Osceola County Resorts

We selected the 233 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

Villa Escapade

Villa Escapade

  • 13 guests

  • 5 bedrooms

Four Corners, Osceola County

This modern home is full of entertainment options for younger guests, but doesn't forsake parents and resort fans looking for somewhere kitted out and comfortable. The living room, dining area and kitchen all have plenty of room for both cooking and socialising.

 The Fairy Godmother

The Fairy Godmother

  • 10 guests

  • 4 bedrooms

Osceola County, Florida

This home is ideal for families or groups of friends planning some Florida fun. It comes with a courtyard with outdoor seating and its own private pool.

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.

Family Adventure Base

Family Adventure Base

  • 12 guests

  • 5 bedrooms

Four Corners, Osceola County

A private pool, resort access, and just twenty minutes from Walt Disney World – this villa is a dream for families. Inside, it’s bright and airy, with plenty of space to gather or unwind.


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

Explore the 233 most perfect homes in our collection

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Most popular homes in Osceola County

Moon Over Lake

Moon Over Lake

  • 34 guests

  • 12 bedrooms

Polk County, Florida

The Starlight Sky

The Starlight Sky

  • 18 guests

  • 8 bedrooms

Four Corners, Osceola County

Disney Daydreams

Disney Daydreams

  • 17 guests

  • 5 bedrooms

Osceola County, Florida

 King of the Lake

King of the Lake

  • 7 guests

  • 2 bedrooms

Osceola County, Florida

Friends, Family & Fun

Friends, Family & Fun

  • 13 guests

  • 5 bedrooms

Osceola County, Florida

Mansion Adventure

Mansion Adventure

  • 34 guests

  • 12 bedrooms

Polk County, Florida

The Great Blue Hole

The Great Blue Hole

  • 18 guests

  • 7 bedrooms

Four Corners, Osceola County

Family Funhouse

Family Funhouse

  • 34 guests

  • 12 bedrooms

Polk County, Florida

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Check upcoming rates & availability for Osceola County Resorts


Frequently asked questions

Find homes in Osceola County, Florida, United States with all the luxuries of a resort. Each and every one of our vacation rentals is obsessively checked by our experts, and comes fully furnished with the best-equipped kitchens, essential bathroom toiletries and all linen included. A stay in one of our homes in Osceola County, Florida, United States that brings a resort vacation to mind is a stay that guarantees quality, so book your getaway today. And of course, feel free to reach out to our expert team, on hand to assist you 24/7.

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