Short Term Rental Management

Fresh back from the Vacation Rental Management Association (VRMA) conference in Nashville, Luke recaps his first time attending the industry’s biggest property management event, now in its 41st year. His biggest takeaway is that every booth was built around AI and tech, and if you aren’t leaning in, you’re getting left behind. He shares practical ways he’s using AI in daily l...

The Short Term Shop team shares a wide-ranging 2027 outlook for short-term rental investors. They discuss the buyer’s market in vacation destinations, interest rates and financing strategies, rental performance expectations, changing booking platform fees and policies, and the growing role of AI in guest operations and property research. CPA guests Matt and Amanda explain dep...

Luke shares his firsthand experience following a direct-hit Category 3 hurricane in the Destin and 30A area, discussing the realities of storm damage, the importance of inspecting and removing dead trees before disaster strikes, and why property managers should prioritize safety over profits when it comes to guest cancellations and refunds. He also reflects on the risks of ow...

Luke tackles one of the most common questions he gets: how do you find a plumber, roofer, or other vendor for your short-term rental? He explains that finding them is only half the battle, since tracking people down, following up repeatedly, and holding them accountable is a huge part of being a property manager. Then he does a live screen share showing how he uses AI to buil...