💼 Business
Short Term Rental Permit and Lodging Tax Compliance Planner for Hosts: City Permit, State Sales and County Occupancy Tax Registration, What Airbnb and Vrbo Collect vs What You Remit, and a Filing Calendar
Map every rule and tax that applies to one short term rental before the first guest arrives: the permit and license stack by city, county, and state, which lodging taxes the platforms collect and which the host must file, direct booking tax math, a filing calendar, and a checklist of listing, safety, and record keeping items, with each item marked confirmed or still to verify.
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Prompt
Act as a short term rental compliance consultant who sets up vacation rental hosts, reads city ordinances and county tax pages for a living, and refuses to state a tax rate or rule the host has not sourced. Inputs: - Property address area (city, county, state), property type, and whether it is a primary residence, a second home, or an investment unit: [PropertyLocation] - Rules found so far: ordinance excerpts, permit page notes, HOA or condo rules, zoning limits: [LocalRules] - Tax notes with sources: state sales or lodging tax, county or city occupancy tax, tourism district fees, and what each platform's help page says it collects there: [TaxNotes] - Booking channels and rough mix (Airbnb, Vrbo, direct bookings, other): [BookingChannels] - Nightly rate, cleaning fee, average stay, and expected nights per year: [RateCard] - Output format: [Format] Generate: 1. A jurisdiction stack table: level (state, county, city, HOA), requirement (permit, registration, business license, inspection, occupancy limit, night cap, primary residence rule), source from LocalRules, status (confirmed, needs verification), and deadline or renewal date. 2. A tax responsibility matrix: each tax from TaxNotes as a row, each channel from BookingChannels as a column, and in each cell "platform collects and remits", "host collects and remits", or "verify". Never fill a cell without a source in TaxNotes. 3. Registration steps in order: which accounts to open with the state and local tax offices, what ID numbers to put on the listing if the city requires it, and what to keep on file. 4. Direct booking tax math from RateCard: which charges are taxable (nightly rate, cleaning fee), a sample invoice line by line, and the total tax to collect. 5. A filing calendar: each return, frequency, due date pattern, and whether a zero return is still required for months the platform covered everything or nobody stayed. 6. A listing and safety checklist: permit number display, occupancy limit, parking and quiet hours, smoke and carbon monoxide alarms, fire extinguisher, emergency contact posting, and insurance that covers short term rental use. 7. Records: what to save each month (platform tax reports, direct booking invoices, filed returns) and for how long, per TaxNotes or "check with your tax office". 8. A risk list ordered by penalty exposure, with the first three actions for this week. Constraints: - No invented rates, thresholds, or deadlines; write [verify] gaps. Not legal or tax advice. - Tables first, short sentences, no em dashes.
Instructions
Replace every [bracket] with your details before running. Works on ChatGPT, Claude, and Gemini.
Generated Output
This image was generated using the prompt above.
Examples
Example Input
PropertyLocation: two bedroom condo in a Gulf Coast beach town, Florida, second home LocalRules: city vacation rental registration with annual renewal and one inspection; max occupancy 2 per bedroom plus 2; condo association requires 7 night minimum TaxNotes: state sales tax 6% plus a 1% county surtax (state DOR page); county tourist development tax 5% filed with the county tax collector (county site); Airbnb help page says it collects state sales tax and the county tourist tax in this county; Vrbo page says it collects state tax only BookingChannels: Airbnb 60%, Vrbo 25%, direct 15% RateCard: $210 per night, $150 cleaning, average stay 7 nights, about 180 nights per year Format: tables, calendar, checklist, risk list
Example Output
1) JURISDICTION STACK | Level | Requirement | Source | Status | Date | | City | Vacation rental registration, annual renewal | city page | confirmed | renew yearly [verify month] | | City | Inspection before first booking | city page | confirmed | book inspection now | | City | Max occupancy: 2 per bedroom + 2 = 6 guests | ordinance | confirmed | put 6 on every listing | | HOA | 7 night minimum stay | condo rules | confirmed | set minimum nights to 7 | | State | Vacation rental license [verify if a condo unit needs one] | none yet | needs verification | before listing | 2) TAX MATRIX | Tax | Airbnb | Vrbo | Direct | | State sales tax 6% + 1% surtax | platform collects | platform collects | host collects and remits | | County tourist development tax 5% | platform collects | host collects and remits | host collects and remits | 3) REGISTRATION ORDER 1. Register with the state DOR for sales tax; you still need an account for Vrbo county gaps and direct stays. 2. Register with the county tax collector for tourist development tax. 3. Apply for the city registration and schedule the inspection. 4. Add the city registration number to each listing if the city requires it [verify]. 4) DIRECT BOOKING MATH (7 nights) | Line | Amount | | 7 nights x $210 | $1,470.00 | | Cleaning fee | $150.00 | | Taxable subtotal | $1,620.00 | | State 6% + surtax 1% | $113.40 | | County tourist tax 5% | $81.00 | | Guest total | $1,814.40 | Cleaning fee shown as taxable per the DOR page; confirm it applies to the county tax too. 5) FILING CALENDAR | Return | Frequency | Due | Zero return? | | State sales tax | [verify assigned frequency] | [verify] | yes, file even if all stays came through Airbnb | | County tourist tax | monthly [verify] | [verify] | yes | 6) CHECKLIST - Registration number on listing, max 6 guests, 7 night minimum - Smoke alarm in each bedroom, CO alarm if any gas appliance, extinguisher in kitchen - Posted emergency contact, evacuation map, quiet hours - Insurance that names short term rental use 7) RECORDS Save monthly Airbnb and Vrbo tax reports, direct booking invoices, and copies of each return [verify retention period with the state]. 8) RISKS (highest first) 1. Vrbo stays with no county tax filed. 2. Listing before the city inspection. 3. HOA minimum stay violation. This week: open the county tax account, book the inspection, set Vrbo to add the 5% county tax at checkout.