Book Luxury Vacation Rentals in Osceola County

Award-winning homes from £98

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Home spotlights in Osceola County

Black & White Paradise

Black & White Paradise

  • 4 guests

  • 2 bedrooms

Osceola County, Florida

This brand new vacation rental condo is located in the beautiful Storey Lake Resort and is perfect for a family or group of friends. With two bedrooms and two bathrooms, this condo comfortably accommodates up to four guests.

Sugar Sky

Sugar Sky

  • 24 guests

  • 10 bedrooms

Polk County, Florida

This Orlando villa is the perfect family vacation home, with plenty of entertainment options for kids and adults alike. The themed bedrooms are a hit with the little ones, including a toy room and basketball-themed bedroom complete with over-the-top bunk beds.

Sea View Sanctuary

Sea View Sanctuary

  • 20 guests

  • 7 bedrooms

Osceola County, Florida

This newly furnished and decorated single-family home is located in the Storey Lake community, close to Disney, Disney Springs, restaurants, and shopping centers. The cozy 7-bedroom home features 5 bathrooms, a game room with pool table and air hockey, a fully equipped kitchen, private screened pool and spa, and internet and cable.

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 Vacation Rentals

Explore the 311 most perfect homes in our collection

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Most popular homes in Osceola County

Summer's Insomniac Dream

Summer's Insomniac Dream

  • 10 guests

  • 4 bedrooms

Osceola County, Florida

The Magic of Ketchikan

The Magic of Ketchikan

  • 26 guests

  • 10 bedrooms

Four Corners, Osceola County

Under the Sea Escape

Under the Sea Escape

  • 12 guests

  • 6 bedrooms

Polk County, Florida

The Tallest Tree

The Tallest Tree

  • 28 guests

  • 10 bedrooms

Polk County, Florida

Pineapple Peach

Pineapple Peach

  • 18 guests

  • 8 bedrooms

Four Corners, Osceola County

Kid's Dream Villa

Kid's Dream Villa

  • 12 guests

  • 5 bedrooms

Four Corners, Osceola County

The Soul of an Old Fisherman

The Soul of an Old Fisherman

  • 14 guests

  • 6 bedrooms

Osceola County, Florida

Old Folks At Home

Old Folks At Home

  • 34 guests

  • 10 bedrooms

Polk County, Florida

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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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