Six chairs surround a fire pit in front of a luxury accommodation at sunset in Kissimmee, Florida.

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Rental Homes

A stay in an ultra-luxurious, multi-bedroom vacation home rental property provides an exceptional pampering experience.

Imagine returning after a long day. You park your car and head for the gleaming kitchen, where you find a double-wide Sub-Zero fridge fully stocked with items you've requested in advance. The game's playing on the patio flatscreen, so you head over to the pool to watch. As you settle in at the swim-up bar, a bartender begins preparing your drink and the pool fountains start spouting, lit with ever-changing colors. You're home—in a luxurious vacation rental.

Kissimmee's ultra-luxe vacation home rental market has all the bells and whistles, and while a stay in one may seem like a bucket-list fantasy, it isn't. For groups and extended family visits, vacation home rentals are often a surprisingly economic alternative. Homes in this echelon can sleep up to 30 people and many offer multiple masters, en suite bathrooms throughout and themed kids rooms in the vein of “Frozen” and “Minecraft.”

With gourmet kitchens, grand entertainment spaces and next-level outdoor living areas (like infinity pools with built-in water loungers, sunken fire pits, fully equipped kitchens and glamorous cabanas), staying here is a vacation unto itself. Open floor plans, wheelchair-friendly designs and multi-level family rooms accommodate just about anyone—and that's just the starter amenities. The best part? Most homes are just a few minutes away from Walt Disney World® and other world-famous theme parks.

Selecting from the vacation home options may be the hardest part. Whether you're searching for a 10-bedroom residence overlooking a PGA golf course—perfect for parties and events—or a totally private, modern mansion, Kissimmee provides all manner of custom-built rentals. Standard features include home theaters, centerpiece kitchens, formal dining, expansive pools, outdoor kitchens and play rooms for both kids and adults (think sports bars, billiards and poker tables).

Every interior is exquisitely designed, and each offers something different—a bowling alley, a TV embedded in the bathroom mirror, a racquetball court that converts to a basketball court, even a full spa.

Luxury vacation rentals come with top-to-bottom concierge service, which starts from the moment you book. The sky's the limit when it comes to special requests—everything from butlers and specialty chefs to in-house character breakfasts. During a stay, you can request a massage therapist or a yoga instructor, rent a box of toys for your kids or have a car waiting for your personal use in the driveway when you arrive. Though, apart from your visits to the theme parks, you won't have much reason to drive it.

If you’re traveling by private jet, the Kissimmee Gateway Airport is just minutes from these luxury vacation homes and world-famous theme parks.

Jeeves, All Star and Global Resort Homes are three of the many companies that offer luxury vacation home rentals in the Kissimmee area.

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