Book Luxury Short Stay Rentals in Kissimmee

We selected the 74 homes worth renting in this location

Who's coming along?

Adults

Age 13+

0

Children

Age 1 to 12

0

Infants

Under 1

0

Pets

An extra fee may apply

0

Home spotlights in Kissimmee

Coconut Canyon

Coconut Canyon

  • 10 guests

  • 4 bedrooms

Osceola County, Florida

This brand new vacation rental is a stunning 4 bedroom, 3 bathroom property with a private pool. Located in the highly sought-after Storey Lake Resort, this property is perfect for families and groups looking to have a fantastic vacation.

The Sea Dragon

The Sea Dragon

  • 6 guests

  • 2 bedrooms

Osceola County, Florida

This brand new vacation rental condo is located in the Storey Lake Resort and offers guests a fantastic vacation experience. The condo features two bedrooms and two bathrooms, including a king bedroom with an en-suite bathroom and a second bedroom with a full bed, twin bed, and sofa bed.

Mickey's Melody

Mickey's Melody

  • 15 guests

  • 5 bedrooms

Osceola County, Florida

This home sets the stage for magical stay in Florida. It’s just a short drive to Disney World, Disney Springs as well as the centre of Kissimmee where you’ll find all the amenities you could need.

Electric Ocean

Electric Ocean

  • 15 guests

  • 5 bedrooms

Osceola County, Florida

If you’re looking to soak up the sunny spirit of Florida, this home offers an uplifting solution. It’s just a short drive to Disney World so you’ll be spoiled for choice when it comes to family fun.


We selected the top 3% holiday homes in Kissimmee Short Stay Rentals

Explore the 74 most perfect homes in our collection

View on map

Most popular homes in Kissimmee

Sailing In The Sky

Sailing In The Sky

  • 15 guests

  • 4 bedrooms

Osceola County, Florida

Maitland Hills

Maitland Hills

  • 10 guests

  • 4 bedrooms

Osceola County, Florida

Crystal Sunrise

Crystal Sunrise

  • 6 guests

  • 2 bedrooms

Osceola County, Florida

 The Lake Hideaway

The Lake Hideaway

  • 6 guests

  • 2 bedrooms

Osceola County, Florida

The Canyoneer

The Canyoneer

  • 11 guests

  • 4 bedrooms

Osceola County, Florida

Sunset Haze

Sunset Haze

  • 15 guests

  • 5 bedrooms

Osceola County, Florida

Cottonwood & Palm

Cottonwood & Palm

  • 15 guests

  • 5 bedrooms

Osceola County, Florida

Sunshine Ranch

Sunshine Ranch

  • 13 guests

  • 5 bedrooms

Osceola County, Florida

View all

Check upcoming rates & availability for Kissimmee Short Stay Rentals


Frequently asked questions

Browse our curated collection of Short Stay Rentals in Kissimmee. From impeccable interior design and chef-worthy kitchens, to fully furnished bathrooms and the inclusion of all linens, the homes in our collection come complete with everything you need. Each of the Kissimmee luxury short stay apartments in our collection has been expertly reviewed to ensure the quality standards you can trust, so book today to enjoy a getaway to remember. And should you need any assistance, our friendly team of experts are here to help you find the perfect home.

Search Our Collection