Summary. Sixteen sequences. The first four decide whether the rest apply.
1. Four questions, not one
- The city — is the use permitted, on what conditions?
- The HOA or condo declaration — is it prohibited by covenant, regardless of the city?
- The lease or mortgage — do occupancy, sublease, or business use clauses prohibit it?
- The insurance policy — does the business pursuits exclusion leave you uncovered?
- You can be perfectly legal under the ordinance and exposed on all three of the others.
2. Five documents to read
- The municipal code — search "short-term rental," "vacation rental," "transient occupancy," "home sharing." Read the chapter, not the FAQ.
- Your state's preemption statute, if any — this layer moves fastest; check annually
- The HOA declaration, bylaws, rules, AND the last two years of board minutes — the minutes are where you learn an amendment is coming
- Your lease, if you are a tenant
- Your mortgage — occupancy covenants and business use provisions
3. Five calls to make
- Planning/code enforcement: permit required? primary residence requirement? is the cap full? conditions? fine schedule?
- Revenue/tax office: which lodging taxes apply? which does the platform remit? what must I file regardless?
- Insurance agent: what does my policy exclude for this use, and what coverage do I need? Get it in writing.
- HOA manager: permitted? where in the governing documents? any board discussion?
- Lender, if the mortgage has occupancy covenants
4. The hour with a flashlight
- Stairs and railings — height, spacing, tightness, lighting
- Decks and balconies — the most catastrophic failure category. Over ten years old? Have it inspected.
- Smoke alarms and carbon monoxide detectors — every required location, tested
- Fire extinguisher, accessible, current
- Egress from every bedroom; windows that open
- Pool/hot tub — barrier, self-closing self-latching gate, depth markings, compliant drain cover
- Water heater temperature
- Loose rugs, uneven thresholds, dark hallways
- Firearms, medications, chemicals, tools — removed or secured
- Space heaters, fireplaces, grills — instructions posted or removed
- Photograph what you inspect, dated. This is your defense.
5. The permit application
- Proof of ownership · proof of primary residence if required
- Floor plan · parking plan
- Certificate of insurance meeting the minimum
- Local contact with a 24-hour phone number
- Safety self-certification or inspection
- Tax registration numbers
- Get the permit number BEFORE listing — most ordinances require it in the listing and enforce by scraping platforms
6. Permit conditions — read, print, post
- Maximum occupancy (commonly two per bedroom plus two)
- Quiet hours (often shorter than the general noise ordinance)
- No events, parties, or commercial gatherings
- On-site parking only, stated number of vehicles
- Local contact responds within 30–60 minutes, 24 hours a day
- Annual renewal
- Post inside: permit · occupancy limit · evacuation plan · complaint number
- Trash schedule
- Most revocations are for repeated condition violations, not for operating unpermitted
7. Insurance — the conversation that matters most
- Assume the homeowner's policy excludes this. Business pursuits exclusion.
- Write to the insurer describing: paying guests · average stay · maximum guests · pool present? · host not present
- Obtain one of: short-term rental endorsement · dedicated STR policy · commercial general liability
- Liability limits well above the ordinance minimum — $1,000,000 is a floor with a pool or deck
- Property coverage including guest-caused damage
- Loss of rental income
- Umbrella policy, confirmed in writing to sit above a policy that covers this use
- Read the platform program's actual terms — it is excess, conditional, platform-administered, and limited to that platform's bookings
- Get all coverage confirmations in writing
8. Taxes
- Register with every taxing authority that applies — state, county, city, special district
- Confirm which levies the platform remits and which it does not
- Confirm filing obligations that survive platform collection — this is where the penalties come from
- Calendar the filing schedule
- The fourteen-day rule: a residence rented fewer than 15 days a year — income generally excluded, expenses not deductible
- Keep a contemporaneous personal use log — the record nobody keeps and the first one requested on examination
- Know whether you are Schedule E (ordinary rental, no self-employment tax) or Schedule C (substantial services — meals, daily housekeeping, concierge)
- Understand the passive activity treatment for average stays of seven days or less — technical; get advice
- Keep: booking records · platform statements · receipts · mileage · depreciation schedules · material participation records
9. House rules
- Disclosed before booking and in the rental agreement
- Maximum occupancy, as a number, matching the permit
- No parties or events, with a stated consequence
- Quiet hours matching the ordinance
- Parking — where, how many, and whether street parking is prohibited
- Smoking policy
- Pet policy — and note an assistance animal is NOT a pet: a no-pets policy generally must yield, and NO pet fee may be charged
- Pool/hot tub rules including supervision of children
- Check-out procedures · trash and recycling
- Consequences, including ending the stay without refund
- Disclose any camera. Indoor cameras are prohibited by most platforms and unlawful in many places; hidden recording can be criminal; audio is treated more strictly than video.
