
Thinking about buying or already own a vacation home in Windsor Cay Resort? You’re in the right place. This brand-new resort community in Clermont, just minutes from Disney, is quickly becoming one of Orlando’s top short-term rental hot spots. But owning a great location isn’t enough to guarantee great returns.
That’s where FunStay Florida comes in.
Led by Mike Chen, a licensed Florida Realtor, Airbnb Superhost, and local expert, FunStay Florida helps Windsor Cay property owners go beyond just “listing on Airbnb.” With smart pricing strategies, hands-on management, and five-star guest service, they turn passive properties into high-performing investments.

Local Expertise + Full-Service Management
FunStay Florida isn’t a faceless national firm. It’s a locally owned, Superhost-led team that lives, works, and owns properties in the Disney corridor.
Key Services:
- Full management (bookings, guest communication, cleaning, maintenance)
- Local guest support and 24/7 service
- Transparent flat-rate pricing (no hidden fees or contracts)
- Superhost-quality property care and review management

Windsor Cay Airbnb Pricing Strategy: Dynamic + Manual
To increase Airbnb income in Windsor Cay, FunStay Florida combines dynamic pricing tools (Beyond Pricing, Wheelhouse) with local market knowledge.
Pricing Tactics Include:
- Real-time adjustments for events, seasons, and holidays
- Manual updates for school calendars, Disney events, and weather patterns
- Smart discounts for longer stays to attract snowbirds and digital nomads
- Gap-filling and last-minute rate strategies to maximize occupancy
💡 Result: Owners see 15–40% higher revenue than with static pricing or large, remote firms.
Maximum Exposure Across Top Booking Channels
FunStay Florida ensures your property appears where today’s guests are searching:
| Platform | Exposure |
| Airbnb | ✅ |
| VRBO | ✅ |
| Booking.com | ✅ |
| Expedia | ✅ |
| Google Vacation Rentals | ✅ |
| Direct Booking Website | ✅ |
Each listing is optimized with:
- Professional photography (15% higher rates, 40% more bookings)
- SEO-rich descriptions (targeting Windsor Cay & Disney keywords)
- Themed interiors and family-friendly amenities
- Multi-language support for international guests
Five-Star Guest Experience = Repeat Bookings
Every FunStay guest receives concierge-level service and personalized communication. This boosts guest satisfaction, drives glowing reviews, and increases bookings.
Guest Services Include:
- Digital guidebooks & local recommendations
- Child-friendly amenities (cribs, high chairs, life vests)
- Prompt support from local Superhosts
- Customized check-in and flexible policies
🌟 Average guest rating: 4.8+
📉 Issue rate: <2%
Turnkey Operations, Maintenance & Cleanliness
FunStay Florida coordinates everything behind the scenes so you don’t have to:
- Professional cleaners following Airbnb checklists
- Reliable vendors for HVAC, pool, and appliances
- Real-time maintenance reporting
- Pre-arrival inspections for every guest
Owner Tools:
Live dashboard with calendar, earnings, reviews, and maintenance logs.
Boosting Occupancy Year-Round
FunStay Florida properties outperform market averages in occupancy:
| Metric | Market Avg | FunStay |
| Annual Occupancy | 60–65% | 65–70% |
| Peak Season | 70–75% | 75–85% |
| Off-Peak Occupancy | 50–55% | 55–60% |
Tactics:
- Real-time calendar sync across platforms
- Gap-filling and seasonal promotions
- Return guest campaigns and referral incentives
Full Transparency & Owner Control
With FunStay Florida, owners enjoy:
- Owner portal & transparent reporting for full visibility
- No long-term contracts
- No setup fees
- Custom performance reports
Need tax documents or a custom earnings analysis? Just ask Mike and his team are available directly, not behind a call center wall.
Risk Management: Screening, Insurance & Compliance
FunStay Florida handles:
- DBPR licensing & tax remittance
- HOA rules (Windsor Cay’s 90-day max stay policy)
- Guest screening & $50K damage protection via Truvi
- Advice on insurance compliance and coverage
What Sets FunStay Florida Apart?
| Feature | FunStay Florida | Big-Box PMs |
| Local ownership | ✅ | ❌ |
| Airbnb Superhost team | ✅ | ❌ |
| Flat-rate pricing | ✅ | ❌ |
| Direct manager access | ✅ | ❌ |
| Multi-platform exposure | ✅ | Often limited |
| Manual pricing + tech tools | ✅ | Limited |
| 5-star guest experience | ✅ | Varies |
| Compliance & HOA expertise | ✅ | ❌ |

Maximize Your Windsor Cay Rental Income
For Windsor Cay Resort owners looking to increase Airbnb income, optimize rental revenue, and deliver unforgettable guest experiences, FunStay Florida offers a standout solution. From transparent pricing and dynamic strategy to hands-on care and five-star support, Mike Chen and his team deliver what other property managers don’t: real performance, real peace of mind, and real ROI.
Frequently Asked Questions
What services does FunStay Florida provide for Windsor Cay owners?
FunStay offers full-service management, including bookings, guest communication, cleaning, maintenance, 24/7 local support, transparent flat-rate pricing, and Superhost-quality property care, ensuring owners maximize revenue and maintain high guest satisfaction.
How does FunStay Florida optimize Airbnb pricing in Windsor Cay?
They combine dynamic pricing tools with local market insight, adjusting rates for seasons, Disney events, school calendars, weather, and last-minute gaps, plus smart discounts for longer stays to boost occupancy and overall revenue.
Which booking platforms does FunStay Florida use for Windsor Cay properties?
Properties are listed on Airbnb, VRBO, Booking.com, Expedia, Google Vacation Rentals, and FunStay’s direct booking website, with optimized photography, SEO-rich descriptions, themed interiors, and multi-language support to maximize visibility and bookings.
How does FunStay Florida enhance the guest experience?
Guests receive digital guidebooks, child-friendly amenities, concierge-level support, customized check-in, and flexible policies, resulting in an average rating of 4.8+ and a less than 2% issue rate, driving repeat bookings and referrals.
What maintenance and cleanliness services are included?
FunStay coordinates professional cleaners, vendor services for HVAC, pools, and appliances, real-time maintenance updates, and pre-arrival inspections, ensuring properties remain in top condition and guests enjoy a seamless experience.
How does FunStay Florida help owners maintain transparency and control?
Owners get access to a live dashboard showing calendar, earnings, reviews, and maintenance logs, with no setup fees, no long-term contracts, and custom performance reports, providing full visibility into their property’s performance.
How does FunStay Florida handle risk management and compliance?
FunStay ensures DBPR licensing, tax remittance, HOA compliance, guest screening, $50K Truvi damage protection, and insurance guidance, protecting owners from regulatory issues, property damage, and guest-related risks while maximizing short-term rental ROI.
