Who Is ACTUALLY Booking Your Property?

Who Is ACTUALLY Booking Your Property?

From Cash Flow Positive by Kenny Bedwell

April 28, 2026 · 27 min · Episode 168

About this episode

Kenny Bedwell discusses the six buyer personas that influence booking decisions for short-term rentals and how to effectively market to them.

Are your short-term rentals sitting empty while your competitors rake in bookings? You might be targeting the wrong guest without even knowing it. In this tough-love, numbers-driven solo episode, Kenny Bedwell, founder of STR Insights, reveals the six REAL buyer personas that drive every booking decision and why most hosts get it dead wrong. Cut through the industry fluff: This episode breaks down how each persona thinks, what drives their decisions, and how seasonality radically shifts who you’re really marketing to. Whether you’re struggling to fill high-end properties, want to squeeze more out of the low season, or just avoid attracting guests who tank your reviews, this episode gives you direct, actionable insight you simply won’t find on other STR podcasts. Stop the guesswork. Listen right now to protect your cash flow, outsmart your competition, and attract the guests you actually want. These frameworks are exclusive, urgent, and can change your booking game overnight. Timestamped Highlights 00:02 – Dad shirts are back… but is your STR guest strategy stuck in winter? 00:44 – The secret reason you keep attracting the “wrong” guests (and how to fix it) 03:03 – Why budget…

People in this episode

Host: Kenny Bedwell

Topics covered

  • short-term rentals
  • buyer personas
  • marketing strategy
  • booking decisions
  • cash flow
  • guest attraction

Keywords

  • short-term rentals
  • buyer personas
  • marketing
  • cash flow
  • guest attraction
  • booking strategy

Mentioned in this episode

Organizations: STR Insights

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