The Long Term Game of Short Term Rentals
Hosted 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.
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The Long Term Game of Short Term Rentals
Hosted 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.
Holiday week strategies: How to Stand Out, Stay Booked, and SET SMART TARGETS for 2026
The LONG TERM GAME of SHORT TERM RENTALS
9 minutes
2 weeks ago
Holiday week strategies: How to Stand Out, Stay Booked, and SET SMART TARGETS for 2026
In this week’s episode of The Long-Term Game of Short-Term Rentals, we dive into one of the busiest (and most revealing) times of the year for STR owners: the holiday season. With more travelers on the road and more hosts entering the market—often for tax advantages—competition has never been higher. But the properties that win aren’t always the biggest or flashiest… they’re the ones that feel unique.
We break down:
What’s Happening in the STR Market This Holiday Week
Why demand is strong—even as supply grows
The real booking patterns we’re seeing right now
How last-minute travelers can still fill your December calendar
Small Amenities, Big Revenue
The game rooms, PlayStations, and small add-ons that create major booking lifts
How a few “extra touches” can transform off-season weekends
Why the past doesn’t define the future—your revenue can jump with thoughtful upgrades
Treat It Like a Business: Budgeting for 2026
How to evaluate Q4 performance and identify rate trends
What to look for in your 2025 numbers before finalizing your 2026 budget
Why conservative projections and small monthly check-ins keep you on track
The 30-minute monthly habit that reduces stress and drives long-term success
The Mindset That Wins
Running an STR is a business—and businesses grow when owners evolve, adapt, and stay engaged. Even simple monthly targets can remind you that while expenses go out, money is also coming in every single week. That perspective alone can lower stress and give you confidence heading into the new year.
As we close out this episode, we’re reminding you:This is a long game. The more you work on your property and your numbers, the stronger your results become.
Happy holidays, and we’ll see you on the next episode!
The LONG TERM GAME of SHORT TERM RENTALS
The Long Term Game of Short Term Rentals
Hosted 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.