The STR Report's Weekend Digest - March 28th, 2026

Your quick hit of short-term rental insights, community highlights, and fresh ideas to take into the week ahead. Grab a coffee, relax, and catch up on what’s new in the STR world. ☕️

March 28, 2026

March 28th, 2026

Good morning STR Report Community, and welcome to The STR Report’s Weekend Digest!

In today’s issue, you will find:

📱Weekend Digest: The Rental Resource Rundown

📬 See our collection of newsletters here: Prior Newsletters

☕ Good morning, STR Report Community!

Welcome back to The STR Report’s Weekend Digest — today we’re sharing another insightful podcast in our Rental Resource Rundown, diving into what it’s like owning and operating an STR in a well-known, rental-heavy market.

Click below to play video: 👇

Episode description:

In this episode, Tom Stewart, COO of Resort Realty, joins Alex & Annie of The Real Women of Vacation Rentals to talk about the realities of running a vacation rental business in the Outer Banks, one of the most established and distinctive markets in the industry. They get into what makes the market different, from its geography and seasonality to its mix of inventory and long-standing operating norms.

Tom also shares what it takes to keep a legacy operation strong as market conditions change. The conversation explores weather and erosion challenges, guest and owner communication, selective growth, direct bookings, linen and laundry logistics, dynamic pricing, onboarding complexity, and the reset in owner expectations after the COVID boom.

If you work in vacation rentals, especially in a mature or highly seasonal market, this episode offers a practical look at what long-term success requires behind the scenes.

Have a question you want answered or want to be featured in the next Weekend Digest? Just reply to this email. 📬

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