of Kissimmee

Whether you're looking for exciting outdoor activities or just want to spend some time taking in the scenery, Kissimmee is a great place to spend some time outside. These are some of the area's noteworthy sights, all within 30 miles (48.2 km) of the city centre:

  • Kissimmee Lakefront Park (0.2 mi / 0.3 km)
  • Osceola Heritage Park (2.4 mi / 3.9 km)
  • Lake Bryan (7.5 mi / 12.1 km)
  • Austin-Tindall Regional Park (8.3 mi / 13.4 km)
  • Bill Frederick Park (15.3 mi / 24.6 km)
  • Northeast Regional Park (15.9 mi / 25.6 km)
How to get there

How to get to and around Kissimmee

The nearest airport is in Orlando International Airport (MCO), located 11.4 mi (18.3 km) from the city centre. If you can't find a flight that works for your travel itinerary, you can also fly into Kissimmee, FL (ISM-Kissimmee Gateway), which is 1.8 mi (2.9 km) away.

If you prefer train travel, you can make your way to Kissimmee Station.

How many holiday rentals are available around Kissimmee?

Our 2023 accommodation listings offer a large selection of 28,326 holiday lettings around Kissimmee. From 5,310 villas to 21,222 houses, find unique self catering accommodation for you to enjoy a memorable stay with your family and friends for a long holiday or a weekend break.

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:

  • Cumbrian Lakes: 137 holiday homes
  • Eagle Pointe South: 361 holiday homes
  • Bellavida: 840 holiday homes
  • Venetian Bay Villages: 265 holiday homes
  • Historic Downtown Kissimmee: 232 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?

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

  • 192 Flea Market: 26,814 holiday lettings
  • Kissimmee Golf Club: 26,816 holiday lettings
  • Brinson Park: 26,688 holiday lettings
  • Kissimmee Lakefront Park: 22,685 holiday lettings
  • Medieval Times: 26,846 holiday lettings

But there are many other points of interest around Kissimmee listed on Vrbo UK 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 Villas in Kissimmee?

Yes, of course. Vrbo UK offers 5,310 Villas in Kissimmee. Our other popular types of Kissimmee holiday rentals include:

  • Houses: 21,222 self catering accommodations
  • Resorts: 1,096 self catering accommodations
  • Flats: 5,322 self catering accommodations

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

Can I find a holiday accommodation with pool in Kissimmee?

Yes, you can select your preferred holiday accommodation with pool among our 26,458 holiday homes with pool available in Kissimmee. Please use our search bar to access the selection of holiday rentals available.

Explore destinations around Kissimmee

Cumbrian Lakes
137 holiday rentals
Eagle Pointe South
361 holiday rentals
840 holiday rentals
Venetian Bay Villages
265 holiday rentals
Historic Downtown Kissimmee
232 holiday rentals
182 holiday rentals
Country Creek Estates
296 holiday rentals
Bass Lakes Estates
714 holiday rentals
Lakeside Estates
27 holiday rentals
Morgan Point
19 holiday rentals
Liberty Village
92 holiday rentals
Villas at Shadow Bay
103 holiday rentals
Mill Run
22 holiday rentals