The Bear’s Den at Reunion Resort Airbnb Property Management

Looking for a trusted, hands-on property manager for your Bear’s Den at Reunion Resort home? We take care of everything, from bookings to guest care, so you stay worry-free.

Full-Service Airbnb Vacation Rental Management
✔️ We list, host & manage vacation rentals in The Bear’s Den at Reunion Resort, Orlando
✔️ We’re locally based Airbnb Superhosts & licensed Realtors
✔️ We handle bookings, pricing, guest messages, cleanings & more
🎯 Get a Free Income Estimate
Why The Bear’s Den at Reunion Resort Is a Smart Airbnb Investment
If you’re considering listing your Bear’s Den home on Airbnb or VRBO, you’re in the perfect spot.
This community wasn’t just designed for luxury getaways — it was built for memorable, high-earning vacation experiences.
Located within Reunion Resort in Kissimmee, The Bear’s Den offers a rare mix of privacy, resort amenities, and golf course views. Families, golfers, and large groups flock here year-round, drawn by its spacious custom villas and high-end comforts.
The premium amenities keep guests coming back — and paying top dollar.
And guest reviews? They speak volumes.
Here’s what keeps your booking calendar full:
✔ Exclusive access to the Bear’s Den private clubhouse, fitness center, and on-site dining
✔ Championship golf on the Jack Nicklaus Signature Course right in your backyard
✔ Luxury custom villas with private pools, home theaters, game rooms & gourmet kitchens
✔ Full access to Reunion Resort water park with lazy river and splash zones
✔ Tennis courts, pickleball, biking trails, and endless resort activities
✔ Minutes from Disney World, Universal Studios, and Orlando’s best shopping & dining
✔ Secure, gated community offering privacy and peace of mind
Whether you’re listing on Airbnb, VRBO, or multiple platforms, The Bear’s Den at Reunion Resort is designed to perform — and impress.
📞 Want to see how much your home could earn?


What You Get with Our Bear’s Den Property Management Services
Managing your Airbnb in The Bear’s Den at Reunion Resort takes more than a cleaning crew and an auto message. It takes strategy, consistency, and someone who actually cares.
As a Superhost and local Realtor, I manage your property like it’s mine—so you can stay hands-off while still earning more.
Here’s exactly what I handle for you:
Full-Service The Bear’s Den Property Management Includes:
Service | Details |
Listing Setup & Optimization | Custom Airbnb, VRBO, and Booking.com listings—written to rank and convert. |
Professional Photography & Copywriting | Scroll-stopping photos and keyword-rich descriptions that drive bookings. |
Dynamic Pricing Strategy | Rates adjust daily based on local demand, events, and seasonality, so you stay competitive. |
24/7 Guest Messaging & Booking Support | Fast, friendly replies to every message or issue, day or night. |
Hotel-Quality Cleanings & Linen Restock | Full-service cleanings, checklist inspections, and fresh linens every stay. |
Maintenance Coordination & Emergency Repairs | I handle repairs fast using trusted local vendors, so reviews stay 5-star. |
Licensing & Tax Compliance | I manage Polk County TDT filings, BTR permits, and short-term rental rules. |
Owner Portal & Monthly Reports | See your income and performance in real-time with clear monthly statements. |
Why The Bear’s Den Owners Choose FunStay
Not all short-term rental management companies are created equal. At FunStay, I don’t run things from a call center or use cookie-cutter templates. I’m your neighbor, Superhost, and partner in making this rental thrive.
🏡 Feature | ✅ FunStay Homes | ❌ Big-Box Companies |
Local, Hands-On Team | Yes, based in Central Florida | Often remote or out-of-state |
Airbnb Superhost + Realtor | 10+ years experience + 2,600+ 5⭐ reviews | May not have hosting experience |
Transparent Flat Pricing | No hidden fees or surprise charges | Markups, extra fees, vague breakdowns |
Dynamic Pricing Strategy | Custom pricing updated daily | Basic tools or set-and-forget rates |
24/7 Guest Communication | Personally handled by my team | Often outsourced or delayed |
Multi-Platform Listings | Airbnb, VRBO, Booking.com, Expedia & more | Some lists on Airbnb only |
Pro Photos Included | Yes, at no extra cost | Often billed separately |
Dedicated Account Manager | You work directly with me | Rotating reps or ticket systems |
How It Works — Launch. Optimize. Thrive.
I’m Mike—your local Superhost, Realtor, and the face behind FunStay Florida, the #1 Airbnb management company in Orlando, Davenport, and Kissimmee.
Whether you’re starting fresh or ditching a hands-off manager, I’ll get your Bear’s Den vacation rental launched, optimized, and thriving fast.
Let’s break it down:
Step 1: Launch
We hop on a strategy call and get to work:
• Pro photos that pop on Airbnb and VRBO
• Listings written to convert—fully SEO optimized
• Polk County BTR, licensing, and tax setup—done for you
• Property walkthrough to prep for guest-ready status
🔑 Most listings go live in 7–10 days.
Step 2: Optimize
Once your listing is live, I fine-tune everything:
• Dynamic pricing based on real-time demand
• Marketing across Airbnb, VRBO, Booking.com, Expedia, Google Travel
• 24/7 guest messaging—no bots, just real humans
• Cleanings and inspections are handled between every stay
📈 We test, track, and improve every week.
Step 3: Thrive
Now you just earn—while I handle the rest.
• Live income reports + monthly payouts
• Fast maintenance and emergency support
• Reputation and review management
🎯 That’s how we turn your Bear’s Den Airbnb into a top-rated, income-generating asset.
More Exposure = More Bookings
When you list your home on just one platform, you’re leaving money on the table. I make sure your Bear’s Den vacation rental shows up everywhere guests are searching—not just on Airbnb.

