Book Luxury Vacation Rentals in Osceola County

Award-winning homes from £98

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Age 1 to 12

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Home spotlights in Osceola County

The Magic of Love

The Magic of Love

  • 18 guests

  • 8 bedrooms

Four Corners, Osceola County

Soak up the sunny spirit of Orlando with a stay in this fun-filled family home. From the themed bedrooms to the movie theatre and games room, this is the perfect spot to make magical memories.

Electric Ocean

Electric Ocean

  • 15 guests

  • 5 bedrooms

Osceola County, Florida

If you’re looking to soak up the sunny spirit of Florida, this home offers an uplifting solution. It’s just a short drive to Disney World so you’ll be spoiled for choice when it comes to family fun.

Castle and Cape Villa

Castle and Cape Villa

  • 24 guests

  • 9 bedrooms

Four Corners, Osceola County

Looking for the ultimate group getaway in Florida? This spacious villa in Kissimmee is where family fun meets luxury living.

Strawberry Sunrise

Strawberry Sunrise

  • 18 guests

  • 6 bedrooms

Polk County, Florida

Just a short drive from Disney World, this home opens its doors to a magical stay in Florida. Days can be spent exploring the nearby attraction parks as well as Downtown Orlando and Kissimmee.


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

Explore the 232 most perfect homes in our collection

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Most popular homes in Osceola County

Friends, Family & Fun

Friends, Family & Fun

  • 13 guests

  • 5 bedrooms

Osceola County, Florida

Wondrous Villa

Wondrous Villa

  • 16 guests

  • 6 bedrooms

Four Corners, Osceola County

Mickey's Melody

Mickey's Melody

  • 15 guests

  • 5 bedrooms

Osceola County, Florida

Coral Reef Blue

Coral Reef Blue

  • 17 guests

  • 5 bedrooms

Osceola County, Florida

Family Funhouse

Family Funhouse

  • 34 guests

  • 12 bedrooms

Polk County, Florida

Fun-Filled Getaway

Fun-Filled Getaway

  • 16 guests

  • 6 bedrooms

Four Corners, Osceola County

Magic Retreat

Magic Retreat

  • 16 guests

  • 6 bedrooms

Four Corners, Osceola County

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Frequently asked questions

Take a look at our collection of luxury Vacation Rentals in Osceola County, Florida, United States. All of the homes you'll find on Plum Guide come fully furnished with all linen, the best-equipped kitchens, and essential bathroom toiletries included. Each home is systematically reviewed before becoming part of our collection, so you can book your stay with total confidence. And if you require any assistance in finding the perfect Osceola County Vacation Rentals for you, get in touch with our team of friendly experts, on hand to help with whatever you need.

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