Book Luxury Monthly Rentals in Osceola County

We selected the 305 homes worth renting in this location

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Home spotlights in Osceola County

The Soul of an Old Fisherman

The Soul of an Old Fisherman

  • 14 guests

  • 6 bedrooms

Osceola County, Florida

This brand new single-family home is perfect for a large group or family, with six bedrooms and five bathrooms plus a game room. The fully equipped kitchen and private screened pool and spa make it easy to relax and enjoy the Florida sunshine.

The Blue Burdock

The Blue Burdock

  • 24 guests

  • 9 bedrooms

Four Corners, Osceola County

Indulge in the ultimate vacation experience at this grand, fully furnished villa, complete with top-of-the-line amenities. The sprawling living space boasts brand new couches, plush accent chairs, and a 75" flat-screen TV.

Shimmering Horizon

Shimmering Horizon

  • 18 guests

  • 6 bedrooms

Polk County, Florida

This is an impressive 4,000-square-foot mansion that can accommodate up to 18 guests. The mansion boasts a high-ceilinged foyer that leads to the great room, equipped with a pool table and oversized TV.

ToplessTower

ToplessTower

  • 18 guests

  • 6 bedrooms

Polk County, Florida

Experience luxury living at this villa, a stunning mansion located just minutes away from Orlando's famous attractions and dining destinations. With five spacious and elegant bedrooms, this Midcentury Modern-style villa exudes classic, clean-lined luxury with natural fabrics, soothing colors, and pops of contemporary color.


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

Explore the 305 most perfect homes in our collection

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Most popular homes in Osceola County

Under the Sea Escape

Under the Sea Escape

  • 12 guests

  • 6 bedrooms

Polk County, Florida

The Swamp Orelse

The Swamp Orelse

  • 15 guests

  • 5 bedrooms

Four Corners, Osceola County

Siesta Shade

Siesta Shade

  • 15 guests

  • 5 bedrooms

Loughman, Polk County

Grand Retreat

Grand Retreat

  • 28 guests

  • 11 bedrooms

Polk County, Florida

The Mud House

The Mud House

  • 18 guests

  • 6 bedrooms

Polk County, Florida

The Magic of Ketchikan

The Magic of Ketchikan

  • 26 guests

  • 10 bedrooms

Four Corners, Osceola County

Pineapple Peach

Pineapple Peach

  • 18 guests

  • 8 bedrooms

Four Corners, Osceola County

Black & White Paradise

Black & White Paradise

  • 4 guests

  • 2 bedrooms

Osceola County, Florida

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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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