Book Luxury Monthly Rentals in Osceola County

We selected the 275 homes worth renting in this location

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Home spotlights in Osceola County

The Lazy River

The Lazy River

  • 6 guests

  • 2 bedrooms

Osceola County, Florida

This brand new 2 bedroom, 2 bathroom vacation rental condo is located in Storey Lake Resort, making it the perfect spot for an unforgettable vacation. The condo features a king bedroom on suite, as well as a bedroom with a full bed, twin bed, and sofa bed.

Sunflower Sun

Sunflower Sun

  • 6 guests

  • 2 bedrooms

Osceola County, Florida

This brand new vacation rental condo is located in Storey Lake Resort and offers stunning lake views. The condo features two bedrooms and two bathrooms, including a king bedroom on suite and a bedroom with a full over full bunk bed.

The Tallest Tree

The Tallest Tree

  • 28 guests

  • 10 bedrooms

Polk County, Florida

This is a luxurious and spacious 11-bedroom vacation home that offers a wide range of amenities for guests of all ages. The grand entrance welcomes visitors into an upscale central living area with sleek couches and modern furnishings.

The Great Florida

The Great Florida

  • 16 guests

  • 7 bedrooms

Four Corners, Osceola County

This vacation rental boasts an underwater-themed bedroom and a futuristic-themed bedroom with impressive decor that will amaze the kids. The private home theater is equipped with 10 comfortable leather recliners, a high-end projector, and sound systems, making it the perfect spot for movie night.


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

Explore the 275 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

On a Houseboat

On a Houseboat

  • 28 guests

  • 11 bedrooms

Polk County, Florida

Just Another Day At The Beach

Just Another Day At The Beach

  • 18 guests

  • 7 bedrooms

Four Corners, Osceola County

The Starlight Sky

The Starlight Sky

  • 18 guests

  • 8 bedrooms

Four Corners, Osceola County

The Rapid River

The Rapid River

  • 28 guests

  • 11 bedrooms

Polk County, Florida

The Sun & White

The Sun & White

  • 8 guests

  • 3 bedrooms

Osceola County, Florida

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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