Key West vs San Antonio

Florida Restricted | Texas 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
San Antonio, Texas
Status Legal with Permit
Permit Fee Type 1 $300/3 years; Type 2 $450/3 years; $200 application fee
Tax Rate 16.75% Hotel Occupancy Tax (6% state + 9% city + 1.75% county)
Day Limit No limit
Renewal Triennial (every 3 years)
Platform Tax Yes
Max Fine Up to $500 per offense; each day is a separate violation; permit revocation up to 3 years

San Antonio has more favorable STR regulations overall.

Permits & Licensing

Key West charges $150 Business Tax Receipt + $110 Transient Manager License + fire inspection fee for STR licensing, while San Antonio charges Type 1 $300/3 years; Type 2 $450/3 years; $200 application fee. Key West renewal is annual, and San Antonio renewal is triennial (every 3 years). Overall, San Antonio has a more permissive regulatory environment (Legal with Permit) compared to Key West (Restricted).

Tax Obligations

In Key West, hosts pay 12.5% combined (5% county tourist dev. + 7.5% state sales). In San Antonio, hosts pay 16.75% Hotel Occupancy Tax (6% state + 9% city + 1.75% county). Both cities benefit from automatic platform tax collection through Airbnb and similar services, simplifying compliance for hosts.

Day Limits & Restrictions

Neither city imposes an annual day limit on short-term rentals, giving hosts year-round flexibility.

Fines & Enforcement

Hosts operating without a permit in Key West face penalties including Up to $5,000/violation and 60 days imprisonment; each day is separate. In San Antonio, violations can result in Up to $500 per offense; each day is a separate violation; permit revocation up to 3 years. Both cities actively enforce their STR regulations, so securing proper licensing before listing is essential in either market.

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.

Contact: Key West Licensing Division — (305) 809-3959

Full Key West guide →

San Antonio Overview

Two-tier permit system (Type 1 owner-occupied, Type 2 investment). Type 2 STRs capped at 12.5% of housing per blockface; platforms must remove listings without valid permit numbers.

Contact: Development Services Department — (210) 207-1111

Full San Antonio guide →

Frequently Asked Questions

Is it easier to Airbnb in Key West or San Antonio?
Key West is classified as "Restricted" while San Antonio is "Legal with Permit." Key West's permit fee is $150 Business Tax Receipt + $110 Transient Manager License + fire inspection fee compared to Type 1 $300/3 years; Type 2 $450/3 years; $200 application fee in San Antonio. Overall, San Antonio has a more host-friendly regulatory environment.
Which city has higher STR taxes — Key West or San Antonio?
Key West charges 12.5% combined (5% county tourist dev. + 7.5% state sales), while San Antonio charges 16.75% Hotel Occupancy Tax (6% state + 9% city + 1.75% county).
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 Antonio: Up to $500 per offense; each day is a separate violation; permit revocation up to 3 years. Both cities actively enforce STR regulations, so proper licensing is essential.
Do Key West and San Antonio have day limits for Airbnb?
Key West has no annual day limit. San Antonio has no annual day limit.
Which city is better for first-time Airbnb hosts — Key West or San Antonio?
For new hosts, consider the total cost of entry: Key West charges $150 Business Tax Receipt + $110 Transient Manager License + fire inspection fee for permits with 12.5% combined (5% county tourist dev. + 7.5% state sales) in taxes. San Antonio charges Type 1 $300/3 years; Type 2 $450/3 years; $200 application fee with 16.75% Hotel Occupancy Tax (6% state + 9% city + 1.75% county). Automatic tax collection in Key West and San Antonio makes compliance easier for beginners.