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Oldsmar, FL
Challenging To Investors
Local STR Agent

Short-term rentals are explicitly prohibited in Oldsmar, Florida for home occupations. The city specifically lists boarding houses and bed & breakfast establishments as prohibited uses for home occupations. However, short-term rentals that meet Pinellas County's broader definitions and requirements may operate if they comply with county-wide regulations rather than relying on home occupation exemptions.
Properties can legally operate as short-term rentals under Pinellas County regulations, which govern properties that are rented for periods of 30 days or less, more than three times in a calendar year. These rentals are legal but subject to strict conditions including a minimum 31-day rental period requirement.
Oldsmar's market serves both tourists and business travelers due to proximity to Tampa. The market primarily caters to tourists during peak seasons, with some business traveler demand. Properties must compete within the broader Pinellas County short-term rental market while adhering to stricter local home occupation prohibitions.
Ann Nixon, City Clerk
Email: anixon@myoldsmar.com
Phone: (813) 749-1115
Note: City handles home occupation compliance and general inquiries
Development Review Services
Email: DRS-Help@pinellascounty.org
Phone: (727) 464-3401
Handles STR registration, compliance, and enforcement
Pinellas County Tax Collector
Issues business tax certificates for STR operations
Florida Department of Revenue
Tax registration and collection for tourist development taxes
Florida Department of Business and Professional Regulation
State licensing for transient public lodging establishments
Disclaimer: This guide provides information based on the sources consulted and should not be considered legal advice. Regulations change frequently; investors should verify current requirements with local authorities before proceeding with any short-term rental investment or operation.




Oldsmar is a city in Pinellas County, Florida, United States. As of the 2020 census, the city had a population of 14,898. The Oldsmar name dates to April 12, 1916, when automobile pioneer Ransom E. Olds purchased 37,541 acres (151.92 km2) of land north of Tampa Bay to establish a planned community.
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