Book Luxury Monthly Rentals in Orange County

We selected the 618 homes worth renting in this location

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Home spotlights in Orange County

Floridian Retreat

Floridian Retreat

  • 16 guests

  • 6 bedrooms

Urban Estates, Vineyards

Lying just outside of the sunny city of Naples on Florida’s west coast, this sprawling villa has plenty to offer for those looking for a relaxing getaway. Whether it’s the pickleball court, private gym or half basketball court beckoning you in, or the enticing pool or sauna catching your eye, this house has something for everyone.

Evergreen Tree

Evergreen Tree

  • 16 guests

  • 6 bedrooms

Brevard County, Florida

This resort offers custom-designed 4-8-bedroom villas with private pools and premier in-house amenities, surrounded by tropical landscaping and breathtaking views. Guests of each villa can enjoy direct access to the ocean, a brand-new resort pool with lounge seating and facilities, as well as an expansive marina and bike trail.

The Magic of Osceola

The Magic of Osceola

  • 17 guests

  • 4 bedrooms

Four Corners, Osceola County

This luxurious single-family home boasts six bedrooms and six bathrooms, including one suite on the first floor and two on the second floor. The property features a fully equipped kitchen, private screened pool and spa, game room with pool and ping pong tables, and a spacious loft upstairs.

Orlando Sunshine

Orlando Sunshine

  • 20 guests

  • 7 bedrooms

Osceola County, Florida

This family home offers plenty of space and style for your dream Florida getaway. The kitchen is fully equipped, perfect for whipping up meals to enjoy outside by the screened private pool and spa.


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

Explore the 618 most perfect homes in our collection

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Most popular homes in Orange County

Vintage Oasis

Vintage Oasis

  • 6 guests

  • 3 bedrooms

Sunny Point, Melbourne

Mansion Adventure

Mansion Adventure

  • 34 guests

  • 12 bedrooms

Polk County, Florida

Fun-Filled Getaway

Fun-Filled Getaway

  • 16 guests

  • 6 bedrooms

Four Corners, Osceola County

The Starlight Sky

The Starlight Sky

  • 18 guests

  • 8 bedrooms

Four Corners, Osceola County

Sargasso Seas

Sargasso Seas

  • 7 guests

  • 2 bedrooms

Osceola County, Florida

The Magic of Love

The Magic of Love

  • 18 guests

  • 8 bedrooms

Four Corners, Osceola County

Shimmering Love

Shimmering Love

  • 12 guests

  • 5 bedrooms

Brevard County, Florida

Sugar Sky

Sugar Sky

  • 24 guests

  • 10 bedrooms

Polk County, Florida

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Frequently asked questions

Discover the ultimate collection of luxury Monthly Rentals in Orange County, 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 Orange 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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