Baltimore vs Key West

Maryland Legal but Limited | Florida Restricted

Disclaimer: General information only — not legal advice. Verify with your local government.

Baltimore, Maryland
Status Legal but Limited
Permit Fee $200 biennial license fee per dwelling unit
Tax Rate 9.5% Baltimore Hotel Tax + 6% state lodging tax
Day Limit No limit
Renewal Biennial
Platform Tax Yes
Max Fine $500/violation for unlicensed operation; up to $1,000 for state registration violations
Key West, Florida
Status Restricted
Permit Fee $150 Business Tax Receipt + $110 Transient Manager License + fire inspection fee
Tax Rate 12.5% combined (5% county tourist dev. + 7.5% state sales)
Day Limit No limit
Renewal Annual
Platform Tax Yes
Max Fine Up to $5,000/violation and 60 days imprisonment; each day is separate

Baltimore has more favorable STR regulations overall.

Baltimore Overview

Primary residence required; max two licenses per host. Stays must be under 90 consecutive nights. Must pass home inspection.

Full Baltimore guide →

Key West Overview

Moratorium on new transient rental licenses — only grandfathered properties may operate STRs under 28 days. Existing licenses are property-specific and command $400K+ on the secondary market. Florida DBPR state license also required.

Full Key West guide →

Frequently Asked Questions

Is it easier to Airbnb in Baltimore or Key West?
Baltimore is classified as "Legal but Limited" while Key West is "Restricted." Baltimore's permit fee is $200 biennial license fee per dwelling unit compared to $150 Business Tax Receipt + $110 Transient Manager License + fire inspection fee in Key West.
Which city has higher STR taxes — Baltimore or Key West?
Baltimore charges 9.5% Baltimore Hotel Tax + 6% state lodging tax, while Key West charges 12.5% combined (5% county tourist dev. + 7.5% state sales). Compare the full breakdown in the table above.
Which city has stricter fines for illegal short-term rentals?
Baltimore: $500/violation for unlicensed operation; up to $1,000 for state registration violations. Key West: Up to $5,000/violation and 60 days imprisonment; each day is separate.