Expert Management.
Half the Rate.
Other Winter Park property managers charge 35–45% commission. We charge substantially less — and deliver more. Local, hands-on, and transparent.
Consistently Top-Rated Across Every Platform
Our ratings speak for themselves — Superhost on Airbnb, Premier Host on VRBO, and a near-perfect score on Booking.com.
Ratings as of March 2026. Airbnb, VRBO, and Booking.com are independent platforms; their trademarks are their respective property.
How Much More Could You Earn?
Enter your property details and see what your annual revenue could look like — and how much more you'd keep by working with Jacobean instead of the competition.
Based on real comp data from active nearby listings. We'll provide a detailed, property-specific analysis when you reach out.
Quick Estimate
Estimated annual gross revenue*
Full-Service Management. No Surprises.
Professional Photography
High-quality listing photos that drive bookings — included at setup, not charged separately.
Dynamic Pricing
AI-powered dynamic pricing, manually reviewed weekly, to maximize your revenue across all seasons.
Multi-Channel Distribution
Listed on Airbnb, VRBO, Booking.com, and our own direct booking site — with one unified calendar.
Cleaning & Turnover
Vetted local cleaning crews. Automated scheduling on every checkout.
Guest Communications
Fast, professional responses to every inquiry, booking, and mid-stay request. 24/7.
Real-Time Owner Dashboard
See your bookings, revenue, and reviews live via your owner portal — no waiting for monthly reports.
Maintenance Coordination
We handle repair requests and maintenance coordination with trusted local vendors, with your approval on costs.
Owner Payouts
Transparent, on-time monthly payouts. Full accounting detail — no mystery deductions.
Up and Running in 2–4 Weeks
Free Consultation
We walk through your property, discuss your goals, and give you a personalized income projection — no obligation.
Onboarding
We handle the photography, listing creation, and platform setup. You sign off and we take it from there.
Go Live
Your property is published on all major channels plus our direct booking site. Bookings start coming in.
Sit Back
We handle everything. You get real-time reporting, a direct line to us, and monthly payouts. That's it.
Local expertise. Half the fees.
We're a local property manager — with the full-service experience you'd expect, at a commission rate that's roughly half of what other local managers charge.
Where we pull further ahead is against national platforms — which can't match the local presence, direct access, and on-the-ground expertise that actually protect your investment.
| Jacobean Properties ✦ | National Platforms | |
|---|---|---|
| Local, On-Site Team | ✓ Local Winter Park experts | ✗ No local presence |
| Direct Booking Channel | ✓ Avoid channel fees | ✗ Platform only |
| Dedicated Owner Line | ✓ Direct access, always | ✗ Call center |
| Real-Time Owner Reporting | ✓ Live owner portal | Basic dashboard |
| Hidden Fees | ✓ None | Many |
Request a Free Property Analysis
Tell us about your property and we'll reach out with a personalized income projection and management proposal — within 24 hours.