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 2007.
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 2–3 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
2–3 mi
From Disney
19
Years Serving
25+
Vacation Homes
19
Years of Service
2–3 mi
From Disney Gate
4.8★
Guest Rating
Pet OK
With Fee
19
Years of Excellence
Trusted since 2007
Welcome to MyOrlandoStay
Just 2–3 Miles Away From Disney World
Welcome to MyOrlandoStay – in the heart of Kissimmee, Florida! For 19 years, we have been dedicated to providing families with unforgettable vacation experiences through exceptional service.
Located 2–3 miles 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, trusted by guests for 19 years.
We personally own and manage every home we list. No outside managers, no third-party handling. When you book with us, you are speaking directly with the family that takes care of your vacation home. We also provide 24/7 customer service, and our maintenance staff is always available whenever any issue comes up during your stay.
Book direct and you save more. There are no booking-site service fees and no hidden charges. The price you see on our calendar is the owner's price.
Why choose MyOrlandoStay?
When you book direct, you become part of our family. We welcome you personally, we take care of every little detail, and we make sure your stay feels easy, comfortable and truly memorable. This is what makes MyOrlandoStay different from other vacation rental companies.
19 Years. One Family. Your Orlando Home.
Have a question before you book? Call us directly at (407) 557-8999 or email crestwynd@earthlink.net.
- No Booking Fees
- Save 15–20% on Your Rental
- Fair, Reasonable Cleaning Fees
- Direct 24/7 Communication with the Owner
- Flexible Cancellation Options
- Free Date Alteration
- Family-Owned Business Since 2007 — Call Us Directly
- Pet-Friendly Properties — Cats & Dogs Welcome
- Live Availability Calendar with Our Best Rates & No Hidden Fees
- Browse homes & book direct →
Book Online Anytime, 24/7
Instant Online Booking – Your Orlando Vacation Starts Here
Planning a family vacation near Walt Disney World? Finding and booking the right vacation home should be simple, convenient, and hassle-free.
With MyOrlandoStay, you can explore our vacation homes in Kissimmee, check live availability, view rental rates, and reserve your preferred home directly through our website.
Our online booking system is available 24 hours a day, 7 days a week. Check available dates, choose your vacation home, and complete your reservation whenever it works best for you.
Need assistance? Our team is available 24/7 by WhatsApp, phone, and email to answer your questions and help make your booking experience smooth and convenient.
Book vacation rentals directly online, any time of day — no booking-site service fees.
Live Availability Calendar
Check open dates on our live booking calendar and see which vacation homes are available before making a reservation.
Easy Online Booking
Browse properties, select your travel dates, and complete your reservation online in just a few simple steps.
Available 24/7
Explore vacation homes, check availability, and make your reservation anytime, day or night.
24/7 Guest Support
Our team is available around the clock by WhatsApp, phone, and email to assist with your questions and booking needs.
Call (407) 557-8999Quick Responses
Get prompt answers to your inquiries and helpful assistance throughout your booking process.
Secure Online Reservations
Book directly through our website with a secure reservation process and clear pricing.
Why Choose Us
Everything You Need for a Perfect Vacation
3 & 4 Bedroom Homes
Spacious townhomes perfect for families, groups, and extended stays.
Community Pool Included
Enjoy the outdoor community pool, heated from about November to March, at no extra charge.
Pet-Friendly
Cats and dogs are welcome — up to 2 pets per stay with the pet fee.
Gated Community
24/7 gated community access; parking at the home, free at Crestwynd Bay and a $20 per car resort fee at Emerald Island.
Fully Equipped
Full kitchens, washer/dryer, high-speed Wi-Fi, and all linens included.
19 Years Experience
Trusted family business with thousands of happy families since 2007.
Our Properties
Featured Vacation Homes
3 & 4 bedroom townhomes 2–3 miles from Disney, in a gated community with a community pool, heated about Nov–Mar, included free for all guests.
U02 Palm Breeze
3BR/3BA Crestwynd Townhome Near Disney
Celebration, Orlando FL
3 Bedroom 3 Bath Sleeps 6–8
Premier 3-bedroom townhome in Crestwynd with fully equipped kitchen, private patio, and heated pool access. Sleeps 6–8 guests (sleeper sofa) with 3 bathrooms; cats and dogs are welcome with a pet fee, about 2 miles from Walt Disney World.
View Details →U04 Twin Kings
3BR/3BA Crestwynd Townhome Near Disney
Celebration, Orlando FL
3 Bedroom 3 Bath Sleeps 6–8
Charming 3-bedroom townhome in Crestwynd with spacious living area and easy access to Orlando theme parks. Sleeps 6–8 guests (sleeper sofa) with 3 bathrooms; cats and dogs are welcome with a pet fee, about 2 miles from Walt Disney World.
View Details →U05 Citrus Grove
3BR/2.5BA Crestwynd Townhome Near Disney
Celebration, Orlando FL
3 Bedroom 2.5 Bath Sleeps 6–8
Comfortable 3-bedroom vacation home in Crestwynd near Walt Disney World and Universal Studios. Sleeps 6–8 guests (sleeper sofa) with 2.5 bathrooms; cats and dogs are welcome with a pet fee, about 2 miles from Walt Disney World.
View Details →U07 Hibiscus Hideaway
3BR/2.5BA Crestwynd Townhome Near Disney
Celebration, Orlando FL
3 Bedroom 2.5 Bath Sleeps 6–8
Welcoming 3-bedroom home in Crestwynd, just minutes from Disney. Community heated pool and free parking at Crestwynd Bay. Sleeps 6–8 guests (sleeper sofa) with 2.5 bathrooms; cats and dogs are welcome with a pet fee, about 2 miles from Walt Disney World.
