Book Luxury Short Stay Rentals in Kissimmee

We selected the 86 homes worth renting in this location

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Adults

Age 13+

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Children

Age 1 to 12

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Infants

Under 1

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Pets

An extra fee may apply

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Home spotlights in Kissimmee

The Skyline

The Skyline

  • 15 guests

  • 4 bedrooms

Osceola County, Florida

This newly furnished and decorated single family home boasts 5 bedrooms, 5 bathrooms, equipped kitchen, and a private screened pool and spa. With 2 bedrooms located downstairs, this property is perfect for families or groups of friends.

Halfnote

Halfnote

  • 10 guests

  • 4 bedrooms

Osceola County, Florida

This brand new 4 bedroom, 3 bathroom vacation rental with a pool is located in Storey Lake Resort, providing guests with an exceptional vacation experience. The bedrooms include a king bedroom downstairs, a king suite upstairs, and two bedrooms with one full and one twin bed each.

Yachts & Yacht Houses

Yachts & Yacht Houses

  • 15 guests

  • 4 bedrooms

Campbell, Osceola County

This beautiful newly furnished and decorated single-family home boasts 5 bedrooms and 5 bathrooms, with 2 bedrooms located downstairs. Equipped with a fully stocked kitchen, washer and dryer, internet, and cable, this home has everything guests need for a comfortable stay.

Palm Trees & Paintbrush

Palm Trees & Paintbrush

  • 17 guests

  • 5 bedrooms

Osceola County, Florida

This brand new single-family home offers five bedrooms and five bathrooms, with two bedrooms located on the ground floor. The fully equipped kitchen leads to a screened private pool and game room, making it perfect for families.


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

Explore the 86 most perfect homes in our collection

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Most popular homes in Kissimmee

White Carved With Stars

White Carved With Stars

  • 15 guests

  • 4 bedrooms

Osceola County, Florida

Bulletproof Blue

Bulletproof Blue

  • 6 guests

  • 2 bedrooms

Osceola County, Florida

An Ocala of Ocala

An Ocala of Ocala

  • 16 guests

  • 5 bedrooms

Osceola County, Florida

The Sea Dive

The Sea Dive

  • 11 guests

  • 4 bedrooms

Osceola County, Florida

Taller Than Life

Taller Than Life

  • 13 guests

  • 4 bedrooms

Osceola County, Florida

The Lazy River

The Lazy River

  • 6 guests

  • 2 bedrooms

Osceola County, Florida

Coral Reef Blue

Coral Reef Blue

  • 17 guests

  • 5 bedrooms

Osceola County, Florida

Fuzzy Dreams

Fuzzy Dreams

  • 13 guests

  • 5 bedrooms

Osceola County, Florida

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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.

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