Podcast: What ‘Marketing Gaps’ Still Exist In The Vacation Rental Industry?

Conrad O'Connell
Founder, BuildUp BookingsCo-host, Heads in Beds ShowAuthor, Mastering Vacation Rental Marketing
Conrad has worked in vacation rental marketing for over a decade. He writes from what BuildUp sees running SEO, paid ads, email and websites for vacation rental managers.
More from Conrad →Last updated: July 25, 2026
Heads In Beds Show — the vacation rental marketing podcast from BuildUp Bookings

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Key Takeaways

Your PMS is hoarding your best marketing data: Guest status, check-in and check-out dates, cancellations — the data that should power pre-stay, in-stay, and post-stay email sits siloed in the PMS while your team manually exports CSVs into Mailchimp. Syncing listings to Airbnb is table stakes every PMS handles; syncing to your marketing stack somehow still isn’t. Every PMS is a marketing tool whether it admits it or not — pressure yours to act like one.

A cinematic property video is often a useless ad: A client sent over a video that spends its first 15 seconds on a drone shot of San Diego — gorgeous in a movie, dead on Facebook, where you’ve lost the scroll before the front door ever appears. Pro videographers shoot beautiful footage that’s wrong for the format: no hook in the opening seconds, no vertical cut, no platform awareness. You may not be able to judge the craft, but you can judge the outcome — does it hook, and does it fit the channel.

Recruiting fees don’t fit the roles you actually need filled: Firms charge $5,000 to $30,000 to run a job listing and hand you a shortlist — which makes no sense for the part-time, short-term, and contractor roles vacation rental companies constantly need, and Upwork buries the good candidates in junk. The real value is screening, so pay for screening. A regional, hospitality-specific recruiting option is a genuine gap somebody should fill.

Know your margin per booking down to the penny: E-commerce thinks it has it hard — in vacation rentals, some 80% of the revenue goes right back out the door, taxes are arguably negative margin once you pay someone to remit them, res fees are nearly pure margin, and travel insurance only pays when guests opt in. Most PMS reporting never breaks a booking down that way (Conrad shouts out OwnerRez as a rare exception), so operators can’t see what a booking is truly worth — and plenty under-invest in advertising because of it.

Ask guests how they heard about you — analytics won’t say: Attribution windows are adjustable enough to make any channel look good, Facebook and Google will never agree on credit, and a huge share of so-called direct traffic was really influenced by marketing that gets nothing in the report. Conrad’s old-school fix: a how-did-you-hear-about-us dropdown at checkout. It’s imperfect data, but it’s data the platforms have no incentive to give you.

Owner communication tooling lags guest tooling by years: PMSs manage guests well and treat owners as an afterthought, so managers duct-tape a second CRM onto the stack or try to mutate the PMS into one. Meanwhile, waiting for owners to call means you’ve already lost control of the conversation. Send the proactive update — here’s the softness, here’s the data, here’s why — especially to owners who bought at the top of the boom and assumed it was up-and-up forever.

Price isn’t the reason guests book on OTAs: The industry assumes guests choose Airbnb over your website on price, but almost nobody researches why they actually do it — and marketing built only on book-direct-and-save is its own gap. Rate-comparison widgets can help, though Paul hates handing a shopper another option mid-checkout. Survey guests on why they booked where they booked, then fix the real concern in your offer and your copy.

What We Cover In This Episode

Conrad and Paul catalog the gaps that still make vacation rental marketing harder than it should be: PMS data that won’t flow into email tools, video shot for cinema instead of social, recruiting fees that don’t match the roles, per-booking margins nobody can see, neglected owner communication, and the unexamined reasons guests still book on OTAs.

Show Notes & Links

For Vacation Rental Managers Paying Too Much To The OTAs:

Stop Handing Airbnb 15.5% Of Every Booking

The OTA Escape Plan free direct booking guide for vacation rental managers

The OTA Escape Plan — 125 prioritized marketing moves, channel by channel, for managers building a direct booking engine. Every item rated High, Medium or Low priority, so you know exactly where to start.

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