How to Automate Guesty

One Guesty calendar feeds every channel and every cleaner

Guesty is property management software for short-term and vacation rentals. Guesty Lite suits one to three listings, Guesty Pro four to 199, and Enterprise the operators with 200 or more. Its unified inbox gathers guest messages from Airbnb, Vrbo, Booking.com, email, SMS and WhatsApp.

The multi-calendar is the centre of it. The channel manager pushes rates and availability out to every connected channel, more than 60 on Pro and Enterprise, and a booking taken on one closes the same nights on the others.

The cleaner's turnover task, the owner's monthly statement, the guest's check-in instructions and the bookkeeper's payout figures all hang off the reservation, which is why a coordinator opens Guesty before anything else in the morning.

Turnover days run on errands outside the PMS

On a Saturday with a dozen checkouts and nearly as many arrivals, Guesty already knows who leaves, who comes and which cleaner has which unit. The checklist says the coffee pods and dishwasher tablets are nearly gone at two cabins, so the coordinator signs in to the supplier's site and reorders before the next turnover. A guest writes that the hot tub is cold, and the coordinator rings round for a pool contractor and checks what the owner has agreed to spend. The condo building wants every arriving guest's name on its registration form before they reach the front desk.

When a cleaner photographs a stained rug, the manager weighs the photos against the guest's messages before deciding on the deposit. An owner's email asking why March was quieter than last year waits for someone to pull the numbers.

Guesty automates what happens inside the reservation

Guesty sends automated messages at booking, before arrival and after checkout, and collects reviews automatically. Recurring tasks come from calendar triggers such as a check-out cleaning or a preventive maintenance visit, and cleaners work through checklists with reference photos on their phones. Monthly owner statements are generated for the team to review and edit before they go.

In the unified inbox, ReplyAI and AI Autopilot draft or auto-send replies under the rules you set, and AI Task Creation turns a guest's message into an assignable task. Other agents flag cleaning tasks that clash with a stay and block the repair window for a maintenance task on every channel.

All of it works on what Guesty holds: the reservation, the listing, the thread, the task. The supplier's order page, the pool contractor's online booking and the condo association's guest registration form are on other companies' websites, and the coordinator fills each one in.

Each checkout starts work on somebody else's website

A company with lake cabins and units in two condo buildings has an errand behind almost every Guesty event.

When a cleaning task closes with a note that supplies are low, the coordinator could approve an order sitting in the supplier's cart with the usual quantities for those two cabins. When Guesty turns a guest's message about a cold hot tub into a task, the ops lead could have the pool contractor's earliest slot and the owner's spending limit from the management agreement in hand before sending the work order.

The front desk at each condo building could have tomorrow's arrivals on its registration form before the guests turn up, entered from the check-in details they already gave.

After a checkout with a stained rug, the manager could open a drafted damage notice with the cleaner's photos and the guest's messages beside it. Two open nights between stays could go to the past guests and inquirers who asked about those dates, each with a short offer written for review.

Deposit calls and gap-night offers leave Guesty as Gmail drafts

The first run each morning covers yesterday's checkouts, with their damage notes and cleaner flags, and any gap of one to three nights in the next 30 days. WebRun is an AI agent that works a real Chrome browser, signed in as you, and reads both on the Guesty screens a coordinator already uses. What follows lands in Gmail drafts, a Slack post or a sheet.

A manager sends every guest email the cards prepare, whether it returns a deposit or offers a gap night, from the Gmail drafts folder. The maintenance card posts a work order with the vendor's contact to the right Slack channel and books nothing itself. The booking-confirmation and review-request cards cover ground Guesty's own automated messages already cover, and suit a team that wants each message read before it goes.