Vacation Home Rentals
Family fun made effortless. Relax, play, and dine poolside at a spacious Kissimmee vacation home, perfect for every generation.
Explore Kissimmee Vacation Rentals
Stay your way in the Vacation Home Capital of the World®
The ultimate home away from home is a Kissimmee vacation rental. The area offers more than 30,000 professionally managed properties, ranging from affordable, single-family homes to 15-bedroom mansions and luxury villas. With spacious floor plans, private pools, and just about every amenity under the sun, you can enjoy all the comforts of home and then some. Plus, world-famous theme parks are practically in your backyard.
Reunion Resort Rentals
Reunion Resort Rentals are the only Official Vacation Home Rental Program of Reunion Resort and therefore the only company which can provide full and unlimited access to all resort amenities. This includes the water park and pools, golf courses, tennis center, spa, restaurants and 24-hour guest services.
Magical Vacation Homes
Enjoy luxe lodging in Central Florida with these luxury Villas
With ultra high-end properties featuring chefs kitchens, private spas, personal concierge service, and more, Kissimmee can accommodate the most lavish of lifestyles. The Isole Villa by Magical Vacation Homes offers a multi-tiered pool with an island for lounging in the sun, and that's just the beginning.
Elite Vacation Homes
Making a splash is always a good time!
Many memories are made in the pool, splashing the day away. Elite Vacation Homes offers a range of different vacation home rentals with private pools and some with hot tubs, too.
Magic Village Views
Kissimmee makes everyone feel at home with these fully accessible homes
Several property management companies offer fully accessible homes with luxury amenities. Companies like Magic Village Views offer a range of accessible properties, including ground-level homes with open floor plans for easy navigation.
Jeeves Florida Rentals
Spread out in style and get comfortable with these single-family homes
Spacious homes with multiple bedrooms and bathrooms, roomy common areas, private pools, and big kitchens are the recipe for the perfect vacation. Partners like Jeeves Florida Rentals offer all that and more, including themed bedrooms and game rooms to delight all ages.
Featured Vacation Home Rentals
Start Planning Your Kissimmee Adventure
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Vacation Home Capital of the World®
Kissimmee, Florida is the Vacation Home Capital of the World and with more than 30,000 homes to choose from, it’s no wonder where we got the name from.
Vacation homes are more than just your average accommodations. These properties are located in gated communities that have an array of unique amenities such as prestigious golf courses, incredible restaurants, extreme pools and water parks, and more. Not sure where to get started? Use this page as a guide to all your questions and we’ll help out along the way!
Unwind in a stunning Kissimmee vacation villa complete with a private pool, elegant design, and endless space to relax and play.
10 Reasons to Choose a Vacation Home Rental in Kissimmee
Imagine waking up to a picturesque lake view or watching the sunrise on the golf course from your own private balcony of your vacation home rental.
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Photo: Encore Resort Homes
Themed Vacation Rentals in Kissimmee: Where Imagination Meets Home Comfort
With game rooms, bedrooms, and in-house theaters, these vacation home rentals make for a magical place to stay.
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Stay, Work & Play Together in Kissimmee
Pair work with play when you stay in Kissimmee. The Vacation Home Capital of the World® allows you to do it all: work, play, relax, and stay in style!
6 Unforgettable Vacation Homes for Your Next Getaway to Florida
Explore exceptional homes from Magical Vacation Homes, where luxury, unique amenities, and affordability come together for an unforgettable vacation experience.
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Find the perfect place to stay for your crew in Kissimmee.
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Frequently Asked Questions
Kissimmee is home to more than 30,000 vacation rental properties, offering one of the largest selections of professionally managed vacation homes in the country. Visitors can choose from affordable family homes, luxury villas, and large estates near Central Florida's top attractions.
Vacation home rentals offer more space, privacy, and flexibility than traditional hotel accommodations. Many homes feature private pools, full kitchens, multiple bedrooms, game rooms, and resort-style amenities, making them ideal for families, groups, and extended stays.
Amenities vary by property, but many vacation homes offer private pools, hot tubs, full kitchens, outdoor living spaces, game rooms, home theaters, themed bedrooms, Wi-Fi, laundry facilities, and resort community access.
Yes. Kissimmee vacation rentals provide convenient access to Walt Disney World Resort, Universal Orlando Resort, SeaWorld Orlando, shopping districts, golf courses, dining, and outdoor recreation throughout Central Florida.
Yes. Many vacation rental companies offer accessible homes with features such as step-free entrances, open floor plans, accessible bedrooms and bathrooms, and other accommodations designed to improve comfort and mobility.
Yes. Many vacation rental management companies offer pet-friendly homes, allowing guests to travel with their dogs and other pets. Availability and policies vary by property.
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Snapshots of vacation home adventures in the heart of Florida!
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