How to Scale Your Vacation Rental Business Across Multiple Markets with Smart Growth Strategy

Scaling a vacation rental business beyond your first market requires more than ambition—it demands strategy, systems, and the right partnerships. In this episode recorded at Streamline Summit, Lynell sits down with three industry leaders who reveal what it really takes to grow successfully. Koen Roelens scaled from a hotel industry side hustle to 600 properties across Florida by admitting he's terrible at operations and hiring accordingly. Larry Hoffer from Z-Point helps property managers use data to target the right properties before competitors do, with access to all 125 million residential properties in the United States. And Mishan Andre runs luxury properties in Cabo using Streamline's automation to free up time for actual growth. Together, they share hard-won insights on when to invest in operational infrastructure, how to enter new markets strategically, why communication is the foundation of everything, and how to choose technology partners who actually show up when you need them. This episode is sponsored by Streamline.

In this episode of The Vacation Rental Show recorded at Streamline Summit, host Lynell Gordon speaks with three industry leaders — Koen Roelens, Larry Hoffer, and Mishan Andre — about scaling vacation rental businesses across multiple markets without creating operational chaos, choosing technology partners who actually deliver, and why the people behind your tools matter as much as the features themselves.

What You'll Learn:

When to invest in operational processes as you scale (Koen's inflection point was 200-250 properties)
Why acquiring local companies beats building new markets from zero every single time
The communication foundation that makes everything else work with owners, guests, and teams
How to use comprehensive property data to target the right homes before competitors do (all 125 million U.S. residential properties)
Why vendor consistency at trade shows signals credibility better than any sales pitch
The automation strategies that free up 30-40 daily tasks for strategic work instead of manual operations
Building leadership teams that are smarter than you in critical areas where you're weak
Why the people behind your technology matter as much as the platform features
The real learning curve of PMS implementation and why momentum compounds over time
Taking time to work on your business through conferences rather than staying in the weeds

Koen Roelens scaled a hotel industry side hustle to 600 properties across Florida by openly admitting he's terrible at operations and building a young leadership team that excels where he struggles. Larry Hoffer from Z-Point helps property managers grow strategically using data enriched from 15 sources covering every residential property in the United States. Mishan Andre runs luxury properties in Cabo ($15,000+ per night) using Streamline's trigger automation to handle dozens of daily operational tasks automatically, freeing his team to focus on relationships and growth. Together, they reveal that sustainable scaling requires intentionality — building infrastructure that supports expansion rather than just signing more properties and hoping operational systems magically appear.

This episode is sponsored by Streamline.

If you enjoyed this episode, make sure to:

Subscribe, rate, and review
Share this episode

Chapters:
[00:00] Intro

[02:36] When Operations Become Non-Negotiable: Koen's 200-Unit Inflection Point

[04:40] Strategic Market Entry: Why Acquisition Beats Starting from Zero

[07:13] The Communication Foundation That Makes Everything Work

[08:27] Building Leadership Teams Smarter Than You

[10:00] Data-Driven Growth: Finding the Right Properties First

[13:37] Vendor Relationships: Why Consistency Builds Credibility

[15:12] Implementation Reality: The Learning Curve Is Real But Worth It

[17:43] Automation That Works: 30-40 Daily Triggers That Create Freedom

[19:27] Why People Behind Technology Matter As Much As Features

[22:26] The Personal Touch: Knowing Your Vendor Partners By Name

The Vacation Rental Show is handcrafted by our friends over at: fame.so

Previous guests include: Jim DeVos of Best Beach Getaways, Stacy Wesson of Cascara Vacation Rentals, Michael Friedman of The Simple Life Hospitality, Steve Caron of Inhabit, John An of TechTape, Jessica Gillingham of Abode Worldwide, Justin Ford of Breezeway, Mahwussh Alam of One Perfect Stay, Lisa Stinnett of Inhabit, and many more.

Check out the three most downloaded episodes:

Are you a vacation rental industry leader looking to share your expertise? We're seeking innovative voices to join our conversation about growing and scaling vacation rental businesses.

The Vacation Rental Show reaches thousands of property managers worldwide. We're particularly interested in perspectives on:

Scaling your vacation rental portfolio
Optimizing guest experiences
Revenue management strategies
Industry trends and market insights

Express your interest in being a guest →