AI & automation

Best short-term rental software in Italy for 2026: 10 tools compared (prices and features)

By Matteo AnzideiPublished 15 min read
Best short-term rental software in Italy for 2026: 10 tools compared (prices and features)

In short

There’s no single best tool: it depends on how many units you run and where you lose the most time. A practical combination for many hosts in Italy is a PMS or channel manager for calendars and prices plus Maurice, the AI agent that looks after guests from booking confirmation to check-out, at €9.99 per property per month. Below, 10 tools compared, with prices checked on the vendors’ own pages on 12 November 2026.

From booking to check-out, Maurice looks after your guests€9.99/unit a month until Dec 31

Short-term rental software for Italy at a glance

Prices and features from the vendors’ official pages, checked on 12 November 2026. “Via” means an external service or integration, often paid.
SoftwareTypeGood fit forAlloggiati WebAI for guest messagesStarting price
MauriceAI agent for guest managementHosts, property managers, B&Bs and small hotelsYes, automaticYes: talks with guests, solves problems and completes tasks from booking to check-out€9.99/month per property (launch offer, VAT excluded)
SmoobuPMS and channel managerHosts with a few rentalsVia ChekinAutomated messages from templates€29/month for one rental + 0.9% per booking
LodgifyPMS, channel manager and website builderHosts who want direct bookingsVia ChekinAI unified inboxSee the vendor’s page (not verified)
GuestyAll-in-one platformGrowing property managersAutoComply add-on (Pro and Enterprise plans)ReplyAI drafts; Autopilot can sendFrom $9/month per listing + 1% per booking (Lite)
HostawayAll-in-one platformEstablished property managersVia a marketplace appAI drafts and sends repliesQuote on request
OctoratePMS, channel manager and booking engineHotels, B&Bs and holiday rentalsYesOctoAgent AI agentFrom €8/room per month
Kross BookingPMSProperties looking for a low-cost PMSYesNone found€4/month per unit, VAT excluded (minimum 3 units)
ChekinOnline check-in and complianceHosts who only want the paperwork coveredYesUnified inbox with AI€4.95/month per unit (from €3.95 on annual billing)
VikeySelf check-in and smart locksHosts focused on keyless accessYesNone found€4.90/month per unit, VAT excluded
HospitableMessaging automation and PMSInternational hosts working in EnglishVia a third-party appYes, on paid plansFree (Essentials) or from $29/month

How we chose and compared the tools

We included the tools that come up most in Italian comparisons and the ones hosts mention to us most often, then looked at six criteria that matter when you rent out property in Italy:

  1. 1How much of guest management it covers: the whole journey, from booking confirmation to check-out, or one piece (calendar, check-in, scheduled messages).
  2. 2Italian compliance: sending guest details to Alloggiati Web, ISTAT statistics to the regional portal (for example Ross1000), and calculating and collecting the tourist tax.
  3. 3Guest communication: whether the tool holds the conversation and solves problems itself, drafts replies for you, or only sends scheduled messages.
  4. 4Integrations: with Airbnb, Booking.com and the software you already use.
  5. 5Language and support: for owners abroad, English; for Italian staff, Italian.
  6. 6Transparent pricing: a public price list and the total cost on your number of units.

Don’t compare apples and oranges: a channel manager and an AI agent for guests do different jobs and are often used together. If you manage a rental in Italy from abroad, our guide to managing an Airbnb in Italy remotely shows how the pieces fit.

Where each type of tool is stronger

A plain comparison of what Maurice does and doesn’t do against the other categories in this list, including the rows where Maurice is weaker:

Based on the vendors’ official pages, checked on 12 November 2026.
NeedMauriceOthers in this list
Calendar and price sync across Airbnb, Booking.com and others (channel manager)No: calendars and prices stay in your PMS or on the platformsSmoobu, Lodgify, Guesty, Hostaway, Octorate; Kross Booking on Premium; Vikey as an add-on
Website for direct bookingsNoLodgify (website builder); Octorate (booking engine)
Owner statements, housekeeping and back-office PMS featuresWorks alongside your PMS for theseGuesty, Hostaway and the other PMS
Own smart-lock and keybox hardwareNo: sends access instructions for whatever lock you useVikey
Free plan or self sign-upNo: free trial set up with our team, guided onboardingHospitable Essentials is free
Lowest price for compliance only€9.99 per unit, all features includedChekin from €3.95 per unit on annual billing; Kross Booking €4
AI that holds the guest conversation and completes tasks, 24/7Yes, from booking confirmation to check-outAI drafts or auto-replies in Guesty, Hostaway, Hospitable and Chekin; OctoAgent in Octorate
Alloggiati Web, ISTAT and tourist tax in the same flowYes, includedChekin, Octorate, Kross Booking, Vikey (ISTAT as an add-on); others via integrations

Maurice: the AI agent that looks after guests for you

Maurice isn’t a check-in form or an auto-responder: it’s an AI agent for property managers, hosts, B&Bs and small hotels that does what a host would do, from booking confirmation to check-out, and after. It knows your property, talks with guests in their language, understands what they need and solves their problems. It asks you only when a decision or an on-site action is needed.

