Rent Luxury Accommodation in Kissimmee

We selected the 73 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

An extra fee may apply

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Home spotlights in Kissimmee

Sunflower Sun

Sunflower Sun

  • 6 guests

  • 2 bedrooms

Osceola County, Florida

If you're planning an action-packed trip to Florida and want to be close to the good stuff, this family home may do the trick. It's set in a resort – the closest to Walt Disney World – and well-positioned to make the most of the nearby shopping malls and top attractions.

Sunshine on the Lake

Sunshine on the Lake

  • 6 guests

  • 2 bedrooms

Osceola County, Florida

Get ready for a fantastic vacation at this apartment set on a resort in Florida. The communal amenities here are great.

A Rockin' Time Machine

A Rockin' Time Machine

  • 10 guests

  • 4 bedrooms

Osceola County, Florida

This brand new vacation rental is a stunning 4 bedroom, 3 bathroom property with a pool. The cozy beach house is located in the sought-after Storey Lake Resort, making it the perfect destination for an unforgettable vacation.

An Ocala of Ocala

An Ocala of Ocala

  • 16 guests

  • 5 bedrooms

Osceola County, Florida

This brand new single-family home boasts six bedrooms and five bathrooms, including a bedroom on the ground floor. The home features an equipped kitchen, washer/dryer, and a game room in the garage.


We selected the top 3% holiday homes in Kissimmee Accommodation

Explore the 73 most perfect homes in our collection

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Most popular homes in Kissimmee

Yachts & Yacht Houses

Yachts & Yacht Houses

  • 15 guests

  • 4 bedrooms

Campbell, Osceola County

Orlando Sunshine

Orlando Sunshine

  • 20 guests

  • 7 bedrooms

Osceola County, Florida

The Black Marble

The Black Marble

  • 17 guests

  • 5 bedrooms

Osceola County, Florida

Key To The Palm

Key To The Palm

  • 10 guests

  • 4 bedrooms

Osceola County, Florida

The Skyline

The Skyline

  • 15 guests

  • 4 bedrooms

Osceola County, Florida

Halfnote

Halfnote

  • 10 guests

  • 4 bedrooms

Osceola County, Florida

Sunshine Ranch

Sunshine Ranch

  • 13 guests

  • 5 bedrooms

Osceola County, Florida

All Around The House

All Around The House

  • 12 guests

  • 4 bedrooms

Osceola County, Florida

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Check upcoming rates & availability for Kissimmee Accommodation


Frequently asked questions

Take a look at our exclusive collection of luxury Accommodation in Kissimmee, 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 Kissimmee Accommodation for Rent.

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