Osceola County Resorts

We selected the 265 homes worth renting in this location

Who's coming along?

Adults

Age 13+

0

Children

Age 1 to 12

0

Infants

Under 1

0

Pets

An extra fee may apply

0

Home spotlights in Osceola County

The Time Traveler's Daughter

The Time Traveler's Daughter

  • 20 guests

  • 9 bedrooms

Four Corners, Osceola County

This vacation home is perfect for families looking to have a fun-filled retreat. The kids will love the jungle-themed bedroom with tree trunk bunk beds and the toy-themed bedroom with floor-to-ceiling wall art of their favorite toys.

The Magic of Disney

The Magic of Disney

  • 18 guests

  • 8 bedrooms

Four Corners, Osceola County

This vacation home in The resort is perfect for families with kids who will love the Winter and Superhero-themed bedrooms, private home theater, game room/loft, and private screened-in pool and spa. The game room has a karaoke system, mini jungle gym, arcade games, and a lounge area with a smart TV.

The Blue Burdock

The Blue Burdock

  • 24 guests

  • 9 bedrooms

Four Corners, Osceola County

Indulge in the ultimate vacation experience at this grand, fully furnished villa, complete with top-of-the-line amenities. The sprawling living space boasts brand new couches, plush accent chairs, and a 75" flat-screen TV.

The Starlight Sky

The Starlight Sky

  • 18 guests

  • 8 bedrooms

Four Corners, Osceola County

This stunning vacation home, located in a resort community, is perfect for families looking for a magical and luxurious getaway. The house features two themed bedrooms - one with life-sized wizards and the other with Hawaiian beach decor - that are sure to delight kids.


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

Explore the 265 most perfect homes in our collection

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Most popular homes in Osceola County

Coral Canyon View Lifestyle

Coral Canyon View Lifestyle

  • 18 guests

  • 5 bedrooms

Polk County, Florida

Strawberry Bikini

Strawberry Bikini

  • 18 guests

  • 6 bedrooms

Polk County, Florida

Close To The Country

Close To The Country

  • 10 guests

  • 4 bedrooms

Four Corners, Osceola County

So Much Better

So Much Better

  • 34 guests

  • 12 bedrooms

Polk County, Florida

The Blue Ocean

The Blue Ocean

  • 7 guests

  • 2 bedrooms

Kissimmee, Osceola County

Take Me to the Ball Game

Take Me to the Ball Game

  • 16 guests

  • 6 bedrooms

Four Corners, Osceola County

The Tallest Tree

The Tallest Tree

  • 28 guests

  • 10 bedrooms

Polk County, Florida

Just Another Day At The Beach

Just Another Day At The Beach

  • 18 guests

  • 7 bedrooms

Four Corners, Osceola County

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Check upcoming rates & availability for Osceola County Resorts


Frequently asked questions

Find homes in Osceola County, Florida, United States with all the luxuries of a resort. Each and every one of our vacation rentals is obsessively checked by our experts, and comes fully furnished with the best-equipped kitchens, essential bathroom toiletries and all linen included. A stay in one of our homes in Osceola County, Florida, United States that brings a resort vacation to mind is a stay that guarantees quality, so book your getaway today. And of course, feel free to reach out to our expert team, on hand to assist you 24/7.

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