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

The Blue Ledge

The Blue Ledge

  • 18 guests

  • 6 bedrooms

Polk County, Florida

Welcome to this home, a stunning 4,000-square-foot Transitional-style villa located in a resort community. This luxury vacation home features seven bedrooms, including a jaw-dropping arctic-themed kids' room that sleeps six and a spacious master bedroom with an en suite bath, walk-in closet, double sinks, shower, and bathtub.

Old Folks At Home

Old Folks At Home

  • 34 guests

  • 10 bedrooms

Polk County, Florida

This home is part of a new vacation community that boasts 71 luxury homes and exclusive amenities. The home is a 7,200-square-foot palace that can accommodate up to 34 guests.

Pineview Villa

Pineview Villa

  • 34 guests

  • 12 bedrooms

Polk County, Florida

This is a luxurious vacation home located in a resort area. With 71 luxury homes and exclusive amenities, this brand new one-of-a-kind vacation community offers a private entrance, scenic views, and a covered playground.

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 Family Friendly Rentals

Explore the 124 most perfect homes in our collection

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Most popular homes in Osceola County

Strawberry Bikini

Strawberry Bikini

  • 18 guests

  • 6 bedrooms

Polk County, Florida

The Rapid River

The Rapid River

  • 28 guests

  • 11 bedrooms

Polk County, Florida

The Dancer's Dance

The Dancer's Dance

  • 28 guests

  • 11 bedrooms

Polk County, Florida

The Blue Dunes

The Blue Dunes

  • 24 guests

  • 10 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

The Blue Forger

The Blue Forger

  • 28 guests

  • 10 bedrooms

Polk County, Florida

So Much Better

So Much Better

  • 34 guests

  • 12 bedrooms

Polk County, Florida

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Check upcoming rates & availability for Osceola County Family Friendly Rentals


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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