Rental Rules by City / Maryland / Annapolis
Annapolis short-term rental rules & tax calculator
📋 The Basics
- Can I rent my place short-term here?
- Yes, with a permit
- Do I need a permit?
- Yes, with a city STR license and yearly inspection.
- What taxes do I pay?
- Total about 14%. Check your Airbnb payout report to see which ones Airbnb collects; you pay the rest yourself.
Your 3 steps to be legal
- Get HOA approval.
- Apply in the CSS portal.
- Pay 8% hotel tax monthly.
⚠️ Biggest risk: Running a second STR (one per licensee).
Words confusing? See the glossary. Details and official sources are below.
Tax calculator
Rates used: Maryland sales tax 6% + Anne Arundel County hotel/occupancy tax 8% = 14%. Mandatory cleaning fees are included in the taxable total. 8% county occupancy tax (since July 1, 2023) plus 6% Maryland sales tax; report monthly in the city CSS portal. Rates not yet confirmed on an official page: Maryland sales tax 6%. Verify before filing.
What Airbnb collects: Verify in payouts which taxes your platform remits.
Advanced details (laws, fees, sources)
Rules
| License | City STR license, renewed yearly, annual inspection; one STR per licensee; HOA/condo approval required; owner lives in city or has a local manager. |
|---|---|
| Fee | Fee code lists $400; licensing page lists $650 owner-occupied / $750 not: verify current fee. Free registration for Naval Academy/boat-show-only rentals. |
Items marked "Verify with the city" could not be confirmed from an official source; call the office listed before relying on them.
Sources
Free tools
Free "Is my rental legal?" checklist · Free tourist tax calculator
Rules can change
Annapolis's rules, its tax rates and platform policies can change through a council vote, a new state law or a court ruling, often with little notice to hosts. We re-check this page monthly; subscribers get notified. Stay Compliant for $4.99/mo.
Want it done for you?
Get a personalized STR Compliance Check ($49) for your exact address in any US city: the permits, registrations and tax accounts you need, with official sources, delivered by email in 48 business hours. Not legal advice.
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Stay Compliant: $4.99/month
Rules, tax rates and Airbnb/Vrbo policies can change without warning, and hosts who miss a change can be fined. Get alerts when your city, county or state changes, deadline reminders, a pending-bill watch list and a monthly host brief (even in quiet months: "we checked on [date]; no changes"). Compare plans.
By paying, you agree to our Terms and Refund Policy.
Not legal or tax advice. Last verified Oct 24, 2026. Rules and rates change: confirm with the official sources linked before you rent or file.