Book Luxury Short Stay Rentals in Osceola County

We selected the 279 homes worth renting in this location

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Age 13+

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Children

Age 1 to 12

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Home spotlights in Osceola County

The Desert Moon

The Desert Moon

  • 24 guests

  • 10 bedrooms

Polk County, Florida

This gated community villa in Orlando offers a unique vacation experience with its themed bedrooms, arcade, and home theater. The stylishly furnished house features a superhero-themed bedroom, a stylist room with bunk beds and fashion-themed décor, and an arcade area with Pac-man games, basketball games, and Batman.

So Much Better

So Much Better

  • 34 guests

  • 12 bedrooms

Polk County, Florida

This is a luxurious villa located within a resort. The villa boasts world-class elegance with its Transitional decor and top-quality appliances in the fully equipped kitchen.

A Little Piece of Sunshine

A Little Piece of Sunshine

  • 28 guests

  • 11 bedrooms

Polk County, Florida

This villa is a luxurious and spacious 7,200-square-foot mansion in Orlando, Florida. This stunning property boasts a chef's kitchen with black marble countertops and upgraded appliances, an adjacent versatile dining room, and a beautiful great room with modern couches and chairs.

The Lazy River

The Lazy River

  • 6 guests

  • 2 bedrooms

Osceola County, Florida

This brand new 2 bedroom, 2 bathroom vacation rental condo is located in Storey Lake Resort, making it the perfect spot for an unforgettable vacation. The condo features a king bedroom on suite, as well as a bedroom with a full bed, twin bed, and sofa bed.


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

Explore the 279 most perfect homes in our collection

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Most popular homes in Osceola County

All Around The House

All Around The House

  • 12 guests

  • 4 bedrooms

Osceola County, Florida

The Pineapple Gate

The Pineapple Gate

  • 24 guests

  • 9 bedrooms

Polk County, Florida

The Jessamine

The Jessamine

  • 15 guests

  • 5 bedrooms

Four Corners, Osceola County

The Time Traveler's Daughter

The Time Traveler's Daughter

  • 20 guests

  • 9 bedrooms

Four Corners, Osceola County

Bolu-Bolu Beach

Bolu-Bolu Beach

  • 7 guests

  • 2 bedrooms

Osceola County, Florida

Sunshine Ranch

Sunshine Ranch

  • 13 guests

  • 5 bedrooms

Osceola County, Florida

Pineview Villa

Pineview Villa

  • 34 guests

  • 12 bedrooms

Polk County, Florida

Grand Retreat

Grand Retreat

  • 28 guests

  • 11 bedrooms

Polk County, Florida

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Frequently asked questions

Browse our curated collection of Short Stay Rentals in Osceola County, Florida, United States. From impeccable interior design and chef-worthy kitchens, to fully furnished bathrooms and the inclusion of all linens, the homes in our collection come complete with everything you need. Each of the Osceola County luxury short stay apartments in our collection has been expertly reviewed to ensure the quality standards you can trust, so book today to enjoy a getaway to remember. And should you need any assistance, our friendly team of experts are here to help you find the perfect home.

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