Luxury Long Stay Rentals in Osceola County

We selected the 232 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

River Resort

River Resort

  • 4 guests

  • 2 bedrooms

Osceola County, Florida

This modern apartment is ideal for groups eager to explore Orlando's world famous theme parks without having to accommodate younger guests. While other homes in the area come with bunk beds and games rooms, this condo is more stripped back, with a good size living room, kitchen and dining area which opens out onto a private balcony with comfy seating.

 King's Castle

King's Castle

  • 8 guests

  • 3 bedrooms

Osceola County, Florida

Looking for a holiday that caters to the whole family? This resort condo might just be it.

Mansion Adventure

Mansion Adventure

  • 34 guests

  • 12 bedrooms

Polk County, Florida

This family-friendly mansion makes every day of your Orlando holiday feel special. Kids will love the playful themed bedrooms while grown-ups can unwind in the stylish living room or cook together in the sleek, fully equipped kitchen.

A Tale of Magic

A Tale of Magic

  • 28 guests

  • 11 bedrooms

Polk County, Florida

Just a short drive from Disney, this home places you in a magical part of Florida. Days can be spent exploring the local attraction parks or Downtown Orlando and Kissimmee.


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

Explore the 232 most perfect homes in our collection

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Most popular homes in Osceola County

Game On Villa

Game On Villa

  • 24 guests

  • 6 bedrooms

Polk County, Florida

Siesta Shade

Siesta Shade

  • 15 guests

  • 5 bedrooms

Loughman, Polk County

Sugar Sky

Sugar Sky

  • 24 guests

  • 10 bedrooms

Polk County, Florida

Lakeview Terrace

Lakeview Terrace

  • 8 guests

  • 2 bedrooms

Osceola County, Florida

The Blue Ledge

The Blue Ledge

  • 18 guests

  • 6 bedrooms

Polk County, Florida

Moon Over Lake

Moon Over Lake

  • 34 guests

  • 12 bedrooms

Polk County, Florida

Intergalactic Gem

Intergalactic Gem

  • 18 guests

  • 6 bedrooms

Polk County, Florida

Sunset Haze

Sunset Haze

  • 15 guests

  • 5 bedrooms

Osceola County, Florida

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Check upcoming rates & availability for Osceola County Long Stay Rentals


Frequently asked questions

Explore our collection of luxury Extended Stay Rentals available for you to rent in Osceola County, Florida, United States. Each and every home you'll find has been through a meticulous, multi-stage vetting process to ensure quality our guests can always count on. The Long Stay Rentals in our Osceola County, Florida, United States collection come fully furnished with well-equipped kitchens, all linens, and essential bathroom toiletries included. And if you need any assistance, our friendly team of experts is always on hand to help plan your perfect stay.

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