  1. 01

    Booking confirmed

    Maurice writes to the guest, answers their first questions and guides them to online check-in, from a link, with no app.

  2. 02

    Before arrival

    It collects arrival time, guest details and ID documents, and has the guest pay the tourist tax and any extras, such as early check-in or a transfer, by card.

  3. 03

    Arrival day

    It sends access and Wi-Fi instructions only once check-in is complete, then sends guest details to Alloggiati Web on time and the ISTAT data to your region’s portal.

  4. 04

    During the stay

    It answers 24/7 about Wi-Fi, appliances, house rules and the area, and when something goes wrong it looks for a solution with your property’s information. It sends mid-stay reminders and asks you about a breakdown, a complaint or a decision. See 24/7 guest messaging.

  5. 05

    Check-out and after

    It reminds guests of check-out time and procedure, offers late check-out if you sell it, and stays available after departure. See guest check-out.

  6. 06

    Mid-term rentals

    It collects monthly rent with payment reminders, gathers documents and additional documents and, on request, handles contract signing. See mid-term rentals.

Maurice works with any PMS or channel manager with an API: integrations with Smoobu, Beds24, Lodgify, Hostaway, Guesty, RoomCloud, iReservation, Smartness and Koolumbus are ready today, and any other one with an API is set up within 24 hours. For mid-term lets it connects to Uniplaces, HousingAnywhere and Spotahome, and to Zapier, Make and n8n for everything else. Without a PMS, bookings from Airbnb, Booking.com and other platforms reach Maurice automatically.

  • Who it’s for: hosts with one or more apartments, property managers, B&Bs and guesthouses, small hotels and mid-term rentals.
  • Price: €9.99 per property or hotel room per month, VAT excluded, as a launch offer until 31 December 2026 (list price €15.99). All features included up to 100 units; Enterprise above that. See pricing.
  • Strengths: one product covers most of the guest work: 24/7 conversation and problem solving, check-in, payments and reminders, check-out, Alloggiati Web, ISTAT and tourist tax, at one price per unit and with the PMS you already have.
  • Limits: it isn’t a channel manager (calendars and prices stay in your PMS or on the platforms), it has no free plan, and activation is guided by our team rather than self-serve.

Smoobu: PMS and channel manager for small hosts

Smoobu is a popular PMS for hosts with one to about ten rentals: a channel manager for Airbnb and Booking.com, a single calendar, an inbox and automated messages from templates. For Alloggiati Web and ISTAT data it relies on an integration with Chekin, as its own blog explains.

  • Price: Flex plan €29 per month for one rental plus 0.9% commission on each booking, or Professional Pre-paid at €35 per month with no commission, on monthly billing; VAT is added at checkout. Annual billing is discounted, and on 12 November 2026 a Black Friday offer was running on annual and two-year plans.
  • With Maurice: direct integration. Smoobu keeps calendars and prices in sync; Maurice looks after guests from booking to check-out.

Lodgify: PMS with a website for direct bookings

Lodgify combines a PMS, a channel manager and a website builder for taking direct bookings without platform commissions. For Italian compliance it has a partnership with Chekin: for new accounts with an Italian billing address, Chekin’s tools are free for one year on annual or two-year Professional and Ultimate plans (not on Starter or monthly plans), in a campaign running from 1 September 2026 to 1 March 2027. Tourist tax collected through Chekin carries a fee of 1.5% plus €0.99 per transaction and needs a connected Stripe account.

  • Price: Lodgify’s pricing page couldn’t be loaded on 12 November 2026, so we don’t quote a figure: check it on the vendor’s site.
  • With Maurice: direct integration, useful if you want Lodgify’s website and leave guest management, compliance included, to Maurice.

Guesty: all-in-one platform for property managers

Guesty is built for people who manage many listings: a channel manager, automations and AI replies with ReplyAI, which drafts a personalised reply for you to review; its Autopilot option can also send replies automatically. Guesty Lite is for 1 to 3 listings, Guesty Pro for larger portfolios. For Italian guest registration Guesty offers AutoComply, an add-on on the Pro and Enterprise plans (not Lite) that, according to Guesty’s release notes, submits data to the authorities via Chekin.

  • Price: Guesty Lite from $9 per month per listing plus 1% per booking; Guesty Pro on quote.
  • With Maurice: direct integration, for an AI agent that handles guests on its own rather than drafts to approve, with Italian compliance included rather than as an add-on.

