The LONG TERM GAME of SHORT TERM RENTALS

The Long Term Game of Short Term RentalsHosted by Anne Gannon, The Long Term Game of Short Term Rentals dives deep into the strategies, systems, and mindset behind successful STR investing. Each episode features expert insights, real investor stories, and actionable tips to help you build lasting wealth through short-term rentals. Whether you’re just getting started or scaling a portfolio, this podcast will help you think long term, invest smart, and stay ahead of market trends. It’s not about quick wins—it’s about building a business that lasts.

The LONG TERM GAME of SHORT TERM RENTALS is a business podcast hosted by anneelizabethgannon, with 15 episodes on record and a Required Pod Score of 80. PitchCentric scores this show on Booking Probability, Listen Score, and live audience signals refreshed every 24 hours.

anneelizabethgannon hosts The LONG TERM GAME of SHORT TERM RENTALS, a business show with 15 episodes published.

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  Episode #16

  Summer 2026 Travel Trends: How Short-Term Rental Owners Can Win in an Uncertain Economy

  Jun 5, 202615 minS0

  <p >In this episode of The Long-Term Game of Short-Term Rentals, Anne and Scott discuss the opportunities and challenges facing short-term rental owners as the 2026 summer travel season begins. While economic uncertainty, inflation, and changing consumer behavior continue to dominate headlines, the hosts explain why regional travel destinations may actually benefit from these trends.</p> <p >Drawing comparisons to the 2008 economic downturn, they highlight how drive-to vacation markets such as the Poconos, Catskills, Smoky Mountains, and similar regional destinations often outperform during tighter economic conditions as travelers seek affordable alternatives to expensive international vacations.</p> <p >Key topics discussed include:<...

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  Episode #15

  The Hidden Win of Short-Term Rental Investing: Appreciation

  Mar 6, 202610 minS0

  <p>This episode dives into something most short-term rental owners don’t talk about enough — the long-term appreciation of the property itself.</p> <p>While many STR investors focus heavily on monthly bookings, occupancy rates, and cash flow (as they should), there’s a powerful “hidden win” happening in the background: appreciation.</p> <p>Using a simple example — purchasing a $500,000 shore property in 2025 — we walk through what happens over a 10-year period. Historically, real estate appreciates at an average of 3–5% annually over time. While markets have peaks and valleys (and we all remember 2008), over a longer time horizon appreciation tends to smooth out.<...

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  Episode #14

  Weather, Storms & Protecting Your STR Business

  Mar 3, 202614 minS0

  <p> </p> <p>Storms don’t just impact travel — they impact revenue, reviews, liability, and long-term profitability for short-term rental owners.</p> <p>In this timely episode, we break down how major weather events affect STR operators and what proactive owners should be doing before, during, and after a storm.</p> <p>With over 30 states impacted by recent severe weather, many hosts — especially newer owners — experienced their first significant travel disruption. This episode walks through how to turn that disruption into a learning opportunity and strengthen your systems moving forward.</p> In this episode, we cover: <p>1. Handling Cancellations Strategically</p> <p>W...

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  Episode #13

  Amenities That Perform: How to Invest Without Guessing

  Jan 15, 202616 minS0

  <p>Are Amenities Worth the Investment? It Depends on the Data.</p> <p>In this episode, we tackle one of the most common—and most misunderstood—questions in short-term rental investing: Should you add amenities to improve performance?</p> <p>From hot tubs and saunas to home gyms, pickleball courts, pet-friendly upgrades, and simple workspaces, amenities can absolutely drive higher bookings and longer stays—but only if they are evaluated like a business decision, not a design choice.</p> <p>We break down how high-performing STRs use amenities to replace the hotel or resort experience, and why the best investments aren’t...

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  Episode #12

  3 Ways to Truly Measure Your STR’s Performance (and Fix What 2025 Missed)

  Jan 12, 202613 minS0

  Podcast Summary: How to Evaluate Your Short-Term Rental’s 2025 Performance <p>In this episode, we break down three practical ways short-term rental owners can evaluate how their property truly performed in 2025—and how to use that data to build a stronger strategy for 2026. Rather than focusing solely on annual totals, the conversation centers on understanding why the numbers look the way they do and where real improvement opportunities exist.</p> <p>1. Shift from annual totals to weekly performance<br> Instead of judging success by total annual revenue, we explain why STR owners should evaluate performance week by week, especially during peak...

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