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“+27% conversions”
Walter BalducciCommunications ManagerSmily (BookingSync) AI guest messaging from first question to paid stay.
MessageMind’s AI agent connects to Smily (BookingSync) and answers every Airbnb, Booking.com, Vrbo and direct guest in your Smily inbox and on WhatsApp, Instagram and the phone. It quotes Smily’s own prices, books stays, takes payments and replies to reviews in each guest’s language.
Updated
Trusted by teams worldwide
01Guest inbox
Every Smily conversation answered, from Airbnb to your website.
Airbnb, Booking.com and Vrbo guests, and visitors to your Smily booking website, all write into your Smily inbox. The AI agent replies inside each of those conversations, knowing the rental, the dates and your house guide, and covers WhatsApp, Instagram and email as well.
- Replies inside your Smily inbox
- WhatsApp, Instagram and email too
- French, English and every guest’s language
02Prices and dates
Free dates and Smily’s own price, at any hour.
A family planning a week in Annecy asks at 11pm whether the flat is free. The AI agent checks the Smily calendar for that rental and quotes Smily’s total with fees and tourist tax for their group, and when their week is taken it offers the nearest free one.
- Smily’s total with fees and taxes
- The nearest free week offered
- Answers at 11pm as at 11am
03Bookings
From taken dates to a paid booking, in one chat.
Camille asks for 5 to 8 July and the chalet is booked. The AI agent offers 12 to 15 July instead, applies your discount code, books Camille in and sends the payment link, so it’s all confirmed before your team is back at the desk.
- Bookings created in Smily
- Discount codes and special offers applied
- Payment link sent in the same chat
What you can automate with Smily.
AI automation for Smily takes the guest side of your rental business off your hands, from the first Airbnb enquiry to the review after checkout.
Answers in your Smily inbox
- Replies to Airbnb, Booking.com and Vrbo guests inside your Smily inbox, day and night.
- Answers enquiries from your Smily booking website, WhatsApp, Instagram and email in the guest’s language.
Quotes and books stays
- Finds free dates in the Smily calendar and offers the nearest free stay when nights are taken.
- Quotes Smily’s own total for the exact stay and group, with fees and taxes.
- Books the stay in the chat: creates the Smily booking and sends the payment link.
- Applies your discount codes and special offers to win the booking.
Handles payments and policies
- Answers rental agreement, cancellation policy and payment questions straight from the booking.
- Sends payment links for the balance and tells each guest what is still due.
Prepares every arrival
- Shares arrival details and access steps for every rental at the right moment.
- Answers questions on Wi-Fi, ski lockers, parking or the pool from each rental’s details.
Follows up after checkout
- Replies to guest reviews and writes your host reviews after checkout.
- Reminds guests of the checkout time and the key drop on their final morning.
Keeps your team moving
- Creates a cleaning or maintenance task when a guest reports a problem.
- Adds tags and comments to the Smily booking, so everyone can see what was agreed.
Popular Smily automations.
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Offer the nearest free week when Smily dates are taken
When the nights a guest asks for are booked, the AI agent looks at the same rental in Smily, finds the closest free stay of the same length and quotes it with Smily’s total, then checks your other rentals if the guest’s dates matter more than the place.
Customer: Is the chalet free 5 to 8 July?
AI agent: Those nights are booked, but 12 to 15 July is free for the same three nights. Shall I book it for you?
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Reply to every Airbnb and Booking.com review from your Smily inbox
Each new review in Smily is answered in your tone: the guest is thanked by name, a detail from their stay is picked up and any complaint gets a calm answer. After checkout the AI agent also writes your review of the guest, so both sides are done the same week.
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Answer balance and cancellation questions from the Smily booking
Guests ask when the rest is due or what happens if they cancel. The AI agent reads the booking, its rental agreement and the cancellation policy in Smily, answers in plain words and sends the payment link for any balance still open.
Customer: When do we pay the rest, and until when can we cancel?
AI agent: The balance is due 30 days before arrival, and free cancellation runs until 1 June. Here is the link to pay whenever suits you.
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Answer owners who ask how their Smily rental is booked
An owner messages on WhatsApp to ask how August looks for their apartment. The AI agent reads the Smily calendar and bookings for that rental, replies with the booked and free weeks, and passes any payout question to the person on your team who handles owners.
Advanced Smily automations.
Smily runs alongside your social accounts, locks, calendars and payments, so each booking brings its door code, its clean and its deposit with it.
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Turn an Instagram enquiry into a paid Smily booking with Stripe and Brevo
- A couple messages your Instagram account about the Chamonix chalet for Christmas week.
- The AI agent checks Smily, quotes the total with tourist tax and applies your winter code.
- Stripe takes the deposit through a secure payment link sent in the same conversation.
- Smily records the booking and the payment, and the arrival details are scheduled for December.
- The couple joins your winter guests list in Brevo, ready for next season’s early offer.
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Send igloohome PIN codes to Smily guests in their own booking thread
- A booking for Le Balcon reaches Smily from Airbnb, Booking.com or your own website.
- igloohome issues a PIN code for Le Balcon that works for the exact dates of the stay.
- Airbnb and Booking.com guests find the code in their booking thread on the morning they arrive.
- Guests who booked on your Smily website receive it on WhatsApp with the parking details.
- Once the guests leave, the PIN stops working and your host review of them goes into Smily.
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Book every Smily changeover clean into your cleaner’s Google Calendar
- A new booking in Smily sets the changeover for the morning the guests leave.