Hostaway: PMS for established property managers

Hostaway is a full PMS with a channel manager, a unified inbox, automations and AI that drafts, refines and sends guest replies, where you choose which messages go out automatically and which you review first. For Alloggiati Web you add a third-party app from its marketplace, such as Check-in Scan, which lists integration with Italian authorities.

  • Price: tailored quote on request.
  • With Maurice: direct integration. Hostaway stays your PMS; Maurice looks after guests from booking to check-out, Italian compliance included.

Octorate: Italian PMS and channel manager for hotels and B&Bs

Octorate is an Italian suite widely used by hotels, B&Bs and holiday rentals: a channel manager with more than 160 channels and partners, a PMS, a booking engine, automatic Alloggiati Web and ISTAT reporting, a tourist-tax report in its self check-in, and support in Italian. Its OctoAgent is described as an AI agent that answers guests 24/7 on WhatsApp, email, OTA channels and phone; WhatsApp Business is listed only on the top plan.

  • Price: Basic from €8 per room per month (example price for 7 units); Pro and Ultimate on request.
  • With Maurice: we connect Maurice to Octorate within 24 hours. Octorate stays the property’s PMS; Maurice becomes the digital receptionist that handles guests from booking to check-out, with payments and reminders in the same flow.

Kross Booking: low-cost Italian PMS

Kross Booking is an Italian PMS whose features include automatic Alloggiati Web sending, ISTAT reports, and tourist-tax calculation with a quarterly report. The channel manager and booking engine come with the Premium plan. We didn’t find AI guest-reply features on its site.

  • Price: Basic €4 per month per room or apartment, VAT excluded; Premium €6, with channel manager and booking engine. Both now require at least 3 units; above 20 rooms, custom quote.
  • With Maurice: we connect Maurice to Kross Booking within 24 hours, adding an AI agent that looks after guests from booking to check-out to a low-cost PMS.

Chekin: online check-in and compliance

Chekin started with the paperwork: online check-in, Alloggiati Web, ISTAT data (Ross1000, Turismo5 and other regional portals) and tourist tax, plus a unified inbox where you answer guests with AI. It isn’t a channel manager and integrates with many PMS.

  • Price: Basic from €3.95 per property per month on annual billing; on monthly billing €4.95 per unit with a minimum of 3 units. Tourist-tax collection carries a fee of 1.5% plus €0.99 per transaction.
  • Maurice or Chekin? If you only need the compliance part at the lowest price, Chekin is a solid option. If you want guest management off your plate, Maurice does the host’s whole job: it talks with guests and solves problems 24/7, and handles check-in, the stay, check-out, payments and compliance, all included in the price per unit.

Vikey: self check-in and smart locks

Vikey is an Italian company specialised in keyless access: online check-in, Alloggiati Web, tourist tax, and its own smart locks and home automation. ISTAT reporting is an add-on; the channel manager is a module or part of the larger Master Pack.

  • Price: Starter Pack €4.90 per month per room or holiday home, VAT excluded; Master Pack €9.90 with channel manager; ISTAT add-on €1.50; home automation €14.90; hardware sold separately (for example a smart keybox at €89.90).
  • Maurice or Vikey? Vikey is the natural choice if your problem is the door hardware. Maurice handles the rest of the stay, from booking to check-out, and releases access instructions only once check-in is complete, with whatever lock or keybox you use.

Hospitable: message automation for international hosts

Hospitable began as message automation for Airbnb and now offers property-management features, with AI auto-replies on paid plans (the free Essentials plan gets a limited number of AI suggestions a week). It’s built for the international market: for Alloggiati Web and ISTAT in Italy it connects with MyMaison, a third-party service.

  • Price: Essentials plan free; Host plan $29 per month including one property, $10 for a second (up to two); Professional $59 and Mogul $99; VAT added, 12% off on annual billing.
  • Maurice or Hospitable? Both answer guests with AI; Maurice also completes the stay as a host would, with check-in, Alloggiati Web, ISTAT and tourist tax built in.

Which combination is right for you?

General guidance: the right combination depends on how you work.
ProfileSuggested combinationWhy
1–2 apartments on Airbnb or Booking.comMaurice on its ownPlatform bookings reach Maurice automatically: you need someone to look after guests, not a PMS
3–10 rentals on several platformsSmoobu or Lodgify + MauriceThe channel manager prevents double bookings; Maurice looks after guests from booking to check-out
Property manager with 10–100 unitsGuesty or Hostaway + MauriceThe PMS handles owners, housekeeping and reports; Maurice handles the guests of every unit and the team steps in only when needed
B&Bs and small hotelsYour PMS or channel manager (Octorate, Kross Booking, RoomCloud, iReservation…) + Maurice per roomMaurice looks after guests day and night, without night staff
Mid-term rentalsMaurice (with Uniplaces, HousingAnywhere or Spotahome if you use them)Monthly rent with reminders, documents, contracts on request and 24/7 tenant support

For details see Maurice for property managers, Maurice for B&Bs and guesthouses and Maurice for hotels. If you also rent for months rather than nights, read our comparison of the best mid-term rental software in Italy.

