Kissimmee, FL, US Vacation Rentals: house rentals & more

Discover a selection of more than 10,000 vacation rentals in Kissimmee, FL, US that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including private pool and pool. Prices start at C$ 87 per night, and house rentals and villa rentals 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 28,112 vacation 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

Great location, great price, beautiful house

We were only an average of 20 minute drive from all the Disney parks and it was an easy drive. Location was great. Neighborhood was nice, also. House was wonderful. Easy instructions and everything we needed. We had a wonderful stay! Even saw a small...

Stayed Jan 2023

Just Right

So thankful for this beautiful home to stay in. It housed our family of 13 for the week perfectly. Walmart is around the corner and Disney locations were a short 20 minute drive each morning. We were especially appreciative of a few kitchen supplies ...

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

Awesome time

The property was wonderful. Very clean, had everything you would need, private back yard, outside tv and much more. They even had a Christmas tree put up for Christmas! The hot tub was hot and the pool comfortable. The homeowner was excellent at gett...

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,...

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How many vacation rentals are available around Kissimmee?

Our 2023 vacation rental listings offer a large selection of 28,112 house rentals around Kissimmee. From 21,061 house rentals to 5,344 villa rentals, find unique vacation rental for you to enjoy a memorable holiday or a weekend with your family and friends. The best place to stay around Kissimmee is on Vrbo.

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

Whether you're travelling with family or friends, here are the areas with the largest selection of vacation rentals for a holiday trip or just for a weekend in Kissimmee:

Bellavida: 839 vacation rentals
Cumbrian Lakes: 137 vacation rentals
Venetian Bay Villages: 265 vacation rentals
Eagle Pointe South: 359 vacation rentals
Historic Downtown Kissimmee: 232 vacation rentals

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

What are the popular points of interest near where I can stay when travelling to Kissimmee?

Vrbo Canada offers a large selection of lodging choices near lovely places in Kissimmee. From Vrbo Canada travelers, the most popular points of interest to stay for a holiday trip or just for a weekend are:

Kissimmee Golf Club: 26,790 home rentals
Kissimmee Lakefront Park: 22,672 home rentals
Medieval Times: 26,396 home rentals
192 Flea Market: 26,764 home rentals
Kissimmee Station: 26,264 home rentals

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