Book Luxury Villas in Osceola County

We selected the 98 homes worth renting in this location

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Age 1 to 12

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Home spotlights in Osceola County

Family Fun in Florida

Family Fun in Florida

  • 24 guests

  • 10 bedrooms

Polk County, Florida

Themed bedrooms and an arcade make this villa an instant hit with kids—but adults won’t be left out. There’s a home cinema, a private swimming pool with a built-in jacuzzi and basketball hoop, plus plenty of space to relax, unwind, and gather together as a family.

Sunshine Beach

Sunshine Beach

  • 28 guests

  • 11 bedrooms

Polk County, Florida

Looking for a fun group getaway? This resort home was designed for just that.

 Sunshine Flow

Sunshine Flow

  • 16 guests

  • 5 bedrooms

Four Corners, Osceola County

Magic meets comfort at this spacious home, just minutes from the wonder of Disney. With a private screened pool, a fun-filled game room, and plenty of room for a big group to stretch out, it’s got everything you need for a carefree family escape.

Game On Villa

Game On Villa

  • 24 guests

  • 6 bedrooms

Polk County, Florida

Just over a twenty-minute drive from Disney, this Orlando villa is perfectly placed for family fun, with Universal Studios, SeaWorld and more also close by. The LEGO and space-themed bedrooms with custom bunk beds will keep little ones happy.


We selected the top 3% holiday homes in Osceola County Villas

Explore the 98 most perfect homes in our collection

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Most popular homes in Osceola County

Disney Daydreams

Disney Daydreams

  • 17 guests

  • 5 bedrooms

Osceola County, Florida

Way Home

Way Home

  • 24 guests

  • 10 bedrooms

Polk County, Florida

Wonder Mansion

Wonder Mansion

  • 26 guests

  • 10 bedrooms

Four Corners, Osceola County

Coral Reef Blue

Coral Reef Blue

  • 17 guests

  • 5 bedrooms

Osceola County, Florida

Melody Villa

Melody Villa

  • 28 guests

  • 11 bedrooms

Polk County, Florida

Mickey's Melody

Mickey's Melody

  • 15 guests

  • 5 bedrooms

Osceola County, Florida

Maitland Hills

Maitland Hills

  • 10 guests

  • 4 bedrooms

Osceola County, Florida

Emerald Cove

Emerald Cove

  • 28 guests

  • 10 bedrooms

Polk County, Florida

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Check upcoming rates & availability for Osceola County Villas


Frequently asked questions

Secure a luxury stay in one of the remarkable Villas in our Osceola County, Florida, United States collection. Our quality and consistency is unmatched, with only the top 3% of homes making it onto our site. Our meticulous home experts test everything from shower pressure to a home's feel and atmosphere, so there really is no need to worry about a thing. Your chosen home is also guaranteed to be fully furnished, with an excellently-equipped kitchen, essential bathroom toiletries, and linens all included. Acquire the help of our friendly experts, on standby 24/7 and always eager to assist you in your hunt for the finest luxury Villa in the entirety of Osceola County.

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