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August 18, 2025 20 mins

Think buying a short-term rental is the fast track to homeownership? In this episode, David Sidoni unpacks the real math behind Airbnb investing — and why it might be the wrong move if you’re still renting.


With affordability at an all-time low, many first-time homebuyers are exploring creative ways to get into real estate. One trend gaining popularity: buying a short-term rental like an Airbnb in a cheaper market instead of purchasing a primary residence. But in this brutally honest episode, David Sidoni reveals why that plan could backfire.

David breaks down the 2025 short-term rental landscape, explaining how increased competition, regulations, and declining profits have changed the game. More importantly, he highlights the financial risks renters take when they try to become investors before becoming homeowners.


This episode dives into the math, the mindset, and the myths — showing you why owning your own home first is the smartest play. If you're tempted by Airbnb hype, you need to hear this before making a costly mistake.


Quote: "The golden goose of Airbnb is losing its feathers and turning into a turkey super quick."


Highlights:


  • Why short-term rental investing isn’t what it used to be in 2025
  • The financial danger of skipping rent replacement
  • How tax laws, maintenance, and financing make STRs riskier than they look
  • A breakdown of real costs vs. projected income
  • What first-time buyers should do instead of chasing Airbnb profits



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David Sidoni, the "How to Buy a Home Guy," is a seasoned real estate professional and consumer advocate with two decades of experience helping first-time homebuyers navigate the real estate market. His podcast, "How to Buy a Home," is a trusted resource for anyone looking to buy their first home. It offers expert advice, actionable tips, and inspiring stories from real first-time homebuyers. With a focus on making the home-buying process accessible and understandable, David breaks down complex topics into easy-to-follow steps, covering everything from budgeting and financing to finding the right home and making an offer.


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