OwnerRez

This week’s roundup covers Airbnb’s investment in WeRoad, Vrbo’s latest AI features, proposed STR regulation changes in Tybee Island, Australia’s updated vacation rental tax laws, and new developments surrounding Bill 9 in Maui.

Check out our Industry News blog post to learn more:
tinyurl.com/yxtc9pwx

“Time in the market kind of counterbalances timing the market. Ultimately, if you’re out of the market for five, ten, fifteen years because you think some kind of crash or adjustment is gonna happen, and then you’re out of the market and you’re not gaining experience, you’re not building things in the market, in equity, etcetera, etcetera, etcetera, you’re eventually gonna come out behind.” - Chris Hynes

Listen now: tinyurl.com/y72xvzfs

Meet Bianca Han, co-founder of Sapphire Vacations, a collection of luxury beachfront rentals in St. Thomas, U.S. Virgin Islands. After falling in love with the island in 2010, Bianca and her husband, Paul, built a thriving business by designing beautiful spaces and building efficient systems that allow them to manage everything remotely.

Read about her story here:
tinyurl.com/4dscdf4d

A big thank you to Rob Minielly, one of our outstanding OwnerRez users, for stopping by our booth at the 2026 Michigan STR Conference and sharing his experience using OwnerRez!

Traveling to Michigan? Visit www.tailwindproperty.com to explore Rob's five standout properties, featuring a unique mix of urban and secluded homes.

We truly enjoy connecting with our users face-to-face! If you're attending an upcoming industry event, be sure to stop by our booth. Check out ownerrez.com/events to see where we'll be next. We'd love to see you there!

The OwnerRez Memorial Day Special is Live!
Ready to take your property management to the next level? This Memorial Day, we’re making it easier than ever!

Sign up with code MEMORIALDAY2026 through May 31st and receive:
✅ 45 Bonus Days of Access
✅ 3 Free 1-on-1 Onboarding Calls
✅ Full System Access

This deal is available for new customers with an annual contract and is only available for a limited time!
This is the perfect opportunity to streamline your operations, grow your bookings, and save big!

Don’t miss out on this deal! Sign up now and let OwnerRez do the heavy lifting for your business!

Learn more here:
https://www.ownerrez.com/memorial-day-deal

Shoutout to Bryce Clark from Meant To Live Vacation Rentals, one of our fantastic OwnerRez users, for stopping by our booth at the 2026 Michigan STR Conference and sharing his experience using OwnerRez!

Whether you're a hands-off investor or a seasoned property manager, Bryce and his team offer specialized services designed to help grow short-term rental revenue. Looking for a place to stay? Explore one of their 11 beautiful properties located across Michigan, Florida, and Ohio at www.meanttolivevacationrentals.com.

We love meeting our users in person! If you're attending an upcoming vacation rental industry event, stop by our booth and say hey to the OwnerRez team. See where we'll be next at www.ownerrez.com/events.

This week’s roundup covers Airbnb’s 2026 Summer Release, AI’s growing role in the guest booking journey, Booking Holdings’ long-term growth strategy, Nashville preparing for the 2030 Super Bowl, and a proposed statewide short-term rental tax in Illinois.

Check out our Industry News blog post to learn more:
tinyurl.com/bdpa94ra

“My philosophy on business, kind of life also, I mean it really applies to everything, like who you partner with in your business, it comes down to a very small amount of correct yeses. And so it’s not as much about like the power of no per se, but if you said yes to something, that puts you out of position for that correct yes that would have 10x or 100x you, now you got a problem.” - Chris Hynes

Listen now: tinyurl.com/y72xvzfs

New Walk ’n Talk Podcast Episode!

In Episode Thirteen, Paul and Chris break down the undervalued power of saying no and how that clears the way for the right yes. They talk through recent investment decisions, how their thinking has shifted over time, and how to recognize a property with the right “feeling.”

You’ll hear about:
-Why saying no matters just as much as saying yes
-Time in the market vs timing the market
-What makes a property stand out beyond the numbers
-Why “feeling” is hard to scale
-Where smaller operators have an edge
-Balancing cost decisions with guest experience

It’s a behind-the-scenes look at how Paul and Chris make investment decisions and where they’re finding value in today’s market.

Listen now: tinyurl.com/y72xvzfs