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Ready to buy a cash-flowing STR? Call Barrett (813) 733-7907

Buy a Tampa Bay Short-Term Rental That Actually Cash-Flows.

Know the numbers and the rules before you buy. Run the STR calculators, then let a 23+ year broker help you buy your next Airbnb investment.

Move with Confidence

Barrett Henry, REALTOR and Broker Associate specializing in Tampa Bay short-term rental investments
Barrett Henry, Tampa Bay STR investment broker

Or call Barrett directly: (813) 733-7907

Why Buy an STR in Tampa Bay?

Tampa Bay is one of Florida's top short-term rental markets for investors. With year-round tourism, a growing population, and strong nightly rates, the region offers consistent cash flow potential that few markets can match.

  • Year-Round Tourism

    Beaches, sports, theme parks, and events keep Tampa Bay occupancy strong 12 months a year — not just snowbird season.

  • Strong Cash Flow Potential

    Well-located STR properties in Tampa Bay can generate significantly more revenue than traditional long-term rentals.

  • Growing Market

    Tampa Bay's population and property values continue to climb, giving STR investors both cash flow and appreciationupside.

What Are the STR Calculators?

Our free short-term rental calculators help you analyze deals before committing capital. Model startup costs, projected revenue, and cash-on-cash returns for any Tampa Bay property.

How Does Buying an STR Work?

Buying a short-term rental investment property follows a proven three-step process. Barrett walks you through every stage — from market research to closing day.

  1. Research

    Learn the STR rules and regulations in your target market.

  2. Calculate

    Run the numbers to make sure the deal actually works.

  3. Buy

    Close with confidence alongside an experienced broker.

Why Investors Trust Barrett

Barrett Henry is a Florida Broker Associate with 23+ years of real estate experience. He holds the REMAX Hall of Fame award and multiple investor-focused designations — giving you a trusted advisor for every STR deal.

  • 23+ Years Experience

    Licensed REALTOR since 2003 with deep investment property expertise.

  • REMAX Hall of Fame 2024

    Career production award recognizing sustained excellence in real estate.

  • Broker Associate

    Highest individual real estate license in Florida.

  • Specialized Designations

    e-PRO, MRP, SRS, and CRE certified for investor-focused transactions.

Get Barrett's Take on Your Next STR

Share a few details and Barrett will follow up within 2 hours. Whether you're analyzing your first Airbnb deal or adding to your portfolio, get expert guidance from a broker who understands short-term rental investments.

Confidential — your info stays with Barrett. Or call (813) 733-7907

Rather have Barrett call you?

Frequently Asked Questions About STR Investing

Is Tampa Bay a good market for short-term rentals?+

Yes. Tampa Bay attracts year-round tourism, strong event-driven demand, and a growing population that supports consistent occupancy rates for well-located STR properties.

How much does it cost to start an Airbnb in Tampa Bay?+

Startup costs typically range from $15,000 to $40,000 for furnishing, supplies, photography, and licensing — on top of the property purchase. Use our Startup Cost Estimator for a personalized breakdown.

Do I need a special license to run an STR in Florida?+

Florida requires a DBPR vacation rental license, and most Tampa Bay cities have additional registration, zoning, or permitting requirements. Rules vary by municipality.

What ROI can I expect from a Tampa Bay Airbnb?+

Cash-on-cash returns vary widely based on location, property type, and management style. Many Tampa Bay STR investors target 8-15% cash-on-cash returns. Our ROI calculator helps you model specific deals.

Why should I use a REALTOR to buy an STR?+

An experienced buyer's agent who understands STR regulations, revenue potential, and deal analysis can help you avoid costly mistakes — like buying in a zone that bans short-term rentals.