10. The local contact — the condition that revokes the most permits
- Someone who actually answers the phone at 1 a.m.
- A co-host checking messages during business hours does not satisfy this
- Options: local property manager · 24-hour answering service that dispatches · a paid local person with instructions · you, if nearby
- Three documented unanswered calls is a documented permit violation
11. Noise and neighbors
- Noise monitoring devices measuring decibels without recording audio — inexpensive, effective, disclose them
- Knock on the nearest doors, introduce yourself, give them your cell number. The cheapest insurance available.
- Enforce your own occupancy and parking rules with actual consequences
- Handle trash on schedule
- Respond to a neighbor within minutes, not days
12. Screening and discrimination
- Written, neutral criteria applied uniformly
- Document the reason for every declined booking
- Never ask about or act on: race · color · religion · sex · familial status · national origin · disability
- Add whatever your state and locality protect — source of income, sexual orientation, gender identity, marital status, age
- The advertising prohibition applies even where an exemption might otherwise apply
- Handle assistance animal requests correctly — no denial, no fee
- If using a screening report, consumer reporting rules apply — permissible purpose and adverse action notice
13. The long-stay trap
- Find out your state's tenancy threshold — frequently 30 days
- A guest who becomes a tenant cannot be removed without a court proceeding that can take months
- Consider capping stays below the threshold
- If accepting longer stays, use a written lease appropriate to your state, not a booking confirmation
- Never accept an open-ended stay
14. Every stay
- Dated photographs before and after — a record you keep, not a video you delete
- Log the guest, dates, occupancy, and anything that happened
- File damage claims immediately — platform deadlines are short
- Keep maintenance and inspection records — your premises liability defense
15. When something goes wrong
Guest injury:
- Get them care
- Notify your insurer immediately
- Photograph the scene and condition before anything is repaired or moved (make it safe, but photograph first)
- Preserve maintenance records, inspection logs, prior complaints
- Do not make statements about fault
Neighbor complaint:
- Respond within minutes
- Deal with the guests; document what you did
- Follow up with the neighbor and tell them
- Review rules and screening if it is a pattern
City notice:
- Read it for the deadline and the provision cited
- Respond in writing before the deadline, even if only to request the hearing
- Request the hearing — defaults are how people lose
- Document corrective action; ask what closes the matter
HOA notice:
- Request the specific covenant or rule relied on
- Request the hearing
- Ask whether it was adopted by board rule or declaration amendment — many declarations do not authorize use restrictions by rule
- Document selective enforcement — dated screenshots of other units' listings, collected now
- Check the state common interest community act for notice, hearing, and fine limits
16. Annual maintenance of the operation
- Renew the permit before it expires
- Renew insurance and re-confirm coverage in writing
- Re-check the ordinance and the state preemption statute — this layer moves fast
- Check HOA board minutes for pending amendments
- Professional inspection of decks and balconies over ten years old
- Quarterly: safety walkthrough photographed and dated; test alarms and CO detectors; inspect railings, stairs, pool barriers
- If stopping: formally cancel the permit · file a final tax return and close the account · notify the insurer · handle existing bookings · tell the neighbors
Related documents
- Short-Term Rentals: Local Regulation, HOA Restrictions, Taxes, and Liability
- Running a Short-Term Rental Legally
- Short-Term Rental Toolkit
- Neighbor Dispute and Boundary Problem Checklist
- Fair Housing Compliance and Complaint Checklist
- Disability Access and Accommodation Request Checklist
Educational only, not legal advice. Short-term rental regulation, covenant construction, tenancy thresholds, and lodging tax obligations vary enormously by jurisdiction and change frequently.