Book Luxury Vacation Rentals in Osceola County

Award-winning homes from £98

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Children

Age 1 to 12

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Home spotlights in Osceola County

Lake Escapes

Lake Escapes

  • 4 guests

  • 2 bedrooms

Osceola County, Florida

This Orlando resort condo was made for both relaxation and excitement. Wake up to lake views from the private balcony, then dive into the fun with access to resort amenities including pools, a lazy river, golf course, gym, clubhouse, restaurant, and cinema.

Sugar Sky

Sugar Sky

  • 24 guests

  • 10 bedrooms

Polk County, Florida

This Orlando villa is the perfect family vacation home, with plenty of entertainment options for kids and adults alike. The themed bedrooms are a hit with the little ones, including a toy room and basketball-themed bedroom complete with over-the-top bunk beds.

Wondrous Villa

Wondrous Villa

  • 16 guests

  • 6 bedrooms

Four Corners, Osceola County

If you're looking to stay somewhere that little ones will never forget, which also gives plenty of thought to older guests, this expansive vacation villa is full of charming surprises. The home sleeps sixteen guests across six bedrooms, with two very much aimed at the kids – one bottom bunk can only be accessed through a giant pair of goggles – and one master bedroom having an obvious edge with its larger en-suite bathroom and private balcony.

The Starlight Sky

The Starlight Sky

  • 18 guests

  • 8 bedrooms

Four Corners, Osceola County

From the private pool to the games room and movie theatre, this home sets the tone for a magical stay in Florida. There’s plenty to keep the whole group entertained with ping pong and basketball, while the themed bedrooms are a real treat for kids.


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

Explore the 233 most perfect homes in our collection

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Most popular homes in Osceola County

Fun-Filled Getaway

Fun-Filled Getaway

  • 16 guests

  • 6 bedrooms

Four Corners, Osceola County

Sunshine Ranch

Sunshine Ranch

  • 13 guests

  • 5 bedrooms

Osceola County, Florida

Wonderland Mansion

Wonderland Mansion

  • 18 guests

  • 6 bedrooms

Polk County, Florida

Lazy River Retreat

Lazy River Retreat

  • 6 guests

  • 2 bedrooms

Osceola County, Florida

Castle and Cape Villa

Castle and Cape Villa

  • 24 guests

  • 9 bedrooms

Four Corners, Osceola County

Strawberry Sunrise

Strawberry Sunrise

  • 18 guests

  • 6 bedrooms

Polk County, Florida

The Great Blue Hole

The Great Blue Hole

  • 18 guests

  • 7 bedrooms

Four Corners, Osceola County

Orlando Sunshine

Orlando Sunshine

  • 20 guests

  • 7 bedrooms

Osceola County, Florida

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Frequently asked questions

Take a look at our collection of luxury Vacation Rentals in Osceola County, Florida, United States. All of the homes you'll find on Plum Guide come fully furnished with all linen, the best-equipped kitchens, and essential bathroom toiletries included. Each home is systematically reviewed before becoming part of our collection, so you can book your stay with total confidence. And if you require any assistance in finding the perfect Osceola County Vacation Rentals for you, get in touch with our team of friendly experts, on hand to help with whatever you need.

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