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 pool and private pool. Prices start at C$ 100 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 2021 vacation rental listings offer a large selection of 24,004 house rentals around Kissimmee. From 18,456 house rentals to 5,051 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:

  • Windsor Hills: 2,323 vacation rentals
  • Eagle Pointe South: 358 vacation rentals
  • Bellavida: 843 vacation rentals
  • Chatham Park: 315 vacation rentals
  • Cumbrian Lakes: 134 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:

  • Reunion Resort Golf Course: 26,178 home rentals
  • Old Town: 26,414 home rentals
  • Remington Golf Club: 25 home rentals
  • Kissimmee Golf Club: 26,360 home rentals
  • Mystic Dunes Golf Club: 26,215 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 18,456 Houses in Kissimmee. Our other popular types of vacation rentals in Kissimmee include:

  • Villas: 5,051 lodging choices
  • Condos/Apartments: 3,856 lodging choices
  • Resorts: 1,247 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 22,730 vacation homes with pool available in Kissimmee.

Explore destinations around Kissimmee

Windsor Hills
2,323 vacation rentals
Eagle Pointe South
358 vacation rentals
843 vacation rentals
Chatham Park
315 vacation rentals
Cumbrian Lakes
134 vacation rentals
Lake Berkley
828 vacation rentals
Venetian Bay Villages
264 vacation rentals
2,138 vacation rentals
Liberty Village
92 vacation rentals
Indian Wells
643 vacation rentals
Crescent Lakes
99 vacation rentals
Indian Point
1,808 vacation rentals
Sunset Lakes
4,047 vacation rentals
Crystal Cove
711 vacation rentals
Indian Ridge
776 vacation rentals
Veranda Palms
663 vacation rentals
Crestwynd Bay
1,736 vacation rentals
Trafalgar Village
32 vacation rentals
187 vacation rentals
Royal Palm Bay
62 vacation rentals