Book Family Friendly Rentals in Osceola County

We selected the 124 homes worth renting in this location

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Home spotlights in Osceola County

Shimmering Horizon

Shimmering Horizon

  • 18 guests

  • 6 bedrooms

Polk County, Florida

This is an impressive 4,000-square-foot mansion that can accommodate up to 18 guests. The mansion boasts a high-ceilinged foyer that leads to the great room, equipped with a pool table and oversized TV.

A Disney Mania

A Disney Mania

  • 16 guests

  • 6 bedrooms

Four Corners, Osceola County

This 6-bed/5-bath villa in Orlando is perfect for a family vacation. The villa features two epic-themed bedrooms, including a Minions and Ironman bedroom, that will keep the kids entertained all night long.

The Tallest Tree

The Tallest Tree

  • 28 guests

  • 10 bedrooms

Polk County, Florida

This is a luxurious and spacious 11-bedroom vacation home that offers a wide range of amenities for guests of all ages. The grand entrance welcomes visitors into an upscale central living area with sleek couches and modern furnishings.

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.


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

Explore the 124 most perfect homes in our collection

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Most popular homes in Osceola County

Blue Ridge View

Blue Ridge View

  • 34 guests

  • 11 bedrooms

Polk County, Florida

The Underwater Village

The Underwater Village

  • 18 guests

  • 6 bedrooms

Polk County, Florida

Purse Pinch

Purse Pinch

  • 34 guests

  • 12 bedrooms

Polk County, Florida

The Floridian

The Floridian

  • 18 guests

  • 6 bedrooms

Polk County, Florida

The Magic of Disney

The Magic of Disney

  • 18 guests

  • 8 bedrooms

Four Corners, Osceola County

A Little Piece of Sunshine

A Little Piece of Sunshine

  • 28 guests

  • 11 bedrooms

Polk County, Florida

Just Another Day At The Beach

Just Another Day At The Beach

  • 18 guests

  • 7 bedrooms

Four Corners, Osceola County

The Starlight Sky

The Starlight Sky

  • 18 guests

  • 8 bedrooms

Four Corners, Osceola County

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Frequently asked questions

Discover the ultimate collection of luxury Family Friendly Rentals in Osceola County, Florida, United States. Here at Plum Guide, we prioritise customer satisfaction over everything, which is why we are so meticulous in what we do. Every home in our collection has been put through a vigorous 150-step vetting process, so we promise consistent quality you can count on. Each rental also comes fully furnished will essential bathroom toiletries, an excellently-equipped kitchen, and all linen included. Rent Osceola County Family Friendly Homes now and secure yourself a trip to remember for all the right reasons. And call on the help of our friendly team, on standby night and day to ensure that your decision process is made as straightforward as possible.

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