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We selected the 235 luxury monthly villas and homes worth renting in this location

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Home spotlights in Osceola County

Town & Country Retreat

Town & Country Retreat

  • 10 guests

  • 4 bedrooms

Four Corners, Osceola County

This home is just a short drive from Walt Disney World, as well as an array of other top sights. That said, if you do choose to take it easy and stay in, you'll find a comfortable and convenient property that comes with its own fenced pool, private patio, and various bedroom set-ups, making it ideal for families or groups of friends.

Siesta Shade

Siesta Shade

  • 15 guests

  • 5 bedrooms

Loughman, Polk County

This luxurious new single-family home boasts six bedrooms, six bathrooms, and a game room complete with air hockey, pool table, and ping pong. The first floor features one suite while the second floor has two suites and a spacious loft.

The Entertainment Enclave

The Entertainment Enclave

  • 18 guests

  • 8 bedrooms

Four Corners, Osceola County

Welcome to a haven of fun for the whole family. Home entertainment of every type is available here, for both children and adults – kids will love the dedicated arcade room, themed bedrooms including integrated bunk beds, and a video games room complete with karaoke.

The Blue Ledge

The Blue Ledge

  • 18 guests

  • 6 bedrooms

Polk County, Florida

Welcome to this home, a stunning 4,000-square-foot Transitional-style villa located in a resort community. This luxury vacation home features seven bedrooms, including a jaw-dropping arctic-themed kids' room that sleeps six and a spacious master bedroom with an en suite bath, walk-in closet, double sinks, shower, and bathtub.


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

Explore the 235 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

 Castle of Champions

Castle of Champions

  • 12 guests

  • 5 bedrooms

Four Corners, Osceola County

Mansion Adventure

Mansion Adventure

  • 34 guests

  • 12 bedrooms

Polk County, Florida

Sunflower Sun

Sunflower Sun

  • 6 guests

  • 2 bedrooms

Osceola County, Florida

Sunshine Residence

Sunshine Residence

  • 24 guests

  • 10 bedrooms

Polk County, Florida

Sunshine on the Lake

Sunshine on the Lake

  • 6 guests

  • 2 bedrooms

Osceola County, Florida

Wondrous Villa

Wondrous Villa

  • 16 guests

  • 6 bedrooms

Four Corners, Osceola County

The Starlight Sky

The Starlight Sky

  • 18 guests

  • 8 bedrooms

Four Corners, Osceola County

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Frequently asked questions

Discover the ultimate collection of luxury Monthly Rentals in Osceola County, Florida, United States, and say goodbye to all your travel troubles. Here at Plum Guide, it is our promise that each and every home in our range is in the top 3% of homes in its location, so there is no doubting the consistent quality we are able to offer. Secure your extended or short stay today and enjoy the trip of a lifetime in your fully furnished home, with every property on our site including all linens, essential bathroom toiletries, and a perfectly-equipped kitchen. Our meticulous home critics test everything from Wifi speed to a home's design, so you really can trust our judgement. Rent your perfect Osceola County Monthly Apartment today with the help of our team of experts, on standby 24/7 to assist you with absolutely anything.

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