Osceola County Luxury Rentals

We selected the 206 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 Osceola County

Mickey's Melody

Mickey's Melody

  • 15 guests

  • 5 bedrooms

Osceola County, Florida

This home sets the stage for magical stay in Florida. It’s just a short drive to Disney World, Disney Springs as well as the centre of Kissimmee where you’ll find all the amenities you could need.

The Blue Dunes

The Blue Dunes

  • 24 guests

  • 10 bedrooms

Polk County, Florida

With a private pool and Jacuzzi, a game loft, and even a twelve-seat cinema, this villa delivers on every front. Calling out for a multi-generational family stay, expect ten en-suite bedrooms – including two themed bunk rooms for little ones – and banquet-worthy dining spaces in the free-flowing living spaces downstairs to gather together.

The Citrus Moon

The Citrus Moon

  • 28 guests

  • 11 bedrooms

Polk County, Florida

Connect with the magic and fun of life with a stay in this impressive family home. You’ll have plenty to keep the whole group entertained with a games room, a casino room and a private pool with a spa for long soaks.

The Sunshine of Your Eyes

The Sunshine of Your Eyes

  • 28 guests

  • 11 bedrooms

Polk County, Florida

Just a short drive from Disney, this Florida home places you right in the heart of the action. You’ll find plenty to keep the whole gang entertained at local attraction parks.


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

Explore the 206 most perfect homes in our collection

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Most popular homes in Osceola County

For the Heart

For the Heart

  • 28 guests

  • 11 bedrooms

Polk County, Florida

Stone Whistle

Stone Whistle

  • 24 guests

  • 10 bedrooms

Polk County, Florida

Float on Fun

Float on Fun

  • 28 guests

  • 11 bedrooms

Polk County, Florida

The Magic of Love

The Magic of Love

  • 18 guests

  • 8 bedrooms

Four Corners, Osceola County

Grand Retreat

Grand Retreat

  • 28 guests

  • 11 bedrooms

Polk County, Florida

For You Love

For You Love

  • 10 guests

  • 4 bedrooms

Osceola County, Florida

Wide Open Skies

Wide Open Skies

  • 28 guests

  • 11 bedrooms

Polk County, Florida

Spirit of Magic

Spirit of Magic

  • 20 guests

  • 9 bedrooms

Four Corners, Osceola County

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Frequently asked questions

A handpicked selection of the best luxury homes in Osceola County, Florida, United States, as chosen by the experts who've visited and vetted thousands of the city's homes. Luxurious interiors, sumptuous bedrooms and prime city centre locations. Available for short and extended stays.

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