Discover a selection of more than 10,000 holiday home rentals in Kissimmee, FL, US that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Stayz holiday homes have the best amenities for hanging out with the people that matter most, including pool and private pool. Prices start at AU$ 157 per night, and resorts and villas are popular options for a stay in Kissimmee. Either way, you'll find holiday accommodation for everyone's needs.
Destination guide

Head to the captivating city of Kissimmee

Come and experience Kissimmee and its festivals, entertainment and opera. This city's theme park, shopping and sporting events draw many visitors. SeaWorld® Orlando and Universal Studios Florida™ are just a couple of the must-see attractions in the area. If you need more space to accommodate a family holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.


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 highlights

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 many holiday accommodation are available around Kissimmee?

Our 2021 accommodation listings offer a large selection of 23,961 holiday rentals around Kissimmee. From 771 resorts to 5,974 villas, find unique holiday homes for you to enjoy a memorable holiday or a weekend with your family and friends. The best place to stay around Kissimmee is on Stayz.

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 rentals for a long holiday or just a weekend break in Kissimmee:

  • Doral Woods: 149 holiday homes
  • Venetian Bay Villages: 251 holiday homes
  • Veranda Palms: 516 holiday homes
  • Eagle Pointe South: 385 holiday homes
  • The Hamlets: 468 holiday homes

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

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

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

  • The Ice Factory of Central Florida: 23,659 holiday rentals
  • Kissimmee Station: 26,024 holiday rentals
  • Remington Golf Club: 27 holiday rentals
  • Kissimmee Oaks Golf Course: 25,870 holiday rentals
  • Silver Spurs Arena: 25,310 holiday rentals

But there are many other points of interest around Kissimmee listed on Stayz 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 Resorts in Kissimmee?

Yes, of course. Stayz offers 771 Resorts in Kissimmee. Our other popular types of Kissimmee holiday rentals include:

  • Villas: 5,974 holiday houses
  • Houses: 19,655 holiday houses
  • Condos/Apartments: 3,259 holiday houses

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 22,565 holiday homes with pool available in Kissimmee. Please use our search bar to access the selection of holiday rentals available.

    Explore destinations around Kissimmee

    Doral Woods
    149 holiday rentals
    Venetian Bay Villages
    251 holiday rentals
    Veranda Palms
    516 holiday rentals
    Eagle Pointe South
    385 holiday rentals
    The Hamlets
    468 holiday rentals
    Liberty Village
    104 holiday rentals
    Cumbrian Lakes
    141 holiday rentals
    Chatham Park
    290 holiday rentals
    Lake Berkley
    869 holiday rentals
    Bass Lakes Estates
    757 holiday rentals
    Lakeside Estates
    20 holiday rentals
    Trafalgar Village
    42 holiday rentals
    Indian Point
    1,877 holiday rentals
    Montego Bay
    333 holiday rentals
    883 holiday rentals
    Crescent Lakes
    109 holiday rentals
    Indian Ridge
    846 holiday rentals
    383 holiday rentals
    Royal Palm Bay
    55 holiday rentals
    Historic Downtown Kissimmee
    253 holiday rentals