Osceola County Luxury Houses

Award-winning homes from £98

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Home spotlights in Osceola County

Nineteenth Hole

Nineteenth Hole

  • 6 guests

  • 3 bedrooms

Atlantis, Florida

Golf lovers rejoice. This comfortable, stylish home couldn't get much closer to Crystal Lake and its peaceful golf course.

Dolphin Watch

Dolphin Watch

  • 6 guests

  • 3 bedrooms

Anastasia, St. Augustine

One of Anastasia Island's newest additions, this marvellous home will bring immense joy to those who are happiest when they're close to the sea. Not only is there a 270-foot pier from which to go boating or fishing, but there are some beautiful coastal views to be enjoyed from the terrace – better still, from the comfort of the hot tub or the swimming pool.

Blue Water & Palm Trees

Blue Water & Palm Trees

  • 8 guests

  • 4 bedrooms

Sunshine Park, West Palm Beach

Not short on outdoor seating, this beautiful house embraces the tropical atmosphere of south Florida. The signature palm trees and meticulous landscape design surround the swimming pool creating an enchanting private oasis.

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.


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

Explore the 84 most perfect homes in our collection

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Most popular homes in Osceola County

Cocktails on the Beach

Cocktails on the Beach

  • 8 guests

  • 4 bedrooms

Birch Park Finger Streets, Fort Lauderdale

A Drop of Sunlight

A Drop of Sunlight

  • 18 guests

  • 7 bedrooms

Nurmi Isles, Fort Lauderdale

Tropical Elegance

Tropical Elegance

  • 20 guests

  • 7 bedrooms

Coral Terrace, Miami-Dade County

Mighty Sweet

Mighty Sweet

  • 6 guests

  • 3 bedrooms

Riviera Beach, Florida

Your Patch of Paradise

Your Patch of Paradise

  • 20 guests

  • 8 bedrooms

Manatee County, Florida

The Fun House

The Fun House

  • 18 guests

  • 7 bedrooms

Four Corners, Osceola County

Summer Lights

Summer Lights

  • 6 guests

  • 3 bedrooms

Harbour Inlet, Fort Lauderdale

The Forte

The Forte

  • 12 guests

  • 6 bedrooms

Seven Isles, Fort Lauderdale

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Frequently asked questions

All Plum Guide houses in Osceola County, Florida, United States have been tested and approved by our team of independent home critics. These meticulous beings inspect everything –from the convenience of each house’s location right down to the art on the walls– so what you see really is what you get. Worried about thin curtains? Accessibility? Maybe wifi speed is your biggest concern? Rest assured, we obsessively check each house in Osceola County, Florida, United States before approving it, so you can book with peace of mind.

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