Key West vs Philadelphia

Florida Restricted | Pennsylvania Legal with Permit

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
Philadelphia, Pennsylvania
Status Legal with Permit
Permit Fee $50 Limited Lodging license
Tax Rate 8.5% Hotel Tax + sales tax
Day Limit 180 days/year
Renewal Annual
Platform Tax Yes
Max Fine $300/day for unlicensed rental

Philadelphia 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 →

Philadelphia Overview

Limited Lodging license required. Primary residence only, capped at 180 days/year for unhosted rentals. Hosted (owner-present) stays have no day cap. Must carry liability insurance.

Full Philadelphia guide →

Frequently Asked Questions

Is it easier to Airbnb in Key West or Philadelphia?
Key West is classified as "Restricted" while Philadelphia is "Legal with Permit." Key West's permit fee is $150 Business Tax Receipt + $110 Transient Manager License + fire inspection fee compared to $50 Limited Lodging license in Philadelphia.
Which city has higher STR taxes — Key West or Philadelphia?
Key West charges 12.5% combined (5% county tourist dev. + 7.5% state sales), while Philadelphia charges 8.5% Hotel Tax + sales 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. Philadelphia: $300/day for unlicensed rental.