About this episode

Tim Hubbard discusses the potential of short-term rentals as a profit center in real estate investing.

In this master's class episode of the Smart Real Estate Coach Podcast, I sit down with Tim Hubbard for a focused conversation on short-term rentals and why they may be worth considering as a profit center inside your broader real estate strategy. I want to be crystal clear about the lane we stay in here: creative financing is still our core focus. I'm not trying to throw shiny objects at you. But when I find someone who has spent more than a decade building and operating short-term rentals at a high level, while also helping other owners do the same, I think it's worth unpacking what everyday investors can learn and potentially apply. Tim shares how he built a sizable short-term rental portfolio while living in South America, how his company helps owners manage properties across dozens of cities, and why the short-term rental space is more professional, more competitive, and more system-driven than ever. We talk about what short-term rentals actually mean in today's market, why listing across Airbnb and Vrbo matters, how to think about pricing, reviews, technology, tax benefits, and market selection, and what investors should know before converting a long-term rental into a…

People in this episode

Host: Chris Prefontaine

Guest: Tim Hubbard

Topics covered

• short-term rentals
• real estate strategy
• creative financing
• property management
• cash flow
• market selection

Mentioned in this episode

Organizations: Airbnb, Vrbo

More episodes of The Smart Real Estate Coach Podcast|Real Estate Investing

• Episode 568: How to Build a $50 Million Portfolio Without Your Own Money with Sam Primm · July 15, 2026 · 28 min
• Episode 567: Automating 90% of Your Real Estate Business with Keith Gillispie · July 8, 2026 · 25 min
• Episode 566: How to Get Paid 3 Times On One Deal · July 1, 2026 · 22 min
• Episode 565: How Unresolved Trauma Sabotages Business Growth with Dr. Nicole Cain · June 24, 2026 · 28 min
• Episode 564: Why Wealthy Investors Are Turning to Oil & Gas with Tait Duryea · June 17, 2026 · 25 min
• Episode 563: The Self-Storage Strategy That Thrives in Any Economy with Ryan Gibson & Tait Duryea · June 10, 2026 · 29 min

Explore listener stats, chart rankings, contacts and more on the The Smart Real Estate Coach Podcast|Real Estate Investing podcast page.