Luxury Long Stay Rentals in Orange County

We selected the 660 homes worth renting in this location

Who's coming along?

Adults

Age 13+

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Children

Age 1 to 12

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Infants

Under 1

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Pets

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Home spotlights in Orange County

A Disney Mania

A Disney Mania

  • 16 guests

  • 6 bedrooms

Four Corners, Osceola County

This 6-bed/5-bath villa in Orlando is perfect for a family vacation. The villa features two epic-themed bedrooms, including a Minions and Ironman bedroom, that will keep the kids entertained all night long.

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.

Views In The Making

Views In The Making

  • 17 guests

  • 7 bedrooms

Cloud Lake, Palm Beach County

This stunning 2 side-by-side homes on the lake offer guests plenty of space to soak up the sun, with a total of 2,940 square feet of luxury living. The open-plan living room is perfect for spending quality time with friends and family, and the bedrooms are all outfitted with fresh linens, plump pillows, and ultra-comfy mattresses.

Sugar Sky

Sugar Sky

  • 24 guests

  • 10 bedrooms

Polk County, Florida

This Orlando villa is the perfect family vacation home, with plenty of entertainment options for kids and adults alike. The themed bedrooms are a hit with the little ones, including a toy room and basketball-themed bedroom complete with over-the-top bunk beds.


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

Explore the 660 most perfect homes in our collection

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Most popular homes in Orange County

The Magic of Ketchikan

The Magic of Ketchikan

  • 26 guests

  • 10 bedrooms

Four Corners, Osceola County

Parlour Peace

Parlour Peace

  • 34 guests

  • 12 bedrooms

Polk County, Florida

Floridian Retreat

Floridian Retreat

  • 16 guests

  • 6 bedrooms

Urban Estates, Vineyards

Black & White Paradise

Black & White Paradise

  • 4 guests

  • 2 bedrooms

Osceola County, Florida

Bolu-Bolu Beach

Bolu-Bolu Beach

  • 7 guests

  • 2 bedrooms

Osceola County, Florida

A Florida Place to call Home

A Florida Place to call Home

  • 10 guests

  • 4 bedrooms

Lake County, Florida

The Old Ore Mine

The Old Ore Mine

  • 6 guests

  • 2 bedrooms

Four Corners, Osceola County

Bulletproof Blue

Bulletproof Blue

  • 6 guests

  • 2 bedrooms

Osceola County, Florida

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Check upcoming rates & availability for Orange County Long Stay Rentals


Frequently asked questions

Explore our collection of luxury Extended Stay Rentals available for you to rent in Orange County. Each and every home you'll find has been through a meticulous, multi-stage vetting process to ensure quality our guests can always count on. The Long Stay Rentals in our Orange County collection come fully furnished with well-equipped kitchens, all linens, and essential bathroom toiletries included. And if you need any assistance, our friendly team of experts is always on hand to help plan your perfect stay.

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