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We selected the 235 luxury monthly villas and homes worth renting in this location

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Home spotlights in Osceola County

Magic Retreat

Magic Retreat

  • 16 guests

  • 6 bedrooms

Four Corners, Osceola County

If you're planning a trip to Disney, this home is a great choice. It's set in a resort just twenty minutes away by car, so it couldn't be easier to go and see Mickey and the gang.

Friends, Family & Fun

Friends, Family & Fun

  • 13 guests

  • 5 bedrooms

Osceola County, Florida

On the outskirts of Orlando, just a quick twenty-minute drive from Disney World, this spacious family home promises a stay packed with memories. Upon crossing the threshold, you’ll be hit immediately by this home’s airiness, compounded by high ceilings and a large open-plan living space.

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.

The Great Blue Hole

The Great Blue Hole

  • 18 guests

  • 7 bedrooms

Four Corners, Osceola County

This is the perfect vacation home for families looking for a fun-filled getaway. Kids will love the superhero and Fashionista-themed bedrooms, complete with over-the-top bunk beds and decor.


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

Explore the 235 most perfect homes in our collection

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Most popular homes in Osceola County

Pineview Villa

Pineview Villa

  • 34 guests

  • 12 bedrooms

Polk County, Florida

Citrus Garden Breeze

Citrus Garden Breeze

  • 9 guests

  • 3 bedrooms

Osceola County, Florida

The Magic of Osceola

The Magic of Osceola

  • 17 guests

  • 4 bedrooms

Four Corners, Osceola County

Disney Daydreams

Disney Daydreams

  • 17 guests

  • 5 bedrooms

Osceola County, Florida

For You Love

For You Love

  • 10 guests

  • 4 bedrooms

Osceola County, Florida

 King of the Lake

King of the Lake

  • 7 guests

  • 2 bedrooms

Osceola County, Florida

Palmview Paradise

Palmview Paradise

  • 5 guests

  • 2 bedrooms

Osceola County, Florida

Orlando Adventure

Orlando Adventure

  • 20 guests

  • 9 bedrooms

Four Corners, Osceola County

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Check upcoming rates & availability for Osceola County Short Stay Rentals


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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