Your Dream Vacation Home
Near Disney World
MyOrlandoStay rents pet-friendly 3 & 4 bedroom townhomes in Kissimmee, FL 34747 — about 1–5 miles from Walt Disney World, with a heated community pool, full kitchen and free Wi-Fi. Book direct online or call (407) 557-8999.
Years of Excellence
Trusted since 2009
A Home Away From Home
Near Disney World
Welcome to MyOrlandoStay – in the heart of Kissimmee, Florida! For over 15 years, we have been dedicated to providing families with unforgettable vacation experiences through exceptional service.
Located just 1 to 2 miles away from Disney's main gate, our spacious townhomes make it easy to explore Magic Kingdom, Hollywood Studios, Animal Kingdom, Universal Studios, and Epcot.
Book direct with the owner
MyOrlandoStay is a family-run company in Kissimmee — we manage every home we list. When you book direct with us there are no third-party booking-site service fees: the price you see on our online booking calendar is the owner's price.
Have a question before you book? Call us directly at (407) 557-8999 or email crestwynd@earthlink.net.
- No booking-platform service fees — book direct and save
- Family business since 2009 — call us directly
- Real-time availability on our online booking calendar
- Pet-friendly homes with a heated pool, 1–5 miles from Disney
- Browse homes & book direct →
Everything You Need for a Perfect Vacation
3 & 4 Bedroom Homes
Spacious townhomes perfect for families, groups, and extended stays.
Heated Pool Included
Enjoy the year-round outdoor heated pool at absolutely no extra charge.
Pet-Friendly
Bring your dogs along! We welcome up to 2 well-behaved dogs per stay.
Gated Community
24/7 gated community access with free parking for all guests.
Fully Equipped
Full kitchens, washer/dryer, high-speed Wi-Fi, and all linens included.
15+ Years Experience
Trusted family business with thousands of happy families since 2009.
Featured Vacation Homes
3 & 4 bedroom townhomes 1–5 miles from Disney, in a gated community with a heated pool — included free for all guests.
Celebration, Orlando FL
Premier 3-bedroom townhome in Crestwynd with fully equipped kitchen, private patio, and heated pool access.
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Celebration, Orlando FL
Charming 3-bedroom townhome in Crestwynd with spacious living area and easy access to Orlando theme parks.
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Celebration, Orlando FL
Comfortable 3-bedroom vacation home in Crestwynd near Walt Disney World and Universal Studios.
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Celebration, Orlando FL
Welcoming 3-bedroom home in Crestwynd, just minutes from Disney. Community heated pool and free parking.
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Celebration, Orlando FL
Spacious 3-bedroom home in Crestwynd, beautifully furnished for family vacations near Disney World.
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Celebration, Orlando FL
Modern 3-bedroom home in Crestwynd with heated pool and pet-friendly policy, close to Disney World.
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Celebration, Orlando FL
Cozy 3-bedroom vacation home in Crestwynd, beautifully furnished just minutes from Walt Disney World.
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Celebration, Orlando FL
Elegant 3-bedroom vacation home in Crestwynd with community pool, just steps from Walmart and minutes from Disney.
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Kissimmee, Orlando FL
Beautiful 3-bedroom home in Emerald Island Resort with heated pool, tennis courts, and easy access to theme parks.
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Unforgettable Orlando Memories
Start Here.
MyOrlandoStay is your gateway to an unforgettable holiday in the vibrant heart of Orlando. Check availability and reserve your perfect home today.
What Families Say About Us
“Absolutely loved our stay! The home was spotless and only minutes from Disney. The kids had a blast at the pool.”
Sarah M.
Texas
“Perfect location and great value. Communication with the host was excellent. Will definitely return!”
Rajesh P.
New Jersey
“Our family of 6 had an amazing experience. The home was spacious, clean and the pool was a huge bonus.”
Jennifer L.
Georgia
Common questions about our Kissimmee vacation homes
- How close are the homes to Walt Disney World?
- Our Crestwynd Bay homes are about 1–2 miles and our Emerald Island Resort homes about 5 miles from Walt Disney World. Distances to the parks
- How many guests can stay in a MyOrlandoStay home?
- Our 3 and 4 bedroom homes sleep 7–8 guests each. Every home has a fully equipped kitchen, free Wi-Fi and free parking. Browse all homes
- Are the homes pet-friendly?
- Yes — dogs are welcome in every home. The pet fee is $25 per night or $100 per month. Pet policy and homes
- Is there a pool?
- Yes — every stay includes access to the community’s year-round heated outdoor pool at no extra charge.
- Can I stay for a month or longer?
- Yes — monthly stays are welcome in our furnished Kissimmee homes; the pet fee for monthly stays is $100 per month. Monthly rentals
- How do I book?
- Check live availability and book online through our secure booking calendar, or call (407) 557-8999. Check-in is 4:00 PM or later. Contact us