GGuesty ReplyAI Autopilot

Guesty ReplyAI Autopilot for Short-Term Rental Inboxes

Guesty switched on ReplyAI Autopilot on April 22, 2026, giving the property management system behind more than 500,000 short-term rental properties an agent that answers guests without waiting for staff. Hosts set a confidence threshold, choose which message types it may handle and adjust its behavior property by property. Conversations that look complex or sensitive go to a person.

The second launch that day, AI Task Creation, reads guest messages for problems and turns them into tasks ready to assign. Pricing starts at $9 per listing per month on Guesty Lite, ReplyAI is listed as freemium on every plan, and larger portfolios get a quote. Guesty ReplyAI Autopilot scores 8.5/10 on our scale, with the best fit among managers who already run their listings on Guesty.

Confidence Thresholds and Routing Rules in Autopilot

Guesty built Autopilot on top of ReplyAI, the drafting tool that already read guest sentiment and wrote on-brand replies in the guest’s language. Drafting left a person to press send. Autopilot removes that step for the messages you allow.

Setting the Threshold

Every reply the model writes carries a confidence level. You pick the level at which Autopilot may send without review. A high setting means fewer automatic replies and more drafts waiting for staff. A lower setting sends more on its own. Guesty describes the setting as customizable, so a manager can begin cautiously and loosen it later.

Message Types and Property Rules

You also decide which kinds of messages Autopilot may answer. Check-in times, parking, Wi-Fi details and house rules are the routine questions most hosts would hand over first. Rules can differ by property, which matters when one listing has a pool, another has a strict noise policy and a third uses a key lockbox.

Handoff Rules for Sensitive Guest Messages

Complex or sensitive conversations route to a human. Each manager should write down what counts as sensitive for their business: refund requests, damage claims, safety issues and any guest who sounds upset. Those should reach staff first.

Turning Messages Into Tasks

AI Task Creation reads the same thread for operational problems. Guesty says it detects issues in real time and produces tasks ready to assign. A guest who writes that the dishwasher is leaking can become a maintenance task while Autopilot replies with an acknowledgment. Cleaners and maintenance staff still do the work and close the task.

A Late Check-In Request, Step by Step

A guest messages at 9 p.m. asking whether they can arrive at midnight. Autopilot reads the reservation, sees the property uses a lockbox and that self check-in is allowed under that listing’s rules, and replies with the arrival steps in the guest’s language. Its confidence is above the threshold, so the reply goes out without staff. Ten minutes later the same guest says the hallway light is broken. AI Task Creation opens a maintenance task for the morning. If the guest then asks for a partial refund because of the light, the conversation routes to a person.

This example follows the controls Guesty describes; the exact behavior depends on the thresholds and rules a manager sets.

Live PMS Data Behind Autopilot Replies

Autopilot works on live reservation, listing and guest data inside the PMS. That is the main difference Guesty claims over standalone messaging tools, which must sync with a PMS to see booking dates or door codes. The model is also trained on each manager’s tone of voice and preferences, and Guesty’s AI page says its models learned from millions of guest messages, bookings and reviews across more than 500,000 listings.

Guesty Plan Prices and the Freemium ReplyAI Tier

Guesty publishes one price and quotes the rest.

PriceOptimizer and guest communication services are add-ons on every plan. GuestyPay and advanced websites need Pro or Enterprise. Direct bookings carry no percentage fee from Guesty, though payment processors still charge theirs. Annual billing is cheaper than monthly, and Guesty quotes the discount.

A Three-Listing Host on Guesty Lite

Take a host with three cabins. At $9 per listing, Lite costs $27 a month. Over 12 months at the monthly rate that is $324 before add-ons. ReplyAI sits on the plan as freemium, so the host can test drafting and, where the free tier allows, Autopilot without a separate AI bill. If the free tier runs out, the paid rate is the number to ask for.

A 40-Listing Manager on Pro

A manager with 40 listings falls in Pro, which Guesty prices by quote. Bring three numbers to the sales call: monthly guest messages, the share you expect Autopilot to answer, and the add-ons you need. If the team handles 2,000 messages a month and Autopilot answers half of them at two minutes saved each, that is 2,000 minutes, or about 33 staff hours a month. Use your own message counts; the two-minute figure is our example input.

Questions for a Pro or Enterprise Quote

• Free tier: What does freemium ReplyAI include, and how is paid use measured?
• Autopilot volume: Is there a cap on automatic replies per listing or per month?
• Add-ons: Which add-ons are needed for your channels and payment setup?
• Billing: What is the annual discount against monthly billing?
• Agent Hub: Will Agent Hub agents be included in your plan when the pilot ends?

Guesty Launch Record and Company Figures

These figures come from Guesty’s own releases and pages and from GetApp.

Scale is the reason to take Autopilot seriously. A model trained on messages from half a million listings has seen most of the questions a guest will ask. The funding figure matters for a different reason: a property manager moving its whole operation onto one PMS wants the vendor to stay around, and $410 million of backing from KKR and Apax is a signal on that front.

The review count is for Guesty as a whole. No directory lists Autopilot separately yet, so the 4.6 rating tells you how managers feel about the PMS that Autopilot lives in.

Guesty Autopilot Against Conduit and Boom

Conduit and Boom also run guest conversations for short-term rentals. We built this table from their official pages as listed in our directory.

