Property Management in Windsor at Westside
Owning a short-term rental in Windsor at Westside shouldn’t feel like a full-time job.
If you’re tired of juggling guest messages, surprise repairs, and late-night check-in calls, you’re not alone. Many homeowners here are doing everything themselves… and still leaving money on the table.
That’s where we step in—with full-service Airbnb management that actually works. No guesswork. No babysitting cleaners. Just more bookings, better guests, and income you can count on. This is the real Airbnb hosting service.
✔️ We list, host, and manage your home
✔️ No setup fees. No long-term contracts.
✔️ Run by Airbnb Superhosts, Property Managers, & licensed Florida Realtors
✔️ We handle guest communication, pricing, permits, cleaning & maintenance
You’ve already invested in the right home. Now it’s time to let the right team run it.
Let’s chat 👋
Mike Chen | Email: Mike@FunStayHomes.com
Owner of FunStay Homes and Realtor at La Rosa Realty, Specializing in Vacation Home Sales and Acquistions.
⭐⭐⭐⭐⭐ 4.81-star rating on Airbnb with 10+ Years Hosting Experience
All-In Vacation Property Management for Windsor at Westside
More Profit. Less Headache. Locally Managed by Superhosts.
Your Windsor at Westside vacation home deserves better than guesswork and generic oversight. As a local property management company run by Florida Realtors® and Airbnb Superhosts, we handle every detail, so your short-term rental earns more while you do less.
1. We Launch & Optimize Your Listing for Maximum Visibility
We don’t just list your home—we position it to dominate search results on every major booking site. Our vacation home management team knows what books and what don’t.
✔ Professional photography & staging guidance
✔ Keyword-optimized listings for Airbnb, VRBO, Booking.com & Google
✔ Dynamic pricing strategies to increase occupancy & income
✔ Ongoing performance audits and revenue improvements
✔ SEO-driven titles & descriptions that attract the right guests
2. We Handle Daily Operations So You Don’t Have To
Stop worrying about guest issues, cleaners, or last-minute emergencies. We run your property like a tight ship—with systems that protect your time and your investment.
✔ 24/7 guest messaging and issue resolution
✔ Trusted local cleaning and maintenance teams
✔ Real-time calendar, payout tracking & owner dashboard
✔ Permit compliance, vendor coordination & inspections
✔ Dynamic rate adjustments to stay ahead of the market
3. We Deliver 5-Star Guest Experiences—Every Stay
Happy guests mean better reviews, more bookings, and higher nightly rates. We make sure your Windsor at Westside property stands out for all the right reasons.
✔ Personalized guest check-in guides & local recommendations
✔ Proactive communication before, during, and after stays
✔ Fast response to problems—handled by a local team
✔ Review management & damage claim assistance
👉 Ready to stop managing and start earning like a Superhost?
Let’s talk. No setup fees. No long-term contracts. Just smarter, stress-free hosting with real results.
How It Works
Getting Started Is Simple—Here’s How We Do It
STEP 1
Schedule a Call with Mike
Strategy call to understand your property, goals, and identify improvement areas
STEP 2
Create a Custom Plan
You’ll get a tailored Airbnb management strategy designed around your home.
STEP 3
List Your Home, Unlock Earnings
While you get paid, we’ll take care of listings, guest support, cleaning, pricing, and more.
No stress. No guesswork. Just a smarter way to manage your Airbnb.
Your Windsor at Westside Property Deserves Better Than “Set It and Forget It”
We don’t just manage—we maximize. As your local Superhost-run property management team right here in Windsor at Westside, we take care of the details that others miss, and it shows in your bookings, reviews, and income.
Full-Service Airbnb Property Management Includes:
We make your listing irresistible.
Professional photos, keyword-optimised copy, and multi-platform exposure (Airbnb, VRBO, Google) to get you seen and booked.
We price smart—every day.
Using dynamic pricing, local event tracking, and competitor monitoring, we adjust your rates in real time to keep your income high and your calendar full.
We handle every guest message.
From midnight check-in questions to review follow-ups, our local team is available 24/7—no bots, no scripts, just real hospitality.
We keep it guest-ready. Always.
Trained cleaners, restocked essentials, and eyes-on-the-property inspections every stay. You never worry if it’s ready. It is.
We keep it guest-ready. Always.
Trained cleaners, restocked essentials, and eyes-on-the-property inspections every stay. You never worry if it’s ready. It is.
We handle the surprises.
Broken faucet? Pool not heating? We coordinate fast with trusted local vendors—so you stay hands-free, even when things go sideways.
We manage the red tape.
