What is MyOrlandoStay?
MyOrlandoStay (MyOrlandoStay-com LLC) is a family-run vacation rental company that has rented pet-friendly 3 and 4 bedroom homes in Kissimmee, Florida since 2009.
About us →
Celebration & Kissimmee, Orlando FL
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.
25+
Homes Available
1–2 mi
From Disney
15+
Years Serving
25+
Vacation Homes
15+
Years of Service
1–2 mi
From Disney Gate
4.8★
Guest Rating
Pet OK
With Fee
15+
Years of Excellence
Trusted since 2009
Welcome to MyOrlandoStayA Home Away From Home
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
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 →
Why Choose Us
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.
Our Properties
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
3 Bed 3 Bath Sleeps 8
Premier 3-bedroom townhome in Crestwynd with fully equipped kitchen, private patio, and heated pool access. Sleeps up to 8 guests with 3 bathrooms; dogs are welcome with a pet fee, about 1–2 miles from Walt Disney World.
View Details →Celebration, Orlando FL
3 Bed 3 Bath Sleeps 8
Charming 3-bedroom townhome in Crestwynd with spacious living area and easy access to Orlando theme parks. Sleeps up to 8 guests with 3 bathrooms; dogs are welcome with a pet fee, about 1–2 miles from Walt Disney World.
View Details →Celebration, Orlando FL
3 Bed 2.5 Bath Sleeps 8
Comfortable 3-bedroom vacation home in Crestwynd near Walt Disney World and Universal Studios. Sleeps up to 8 guests with 2.5 bathrooms; dogs are welcome with a pet fee, about 1–2 miles from Walt Disney World.
View Details →Celebration, Orlando FL
3 Bed 2.5 Bath Sleeps 8
Welcoming 3-bedroom home in Crestwynd, just minutes from Disney. Community heated pool and free parking. Sleeps up to 8 guests with 2.5 bathrooms; dogs are welcome with a pet fee, about 1–2 miles from Walt Disney World.
View Details →Celebration, Orlando FL
3 Bed 3 Bath Sleeps 7
Spacious 3-bedroom home in Crestwynd, beautifully furnished for family vacations near Disney World. Sleeps up to 7 guests with 3 bathrooms; dogs are welcome with a pet fee, about 1–2 miles from Walt Disney World.
View Details →Celebration, Orlando FL
3 Bed 3 Bath Sleeps 8
Modern 3-bedroom home in Crestwynd with heated pool and pet-friendly policy, close to Disney World. Sleeps up to 8 guests with 3 bathrooms; dogs are welcome with a pet fee, about 1–2 miles from Walt Disney World.
View Details →Celebration, Orlando FL
3 Bed 3 Bath Sleeps 8
Cozy 3-bedroom vacation home in Crestwynd, beautifully furnished just minutes from Walt Disney World. Sleeps up to 8 guests with 3 bathrooms; dogs are welcome with a pet fee, about 1–2 miles from Walt Disney World.
View Details →Celebration, Orlando FL
3 Bed 3 Bath Sleeps 8
Elegant 3-bedroom vacation home in Crestwynd with community pool, just steps from Walmart and minutes from Disney. Sleeps up to 8 guests with 3 bathrooms; dogs are welcome with a pet fee, about 1–2 miles from Walt Disney World.
View Details →Kissimmee, Orlando FL
3 Bed 2.5 Bath Sleeps 8
Beautiful 3-bedroom home in Emerald Island Resort with heated pool, tennis courts, and easy access to theme parks. Sleeps up to 8 guests with 2.5 bathrooms; dogs are welcome with a pet fee, about 5 miles from Walt Disney World.
View Details →
Start PlanningUnforgettable Orlando Memories
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.
Guest Reviews
What Families Say About Us
4.8 avg from 96 verified stays in 2026
“We had a great time staying at mannys place! Would recommend to anyone for a quick stay or an extended stay!”
V
Verified guest
“Great location and place. Host is great at communicating during the whole process.”
V
Verified guest
“I had a good stay while i was here and the kids loved being so close to the pool”
V
Verified guest
Quick Answers
Quick Answers About MyOrlandoStay
Short, direct facts about our Kissimmee vacation homes near Walt Disney World.
How far are MyOrlandoStay homes from Disney World?
Crestwynd Bay homes are approximately 1–2 miles from Walt Disney World’s main gate, while Emerald Island Resort homes are approximately 5 miles away.
Park distances →How many guests can stay?
Each 3 or 4 bedroom home sleeps 7–8 guests, with a full kitchen, washer and dryer, free Wi-Fi and free parking.
All 25+ homes →Are pets allowed?
Yes. Up to 2 well-behaved dogs are welcome in every home. The pet fee is $25 per night or $100 per month.
Pet-friendly homes →Is there a pool?
Yes. Every stay includes the community's year-round heated outdoor pool at no extra charge.
What fees should I expect?
Cleaning fee is $100 plus tax for 3 bedroom and $120 plus tax for 4 bedroom homes. A 20% deposit reserves the home and the balance is due at least 5 days before arrival.
Rental policies →Can I book directly without a third-party booking platform?
Yes. MyOrlandoStay accepts direct online bookings through its secure booking system, with no third-party booking-platform service fees. You can also call (407) 557-8999. Check-in is 4:00 PM.
Contact us →Where is MyOrlandoStay located?
Our office is at 2655 Andros Lane, Celebration, FL 34747, and the homes are in the gated Crestwynd Bay and Emerald Island communities in Kissimmee.
Crestwynd Bay →Common questions about our Kissimmee vacation homes
- 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
- What is the cancellation policy?
- Cancel 30 or more days before arrival: 100% refund minus processing fees. Cancel within 30 days of arrival: the 20% reservation deposit is kept. On or after arrival: no refunds. Full policy
- What is included in the home?
- Every home has a fully equipped kitchen, washer and dryer, high-speed Wi-Fi, all linens and towels, free parking and access to the gated community pool. Photo gallery
- Which community should I choose, Crestwynd Bay or Emerald Island?
- Choose Crestwynd Bay if you want to be 1–2 miles from Disney. Choose Emerald Island Resort if you want a larger resort with more amenities about 5 miles from Disney. Emerald Island