how to get direct bookings from AI search


Quick note before we get into it: I'm hosting a live workshop tomorrow, October 1st at 1:00 PM EST on The Slow Season Pricing Playbook: How To Price With AirDNA Adapt. In just 90 minutes, we’ll show you how to build a competitive comp set and price strategically against your closest competitors. Click here to add this workshop to your calendar (and we’ll send you the replay - even if you can’t make it live).​

Last Thursday, I was catching up with a friend who’s attending VRMA 26 in Nashville this week.

It got me thinking about how I haven’t been to that city in years.

And I was trying to remember the Airbnb I stayed out when I was there.

So, I threw in the few details about the place I could remember into Google and…

Google’s AI recommended me over half a dozen places I could instantly book with:

Which was a bit crazy since I made no mention of actually wanting to stay there or when.

But this is just the new normal for now.

And our industry is only going to continue in this direction with Airbnb, Expedia, and other 3rd party booking sites investing tons of money into dominating this new channel.

So the question is:

How do you show up in AI search results for your target customers?

Since July 2025, Google’s AI models have been indexing public posts from Instagram business and creator accounts.

So, if you want to get found by AI search engines, you need to be posting there.

Because every reel and carousel you post becomes part of a public record an AI model can find and quote back to a guest.

So today, I want to walk you through a simple content format you can use to start building a breadcrumb trail for AI to lead customers to your booking page.

All without hiring a video team.

At Onera, we used to treat discoverability the same way most operators do.

We assumed getting found was the OTA’s or the platform’s problem.

All we had to do was…

  • Get the listing right
  • Get the photos right
  • Get the pricing right

…and we could let Airbnb or Instagram handle how customers found us.

But AI models don't crawl through listings for answers.

That comes from whatever is public, structured, and easy to read across the internet.

So here's what you need to do:

Create discoverable, AI-friendly Instagram content.

Here’s how:

We recommend starting with Single-Shot Reels.

Single-Shot Reels are single continuous clips with…

  • No cuts
  • No transitions
  • No editing suite

These work because…

  • You can do one RIGHT NOW. With your own phone. No need to hire a video team.
  • You're not creating net-new content. You’re just answering questions people already ask you.
  • You can showcase a process, a big amenity reveal or first-person POV walkthrough of your property, all in a single clip.

Here's how to create your first Single-Shot Reel:

Step 1: Nail the hook and on-screen CTA.

Open with a question your guests already ask you.

For example:

  • What are the best hikes in Zion first timers always miss?
  • What’s the best speakeasy off Broadway?
  • What are the best hidden bars in Nashville?

Then tell them where to go next.

For us, that usually means the caption. So…

Step 2: Write caption.

Answer the hook as a numbered list.

It's the most skimmable format on mobile.

And, it happens to be the most AI-friendly format, too.

Step 3: Film footage.

Record one 15 to 20 second clip, then cut it down to 7 to 11 seconds.

One idea, one shot.

Want us to give you on-demand feedback on your Single-Shot Reels based on data collected from 150M+ views? Click here to fill out a quick 2-minute form and book a 30-minute strategy call with my team.​

Here’s the reel:

And here’s the reel + caption together:

We've been running this exact format across our client properties…

  • A luxury rental property at Zion National Park (13,000 followers), drove 6M+ views on this single format in the last 60 days almost entirely from this one format.
  • A boutique hotel in Nashville, posted a Single-Shot Reel answering "best hidden bars in the city," and it hit 2M+ views, 14,300 likes and 22,400 shares.
  • The same Zion property increase bookings by $560,000 in the first five months, a 36.5% YoY increase

It works.

So this week, pick one question your last three guests all asked you.

  • Film the answer in one continuous clip
  • Cut it to 10 seconds
  • Post it with a numbered caption.

And start leaving a public breadcrumb trail to help AI lead customers to you.

Ben Wolff

Founder, Oasi & Modern Hospitality Accelerator

P.S. If you've been posting reels and they're just not getting results, and you can't quite figure out why

That's exactly what our live feedback sessions inside the Accelerator are for.

  • We watch it with you
  • Tell you what's working, what's not, and why
  • No vague "love this" comments. Promise!

Want to learn more about the Accelerator?

​Click here to fill out a 2-min survey and grab a 30-min chat with my team.​

Ben Wolff | The Unique Stays Guy

I build & manage unique hotels with the highest returns in hospitality. Learn how to grow your vision and go from commodity STRs to boutique hotels.

Read more from Ben Wolff | The Unique Stays Guy

Hey, Ben here! This week Scott, Edwin, Zach and I spent the whole episode on one question. Who actually owns the guest? We talk about how the top players in hospitality are either fighting to capture more of your guests, or admitting they can't fake it anymore. Airbnb's hotel program just crossed 4,000 properties, growing 3x faster than Airbnb's core home business. Uber's playing the same game from a different angle. It's becoming a new booking layer for Expedia's hotel supply, using 50...

According to Lodging Econometrics, 2,371 new hotels opened in 2025. 2,617 more are expected in 2026. And most of those are going to do one thing right before they open their doors: list themselves on OTAs Which means… You'll be seeing a flood of competitors right next to your property, fighting for the same customers. And some of these hotels have bigger budgets and even institutional capital behind them. But that's not the worst part. It's this: OTAs will keep charging you the same...

Modern Hospitality Playbook: The one-page marketing report that tells you what to fix next (and takes ten minutes a month, not a weekend). A quick promo before we start... FREE WORKSHOP How Glamping Resorts Can Drive Millions Of Ideal Guests To Their Direct Booking Site (Without Spending Hours On Video Shoots & Edits) This Thursday, September 3, Brian Linton and I are running a live workshop on the single-shot Reel, the format we lean on when we need volume without booking a shoot day. You'll...