View Details →U08 Key Lime Haven
3BR/3BA Crestwynd Townhome Near Disney
Celebration, Orlando FL
3 Bedroom 3 Bath Sleeps 5–7
Spacious 3-bedroom home in Crestwynd, beautifully furnished for family vacations near Disney World. Sleeps 5–7 guests (sleeper sofa) with 3 bathrooms; cats and dogs are welcome with a pet fee, about 2 miles from Walt Disney World.
View Details →U09 Sandpiper Retreat
3BR/3BA Crestwynd Townhome Near Disney
Celebration, Orlando FL
3 Bedroom 3 Bath Sleeps 6–8
Modern 3-bedroom home in Crestwynd with heated pool and pet-friendly policy, close to Disney World. Sleeps 6–8 guests (sleeper sofa) with 3 bathrooms; cats and dogs are welcome with a pet fee, about 2 miles from Walt Disney World.
View Details →U10 Pelican Point
3BR/3BA Crestwynd Townhome Near Disney
Celebration, Orlando FL
3 Bedroom 3 Bath Sleeps 6–8
Cozy 3-bedroom vacation home in Crestwynd, beautifully furnished just minutes from Walt Disney World. Sleeps 6–8 guests (sleeper sofa) with 3 bathrooms; cats and dogs are welcome with a pet fee, about 2 miles from Walt Disney World.
View Details →U14 Quiet Lane
3BR/3BA Crestwynd Townhome Near Disney
Celebration, Orlando FL
3 Bedroom 3 Bath Sleeps 6–8
Elegant 3-bedroom vacation home in Crestwynd with community pool, just steps from Walmart and minutes from Disney. Sleeps 6–8 guests (sleeper sofa) with 3 bathrooms; cats and dogs are welcome with a pet fee, about 2 miles from Walt Disney World.
View Details →U15 Heron Landing
3BR/2.5BA Emerald Island Townhome Near Disney
Kissimmee, Orlando FL
3 Bedroom 2.5 Bath Sleeps 6–8
Beautiful 3-bedroom home in Emerald Island Resort with heated pool, tennis courts, and easy access to theme parks. Sleeps 6–8 guests (sleeper sofa) with 2.5 bathrooms; cats and dogs are welcome with a pet fee, about 3 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.
Where can I find vacation homes near Walt Disney World?
MyOrlandoStay offers 3 and 4 bedroom vacation homes in Kissimmee, Florida, in the Crestwynd Bay and Emerald Island communities, approximately 2–3 miles from Walt Disney World.
Vacation homes near Disney →How far are MyOrlandoStay homes from Disney World?
Crestwynd Bay homes are approximately 2 miles from Walt Disney World’s main gate, while Emerald Island Resort homes are approximately 3 miles away.
Park distances →How many bedrooms do the homes have?
MyOrlandoStay offers 3 and 4 bedroom vacation homes that sleep approximately 6–8 guests depending on the property.
3 bedroom homes →How many guests can stay?
Each 3 or 4 bedroom home sleeps 6–8 guests (sleeper sofa), with a full kitchen, washer and dryer, free Wi-Fi and parking (free at Crestwynd Bay; $20 per car resort fee at Emerald Island).
All 25+ homes →Are pets allowed?
Yes. Cats and dogs are welcome — up to 2 pets per 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 outdoor pool at no extra charge. The pool is heated from about November to March.
What fees should I expect?
Cleaning fee is $120 for 3 bedroom and $140 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 5:00 PM.
Contact us →Where is MyOrlandoStay located?
Our mailing address is 2655 Andros Lane, Celebration, FL 34747. It is not a check-in location. The homes are in the gated Crestwynd Bay and Emerald Island communities in Kissimmee; you receive the home address and entry instructions after booking.
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
- Can I book a vacation home online instantly?
- Yes. The MyOrlandoStay online booking calendar is open 24 hours a day, 7 days a week. Pick a home, select your dates, and pay the 20% deposit to reserve it; the balance is due at least 5 days before arrival. Our team is available if you have a question before you book. Browse homes & book online
- 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, parking at the home (free at Crestwynd Bay; $20 per car resort fee at Emerald Island) 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 2 miles from Disney. Choose Emerald Island Resort if you want a larger resort with more amenities about 3 miles from Disney. Emerald Island
- How far are the townhomes from Walt Disney World?
- Our Crestwynd Bay townhomes are located approximately 2 miles from Walt Disney World. Our Emerald Island Resort homes are about 3 miles away. Park distances
- Is parking available?
- Yes. Each home has reserved parking for one vehicle directly in front of the house. Additional vehicles may be parked in available spaces, as long as they are not parked in front of another home.
- How many vehicles are allowed?
- A maximum of 6 vehicles are allowed per home.
- Is self-check-in available?
- Yes. We offer convenient self-check-in with an easily accessible door lock code, sent to you before arrival.
- Do the homes have TVs?
- Yes. Our homes feature Smart TVs in the bedrooms and the living room.
- What are the pool hours?
- The community pool is open from dawn to dusk, approximately 8:00 AM to 8:00 PM.
- Do the homes have air conditioning?
- Yes. All of our homes feature central air conditioning for your comfort.
- Is there a Walmart nearby?
- Yes. A Walmart Supercenter is just 2–3 minutes away by car, handy for groceries and supplies. Shopping nearby