Booking.com ChatGPT Launch, San Diego STR Tax, and Smart TV Liabilities

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This week’s roundup covers Booking.com’s partnership with ChatGPT, a proposed short-term rental tax in San Diego, reports on Airbnb’s potential business profiles, and smart TV liability risks in vacation rentals. Let’s dive in.

Booking.com has been selected as one of the first partners to launch an app inside ChatGPT, joining a small group that includes Spotify, Expedia, and Zillow. The integration lets guests explore destinations, search for stays, view photos and amenities, and compare options directly within ChatGPT. Once a stay is selected, guests are directed to Booking.com to complete their booking. This exciting partnership between Booking.com and OpenAI aims to make trip planning more seamless and conversational, potentially leading to added visibility for vacation rental operators. 

San Diego officials are turning their attention to short-term rentals as they look for new ways to close a year-long budget deficit. A proposal introduced this week would establish a new tax on vacation rentals, with the funds allocated toward affordable housing and homelessness programs. If approved, the measure could introduce new costs and reporting requirements for short-term rental operators, making it crucial for hosts in the San Diego area to stay informed and act quickly as the proposal takes shape.

In the wake of Airbnb’s first-ever North American Host Summit, Skift reported that property managers were introduced to Airbnb’s new concept for business profiles. The feature reportedly would allow hosts to group multiple listings under a single profile, showcase their vacation rental brand, and access enhanced performance insights. These exciting reports seem to point towards Airbnb wanting to help professional hosts manage their portfolios more effectively and draw a line between professional and individual hosts on the platform. No official announcements have been made, but these reports share a potentially interesting path forward for Airbnb.

Short Term Rentalz released an article this week discussing the liability of smart TVs in vacation rental properties. The article highlights the importance of credential clearing, which ensures that previous guests’ streaming accounts and personal information are removed during the turnover and before new guests check in. Failing to clear logins can expose hosts to potential legal issues. An easy solution for removing this potential liability is to utilize Roku Guest Mode. For vacation rental operators already using Roku TVs in their properties, check out our guide on How to Use Roku Guest Mode in Your Vacation Rental here.

With exciting new partnerships and evolving regulations, the vacation rental market continues to undergo rapid changes. Check back next week for the latest news!

3 Comments (add yours)

Central Florida
Oct 13, 2025 6:06 PM
Joined Oct, 2021 3 posts

Is there any update yet on the streamlining of Booking.com with OR so the connection of new listings uploads smoothly? 

Robert P
Oct 14, 2025 4:07 AM
Joined Aug, 2023 60 posts

Roku "Guest Mode" is the biggest waste of time, and a completely useless feature that vacation rental hosts really can not use!

What Roku fails to mention when promoting this 'feature' is that it only benefits the guest, in that it wipes out their credentials when the Roku is taken out of guest mode.

But do all of the owner's pre-existing settings come back and are available to use again after the Roku guest mode is turned off? NO!  All of the owner's settings that were in place before the Roku was put in guest mode are lost, and wiped from the device's memory. Meaning that after every time guest mode is used, the Roku needs to be setup all over again, which depending upon the complexity of the setup and programming, and the number of streaming services connected to (all of which have had their account and password information removed) can take up to an hour to complete! Per TV! Then multiply that times 5 TVs in the property!

Who has got 5 hours to reprogram and setup TVs and streaming accounts every time there is a guest turnover?

And if the property manager is not technically adept (like mine is... NOT) this is not something easily done, and may require the owner to do, and they often do not live in the same area as their vacation rental and can not be travelling to their VR just to reset up all of their TVs! Like me! Take a 4000 km trip to another country just to setup TVs every time a guest leaves? I don't think so!

There has been much talk about the uselessness of this so-called feature on the Roku user forums, because the cost in time and hassle getting the Roku back the way it was before it was put into Guest Mode just isn't worth it!

Guest Mode? Sorry... the proper name of this 'feature' on Roku should be Reset!

Don't use it! You'll be sorry if you do!

Scott G
Oct 14, 2025 2:39 PM
Joined Aug, 2025 1 post

This is good to know.  I was considering moving from Fire TV to Roku just for this feature ... but if it doesn't return the device to the previous guest ready config then that is a show stopper!  

We clearly communicate to our guests that it is their responsibility to log out of any streaming accounts before they leave ... and we do this in multiple places.  While I know that doing a good job of communicating a guest's responsibilities doesn't always work, it should pass the "reasonability" test if someone wants to claim their information was exposed to other people.  And I also know, that none of that stops a lawyer from going after me because that is just what lawyers do.  In the end, this is more about balancing risks and costs.