Permits, taxes, HOA rules—we’ve got them covered. Windsor at Westside rules aren’t a mystery to us. You’ll stay compliant and stress-free.
You get clear reporting on your terms.
Log in anytime to see bookings, income, and performance. No spreadsheets, no guessing, just full visibility.
Image from Windsor at Westside Resort’s website.
What We Handle Behind the Scenes (So You Don’t Have To)
Ditch the Big Box. Go Local with FunStay Windsor Management
“I don’t just manage vacation homes—I own and operate them too. I know exactly how it feels to hand over your investment and wonder if it’s truly being cared for. That’s why I built FunStay Florida—to give owners of beautiful vacation rental properties in Windsor at Westside Resort the kind of Superhost-run property management I always wished existed. Local, accountable, and truly hands-on.”
—Mike Chen, Local Expert, Airbnb Superhost & Windsor at Westside Property Manager
When it comes to vacation home management in Windsor at Westside, most big-name companies take a one-size-fits-all approach.
| What You Get | FunStay Florida | Big-Box Companies |
| Local Windsor-Based Team | ✅ Yes | ❌ Remote call center |
| Realtor® + Superhost Owned | ✅ Yes | ❌ No STR experience |
| Transparent Flat Pricing | ✅ Yes | ❌ Surprise fees |
| Smart Pricing Strategy | ✅ Manual + tech-powered | ⚠️ Basic automation |
| Listings on Airbnb, VRBO, Google & More | ✅ Yes | ❌ Airbnb-only |
| You Work Directly With Mike | ✅ Yes | ❌ Rotating reps |
| SEO-Optimized Listings | ✅ Custom written | ❌ Copied templates |
| Onboarding & Setup Help | ✅ Hands-on | ❌ DIY only |
No pressure, just real answers.
Our Airbnb Property Management Services for Windsor at Westside
Your property will be listed on Airbnb, VRBO, Booking.com, Expedia, Google Vacation Rentals, and more. The more platforms you’re on, the more bookings you’ll see—and we handle it all for you.
Areas (Resorts) We Serve
Orlando
- Solterra Resort
- ChampionsGate Resort
- Storey Lake Resort
- Reunion Resort
- The Bear’s Den- Reunion
Davenport
- Magic Village
- Solara Resort
- Windsor Cay Resort
- Paradise Palms
Not sure if we manage your area?
Let’s find out together.
Your Superhost & Local Property Manager for Windsor at Westside
“I know Windsor at Westside Resort is one of the top-performing communities in the Orlando area. With its resort-style amenities and unbeatable location near Disney, it stays in demand year-round. We host hundreds of bookings here—and if you own homes in nearby resorts like Solara, Windsor Island, or ChampionsGate, we manage those too.”
We’re Owners Too—So We Get It
Hi, we’re FunStay Florida. We manage Airbnb homes in Windsor at Westside like they’re our own.
I’m not just managing your property—I’m a local Superhost, licensed Realtor, and vacation rental owner who’s helped drive 5-star guest experiences across Windsor at Westside and other top Orlando resorts.
I started FunStay Florida to help owners like you stop stressing and start seeing real vacation rental ROI. Your home should perform on Airbnb and major platforms—and we make sure it does.
As your full-service vacation rental management team, we handle everything: listings, messaging, cleanings, permits, maintenance, and pricing—all built for results.
If you want a manager who treats your home like an investment and a guest magnet, we should talk.
Our Owners and Guests Say It Best
⭐⭐⭐⭐⭐
5 STAR REVIEWS
Our guests and owners love what we do—because we treat every stay and every home like it’s our own. From 5-star reviews to higher earnings, the results speak for themselves.
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
KISSIMMEE, FL
⭐⭐⭐⭐⭐
Mike was very responsive and kind. Helpful with recommendations on fun activities for the family. The property was very clean and decorated with fun pictures and props, the kids loved it. Would recommend and planning on staying again. The water park and amenities with the resort were a big hit.
Daniel – Guest
DAVENPORT, FL
⭐⭐⭐⭐⭐
We stayed in one of FunStay Homes’ cabins and it was absolutely magical. Very private, peaceful, and perfect for our two Labradors. The cabin had thoughtful features like a gated porch and beautiful rustic decor. We especially loved the high ceilings and quirky art downstairs.
James Riley- Guest
KISSIMMEE,FL
⭐⭐⭐⭐⭐
We took a chance on a recommendation to switch to FunStay 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.
Donna – Owner
KISSIMMEE, FL
⭐⭐⭐⭐⭐
The place was amazing and fit just right for our family! The amenities that came along with it was excellent. My kids and I had so much fun. Perfect spot and really close to the Disney parks. Michael and his staff were very responsive if we needed something and very friendly. Will definitely book again!!
