Cash Flow Positive

Part 2: Unique Airbnbs That Make Serious Money with Ashley Guy


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What happens when you take a massive design risk on a short-term rental—and it turns into your most profitable investment ever?

In today’s episode of the Cash Flow Positive podcast, Kenny Bedwell welcomes Ashley Guy, a short-term rental investor, mom of six, agent, coach, and creative powerhouse behind one of the most unique Airbnbs in the U.S. Ashley shares the full story behind her now-famous “kink cabin” in Gatlinburg, Tennessee—a bold, adult-themed STR that grosses six figures annually and books out months in advance.


Ashley reveals the challenges of designing a fully immersive, highly targeted guest experience—from sourcing custom furniture to marketing without relying on traditional channels. She also breaks down why most investors play it too safe, how to stand out in saturated markets like Gulf Shores, and what it really takes to create properties that command premium rates and loyal repeat guests.


If you've enjoyed this episode of the Cash Flow Positive podcast, be sure to leave a review and subscribe today! Listen now and enjoy!



In This Episode You'll Learn:

  • Why the “kink cabin” idea was a strategic investment, not a gimmick
  • How Ashley made over $80K net on a $333K cabin in just one year
  • The power of immersive design and what most hosts miss
  • How to turn judgment and taboo into brand loyalty and bookings
  • Why niche STRs outperform copy-paste properties in saturated markets
  • The role of guest avatars and how to truly design for them
  • How Ashley scales her creativity across multiple markets and property types
  • Why “commit and figure it out” is a mindset every STR investor needs
  • And much more...


Resources:

Connect with Kenny on LinkedIn

Follow Kenny on Instagram

thefemmeinvestor.com 

Contact Ashley at [email protected] 

...more
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Cash Flow PositiveBy Kenny Bedwell

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