Book Luxury Short Stay Rentals in Osceola County

We selected the 305 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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Home spotlights in Osceola County

All Around The House

All Around The House

  • 12 guests

  • 4 bedrooms

Osceola County, Florida

This brand new penthouse vacation rental is located in the Storey Lake Resort, just a stone's throw away from Disney, Disney Springs, Malls and Walmart. With four bedrooms and three bathrooms, this property is perfect for families or groups of up to 12 guests.

A Little More Sunshine

A Little More Sunshine

  • 18 guests

  • 6 bedrooms

Polk County, Florida

This villa is a luxurious seven-bedroom vacation home located within a resort. The house features a high-ceilinged foyer leading into an elegant great room with cozy furnishings, a pool table, and an oversized TV.

The Blue Burdock

The Blue Burdock

  • 24 guests

  • 9 bedrooms

Four Corners, Osceola County

Indulge in the ultimate vacation experience at this grand, fully furnished villa, complete with top-of-the-line amenities. The sprawling living space boasts brand new couches, plush accent chairs, and a 75" flat-screen TV.

Sunshine Ranch

Sunshine Ranch

  • 13 guests

  • 5 bedrooms

Osceola County, Florida

This brand new 5-bedroom, 4-bathroom vacation rental with a pool is located in the Storey Lake Resort, providing an unforgettable vacation. The bedrooms consist of two king bedrooms, one king suite, one bedroom with a full and twin bed, and one bedroom with a bunk bed twin over full with a twin trundle bed.


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

Explore the 305 most perfect homes in our collection

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Most popular homes in Osceola County

The Tallest Tree

The Tallest Tree

  • 28 guests

  • 10 bedrooms

Polk County, Florida

Grand Retreat

Grand Retreat

  • 28 guests

  • 11 bedrooms

Polk County, Florida

The Great Florida

The Great Florida

  • 16 guests

  • 7 bedrooms

Four Corners, Osceola County

Taller Than Life

Taller Than Life

  • 13 guests

  • 4 bedrooms

Osceola County, Florida

Siesta Shade

Siesta Shade

  • 15 guests

  • 5 bedrooms

Loughman, Polk County

Summer's Insomniac Dream

Summer's Insomniac Dream

  • 10 guests

  • 4 bedrooms

Osceola County, Florida

The Swamp Orelse

The Swamp Orelse

  • 15 guests

  • 5 bedrooms

Four Corners, Osceola County

The Lazy River

The Lazy River

  • 6 guests

  • 2 bedrooms

Osceola County, Florida

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Frequently asked questions

Browse our curated collection of Short Stay Rentals in Osceola County, Florida, United States. 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 Osceola County 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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