The STR Sisterhood

The Business of Big Short-Term Rentals: Kim Herrlein’s Secrets


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Ever wondered what it takes to scale and manage large vacation rentals successfully? In this episode, I sit down with Kim Herlein, a real estate investor who mastered the art of hosting large groups and turning big properties into thriving short-term rentals.

Kim shares the strategies that helped her expand her portfolio, from acquiring and designing properties that cater to large groups to optimizing operations for efficiency. She dives into the challenges of managing high-occupancy rentals, keeping guest experiences seamless, and ensuring top-tier cleanliness despite high turnover. Plus, she reveals her secrets to building a loyal customer base and staying ahead in the competitive vacation rental market.

If you're looking to scale your short-term rental business or break into large-group hosting, Kim’s insights will give you the tools and inspiration to take your rentals to the next level. Don’t miss this expert-packed conversation!


HIGHLIGHTS AND KEY POINTS:


[02:18] A short introduction about our guest Kim Herrlein

[03:06] How Kim started in short-term rental industry and scaling her first property

[03:54] Kim shares the planning and renovation of expanding a four-bedroom house into 10 bedrooms

[05:19] Kim explains how personal experience and a prime Coachella location drove her investment decision

[06:24] How Kim gradually expanded a four-bedroom home to 10 to maximize its rental potential

[08:06] Kim shares how she expanded to 14 properties across five regions, adapting designs and learning how guest needs differ by location

[10:20] Kim highlights the importance of market timing to sell properties at their peak value

[13:25] Kim talks about new owners' unrealistic expectations, the evolution of property management, and using tech and VAs to stay ahead

[17:52] How Kim manages and overcomes the challenges of managing large vacation properties

[23:55] Kim talks about the challenges of turnovers for large vacation rental properties and maintaining cleaning standards

[27:04] What Kim looks for when hiring a host and the qualities and systems she values to ensure a great guest experience

[30:32] How Kim manages guest communications for large groups to ensure a seamless experience

[33:47] Kim talks about the challenges of securing repeat bookings for large-group vacation rentals

[37:00] Kim highlights the biggest lesson she has learned in hosting large groups of people

[39:29] The lightning round



Golden Nuggets:


  • “I have found that sometimes inheriting property management clients, I think, is one of the most difficult types of clients to bring on to your business, because they may not have, or may not have the exposure to the broad span of the market to really understand what's going on.”
  • “Having the right team members is so critically important. Having the right systems and processes in place is so important. I could not do what I do without my team of people and systems and tech, you know, everything intertwined that makes our worlds go round.”
  • “I think the biggest problem for people when they come to a home and there's an issue is not that there's an issue; it's that there's an issue, and no one is acknowledging it."
  • “This too shall pass. That's been my number one go to whenever anything feels kind of, even when it's good to say this too shall pass; like to be in gratitude and really appreciate the fullness of that. It's not always a negative thing that this too shall pass, that it's the concept that time is always moving.”
  • Let’s Connect!


    Website: https://purveyorsofleisure.com/


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    The STR SisterhoodBy Stacey St. John

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