Conduit works on top of a PMS, including Guesty, so a Guesty customer could add Conduit for phone calls while keeping Autopilot for messages. Boom replaces the PMS itself. For a manager happy with Guesty, Autopilot is the lowest-friction start because nothing new needs connecting.

Compare more options in our property management agents and travel agents categories.

What 1,031 GetApp Reviewers Say About Guesty

GetApp shows 785 five-star reviews, 146 four-star, 35 three-star, 19 two-star and 46 one-star, for an average of 4.6 out of 5. Reviewers like having bookings, guest messages and operations in one place, and they credit the unified inbox for cutting time spent switching between Airbnb, Vrbo and Booking.com.

The complaints repeat. Several reviewers say support can be slow and that some issues take more than one follow-up. Others mention occasional bugs and sync problems with specific channels, a steep learning curve, and a price that feels high for smaller operators adding premium features. One developer wanted an open sandbox for testing.

Sync problems deserve attention for anyone using Autopilot. An agent that answers from live reservation data is only as accurate as that data. Test Autopilot on properties whose channel sync has been stable before extending it across the portfolio.

Vacation Rental Operators Who Fit Guesty Autopilot

• Managers already on Guesty: Autopilot switches on inside the system you use, with no extra connection.
• Teams with repetitive questions: Check-in, parking and Wi-Fi questions are the volume Autopilot is built to absorb.
• Portfolios with mixed house rules: Per-property rules keep a pet-friendly cabin and a no-pets apartment from getting the same answer.
• Operators with field staff: AI Task Creation hands problems raised in guest messages to cleaners and maintenance as tasks.
• Multilingual guest bases: ReplyAI replies in the guest’s language.

Hosts Who May Want to Wait for Agent Hub

• Managers wanting agents across finance and revenue: Those agents sit in Agent Hub, which is still a pilot with a waitlist.
• Teams that need phone coverage: Autopilot answers messages; a voice agent such as Conduit covers calls.
• Hosts outside Guesty: Moving PMS to get Autopilot is a large project; compare agents that work with your current system.
• Long-term rental landlords: Guesty is built for short-term rentals and hospitality.

Limits to Plan Around With Guesty AI

• Undefined free tier: Ask where the freemium ReplyAI tier ends and get the answer in writing.
• Sensitive-topic list: Set your own escalation triggers for refunds, damage, safety and upset guests.
• Channel sync: Reviewers report occasional sync problems; Autopilot answers from that data.
• Support speed: Plan for slower support during setup, as reviewers describe.
• Security proof: Guesty states SOC 2 compliance; ask for the report during procurement.

Agent Hub and the MCP Server, June 2026

Six weeks after Autopilot, Guesty announced Agent Hub on June 1, 2026. Users switch agents on in one hub, and the agents share context so a revenue agent and a communication agent can work on the same reservation. The release names agent areas for revenue, communication, operations, finance, marketing and reviews, and launches an MCP server so outside AI models and developer apps can work with Guesty data. CEO Amiad Soto said software used to help you manage work and that agents now do the work. The release invites managers to join a waitlist for the pilot program.

The April Autopilot release quoted President and COO Vered Raviv Schwarz on the industry’s reliance on reactive workflows. Guesty’s pricing page now lists ReplyAI as freemium on all plans.

Our 8.5 Score for Guesty ReplyAI Autopilot

Guesty ReplyAI Autopilot scores 8.5/10 on our scale. It sends replies on its own within thresholds you control, runs on the live data already in the PMS and starts at a published $9 per listing. The platform’s 1,031 GetApp reviews average 4.6.

Guesty could improve the offer by stating what the freemium tier covers, publishing Pro prices and moving Agent Hub out of pilot. For a Guesty customer, the practical step is to turn on Autopilot for one property with a high threshold, read every automatic reply for two weeks, then widen the message types it may answer.

Track three numbers during that test. Count the replies Autopilot sent, the ones staff had to correct, and the tasks it opened. If corrections stay rare, lower the threshold a step. If they climb, narrow the message types again. Managers outside Guesty should judge the PMS first, since Autopilot only runs inside it.

Property Managers’ Questions About Guesty Autopilot

How Much Does Guesty ReplyAI Autopilot Cost?

Guesty lists ReplyAI as freemium on all plans. The PMS starts at $9 per listing per month on Lite for one to three listings; Pro and Enterprise are quoted. Ask Guesty where the free tier ends.

Can Guesty Autopilot Reply Without Staff Approval?

Yes, for the message types and properties you allow, once the reply passes your confidence threshold. Complex or sensitive conversations go to a person.

Does Autopilot Work With Airbnb and Vrbo Messages?

Autopilot works inside Guesty, which connects to Airbnb, Vrbo, Booking.com, Expedia and other channels through its unified inbox.

What Is the Difference Between Guesty Autopilot and Agent Hub?

Autopilot and AI Task Creation launched in April 2026 for guest messages and tasks. Agent Hub, announced in June 2026, groups agents for revenue, operations, finance, marketing and reviews and is in a pilot with a waitlist.

Is Guesty Autopilot an Alternative to Conduit?

They overlap on guest messaging. Conduit adds voice agents and works across several PMSs, including Guesty. Autopilot is native to Guesty and needs no extra connection.