Mistakes to avoid when choosing short-term rental software

  • Looking only at the starting price. Add booking commissions, add-ons (Alloggiati Web, ISTAT, tourist tax), payment fees and the cost per unit on your real portfolio.
  • Assuming Italian compliance is covered. Many international tools handle it only through external services: ask who sends the guest details, how fast, and where you find the receipts.
  • Confusing automated messages, chatbots and AI agents. A scheduled message goes out at a set time; a chatbot answers FAQs; an AI agent understands the situation, solves the problem and completes the task, asking you only when needed. More in our guide to AI guest messaging for short-term rentals.
  • Paying twice for the same feature. If your PMS already has a check-in you actually use, you don’t need a second tool for the same thing.
  • Not testing on real bookings. A trial on a real property tells you more than any demo.

Frequently asked questions

What is the best short-term rental software in Italy?

It depends on what you need. For calendars and prices across several platforms you need a PMS or channel manager such as Smoobu, Lodgify, Guesty, Hostaway, Octorate or Kross Booking. For looking after guests from booking to check-out (conversation, problems, check-in, payments and Italian compliance such as Alloggiati Web, ISTAT and tourist tax), Maurice is an AI agent that does the host’s work and connects to any PMS or channel manager with an API within 24 hours. We list it first knowing it’s our product.

What’s the difference between an AI agent and automated messages?

Automated messages go out at fixed times with the same text for everyone. An AI agent like Maurice reads each message, understands the situation and answers with your property’s information; when there’s a problem it looks for a solution and completes tasks such as check-in, payments and reminders. It asks you only when a decision or an on-site action is needed.

Which software sends guest details to Alloggiati Web automatically?

Maurice, Chekin, Vikey, Octorate and Kross Booking include Alloggiati Web sending. Smoobu and Lodgify offer it through Chekin, Guesty through its AutoComply add-on on Pro and Enterprise plans, Hostaway and Hospitable through third-party apps. Always ask whether sending is really automatic and where you find the receipts.

Is there free short-term rental software?

Some tools have free plans with limited features, such as Hospitable Essentials, and Airbnb and Booking.com offer basic tools at no cost. The Polizia di Stato’s Alloggiati Web portal is free but needs each guest entered by hand. Time spent handling guests manually has a cost too: with Maurice an apartment costs €9.99 a month on the launch offer.

Does Maurice replace my PMS or channel manager?

No: it replaces most of the guest work, not the PMS. Maurice doesn’t manage calendars and prices on the platforms; it connects to your PMS or channel manager and handles guests and compliance. If your PMS isn’t among the ready integrations but provides an API, we connect it within 24 hours. With one or two apartments and no PMS, platform bookings still reach Maurice automatically.

How much does short-term rental software cost?

For one rental, from a few euros a month for check-in-only services to around €30 a month for a PMS with a channel manager, often plus booking commissions and add-ons for compliance. Work out the total cost on your number of units and on a year of bookings.

Do I need a channel manager for a single apartment?

Usually not, if you list it on one platform. It becomes useful when you sell the same apartment on Airbnb and Booking.com at the same time, to avoid double bookings. Online check-in and Alloggiati Web, on the other hand, are needed even with one apartment.

Sources

  1. Smoobu — Pricing (Italian)
  2. Smoobu — Pricing (English)
  3. Smoobu — Automatic Alloggiati Web sending with Chekin
  4. Lodgify × Chekin — Partner offer
  5. Guesty — Guesty Lite
  6. Guesty — Pricing
  7. Guesty — Product releases
  8. Hostaway — Pricing
  9. Hostaway — Guest communication
  10. Hostaway Marketplace — Check-in Scan
  11. Octorate — Pricing
  12. Octorate — Self check-in
  13. Kross Booking — Pricing
  14. Kross Booking — Features
  15. Chekin — Pricing
  16. Chekin — Guest registration with the police (Italy)
  17. Vikey — Pricing
  18. Hospitable — Pricing and subscription costs
  19. Hospitable — Check-in and compliance in Italy with MyMaison
  20. Polizia di Stato — Alloggiati Web portal

About the author

Matteo Anzidei · Founder of Maurice Assistant

Matteo Anzidei founded Maurice Assistant in Milan to take repetitive work off hosts and property managers: guest messages, check-in, documents, Alloggiati Web and payments. He writes practical guides on short-term rental rules and automation.

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From booking to check-out, Maurice looks after your guests

An AI agent that talks with guests, solves problems and handles check-in, payments, reminders and Italian compliance 24/7, at €9.99 per property per month. We help you get started.

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