Jennifer – Guest
KISSIMMEE, FL
⭐⭐⭐⭐⭐
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,- Guest
DAVENPORT, FL
⭐⭐⭐⭐⭐
I love all the accommodations Mike had for children; play pen, high chairs, life vest (all sizes). Would definitely consider staying here again! Thanks so much for making my kids first Disney trip that much more memorable!
Maria – Guest
DAVENPORT, FL
⭐⭐⭐⭐⭐
Absolutely loved the place! It was exactly what we needed for our stay! Super close to Disney, and shopping centers. The pool, game room, and grill were a excellent experience. Everything was clean and well taken care of. The entire staff were very friendly and helpful. Will 100% book again!!!
Joe – Guest
ORLANDO, FL
⭐⭐⭐⭐⭐
This home was absolutely perfect for my family and me! It was beautiful, comfortable, and had everything we needed for a wonderful stay in Florida. The host was incredibly welcoming and made the experience even better. Highly recommend for anyone looking for the perfect place to stay!
Benjamin – Guest
KISSIMMEE, FL
⭐⭐⭐⭐⭐
The cabin was private, quiet and peaceful! We felt like we were in a tree house! It was perfect for us and our pups. We enjoyed many of the amenities in the cabin and the wrap around porch (which has a gate, great so the pups could be with us). The sunsets were beautiful. The cabin looks like the pictures and the description in the listing. The lower level has the most amazing high ceilings and fun artwork. So much to love about the cabin. The hosts were great and very responsive. We go to the mountains 1-2 times a year and we would definitely stay here again.
A Wonderful Smoky Mountain Vacation!!!
Dayna – Guest
Smoky Mountains, TN
⭐⭐⭐⭐⭐
👋 Need Help Managing Your Airbnb in Windsor at Westside?
Let’s turn your property into a top-performing vacation rental.
Call or text Mike at (321) 430-8681
Your local Airbnb Superhost & full-service property manager.
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.
Real Estate Agent and Owner of FunStay Homes
Call/Text: 321-430-8681
Email: Mike@FunStayHomes.com
Frequently Asked Questions
How much do you charge for Airbnb management in Windsor at Westside?
We offer flat-rate, transparent pricing—no setup fees, no long-term contracts. As a Superhost-run property management team, our goal is to maximize your vacation rental ROI, not nickel and dime you. Call or text Mike for a custom quote based on your home.
Can I still use my property when I want to?
Absolutely. You stay in control. Just block off your personal dates in advance, and we’ll take care of the rest around your schedule.
How do you help increase my bookings and revenue?
We handle SEO-optimized listings, dynamic pricing, and multi-platform exposure on Airbnb, VRBO, Google Vacation Rentals, and more. Plus, our local team monitors demand trends so your rates stay competitive—and your calendar stays full.
What makes you different from other Windsor at Westside property managers?
We’re local, we’re Superhosts, and we’re investors too. You’ll never deal with a call center. We know what works because we host here ourselves. That’s why owners choose our Superhost-run property management over big-box companies.
Do you handle guest issues, cleaning, and maintenance?
Yes, 100%. From late-night guest texts to AC emergencies, we’ve got it covered. Our full-service Airbnb management includes 24/7 messaging, professional housekeeping, linen restocking, and local vendor coordination.
Is Windsor at Westside a good area for short-term rentals?
Windsor at Westside is one of the top-performing resort communities near Disney. Guests love the amenities—lazy river, water park, clubhouse—and investors love the consistent bookings. If you own here, you’re in a winning spot.
Can you help me get started if I’m brand new to hosting?
Definitely. Whether you need help furnishing, getting permits, or setting up your listing, we walk you through it all. Our Airbnb hosting service in Windsor includes end-to-end support because we know getting started can be overwhelming.
How fast can you get my Windsor at Westside home listed on Airbnb?
Once your home is guest-ready and we have the photos, we can launch your listing in as little as 7–10 days. That includes writing your listing, syncing calendars, setting up dynamic pricing, and getting you fully onboarded.
What if I already have a listing but it’s not performing well?
No problem—we specialize in optimizing underperforming listings. We’ll review your setup, improve the photos and copy, apply smart pricing strategies, and manage guest messaging to help turn things around fast.
How do I know I can trust you with my property?
We get it—this is your investment, and trust matters. That’s why we stay personally involved. We’re not a faceless platform. We’re a local property management company built by an Airbnb Superhost who manages beautiful vacation rental properties in Windsor at Westside Resort as if they were his own.
