Osceola County Luxury Rentals

We selected the 44 homes worth renting in this location

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Home spotlights in Osceola County

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.

Waterfront Marvel

Waterfront Marvel

  • 8 guests

  • 4 bedrooms

Royal Harbor, Naples

Nestled in Royal Harbor, this modern marvel serves up direct waterfront access to the Gulf of Mexico. Smart home tech abounds in this contemporary home, making it an ideal base for families on a Floridian stay.

Chasing the Waves

Chasing the Waves

  • 6 guests

  • 2 bedrooms

Hollywood South Central Beach, Hollywood

This state-of-the-art apartment offers a refreshingly modern aesthetic right on the oceanfront. Spend serene mornings out on the private balcony soaking up an infinity of blue over your morning coffee.


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

Explore the 44 most perfect homes in our collection

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Most popular homes in Osceola County

Orchid White

Orchid White

  • 16 guests

  • 7 bedrooms

Parker Ridge, West Palm Beach

The Forte

The Forte

  • 12 guests

  • 6 bedrooms

Seven Isles, Fort Lauderdale

Dream of the Open Sea

Dream of the Open Sea

  • 12 guests

  • 6 bedrooms

Harbour Inlet, Fort Lauderdale

The Atlantic Twist

The Atlantic Twist

  • 10 guests

  • 5 bedrooms

Seven Isles, Fort Lauderdale

Sunshine Magic

Sunshine Magic

  • 16 guests

  • 8 bedrooms

Coral Ridge, Fort Lauderdale

A Little Sunset on the Waterfront

A Little Sunset on the Waterfront

  • 12 guests

  • 6 bedrooms

Harbor Beach, Fort Lauderdale

The Floridian Dream

The Floridian Dream

  • 14 guests

  • 7 bedrooms

Nurmi Isles, Fort Lauderdale

Dolphin Watch

Dolphin Watch

  • 6 guests

  • 3 bedrooms

Anastasia, St. Augustine

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A handpicked selection of the best luxury homes in Osceola County, Florida, United States, as chosen by the experts who've visited and vetted thousands of the city's homes. Luxurious interiors, sumptuous bedrooms and prime city centre locations. Available for short and extended stays.

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