Book Luxury Holiday Rentals in Orange County

Award-winning homes from £98

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Age 1 to 12

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Home spotlights in Orange County

Vintage Oasis

Vintage Oasis

  • 6 guests

  • 3 bedrooms

Sunny Point, Melbourne

This fabulous historic home nestled among huge oak trees has been completely renovated to offer vintage flair AND modern comforts. This lovingly restored 1908 home is just 2 blocks from the Eau Gallie Arts District (EGAD) brimming with local creative ventures, many galleries, museums, murals, boutiques, bars and restaurants.

All Around The House

All Around The House

  • 12 guests

  • 4 bedrooms

Osceola County, Florida

This brand new penthouse vacation rental is located in the Storey Lake Resort, just a stone's throw away from Disney, Disney Springs, Malls and Walmart. With four bedrooms and three bathrooms, this property is perfect for families or groups of up to 12 guests.

Palm Trees & Paintbrush

Palm Trees & Paintbrush

  • 17 guests

  • 5 bedrooms

Osceola County, Florida

This brand new single-family home offers five bedrooms and five bathrooms, with two bedrooms located on the ground floor. The fully equipped kitchen leads to a screened private pool and game room, making it perfect for families.

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.


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

Explore the 662 most perfect homes in our collection

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Most popular homes in Orange County

Summer's Insomniac Dream

Summer's Insomniac Dream

  • 10 guests

  • 4 bedrooms

Osceola County, Florida

Evergreen Tree

Evergreen Tree

  • 16 guests

  • 6 bedrooms

Brevard County, Florida

Sunshine Sweets

Sunshine Sweets

  • 10 guests

  • 3 bedrooms

Coral Ridge Isles, Fort Lauderdale

Grand Retreat

Grand Retreat

  • 28 guests

  • 11 bedrooms

Polk County, Florida

The Blue Ocean

The Blue Ocean

  • 7 guests

  • 2 bedrooms

Kissimmee, Osceola County

Orchid White

Orchid White

  • 16 guests

  • 7 bedrooms

Parker Ridge, West Palm Beach

Take Me to the Ball Game

Take Me to the Ball Game

  • 16 guests

  • 6 bedrooms

Four Corners, Osceola County

Sea View Sanctuary

Sea View Sanctuary

  • 20 guests

  • 7 bedrooms

Osceola County, Florida

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Frequently asked questions

Explore our selection of the finest luxury Holiday Rentals for your next getaway in Orange County. 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 Orange County 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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