511. Inside a 10,000-Square-Foot STR: Lessons from Andrew Llewellyn

What does it take to turn a 10,000-square-foot building into a thriving short-term rental that can host up to 42 guests? For Andrew Llewellyn, the answer included grit, rejection, and relentless problem-solving.In this episode, Sarah and Annette sit down with Andrew to hear how he went from running ice cream shops and a food truck to becoming a real estate developer along Kentucky’s Bourbon Trail. Andrew shares how he convinced a bank to back his vision (after 40 rejections), why he leans on parent-child listings to maximize occupancy, and the systems his team uses to pull off back-to-back turnovers for massive groups.You’ll learn:How Andrew pivoted from muffins to multi-unit rentals during COVID.Why defining your ideal guest avatar matters for large group stays.How to set up parent-child listings that increase revenue and flexibility.What it takes to build cleaning systems that can handle 42-guest turnovers.Why direct bookings and SEO fuel long-term sustainability.Andrew’s hard-won advice for dealing with city regulations and securing financing.This conversation is packed with inspiration and actionable strategies—whether you host a one-bedroom cottage or are dreaming about your own large-scale project.Resources:PriceLabs – Dynamic pricing software that automatically adjusts your rates based on real-time demand. SuperStay STR – Andrew’s direct booking site for large group stays in Louisville, Kentucky.Mentioned in this episode:Minoan | Visit MinoanExperience.com and tell them TFV sent you!Join us for our live Get More Bookings Bootcamp.