Happiest House Rentals | Kissimmee, FL
Your Perfect Orlando Vacation Starts Here
Luxury vacation homes minutes from Disney plus expert travel planning services to make every moment count.
- Professionally Cleaned
- Family-Owned
- 5-Star Reviews
Choose Your Dream Home
Find your perfect vacation retreat. Every home features resort amenities, family-friendly spaces, and prime location near Disney and Orlando attractions.
Why Choose Happiest House?
Experience spacious luxury near Disney with resort amenities and private pool. We’re a family-owned business committed to making your vacation truly magical.
5 Miles to Disney Parks
Skip the hotel crowds. Enjoy the magic of your own private space with easy access to all major attractions.
Resort-Style Amenities
Private pools, game rooms, themed bedrooms, and access to Story Lake’s world-class resort facilities.
24/7 Guest Support
From check-in to check-out, we’re here to ensure your vacation is stress-free and unforgettable.
Certified Travel Planning
Certified Disney Travel Agent services to help you plan the perfect vacation—at no extra cost to you.
Book Your Dream Home
Spacious, luxury vacation rentals that feel like home. Private pools, full kitchens, and all the room your family needs to spread out and relax after a magical day at the parks.
We Plan Your Entire Vacation
From park tickets to cruise packages, our Certified Disney Travel Agent handle every detail. Get exclusive savings and insider tips—all included with your stay.
What Our Guests Are Saying
Discover why families choose Happiest House for their Disney getaways. Read authentic reviews from guests who’ve experienced the magic firsthand.
“The villa was perfect. We had more space than any hotel, and the kids loved having their own pool. Best decision we made for our trip.”
– Sarah M.
“Mindy was wonderful throughout our stay. She was helpful, and made sure everything about the vacation home was just right.””
– James R.
“We’ve stayed in hotels for years. This home rental changed everything. We’ll never go back to a cramped room.”
– Rachel D.
Let's Plan Your Perfect Vacation
Share a few details through the form and receive a customized vacation quote with clear pricing, availability, and planning support. No spam, no sales pressure, just helpful guidance.
Contact Information
Frequently Asked Questions
Everything you need to know about staying at Happiest House. From booking to check-in, we’ve answered your most common questions.
How do I book my stay at Happiest House?
Booking is simple! Visit our Vacation Rentals page to check real-time availability, select your dates, and secure your reservation instantly through our online booking system. You’ll receive immediate confirmation and pre-arrival instructions via email.
What attractions are nearby?
You’re minutes from all the magic! Walt Disney World is just 10 minutes away, Universal Orlando is 20 minutes, and Disney Springs is 15 minutes. Explore our complete Things To Do guide for distances, tips, and recommendations for theme parks, dining, shopping, and family activities.
Can you help us plan our vacation or get discounted park tickets?
Absolutely! We offer complimentary trip planning advice and can connect you with discounted theme park tickets, cruise packages, and other vacation extras. Visit our Travel Services page to learn more about how we can help you save time and money.
What makes Happiest House different from other vacation rentals?
We’re a family-owned business that truly understands what families need for a magical Disney vacation. From our thoughtful amenities to personalized guest care, we go above and beyond. Read our story on the About Us page to learn why we’re passionate about serving families like yours.
What's included in my rental?
Your stay includes fully equipped kitchen, linens and towels, WiFi, streaming services, washer/dryer, pool towels, high chair, pack-n-play, and access to all Storey Lake resort amenities. For complete details on what’s included and available add-ons, visit our Vacation Rentals page.