This week on the Hosting Hotline, we’re answering Renee’s question about buying a property that’s already operating as a short-term rental—and what to do about the future bookings that come with it.

If you’ve ever considered purchasing an “active STR,” you’ll quickly find out there’s a lot more to it than inheriting a calendar full of reservations. Sarah and Annette explain why listings follow the host (not the property), what that means for your ability to transfer bookings, and the negotiations you’ll need to have with the seller before closing.

You’ll learn:

• Why STR listings and reviews don’t automatically transfer with a property sale.
• How to negotiate booking transfers, co-hosting arrangements, or guest rebookings.
• The tax, payout, and guest experience factors you need to consider.
• How to involve OTAs (Airbnb, VRBO) in a booking transition.
• Why getting everything in writing is non-negotiable.

If you’re thinking about buying a short-term rental, this episode will help you navigate the booking handoff process and avoid the pitfalls that can derail a smooth transition.

Mentioned in this episode:

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