Book Luxury Villas in Osceola County

We selected the best homes worth renting in this location

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Home spotlights

Pineapple Peach

Pineapple Peach

  • 18 guests

  • 8 bedrooms

Four Corners, Osceola County

One thing’s for sure in this Floridian home – you’ll never be bored. Jam-packed with entertainment options including a home cinema, games room, private pool and hot tub, there’s something for everyone here.

Midnight Blue & White

Midnight Blue & White

  • 10 guests

  • 5 bedrooms

Four Corners, Osceola County

More than just a theme park, Disney World aims to create unique experiences and lifelong memories for their visitors, and in that way, this home isn’t all too different. Within easy driving distance of the renowned Disney World Orlando, location is one of the great things about this Davenport house, but it’s far from being the only great thing.

A Tide of Summer

A Tide of Summer

  • 16 guests

  • 9 bedrooms

Osceola County, Florida

Disney fans will love this unique villa, with its character-themed bedrooms and Star Wars games room. Located just 7 miles from Walt Disney World Resort (and 12 miles from Universal Studios) it’s the perfect base from which to explore Florida’s theme parks.

Call of the Seabird

Call of the Seabird

  • 8 guests

  • 4 bedrooms

Anna Maria, Manatee County

Tucked among swaying palms on Florida’s stunning Anna Maria Island, this home is an ideal getaway for families or friends wanting to while away the hours in the sunshine. Inside, clean lines, neutral tones and lofty vaulted ceilings combine to create a space that’s inviting, bright and breezy.


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

Explore the 3 most perfect homes in our collection

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Most popular homes

Waterfront Marvel

Waterfront Marvel

  • 8 guests

  • 4 bedrooms

Royal Harbor, Naples

Endless Ocean

Endless Ocean

  • 8 guests

  • 4 bedrooms

Birch Park Finger Streets, Fort Lauderdale

Fairway Breeze

Fairway Breeze

  • 9 guests

  • 4 bedrooms

Hilton Head Island, Beaufort County

Orchid White

Orchid White

  • 16 guests

  • 7 bedrooms

Parker Ridge, West Palm Beach

Naples Aglow

Naples Aglow

  • 8 guests

  • 4 bedrooms

Old Naples, Naples

Your Patch of Paradise

Your Patch of Paradise

  • 20 guests

  • 8 bedrooms

Manatee County, Florida

The Forte

The Forte

  • 12 guests

  • 6 bedrooms

Seven Isles, Fort Lauderdale

Pineapple Peach

Pineapple Peach

  • 18 guests

  • 8 bedrooms

Four Corners, Osceola County

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Frequently asked questions

Secure a luxury stay in one of the remarkable Villas in our Osceola County, Florida, United States collection. Our quality and consistency is unmatched, with only the top 3% of homes making it onto our site. Our meticulous home experts test everything from shower pressure to a home's feel and atmosphere, so there really is no need to worry about a thing. Your chosen home is also guaranteed to be fully furnished, with an excellently-equipped kitchen, essential bathroom toiletries, and linens all included. Acquire the help of our friendly experts, on standby 24/7 and always eager to assist you in your hunt for the finest luxury Villa in the entirety of Osceola County.

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