Rent Luxury Self-Catering Apartments in Osceola County

We selected the 235 homes worth renting in this location

Who's coming along?

Adults

Age 13+

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Children

Age 1 to 12

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Infants

Under 1

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Pets

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Home spotlights in Osceola County

Sunny Meadows

Sunny Meadows

  • 28 guests

  • 11 bedrooms

Polk County, Florida

Calling all families – your little ones will love this villa in Florida. From the playroom, games room, and themed bedrooms to the bowling alley and movie theatre, this home is a kid-friendly place to stay and play.

Pineapple Peach

Pineapple Peach

  • 18 guests

  • 8 bedrooms

Four Corners, Osceola County

One thing’s for sure in this Floridian home – you’ll never be bored. Jam-packed with entertainment options including a home cinema, games room, private pool and hot tub, there’s something for everyone here.

Castle and Cape Villa

Castle and Cape Villa

  • 24 guests

  • 9 bedrooms

Four Corners, Osceola County

Looking for the ultimate group getaway in Florida? This spacious villa in Kissimmee is where family fun meets luxury living.

Citrus Garden Breeze

Citrus Garden Breeze

  • 9 guests

  • 3 bedrooms

Osceola County, Florida

Wake up in your Orlando hideaway and decide what the day will bring: a family adventure at Disney, just minutes away, or a lazy morning floating down a winding river under the Florida sun. Return to the perfect spot for a coffee or an evening wine, the the balcony overlooking the garden.


We selected the top 3% holiday homes in Osceola County Self-Catering Apartments

Explore the 235 most perfect homes in our collection

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Most popular homes in Osceola County

The Magic of Love

The Magic of Love

  • 18 guests

  • 8 bedrooms

Four Corners, Osceola County

 King of the Lake

King of the Lake

  • 7 guests

  • 2 bedrooms

Osceola County, Florida

Sounds of Fun

Sounds of Fun

  • 34 guests

  • 12 bedrooms

Polk County, Florida

All The Lights

All The Lights

  • 28 guests

  • 11 bedrooms

Polk County, Florida

Strawberry Sunrise

Strawberry Sunrise

  • 18 guests

  • 6 bedrooms

Polk County, Florida

Mickey's Melody

Mickey's Melody

  • 15 guests

  • 5 bedrooms

Osceola County, Florida

The Blue Ledge

The Blue Ledge

  • 18 guests

  • 6 bedrooms

Polk County, Florida

Non-Stop Fun

Non-Stop Fun

  • 18 guests

  • 6 bedrooms

Polk County, Florida

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Frequently asked questions

Book luxury Self-Catering Apartments in Osceola County, Florida, United States, and enjoy a memorable stay for all the right reasons. We leave no stone unturned in our pursuit of the most remarkable homes, vetting everything from shower pressure to design aesthetic. Every home in our collection of luxury Osceola County Self-Catering Rentals comes fully furnished with a well-equipped kitchen, all linens, and essential bathroom toiletries included. And should you need any help in finding the perfect home, our friendly experts are always on hand to help.

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