Listed on VRBO or Airbnb, seen on Expedia, Facebook, and more.
Backed by the best dynamic pricing software to boost your income daily.
✔️ Airbnb
✔️ VRBO
✔️ Booking.com
✔️ Google Vacation Rentals
✔️ Expedia
✔️ Facebook & Instagram
🎯 More platforms = more clicks = more vacation rental income in Storey Lake.

We can do much more than your Airbnb property management.
To get the most out of your vacation home, FunStay Florida will advertise your home not just on Airbnb but also on other major booking websites like:





The Little Extras That Make a Big Impact
Managing a Bear’s Den vacation rental isn’t just about keeping it booked — it’s about delivering an exceptional experience before, during, and after every stay. We handle all the behind-the-scenes details that keep your Bear’s Den Airbnb running smoothly and your guests leaving 5-star reviews.
Here’s what we quietly take care of every day:
✔ Detailed Cleaning & Turnovers – Resort-style cleanings, fresh linens, and thorough inspections to maintain that luxury feel after every guest
✔ Swift Maintenance & Repairs – Prompt fixes using trusted local professionals, even for weekend or last-minute issues
✔ Guest Experience & Support – Early check-ins, late-night requests, and all those special touches — we handle it 24/7
✔ Osceola County Compliance – Permits, taxes, and HOA regulations? We handle every step accurately and on time
✔ Reputation & Review Management – We monitor feedback, respond like pros, and protect your brand’s reputation
✔ Owner Calendar Control – Want to enjoy your home yourself? Block off dates anytime, effortlessly

✨ You enjoy the income — we handle everything else.

Prime Location & Amenities That Impress Guests
The Bear’s Den isn’t just about proximity to the parks — it’s crafted for travelers who want luxury, privacy, and resort-level perks all in one place.
✔ Minutes from Disney World, Universal Studios, and Orlando’s top entertainment and dining hotspots
✔ Access to three championship golf courses: Jack Nicklaus, Arnold Palmer, and Tom Watson
✔ Near upscale shopping and dining at Celebration, The Loop, and Lake Buena Vista areas
✔ Easy routes to I-4, US-192, and Orlando International Airport for smooth travel
✔ Gated community with 24/7 security, manicured grounds, and a true luxury resort atmosphere

When Demand Peaks in The Bear’s Den at Reunion Resort
Curious when your Bear’s Den vacation rental will earn the most? Let’s break it down.
This luxury enclave stays popular year-round, but certain seasons see especially strong demand and higher nightly rates.
✔️ March to April
Spring break brings families and golf groups escaping the cold. Expect premium pricing, longer stays, and steady back-to-back bookings.
✔️ June to August
Summer travel surges in Orlando. Large families and multi-generational groups book big villas, often for extended stays — meaning higher overall revenue.
✔️ December holidays
Holiday travelers, snowbirds, and theme park enthusiasts arrive in full force. Your home’s private pool, game room, and resort access command top rates.
On average, Bear’s Den vacation homes achieve some of the highest occupancy and nightly rates in Reunion Resort. With the right dynamic pricing strategy, you can maximize every peak season — and boost your annual earnings well beyond standard projections.
Want to know exactly when your calendar will shine — and how to price it?
Need Some Help Managing Your Airbnb Rental in The Bear’s Den?
Let’s maximize your Bear’s Den at Reunion Resort property.
Our Owners and Guests Say It Best
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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
⭐⭐⭐⭐⭐
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
Do I need a special permit to rent out my home in The Bear’s Den at Reunion Resort?

Yes — but don’t worry. I handle all Osceola County short-term rental permits, tax filings, and HOA compliance for you. You’ll be fully legal and stress-free from day one.
Can I still use my Bear’s Den home for personal vacations?

Absolutely. You can block off personal dates anytime in your owner portal. Whether you want to stay for a long weekend or an entire season, it’s your home first — we’ll schedule guest bookings around you.
How fast can we launch my Bear’s Den Airbnb listing?

Most homes go live in just 7–10 days. I handle everything — professional photos, optimized listing copy, dynamic pricing setup, and compliance — so you start earning quickly.
Which platforms will my Bear’s Den home be listed on?

Your home will be featured on Airbnb, VRBO, Booking.com, Expedia, Google Vacation Rentals, and more. I make sure your listing shines everywhere travelers are searching.
How do I get paid and track my performance?

You’ll receive secure monthly payouts. Plus, you’ll get access to a real-time owner dashboard to check bookings, revenue, and performance stats whenever you like.
What’s included in your Bear’s Den Airbnb property management services?

Everything. From guest messaging and luxury-level cleaning to dynamic pricing, listing optimization, and local maintenance — I manage your Bear’s Den home like it’s my own.
What’s your pricing? Are there hidden fees?

No hidden fees here. I offer transparent, competitive rates for full-service luxury short-term rental management. We’ll review pricing together so you know exactly what to expect — no surprises.
Why choose FunStay Homes over a big-name manager?

Because I treat your Bear’s Den home like it’s my own. I’m Mike Chen — Superhost, licensed Realtor, and vacation rental owner. I’ve helped countless owners earn more while enjoying true peace of mind. No call centers. No guesswork. Just hands-on care and real results from someone who truly gets it.
How does Airbnb’s dynamic pricing help maximize my income in The Bear’s Den?

Airbnb dynamic pricing adjusts nightly rates automatically using real-time data on local events, seasonality, and competitor trends. In a premium market like The Bear’s Den, this ensures your home stays priced competitively during peak seasons and fills more dates year-round. I use the best dynamic pricing software and a custom rental pricing tool to help you capture every possible dollar.