Rent Luxury Accommodation in Osceola County

We selected the 235 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

All Around The House

All Around The House

  • 12 guests

  • 4 bedrooms

Osceola County, Florida

This brand new penthouse vacation rental is located in the Storey Lake Resort, just a stone's throw away from Disney, Disney Springs, Malls and Walmart. With four bedrooms and three bathrooms, this property is perfect for families or groups of up to 12 guests.

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.

The Sweet Palm

The Sweet Palm

  • 18 guests

  • 6 bedrooms

Polk County, Florida

Step into this Orlando retreat, where every corner will make you feel the excitement and fun of childhood, all over again. With clean-lined interiors, a private pool and entertainment at every bend (including a home theatre, arcade, and loft lounge), you’ll never run out of ways to be entertained.

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.


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

Explore the 235 most perfect homes in our collection

View on map

Most popular homes in Osceola County

Friends, Family & Fun

Friends, Family & Fun

  • 13 guests

  • 5 bedrooms

Osceola County, Florida

Citrus Garden Breeze

Citrus Garden Breeze

  • 9 guests

  • 3 bedrooms

Osceola County, Florida

Disney Daydreams

Disney Daydreams

  • 17 guests

  • 5 bedrooms

Osceola County, Florida

Wonderland Mansion

Wonderland Mansion

  • 18 guests

  • 6 bedrooms

Polk County, Florida

A True Joy

A True Joy

  • 28 guests

  • 11 bedrooms

Polk County, Florida

Grand Retreat

Grand Retreat

  • 28 guests

  • 11 bedrooms

Polk County, Florida

The Magic of Osceola

The Magic of Osceola

  • 17 guests

  • 4 bedrooms

Four Corners, Osceola County

The Magic of Love

The Magic of Love

  • 18 guests

  • 8 bedrooms

Four Corners, Osceola County

View all

Check upcoming rates & availability for Osceola County Accommodation


Frequently asked questions

Take a look at our exclusive collection of luxury Accommodation in Osceola County, Florida, United States, and find your dream home. Each and every listing on our site has passed a vigorous testing process with flying colours, which is why we can be so certain that our collection is the best of the best. Only 3% of homes will ever make it onto Plum Guide, emphasising our incredibly high standards and making your job as easy as possible. Every home comes fully furnished with a perfectly-equipped kitchen, essential bathroom toiletries, and all linen included, so you will find everything you need. Get in contact with our friendly team of experts, whose sole purpose is to find you your ideal home, and book your stay in the finest Osceola County Accommodation for Rent.

Search our collection