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Airbnb Property Management in Windsor Cay Resort

Make Your Windsor Cay Home a 5-Star Guest Magnet — Stress-Free Airbnb Income Starts Here.

Local experts. Superhost service. Proven higher earnings. You just collect the rewards.

👋 Hi, I’m Mike Chen

I’m a licensed Florida Realtor®, Airbnb Superhost, hands-on property manager, and most importantly, a fellow vacation home owner who knows exactly what it takes to succeed in Windsor Cay.

I’ve been in your shoes: worrying about last-minute guest questions, surprise repairs, and making sure every detail is perfect before each check-in. That’s why I built a service that feels personal, truly local, and focused on making ownership feel like the dream you imagined.

✅ Local Windsor Cay expert & Superhost-level service
✅ No setup fees. No long-term contracts. No hidden surprises.
✅ Listings on Airbnb, VRBO, Booking.com, Expedia & Google maximum exposure

When you work with me, you’re not another property on a list — you’re a partner. And your home gets the care and strategy it deserves to become a true guest favorite.

Why Windsor Cay is a Built-In Airbnb Winner

Windsor Cay Resort stands out as the ultimate playground for Airbnb success. Instead of just building homes and “allowing” short-term rentals, Windsor Cay is designed from the ground up to deliver a five-star resort experience

✔️ Spacious 5–10 bedroom homes with private heated pools and game rooms perfect for big families and group trips.
✔️ Themed bedrooms guests can’t stop sharing (and kids can’t stop talking about).
✔️ Resort-level perks: lazy river, water slides, mini golf, cabanas, splash pads, full clubhouse, and more.
✔️ Minutes from Disney, Universal, golf, shopping, and restaurants, guests get the best of both worlds.

Guests don’t just book here, they brag about it. They leave glowing reviews, return year after year, and tell all their friends.

That’s why Windsor Cay property owners choose Windsor Cay Airbnb property management to take the “good stress” off their plate (because yes, earning more is a great problem to have!) and to make sure every guest gets the best possible experience from check-in to checkout.

Windsor Cay Resort Orlando - New Airbnb Vacation Home Community - Mike Chen Realtor La Rosa Realty

The Hidden Truth About Self-Managing

Late-night texts after Disney fireworks? Guests can’t figure out the pool heater. You’re up at 1 a.m. — again.

Same-day turnover? Your cleaner cancels last minute. You scramble… or worse, risk a bad review.

Underpricing during Disney marathon weekends? Thousands left on the table — gone.

One dusty game room or cold pool = bad reviews. Your ranking tanks, bookings slow, and revenue drops.

Windsor Cay Resort Aerial View

Why Windsor Cay Owners Trust Local Property Management

That’s why owners partner with the best property manager for your Windsor Cay Airbnb.

With Windsor Cay Resort property management services, you get:

✔️ Higher earnings (up to 40% more)
✔️ 5-star guest experiences — every stay
✔️ Zero “vacation home headaches”

Your Local, Full-Service Airbnb Property Services

What We Actually Do

Get Seen & Booked First

SEO-optimized listings, scroll-stopping pro photos, and multi-platform reach (Airbnb, VRBO, Booking.com, Expedia, Google). You’re everywhere guests are looking.

Maximize Your Earnings

Real-time pricing adjustments for local events and peak seasons. Our owners often earn 20–40% more compared to self-managing. This is true Airbnb revenue optimization, every single day.

24/7 Guest Happiness

Instant replies and warm, local support (no bots!). Happy guests → five-star reviews → more repeat bookings (and higher rates).

Always Guest-Ready

Spotless turnovers, trusted local crews, and strict inspections — your home is always show-ready, every stay.

Stay Protected & Compliant

Licensing, taxes, and HOA rules? We handle it all. Full peace of mind with expert Windsor Cay property management.

Total Transparency, Anytime

Real-time owner dashboard: bookings, income, and performance at your fingertips. Your Windsor Cay Airbnb stays fully optimized and always under your control.

Owners First

We’re not just managers, we’re Windsor Cay owners too. We understand what it feels like to trust someone with your home. You can still block off dates to enjoy your property whenever you like — the rest of the time, it’s earning for you.

What You Really Want in an Airbnb Property Manager

🤝 Why Owners Choose Us Over Big Box Managers

Not Just Managers. Local Superhosts. Fellow Owners.

UsThem
Local Windsor Cay team✅ On the ground, we know your home inside out❌ Remote call centers
Transparent, flat pricing✅ No hidden fees or surprises❌ Surprise fees & fine print
Personal service✅ Same trusted faces, no random reps❌ Rotating, anonymous managers
Smart, daily pricing optimization✅ Maximize ROI with local data❌ Basic set-it-and-forget-it pricing
Multi-platform marketing✅ Airbnb, VRBO, Booking, Google, Expedia❌ Usually Airbnb only
We’re owners too✅ We get your worries and goals❌ Just another listing to them
You keep control✅ Block off dates anytime, stay anytime❌ Limited owner flexibility
Fast local maintenance & cleaning✅ Trusted crews, fast fixes, spotless❌ Slow, inconsistent care

The Results You Actually Want

Micheal the Superhost of Funstay Vacation Homes

For anybody who purchased their property(ies) as a short term rental… If you are NOT satisfied with the number of bookings (and the income you have been getting from your management company) please pay attention to this post.

