Discover a selection of more than 10,000 vacation rentals in Kissimmee, FL 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 pools and swimming pools. Prices start at $85 per night, and houses and resorts 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, FL?

Our 2021 property listings offer a large selection of 23,944 vacation rentals around Kissimmee. From 18,539 house rentals to 1,228 resort rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

What are the popular point of interests near where I can stay when traveling to Kissimmee?

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

  • Reunion Resort Golf Course: 26,076 vacation rentals
  • Old Town: 26,299 vacation rentals
  • Kissimmee Lakefront Park: 22,474 vacation rentals
  • Remington Golf Club: 22 vacation rentals
  • Mystic Dunes Golf Club: 26,109 vacation rentals

But there are many other points of interest around Kissimmee listed on Vrbo 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 has 18,539 Houses in Kissimmee. Our other popular types of vacation rentals in Kissimmee include:

  • Resorts: 1,228 rentals available
  • Villas: 5,144 rentals available
  • Cabins: 46 rentals available

But you can also enjoy a great stay in one of our other vacation rentals 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 22,689 vacation rentals with pool available in Kissimmee. Please use our search bar to access the selection of vacation rentals available.

Explore destinations around Kissimmee

Reunion Resort Golf Course
26,076 vacation rentals
Old Town
26,299 vacation rentals
Kissimmee Lakefront Park
22,474 vacation rentals
Remington Golf Club
22 vacation rentals
Mystic Dunes Golf Club
26,109 vacation rentals
Boggy Creek Airboat Rides
13,668 vacation rentals
Osceola Heritage Park
25,172 vacation rentals
Silver Spurs Arena
25,529 vacation rentals
Falcon's Fire Golf Club
26,316 vacation rentals
The Ice Factory of Central Florida
24,025 vacation rentals
Capone's Dinner Show
26,374 vacation rentals
Kissimmee Bay Country Club
18,410 vacation rentals
Fun Spot America
26,304 vacation rentals
Jack Nicklaus Course
26,077 vacation rentals
Austin-Tindall Regional Park
10,991 vacation rentals
Kissimmee Golf Club
26,250 vacation rentals
Kissimmee Civic Center
26,286 vacation rentals
Orlando Health ER and Medical Pavilion
25,898 vacation rentals
Osceola Performing Arts Center
25,894 vacation rentals
192 Flea Market
26,269 vacation rentals