Kissimmee, FL, US holiday rentals: villas & more

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.

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Find the best place to stay — Kissimmee

Search 28,326 holiday rentals

Stayed Jan 2023

Perfect!

This home was great for our family weekend get away! Everything was clean and the house was stocked with everything you could imagine. Included a stroller that we forgot at home! There were games for all age groups. The location is perfect. Would def...

Stayed Jan 2023

My first time using VRBO

Thank you for making my first time using VRBO so wonderful! I was so happy to see how clean the pool was. There was plenty of space for everyone. The layout of the house is perfect! Thank you for being so good with communication. I felt so taken care...

Stayed Dec 2022

Beautiful Holiday Vacation

My family and I (8 people) stayed in this home for 10 days. The home was beautiful, completely furnished, and had everything needed for full kitchen use. Beds were very comfortable. The hot tub was the big hit with the adults. The kids loved the game...

Stayed Dec 2022

Great value for price

This property was a great value for the price. Close to theme parks, very clean, easy to access. I didn’t have any problem with the visitor’s gate, although I wish there was a way for us to get standard access rather than going through the visitor en...

Stayed Dec 2022

Brilliant 3 week stay

Firstly the owner Gaynor was great with communication. We had a wonderful stay and walking through the front door for the first time filled us with such excitement and we couldn't wait to jump in the pool. The villa was definitely the best option,...

Stayed Dec 2022

Our 2nd visit to Venetian Bay Village, our first with this host

Property was clean, tidy, had almost everything we needed. My only complaints would be the frying pans were warped beyond use - wouldn’t sit flat on stovetop, we had to buy a new one to cook with which we left for other guests yo use. A lot of the pl...

Stayed Dec 2022

Lovely stay, would happily stay again.

Lovely house, clean comfortable everything you would need. Comfortable beds, lots of clean towels, washing machine and dryer iron, dishwasher, and cable TV. Owner left a couple of a bits for first night, like dishwasher tablets, toilet paper that kin...

Stayed Dec 2022

Quiet getaway

We arrived to find the house clean and fully equipped with everything we needed. Location is convenient to attractions and activities. Neighborhood is a good location for walking and biking. The house was quiet and the owners were great to deal with.

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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)

Weather

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.