Book Luxury Short Stay Rentals in Osceola County

We selected the 275 homes worth renting in this location

Who's coming along?

Adults

Age 13+

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Children

Age 1 to 12

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Infants

Under 1

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Pets

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Home spotlights in Osceola County

Sunshine Beach

Sunshine Beach

  • 28 guests

  • 11 bedrooms

Polk County, Florida

This is a mid-century modern home that is chic and understated in design. The high-end kitchen features premium appliances, elegant blue and cream cabinetry, and stone countertops.

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.

Pineview Villa

Pineview Villa

  • 34 guests

  • 12 bedrooms

Polk County, Florida

This is a luxurious vacation home located in a resort area. With 71 luxury homes and exclusive amenities, this brand new one-of-a-kind vacation community offers a private entrance, scenic views, and a covered playground.

The Magic of Ketchikan

The Magic of Ketchikan

  • 26 guests

  • 10 bedrooms

Four Corners, Osceola County

This luxurious vacation home has everything you need for a fun-filled family vacation. The game room features seven arcade favorites, while the gaming loft offers pool and giant scrabble competitions, karaoke, and a full bar.


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

Explore the 275 most perfect homes in our collection

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Most popular homes in Osceola County

The Magic of Osceola

The Magic of Osceola

  • 17 guests

  • 4 bedrooms

Four Corners, Osceola County

A Little Piece of Sunshine

A Little Piece of Sunshine

  • 28 guests

  • 11 bedrooms

Polk County, Florida

Moon Over Lake

Moon Over Lake

  • 34 guests

  • 12 bedrooms

Polk County, Florida

Bulletproof Blue

Bulletproof Blue

  • 6 guests

  • 2 bedrooms

Osceola County, Florida

Lemon Blue

Lemon Blue

  • 26 guests

  • 10 bedrooms

Four Corners, Osceola County

The Time Traveler's Daughter

The Time Traveler's Daughter

  • 20 guests

  • 9 bedrooms

Four Corners, Osceola County

The Bayou Breeze

The Bayou Breeze

  • 18 guests

  • 6 bedrooms

Polk County, Florida

A History of the Sun

A History of the Sun

  • 10 guests

  • 4 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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