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.
Top rated rentals — Kissimmee

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.

Can I rent Houses in Kissimmee?

Yes, of course. Vrbo Canada has 21,061 Houses in Kissimmee. Our other popular types of vacation rentals in Kissimmee include:

  • Villas: 5,344 lodging choices
  • Condos/Apartments: 5,295 lodging choices
  • Resorts: 1,118 lodging choices

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

Can I find a vacation rental with pool in Kissimmee?

Yes, you can select your preferred vacation rental with pool among our 26,289 vacation homes with pool available in Kissimmee.

Explore destinations around Kissimmee

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
185 vacation rentals
Lakeside Estates
27 vacation rentals
Bass Lakes Estates
713 vacation rentals
Morgan Point
19 vacation rentals
Liberty Village
92 vacation rentals
Country Creek Estates
301 vacation rentals
Mill Run
22 vacation rentals
Villas at Shadow Bay
103 vacation rentals