Osceola County Luxury Rentals

We selected the best 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

Dream of the Open Sea

Dream of the Open Sea

  • 12 guests

  • 6 bedrooms

Harbour Inlet, Fort Lauderdale

Floor-to-ceiling windows mean that you don’t even have to try to tear your eyes away from the water view here. This home sits on the edge of Harbor Inlet, looking out over the Port Everglades waterway.

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.

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.

A Little Sunset on the Waterfront

A Little Sunset on the Waterfront

  • 12 guests

  • 6 bedrooms

Harbor Beach, Fort Lauderdale

Located in the private Harbor Beach neighbourhood of Fort Lauderdale, this luxury villa epitomises the area's sought-after lifestyle. Firstly, the villa's location just steps away from the beach, shops, and restaurants calls for a convenient stay.


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

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Most popular homes

Glass Shell

Glass Shell

  • 5 guests

  • 2 bedrooms

Mid-Beach, Miami Beach

Ultra Oasis

Ultra Oasis

  • 10 guests

  • 4 bedrooms

Miami, Miami-Dade County

The Atlantic Twist

The Atlantic Twist

  • 10 guests

  • 5 bedrooms

Seven Isles, Fort Lauderdale

Chasing the Waves

Chasing the Waves

  • 6 guests

  • 2 bedrooms

Hollywood South Central Beach, Hollywood

Waterfall Oasis

Waterfall Oasis

  • 8 guests

  • 4 bedrooms

Dolphin Isles, Fort Lauderdale

Wicker

Wicker

  • 12 guests

  • 4 bedrooms

Hilton Head Island, Beaufort County

Water Worlds

Water Worlds

  • 10 guests

  • 4 bedrooms

Pinellas County, Florida

Starlight Villa

Starlight Villa

  • 12 guests

  • 5 bedrooms

Upper East Side, Miami

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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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