SmartStay Show - Short Term Rental Counsel + Coaching | Airbnb Hosting Tips

After 450+ Real Estate Deals, I Finally Bought My 1st Airbnb (HERE'S WHY) | Jeremy Beland


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What if your best-performing Airbnb was sitting just a mile away—and you almost missed it?


In this episode, we talk with Jeremy Beland, a real estate investor who made the leap from wholesaling to building a killer short-term rental portfolio in Port St. Lucie, Florida. He shares how one overlooked pocket became home to his top-performing property—and why hyper-local strategy matters more than most people realize.


Jeremy and his wife pull back the curtain on what it really takes to succeed in the Airbnb space. From rehabbing a rundown house to creating a five-star guest experience, they walk through the messy, unglamorous, and essential parts of running short-term rentals like a real business.

Whether you’re already hosting or just thinking about it, this one’s packed with real-world advice, hard-earned lessons, and a few laughs along the way.


Things we discussed in this episode:

  • Jeremy’s shift from off-market deals to short-term rentals

  • Why location—down to a one-mile radius—matters

  • The real challenges of furnishing from scratch

  • Building a strong local cleaning and maintenance team

  • Treating STRs like a business, not a side hustle

  • Smart guest screening to protect your property

  • How reviews impact long-term success

  • Jeremy’s REI Freedom program on off-market strategies

  • Long-term wealth potential of STR investments

  • The hospitality mindset behind a top-tier Airbnb


    Get in touch with Jeremy:


    Linkedin - ⁠⁠⁠⁠⁠⁠⁠https://www.linkedin.com/in/jeremy-beland-164b8913/

    Facebook - ⁠⁠⁠⁠⁠⁠⁠https://www.facebook.com/groups/795700988329071/media

    Instagram - ⁠⁠⁠⁠⁠⁠⁠https://www.instagram.com/jeremybeland_/


    #SmartStayShow #realestate #realestateinvestor #realestateagent #RealEstateInvesting #AirbnbInvestment #RealEstateSuccess #PropertyInvesting #STRStrategy #OffMarketDeals #AirbnbTips #RealEstateCoaching #PassiveIncome #PropertyManagement


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    SmartStay Show is part of⁠⁠⁠⁠⁠⁠⁠ Hospitality.FM⁠⁠⁠⁠⁠⁠⁠, a podcast network dedicated to bringing the best hospitality-focused podcasts to those in and around the industry, from Food + Beverage, Guest Experience, Diversity & Inclusion, Tech, Operations, Hotels, Vacation Rentals, Real Estate Law, and so much more!








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    SmartStay Show - Short Term Rental Counsel + Coaching | Airbnb Hosting TipsBy Airbnb Superhost Jason Muth + Rory Gill

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