Key West vs San Francisco

Florida Restricted | California Legal but Limited

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

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
San Francisco, California
Status Legal but Limited
Permit Fee $450 registration fee
Tax Rate 14% Transient Occupancy Tax
Day Limit 90 days/year
Renewal Every 2 years
Platform Tax Yes
Max Fine $1,000/day for illegal hosting

San Francisco has more favorable STR regulations overall.

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 →

San Francisco Overview

Primary residence only, with a 90-day cap on unhosted stays (unlimited for hosted stays). Hosts must register, carry $500K liability insurance, and pass a fire/safety inspection. Rent-controlled units face additional restrictions.

Full San Francisco guide →

Frequently Asked Questions

Is it easier to Airbnb in Key West or San Francisco?
Key West is classified as "Restricted" while San Francisco is "Legal but Limited." Key West's permit fee is $150 Business Tax Receipt + $110 Transient Manager License + fire inspection fee compared to $450 registration fee in San Francisco.
Which city has higher STR taxes — Key West or San Francisco?
Key West charges 12.5% combined (5% county tourist dev. + 7.5% state sales), while San Francisco charges 14% Transient Occupancy Tax. Compare the full breakdown in the table above.
Which city has stricter fines for illegal short-term rentals?
Key West: Up to $5,000/violation and 60 days imprisonment; each day is separate. San Francisco: $1,000/day for illegal hosting.