Obsero
STR Intelligence Platform
Legacy STR platforms rely on guess-and-check heuristics to “find” a listing's address. Obsero starts where policy begins—city permit registries—so every alert is rooted in ground-truth data. Monitor short-term rentals in real time—auto-detect noncompliant units. Obsero combines audit-grade data and optional AI-powered communication into one seamless workflow.
Daily
Snapshots & Updates
Instant
Reports & Enforcement
99%
Data Accuracy
SOC 2
Type II Compliant
Blind spots create liability.
Operational chaos drains resources.
Cities are expanding enforcement teams and using real-time STR
registry feeds.
Licences are being revoked, listings delisted, and activity flagged with
increasing frequency.
Condo boards, property managers, and insurers are now expected to respond
to data that used to be hidden.
Buildings that rely on STRs—or whose managers enable them—face heightened
scrutiny and operational uncertainty.
Access to the right data isn't a nice-to-have—it's the only way to stay
ahead of questions, audits, and policy shifts.
From chaos to clarity
- Auto-matches & tracks listings to permits in real time
- Flags booking risks & occupancy mismatches
- Stores audit-grade trails indefinitely
- Delivers seamless alerts via chat & API
Hosts
Alice Bennett +1 more
Unit 101 | STR-123-4567 | 0 listings
Guests
Jess verified
416-123-8293
123 Main St, Toronto, ON
Jordan verified
416-764-8293
18 Fake St, Hamilton, ON
❗️ Loud party noises
❗️ Garbage left outside the door
⚠️ Booking date not reflected in listings
This is a real data snapshot with some information removed/altered for privacy.
Clunky apps try to observe, and they don't enforce.
- Spreadsheet-sized interfaces that only watch, leaving enforcement—the hardest part—to you
- Heuristic address-matching → false positives, missed violations
- Hours spent re-verifying data the software should have gotten right
Verifiable data along with AI as your
- Policy-first enforcement. We rely on public registries—not heuristics.
- Works in chat, SMS, voice, or video. No apps. No training.
- AI handles alerts, audits, and host/guest/municipality comms automatically.
- From monitoring to enforcement—fully covered.
Why It Matters
- ⚖️ Mitigate Risk
Stay ahead of legal pitfalls. Get instant alerts when a registration is revoked or a listing violates local bylaws. - 🛡️ Protect Reputation
Prevent ghost hotels and party-house risks before they damage resident confidence or investor trust. - 📈 Scale Without Chaos
Avoid costly turnover scrambles, fines, and legal surprises. Monitor thousands of units without increasing headcount. - 🔍 Always Audit Ready
Reveal hidden exposures and occupancy mismatches with timestamped, tamper-proof evidence for legal and insurance use.
No hidden prices. No surprises.
👁️ Observe
$99
per building / month · up to 150 units
Real-time monitoring of listings and compliance signals.
- Instant match of listings to permits & units
- Risk flags for occupancy & booking anomalies
- Email & in-app alerts for every change
- Automated daily & weekly digest reports
- Exportable audit trail (CSV / PDF)
- API access for custom dashboards
🛡️ Enforce
$299
per building / month · includes Observe
Automated violation case-building and one-click City submission.
- Everything in Observe
- Auto-generated evidence packs (PDF + JSON)
- One-click email/call to City intake
- Automated host & guest notification workflow
- Status tracking: submitted → acknowledged → revoked
- Webhook push to property-management software
🏛 Policy Consulting
Custom
For municipalities · project-based
Expert guidance to draft, revise, and enforce STR bylaws.
- Staffed by Masters in Policy Writing—certified experts in municipal regulations
- Comprehensive STR bylaw audits & gap analyses
- Drafting and revising regulations tailored to your city’s needs
- Stakeholder engagement workshops & staff training
- Implementation roadmaps & ongoing advisory services
Ready to Put Institutional Memory to Work?
Whether it's a board brief, an exposure feed, or 24/7 compliance AI—Obsero has you covered.
Start Your Free 1-Month Trial