Episode #10
Find It Friday! - How to Find a 50% Cash-on-Cash STR Deal in a “Saturated” Market
Is Broken Bow, Oklahoma too saturated for short-term rental investors? In this episode of Find It Friday Live , we put that assumption to the test by underwriting a real four-bedroom cabin currently for sale with a pool—and the numbers get very interesting. Using STR data, comparable properties, and the expertise of Broken Bow real estate agent and investor Kelly House, we explore how this property could potentially generate $175,000+ in annual revenue and deliver roughly a 36% cash-on-cash return with relatively little additional investment. The conversation goes beyond the initial underwriting to uncover what separates average properties from top-performing STRs. Kelly shares how amenities like pools, pickleball courts, bunk rooms, fire pits, saunas, and outdoor experiences can create a significant revenue premium—especially when only a small percentage of competing listings offer them. We also break down how “amenity stacking” can help investors stand out in a competitive market. Finally, we explore creative ways to structure the investment, including capital partnerships, financing strategies, and the potential tax benefits of owning a short-term rental. Whether you're looking for your first STR or trying to take your portfolio to the next level, this episode offers a practical framework for finding opportunities that the average investor might overlook. What You'll Learn How to evaluate a real STR deal using market data and local expertise Why average market revenue can be misleading when analyzing a specific property How much a pool can potentially increase STR revenue Why adding pickleball courts and other amenities can create a competitive advantage How increasing sleeping capacity can drive additional revenue Why “saturated” markets can still have opportunities for luxury and highly amenitized properties How to use comparable properties to identify revenue upside Strategies for partnering with investors who provide capital How financing can dramatically change cash-on-cash returns Why professional photography, reviews, and property management can have a major impact on performance
