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Schedule viewings and owner calls without the back-and-forth.
The scheduling email nobody has to send.
Viewings, owner reviews, handovers with a new cleaner — the meetings around a property business are mostly scheduling admin. Connect Calendly and ProhostAI can arrange them through the links you already use.
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Calendly exists because agreeing a time over email takes four messages and still gets it wrong. In property management the same problem shows up constantly: a prospective owner wants to talk, a tenant wants a viewing, a contractor needs a slot.
Connecting Calendly lets ProhostAI handle that end of the conversation. When someone asks to meet, the AI can offer the right booking link, check what has been scheduled, and follow up on what is coming — inside the same conversation where the request was made, rather than in a separate email thread.
Because it works alongside your calendar connection, what gets booked through Calendly is visible next to the stays and cleans it has to fit around. That is the part worth having: a viewing arranged for Saturday morning is only a good idea if Saturday morning is not already a changeover, and the person picking the slot rarely knows that.
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Once Calendly is connected, ProhostAI can work with your event types and scheduled meetings in plain language.
Read
- See what is scheduled — Check upcoming meetings and who booked them without opening Calendly. “What viewings are booked for this week?”
- Find the right event type — Pick the correct booking link for what is being arranged — a viewing, an owner call, an onboarding.
Create & update
- Share a booking link — Offer the right link in the conversation so the other person picks a time that genuinely works.
- Follow up on bookings — Chase or confirm scheduled meetings as part of the same thread rather than a separate reminder process.
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Calendly connects through OAuth, so ProhostAI never sees your password.
- 1Open ProhostAI and go to Settings → Connections.
- 2Search for Calendly and select Connect.
- 3Sign in to Calendly and approve the permissions.
- 4Ask what is scheduled this week to confirm the connection works.
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Your Calendly availability rules still govern what can be booked — ProhostAI works through them rather than around them.
Connecting Google Calendar as well is worth it: that is what lets the AI see scheduled meetings next to stays and cleans.
Event types are the vocabulary here. Clear names — “Owner review”, “Viewing” — make it far more likely the right link gets offered.
Revoking ProhostAI in your Calendly integrations settings ends access immediately.
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Other calendar integrations
See stays, cleanings and team schedules on one calendar.
Schedule and manage bookings through Cal.com.
Sync listings, reservations and guest threads straight from Airbnb.
Run every Hostaway channel and conversation from one inbox.
Bring Guesty listings, bookings and guest messages under AI.
Let AI answer the guest messages Hospitable routes to you.