My fiance and I had given up hope that we would ever get bookings (even though we had set our property up with everything possible and furnished it with all new items) because after six months — we had only gotten TWO bookings.

We took a chance on a recommendation to switch to FunStay Vacation Homes and all I can say is WOW!!! Within a matter of DAYS — not only did we get our first few bookings, but they have entirely booked up the next five weeks for us.

They are super friendly, professional, easy to work with and all I can say is THANK YOU!! We now have renewed hope that this short term rental will pay for itself (monthly expenses), and very shortly down the road, be an income generator for us.

Donna Reili ⭐⭐⭐⭐⭐

We’ve been using FunStay Homes to manage our three vacation properties for over a year now, and the difference has been incredible. Our previous management company was unresponsive and failed to bring in quality bookings. Since switching to Mike and his team, we’ve seen a major improvement in both occupancy and revenue. The communication is excellent, guest satisfaction has gone up, and our homes are better maintained than ever before. Mike truly understands the needs of property owners and treats our homes with care and professionalism. Choosing FunStay Homes was one of the best decisions we’ve made.

Yezi, Owner ⭐⭐⭐⭐⭐

We’ve owned vacation rentals for over a decade, and the team at FunStay Homes has completely transformed how we manage our properties. Since Mike took over, our bookings have increased.

Sarah Thompson ⭐⭐⭐⭐⭐

⭐⭐⭐⭐⭐

The team was great at communication throughout our stay. house was amazing for spring break with the kids! Will definitely stay again!! thank you for hosting us!!!

⭐⭐⭐⭐⭐

What are you waiting for for? BOOK!BOOK!BOOK! The house was great it was clean it was well equipped the surrounding area/ neighborhood was nice there is plenty of parking near the house for your guest it’s in walking range of the clubhouse where water park is located the private pool and patio was spotless the home is very spacious and last but not least THE HOST to this property responds to every any request or concern very quickly their customer service skills are over the the top very friendly and dependable with genuine concern I will book this exact property again and again !

⭐⭐⭐⭐⭐

Staying here was amazing. The resort has so much to do for kids. They loved the pool area.

The condo was super clean and had everything we needed for our trip. We forgot our stroller and they had 2 in their condo it was a lifesaver! We will be returning.

⭐⭐⭐⭐⭐

Everything was perfect. The host are amazing. They checked on me throughout my stay to give recommendations and to ensure everything was perfect. The home was very clean and spacious. The guy came to clean the pool during my visit with reassuraned the professionalism of how the property is taking care of. I would definitely recommend. There’s a water park, mini golf, playground and much more that’s only 3 blocks away. You can see it from the home. Publix and several restaurants less than a mile away. Perfect location in every aspect.

⭐⭐⭐⭐⭐

Wonderful location. Very safe. It has a lot of amenities! The pool was wonderful. Literally 10 minutes away from Disney World and less than a half a mile from Walmart, and a lot of other places to eat, shop, and have fun. Definitely found the place comfortable as we were relaxing and found the quietness so peaceful. Thank you so much for allowing us to be guests in your home and we look forward to staying here in the near future.

Your property will be featured on Airbnb, VRBO, Booking.com, Expedia, Google Vacation Rentals, and more. The more places your Windsor Cay Airbnb is seen, the more bookings (and higher earnings) you’ll get, and we handle every detail for you.

Airbnb Badge
Vrbo Badge
Expedia Badge
Booking.com Badge
Google Travel Badge

With our expert Windsor Cay property management and proven Airbnb revenue optimization, your home stands out everywhere guests are looking.

Focus on Your Life. We’ll Handle the Magic.

You didn’t buy your Windsor Cay home to become a late-night pool technician or frantic guest texter. You bought it to create joy for your guests and for your own future.

Let us handle the daily hustle: the turnovers, messages, pricing, and little surprises. You focus on what matters most, enjoying your life and watching your investment grow.

GET IN TOUCH

Need Help Managing Your Windsor Cay Airbnb?

Let’s turn your Windsor Cay home into a top-performing, five-star guest favorite.

Complimentary Windsor Cay Airbnb Income & Booking Estimate

Enter your Orlando, Davenport, or Kissimmee vacation rental address, and get a detailed, personalized analysis. We’ll share estimated annual income, occupancy projections, and booking potential so you know exactly what your home can earn with expert Windsor Cay property management.

Complimentary Vacation Rental Projection & Income Estimate

Enter your Orlando, Davenport or Kissimmee vacation rental address and our team will provide you with an in-depth analysis of your property, along with estimated annual income and occupancy projection.

Superhost Micheal 10 years in the business with 4.8 positive ratings

Real Estate Agent and Owner of FunStay Homes

Call/Text: 321-430-8681
Email: Mike@FunStayHomes.com

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Turn Your Windsor Cay Home Into a Resort Guests Can’t Stop Talking About

Book your free strategy call today. Let’s make it effortless, wildly profitable, and truly five-star for you and your guests.

Mike Chen

Mike Chen | Email: Mike@FunStayHomes.com

Owner of FunStay Homes and Realtor at La Rosa Realty, Specializing in Vacation Home Sales and Acquistions.

Windsor Island Resort Castaway Plan