Vacation Home Capital of the World®
Magical Vacation Homes
Vacation Home Paradise
Where comfort, convenience, and Central Florida fun all come together.
Welcome to Kissimmee, the Vacation Home Capital of the World®, and your gateway to roomy stays and resort-style amenities. It doesn't matter if you're traveling as a pair or with a whole reunion crew, because here you will find space to spread out, ways to unwind, and reasons to feel right at home.
And once you're settled in, the best of Central Florida is right outside your door. Here, you're minutes from theme parks like Walt Disney World® and Universal Orlando Resort, plus incredible dining, outdoor adventures at the headwaters of the Everglades, and local entertainment. And with unbeatable fall deals, festivals, and family-friendly events happening all season long, there's never been a better time to plan your perfect Kissimmee getaway.
Stay Your Way
Spacious, stylish, and steps from all the fun.
In Kissimmee, where you stay is half the adventure, and our 30,000+ vacation homes make it easy to find your perfect fit. Enjoy private pools, game rooms, themed bedrooms, full kitchens, pet-friendly options, and resort perks that make every stay feel effortless. With extra space, flexible layouts, and incredible value, you'll feel right at home. And the best part? You're just mintues from Central Florida's top theme parks and attractions.
Things to Do
Fun for Everyone.
Kissimmee is packed with things to do from world-famous theme parks to wildlife encounters, airboat rides, epic shopping, and unique local attractions. Whether you're chasing thrills or soaking up nature, endless family fun is always just around the corner.
Fall Deals
Save big on stays, dining, and unforgettable experiences.
With exclusive Kissimmee deals and discounts on vacation homes, attractions, and more, save big this fall. Extended-stay offers, mid-week savings, special ticket promotions - they all add up to one thing: fall is your moment to make that dream Kissimmee trip happen for less.
Inspiration Awaits
Curated guides and itineraries for every kind of traveler.
Looking for help planning your next getaway? Check out insider guides, themed itineraries, seasonal tips, and first-person stories designed to spark your next great adventure. Discover ideas for families, couples, food lovers, outdoor explorers, and anyone reday to make the most of your Florida vacation. There's always something new to explore.
Fall Celebrations
Festivals, food, music, and family fun all season long.
Fall in Kissimmee is packed with lively festivals, outdoor concerts, car shows, cultural celebrations, and seasonal events that bring the destination to life. Catch a movie by the waterfront, sample your way through food-focused festivals, or simply enjoy the energy of fall in full swing.
Official Health Care Provider
Inside the Vacation Home Capital of the World®
Wander into Kissimmee’s most spectacular vacation homes with our “Inside the Vacation Home Capital of the World®” video series. Each episode takes you behind the scenes — from 15,000-sq-ft themed bedrooms and sprawling pools to private bowling alleys, epic game rooms, and serene spa retreats — showcasing luxury designs and unique amenities that redefine what it means to vacation in style.
Family fun made effortless. Relax, play, and dine poolside at a spacious Kissimmee vacation home, perfect for every generation.
Top Kissimmee Vacation Home Rentals for Families
Kissimmee has Central Florida’s best selection of family-friendly vacation home rentals.
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Find the perfect home-away-from-home with Jeeves Florida Vacation Rentals.
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FAQ
- Why is Kissimmee called the Vacation Home Capital of the World®? Kissimmee offers more than 30,000 vacation homes, making it the largest and most diverse collection of vacation rentals near Central Florida’s world-famous theme parks. Visitors can choose from private-pool homes, luxury villas, and resort-style communities with all the comforts of home, just minutes from the action.
- How close are Kissimmee vacation homes to Disney and other theme parks? Most vacation homes are 5–20 minutes from Walt Disney World® Resort and a short drive from Universal Orlando Resort and SeaWorld® Orlando. Staying in Kissimmee keeps you near the parks while giving you extra space, privacy, and value.
- What types of vacation homes can I rent in Kissimmee? From cozy condos to large, multi-bedroom estates, Kissimmee offers a home for every travel style. Many rentals include private pools, themed bedrooms, game rooms, full kitchens, pet-friendly options, and resort amenities like water parks, restaurants, and fitness centers.
- What are the best things to do in Kissimmee? Kissimmee puts you close to iconic theme parks like Walt Disney World® Resort, Universal Orlando Resort, and SeaWorld® Orlando, plus airboat rides, wildlife encounters, waterfront parks, shopping districts, golf courses, and local entertainment. There’s fun for every kind of traveler.
- Are there fall deals or seasonal discounts available? Yes. Fall brings exclusive discounts on vacation homes, hotels, attractions, restaurants, and experiences. Visitors can find extended-stay offers, mid-week savings, ticket promotions, and seasonal packages that make planning a Kissimmee getaway even more affordable.
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