What does it actually take to become one of the highest earning Airbnb properties in your market?

In this episode, Kenny Bedwell shares the strategies behind one of Kentucky's top performing short term rentals and explains why success is about much more than adding expensive amenities. From choosing the right market to understanding exactly who your property is designed for, he walks through the framework that has helped his properties consistently outperform the competition.

You'll learn why patience matters more than most hosts realize, how to evaluate a market before investing, and why the best properties are built around a specific guest instead of trying to appeal to everyone.

If you want to increase revenue, stand out in your market, and create a property guests remember, this episode is packed with practical lessons you can apply.

Timestamped Highlights

00:00 Why becoming a top performing property starts with the right strategy

02:10 The numbers behind one of Kentucky's highest earning short term rentals

05:08 Why your second year is often your most important

08:44 How investing more than your competition can create an advantage

13:15 When spending more stops producing better returns

17:02 How to find markets where you can stand out

22:10 Why many hosts struggle to keep up with changing guest expectations

28:06 How knowing your ideal guest influences every decision

33:08 The marketing mistake that causes properties to blend in

37:15 Four lessons every host can use to build a stronger business

About the Host

Kenny Bedwell is a short term rental investor, educator, and founder of STR Insights. He owns and operates vacation rentals across the United States, including one of the highest earning properties in Kentucky. Through Cash Flow Positive, he shares practical strategies that help investors increase revenue, improve the guest experience, and build stronger hospitality businesses.

Mentioned Resources

STR Insights

Airbnb

VRBO

Booking.com

Kentucky Bourbon Trail

Important Links

Want us to find the deals for you? https://strinsights.com

Instagram: @kenny_bedwell

YouTube: Cash Flow Positive

LinkedIn: Kenneth Bedwell

Cash Flow Positive is an original podcast hosted by Kenny Bedwell. Brought to you by STR Insights.