The Hideaways Show

#52 - Behind the Curtain: Lessons from Our Biggest STR Mistakes


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In this lively episode of The Hideaway Show Behind the Curtain, hosts Jordan Holmes and Mike Sebastian catch up after a break, diving into the importance of creating engaging content for short-term rentals (STR).  The conversation transitions into their biggest STR investment mistakes, revealing the pitfalls and lessons learned from financing through a primary residence HELOC and the complications of managing a five-unit property.

The episode concludes with a new segment, 'Would You Book It?' where they debate the merits of booking unique properties like a private island and a geodome from both a guest and host perspective. The segment offers insights into the pros and cons of these unconventional accommodations, providing a blend of humor and valuable advice.

Build Your Hideaway Instagram:⁠⁠⁠⁠ ⁠https://instagram.com/buildyourhideaway⁠⁠⁠⁠⁠

Check out the properties we talk all about at The Hideaways: ⁠⁠⁠⁠ ⁠https://thehideaways.co⁠⁠⁠⁠⁠

About the show:

Join us every week for The Hideaways Show! We're the team behind The Hideaways, a collection of unique vacation rentals across the U.S. Our goal is to share our journey with you, from the challenges we've overcome to the lessons we've learned. Tune in to learn and grow with us!

More ways to connect with Mike Sebastian:

  • Instagram:⁠⁠⁠⁠ ⁠https://instagram.com/matmiike⁠⁠⁠⁠⁠
  • LinkedIn:⁠⁠⁠⁠ ⁠https://linkedin.com/in/matmiike/⁠⁠⁠⁠⁠
  • X:⁠⁠⁠⁠ ⁠https://x.com/matmiike⁠⁠⁠⁠⁠

More ways to connect with Jordan Holmes:

  • Instagram:⁠⁠⁠⁠ ⁠https://instagram.com/jkholmes_rei⁠⁠⁠⁠⁠
  • LinkedIn:⁠⁠⁠⁠ ⁠https://linkedin.com/in/jkholmes-rei/⁠⁠⁠⁠⁠
  • X:⁠⁠⁠⁠ ⁠https://x.com/jkholmes_rei
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The Hideaways ShowBy The Hideaways