I just got back from the 2026 Midterm Rental Summit in San Diego, and I am still thinking about it.
Three days in a room full of the best operators, investors, and entrepreneurs in the short and midterm rental world will do that to you. I went to learn. I came home with a notebook full of ideas and a phone full of new connections — people I genuinely cannot wait to keep building with.
A Huge Thank You to Jesse Vasquez and His Community
None of it happens without Jesse Vasquez.
Jesse has built something rare in this industry: a community that is genuinely generous. People who share their numbers, their systems, and their hard-won lessons without holding anything back. From the moment we walked in, his team treated us like family. The hospitality was second to none, and the energy Jesse creates in a room is the reason people fly across the country to be there.
If you have spent any time in the midterm rental space, you already know — Jesse does not gatekeep. He opens doors. I am grateful to have been welcomed in, and even more grateful for the relationships that came out of those three days.
The Connections We Made
The real value of an event like this is not on the stage. It is in the hallway conversations, the dinners that run long, and the side chats over coffee.
I met operators running everything from a single property to portfolios of dozens of doors across multiple states. I met first-year hosts taking notes on everything, and seasoned investors who have weathered every cycle this business has thrown at them. What struck me most was how willing everyone was to share — pricing strategies, tenant screening systems, the mistakes they made so you do not have to. That spirit of open collaboration is exactly the way I have always tried to run Damian's Hosting Hub.
Why Midterm Rentals Matter for Owners
Here is the part that matters most for the owners we work with.
The midterm rental model — furnished stays of 30 days or more for traveling nurses, relocating families, insurance placements, and remote professionals — is one of the most resilient strategies in real estate right now. It sits in the sweet spot between the high turnover of short-term rentals and the thin margins of long-term leases. Fewer cleanings, more stable income, fewer regulatory headaches, and tenants who treat your property like a home.
Everything I heard at the Summit confirmed what we are already seeing across our portfolio in the Central Valley and beyond: owners who position their properties for midterm guests are building something durable. It is a strategy we actively manage for, and it is only getting stronger.
Bringing It Home
I left San Diego with a renewed sense of purpose and a long list of people I am proud to now call friends. To everyone we met — thank you for the conversations, the introductions, and the generosity. And to Jesse and his entire community — thank you for the hospitality and for setting the standard for what a host community should feel like.
If you own a property and you are wondering whether short-term, midterm, or long-term is the right play, that is exactly the kind of conversation I love to have. Learn more about our story, see how we manage short-term and midterm rentals, or reach out and let's talk about your property.
The best is still ahead.