Book Luxury Holiday Rentals in Osceola County

Award-winning homes from £98

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Home spotlights in Osceola County

Taller Than Life

Taller Than Life

  • 13 guests

  • 4 bedrooms

Osceola County, Florida

This brand new single-family home is perfect for those looking for a luxurious stay in the heart of Orlando. The cozy house features five bedrooms and five bathrooms, with two bedrooms conveniently located on the ground floor.

The Ocean's Voice

The Ocean's Voice

  • 10 guests

  • 4 bedrooms

Osceola County, Florida

This brand new 4-bedroom, 3-bathroom property with a pool is located in the Storey Lake Resort and promises an amazing vacation. The bedrooms are cozy and spacious with one queen bedroom upstairs and downstairs, a king suite, a bedroom with full and twin beds, and another bedroom with bunk beds, full over twin, and a twin trundle bed.

The Oceanaire

The Oceanaire

  • 8 guests

  • 3 bedrooms

Osceola County, Florida

This brand new vacation rental condo is situated in the stunning Storey Lake Resort, offering breathtaking views of the nearby lake. The cozy condo boasts three bedrooms and two bathrooms, including a king bedroom with an en-suite bathroom and two additional bedrooms with a full bed and twin bed in each.

Sea View Sanctuary

Sea View Sanctuary

  • 20 guests

  • 7 bedrooms

Osceola County, Florida

This newly furnished and decorated single-family home is located in the Storey Lake community, close to Disney, Disney Springs, restaurants, and shopping centers. The cozy 7-bedroom home features 5 bathrooms, a game room with pool table and air hockey, a fully equipped kitchen, private screened pool and spa, and internet and cable.


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

Explore the 290 most perfect homes in our collection

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Most popular homes in Osceola County

Sugar Sky

Sugar Sky

  • 24 guests

  • 10 bedrooms

Polk County, Florida

The Blue Otter's Nest

The Blue Otter's Nest

  • 16 guests

  • 6 bedrooms

Four Corners, Osceola County

Pineview Villa

Pineview Villa

  • 34 guests

  • 12 bedrooms

Polk County, Florida

Siesta Shade

Siesta Shade

  • 15 guests

  • 5 bedrooms

Loughman, Polk County

Parlour Peace

Parlour Peace

  • 34 guests

  • 12 bedrooms

Polk County, Florida

Summer's Insomniac Dream

Summer's Insomniac Dream

  • 10 guests

  • 4 bedrooms

Osceola County, Florida

The Great Blue Hole

The Great Blue Hole

  • 18 guests

  • 7 bedrooms

Four Corners, Osceola County

Just One Night at the Hotel

Just One Night at the Hotel

  • 24 guests

  • 10 bedrooms

Polk County, Florida

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Frequently asked questions

Explore our selection of the finest luxury Holiday Rentals for your next getaway in Osceola County, Florida, United States. The homes in Plum Guide's collection come fully furnished with the best-equipped kitchens, essential bathroom toiletries and all linen included. Each home is professionally vetted and carefully handpicked, with both measurable and soft 'feel' elements thoroughly tested to ensure the highest quality. Book today and enjoy a short or extended stay in one of the best homes that Osceola County, Florida, United States has to offer. Our friendly experts are also on hand 24/7, should you need any help finding the perfect Holiday Rentals for your trip.

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