Book Luxury Short Stay Rentals in Osceola County

We selected the 253 homes worth renting in this location

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Adults

Age 13+

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Age 1 to 12

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Home spotlights in Osceola County

Way Home

Way Home

  • 24 guests

  • 10 bedrooms

Polk County, Florida

This villa in a resort community offers an unforgettable family vacation experience. The highlight of the property is the themed bedrooms, featuring princess and wizard themes that will enchant children.

Strawberry Bikini

Strawberry Bikini

  • 18 guests

  • 6 bedrooms

Polk County, Florida

This home is part of a one-of-a-kind vacation community that hosts 71 luxury homes and exclusive amenities. The villa is a brand new home with high-end, lobby-style vibes, adorned in mid-century modern style with sleek yet comfy seating.

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.

The Indian Village

The Indian Village

  • 9 guests

  • 3 bedrooms

Osceola County, Florida

This brand new 3-bedroom, 2-bathroom vacation rental condo in Storey Lake Resort is the perfect place for an amazing vacation. The condo boasts a king bedroom with an en-suite bathroom, a bedroom with three twin beds, and another bedroom with a twin over full bunk bed and a twin trundle.


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

Explore the 253 most perfect homes in our collection

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Most popular homes in Osceola County

The Blue Burdock

The Blue Burdock

  • 24 guests

  • 9 bedrooms

Four Corners, Osceola County

Sunflower Sun

Sunflower Sun

  • 6 guests

  • 2 bedrooms

Osceola County, Florida

Paradise on the Shore

Paradise on the Shore

  • 12 guests

  • 5 bedrooms

Osceola County, Florida

The Magic of Disney

The Magic of Disney

  • 18 guests

  • 8 bedrooms

Four Corners, Osceola County

Coral Canyon View Lifestyle

Coral Canyon View Lifestyle

  • 18 guests

  • 5 bedrooms

Polk County, Florida

The Magic of Osceola

The Magic of Osceola

  • 17 guests

  • 4 bedrooms

Four Corners, Osceola County

The Blue Ocean

The Blue Ocean

  • 7 guests

  • 2 bedrooms

Kissimmee, Osceola County

Taller Than Life

Taller Than Life

  • 13 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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