- The AI agent books the clean into your cleaner’s Google Calendar with the rental address.
- Your cleaner gets the time, the linen count and the access steps on WhatsApp.
- Photos of the finished rental close the Smily task, ready for the next arrival.
- When a guest is given a late checkout, the clean moves and the cleaner hears straight away.
Made for every Smily rental.
From one chalet in Chamonix to forty apartments on the Riviera, the AI agent handles the guest conversations around every Smily booking.
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One calendar behind every answer
Smily keeps a single calendar for Airbnb, Booking.com, Vrbo and your website, so every date the AI agent offers is still free on every site.
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Fluent in your guests’ languages
French, English, German and Italian guests get answers in their own words, and your team can read each thread in the language it prefers.
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Your house style, rental by rental
Your greeting, your sign-off and the way you describe each chalet or apartment come through in every reply.
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Smily stays the source
Rentals, rates, bookings and policies come from Smily, so a quote on WhatsApp matches what your booking website shows.
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A teammate for the delicate moments
A disagreement over a refund, or a guest who needs a person, reaches the teammate best placed to help, with the booking and the conversation attached.
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Answer from the chairlift
Co-hosts follow every guest thread in the MessageMind app on iOS and Android, so a question about Les Pins can be answered from anywhere.
How the Smily AI integration works.
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Connect Smily (BookingSync)
Our team connects your Smily account with you, and you choose which rentals the AI agent looks after.
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The AI agent learns your rentals
Rentals, rates, fees, policies and bookings come from Smily, plus your house guides and saved replies.
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Guests hear back on every channel
Your Smily inbox, WhatsApp, Instagram, email and phone calls are covered from the first day.
At a glance
- Channels
- Airbnb, Booking.com, Vrbo and website guests in the Smily inbox, plus WhatsApp, Instagram, email, web chat and phone calls
- Languages
- French, English and every guest’s language
- Bookings
- Stays quoted, booked and changed at Smily’s own prices
- Payments
- Payment links for deposits and balances, discount codes applied
- Your team
- Every guest thread on the web and in the iOS and Android apps
- Setup
- Handled with you by our team, rental by rental
Already using Smily AI?
Keep it. Smily AI’s Smart Replies drafts answers in your Smily inbox from the booking, the guest and the rental, ready for your team to send. MessageMind’s AI agent works beside it and carries conversations through to the end: WhatsApp, Instagram and phone calls, bookings and payments in the chat, and tasks for your team.
- WhatsApp, Instagram and phone calls answered from Smily data
- Bookings, discount codes and payment links inside the chat
- Review replies, host reviews and tasks done for your team
Built for conciergeries and rental managers.
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Conciergeries in France
Look after owners’ flats and chalets with one guest voice, from Paris to the Alps.
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Mountain and coastal managers
Ride out the ski season and the summer peak without seasonal staff on the inbox.
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Mid-term rental operators
Handle monthly stays, deposits and rental agreements as smoothly as a weekend break.
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Smily with Airbnb, igloohome and Brevo.
Airbnb guests find their igloohome code in the booking thread, and direct guests join your Brevo lists for next season.
More vacation rental software integrations
Smily (BookingSync) guides
Smily (BookingSync) AI integration: questions and answers
Is there an AI agent for Smily (BookingSync)?
Yes. MessageMind’s AI agent works with Smily, formerly BookingSync: it answers guests in your Smily inbox and on WhatsApp, Instagram, email and the phone, quotes Smily’s own prices, books stays and replies to reviews.
Can AI reply to Airbnb and Booking.com guests in the Smily inbox?
Yes. Messages from Airbnb, Booking.com and Vrbo land in your Smily inbox, where the AI agent replies to each within seconds, using the booking and your house guide. Every reply is kept in Smily, where your team can read it.
Can an AI agent take holiday rental bookings on WhatsApp?
Yes. A guest who writes on WhatsApp gets the free dates and the full price for their group, with fees and taxes, and the AI agent creates the booking in Smily and sends the payment link as soon as they say yes.
What happens when the dates a guest wants are taken?
The AI agent offers the nearest free stay of the same length at the same rental, or a similar rental that is free, and quotes the new total straight away, so the guest can book without starting over.
What changes for our guests once Smily is connected?
Their replies simply arrive faster, on the channels they already use. Our team connects your Smily account with you, picks with you the rentals the AI agent starts with and teaches it your house guides and tone.
Does it reply to guest reviews?
Yes. Every new review is answered in your tone with a detail from the stay, and your review of each guest is written in Smily after checkout, so no review waits for a quiet evening.
Will a German skier and a French family each hear their own language?
Yes. Each guest gets replies in whatever language they use, from French and English to German, Italian and Dutch, and your team can read every thread in French whenever it suits them.
Is Smily the same as BookingSync?
Yes. BookingSync is now called Smily, and the same account, rentals and bookings work with MessageMind under either name. Hosts who still know it as BookingSync get exactly the same AI agent.
How much does AI guest messaging cost for a rental agency?
Each MessageMind plan comes with its own channels and monthly credits, so the right one depends on how many rentals and guests you look after. Compare them on our pricing page, or ask our team for a recommendation.
What happens to guest data shared with MessageMind?
It stays protected in the EU. MessageMind runs on EU servers in line with GDPR, Smily remains the record for every rental, guest and booking, and arrival details and access steps reach the guest named on the booking.
Every Smily guest answered, even on a powder day.
While your team is out on the slopes or at a check-in, the AI agent keeps every conversation moving.