Book Luxury Vacation Rentals for Thanksgiving in Osceola County

We selected the 266 homes worth renting in this location

Who's coming along?

Adults

Age 13+

0

Children

Age 1 to 12

0

Infants

Under 1

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Pets

An extra fee may apply

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Home spotlights in Osceola County

The Starlight Sky

The Starlight Sky

  • 18 guests

  • 8 bedrooms

Four Corners, Osceola County

This stunning vacation home, located in a resort community, is perfect for families looking for a magical and luxurious getaway. The house features two themed bedrooms - one with life-sized wizards and the other with Hawaiian beach decor - that are sure to delight kids.

The Old Cabin

The Old Cabin

  • 10 guests

  • 4 bedrooms

Four Corners, Osceola County

This brand new vacation rental is a stunning 4-bedroom, 3-bathroom property with its own private pool. Situated in the new phase of the Champions Gate Resort, guests can enjoy the community's beautiful surrounding golf courses and tennis courts.

Pines & Greenwood

Pines & Greenwood

  • 28 guests

  • 11 bedrooms

Polk County, Florida

This villa is an extravagant mansion located in Orlando, Florida that promises to take guests on a magical journey. The great room features a stylish, contemporary design with sleek and comfy furnishings that are perfect for relaxation and conversation.

Parlour Peace

Parlour Peace

  • 34 guests

  • 12 bedrooms

Polk County, Florida

Experience a one-of-a-kind vacation in this sprawling, luxurious villa located in a resort of Orlando. The villa boasts 12 spectacular bedrooms, each with its own en suite bath, and expertly designed for ultimate comfort.


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

Explore the 266 most perfect homes in our collection

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Most popular homes in Osceola County

The Magic of Disney

The Magic of Disney

  • 18 guests

  • 8 bedrooms

Four Corners, Osceola County

A Disney Mania

A Disney Mania

  • 16 guests

  • 6 bedrooms

Four Corners, Osceola County

Just One Night at the Hotel

Just One Night at the Hotel

  • 24 guests

  • 10 bedrooms

Polk County, Florida

Bolu-Bolu Beach

Bolu-Bolu Beach

  • 7 guests

  • 2 bedrooms

Osceola County, Florida

The Blue Burdock

The Blue Burdock

  • 24 guests

  • 9 bedrooms

Four Corners, Osceola County

A Little Piece of Sunshine

A Little Piece of Sunshine

  • 28 guests

  • 11 bedrooms

Polk County, Florida

Grand Retreat

Grand Retreat

  • 28 guests

  • 11 bedrooms

Polk County, Florida

Summer's Insomniac Dream

Summer's Insomniac Dream

  • 10 guests

  • 4 bedrooms

Osceola County, Florida

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Check upcoming rates & availability for Osceola County Vacation Rentals for Thanksgiving


Frequently asked questions

Discover the genuine quality of our collection of Vacation Rentals for Thanksgiving in Osceola County, Florida, United States. There's no time for average stays on our watch, so only the top 3% of homes are accepted into our exclusive range at the time of their addition. Every Plum Guide property is put through multiple rounds of vigorous testing, with everything from shower pressure to a home's design closely inspected. For your convenience, every rental will also come fully furnished, with a well-equipped kitchen, all linen, and essential bathroom toiletries included. Reserve your stay in a luxury Thanksgiving Vacation Rental in Osceola County today, and celebrate the occasion the only way you know how - in true style. Call on the help of our tireless team of experts, who enjoy nothing more than pairing you up with your dream home.

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