Boom
US short-term-rental PMS that markets itself as 'The World's 1st Ai PMS' and 'The AI Operating System for Short Term Rentals', built by an operator team out of a South Florida property-management company.
Profile
Guesty AI features and pricing (2026)
The largest enterprise-leaning STR PMS in this set, positioning itself as 'built on AI' with a broad catalogue of named in-product AI agents across messaging, revenue, operations, finance and reviews.
4/6capabilities graded shipped
Partly publishedpricing transparency
Yespublic release record
2014founded, per the vendor
What it is
The largest enterprise-leaning STR PMS in this set, positioning itself as 'built on AI' with a broad catalogue of named in-product AI agents across messaging, revenue, operations, finance and reviews.
- Headquarters: Israel (Tel Aviv)
- Founded: 2014
- Vendor site: Guesty
Who it is for
Professional managers above roughly 20 units who need trust accounting, owner statements, multi-user permissions and a deep agent catalogue, and who have the leverage to negotiate a Pro quote.
The AI, capability by capability
Six capabilities, each graded against Guesty’s own published material. The grade describes evidence, not enthusiasm: Documented means the vendor documents it; Vendor claim only means it appears in marketing copy with no documentation, ship date or plan tier behind it.
| Capability | Status | Plan tier | Ship date | Evidence |
|---|---|---|---|---|
| AI guest messaging | Shipped | ReplyAI listed as a freemium tier on Lite; Autopilot tier not stated | Not published | Documented |
| AI review replies | Shipped | Tier not published | Not published | Documented |
| AI dynamic pricing | Shipped | Add-on; listed against Pro and Enterprise on the pricing page | Not published | Documented |
| AI guest vetting | Partial | Tier not published | Not published | Documented |
| AI upsells | Shipped | Tier not published | Not published | Documented |
| Agentic / MCP surface | Partial | Tier not published | Not published | Documented |
AI guest messaging
ReplyAI generates suggested responses inside the Unified Inbox; ReplyAI Autopilot is described on Guesty's own AI page as automatically reading, applying sentiment analysis and responding in brand voice - i.e. autonomous send, not draft-only.
Status: Shipped · Evidence: Documented · Plan tier: ReplyAI listed as a freemium tier on Lite; Autopilot tier not stated · Vendor source · checked
AI review replies
'ReplyAI: Reviews' responds to positive reviews and drafts responses for mixed/poor reviews. A separate 'Negative Review Challenger' classifies appealable reviews and drafts removal emails.
Status: Shipped · Evidence: Documented · Plan tier: Tier not published · Vendor source · checked
AI dynamic pricing
Guesty PriceOptimizer adjusts nightly rates on market data, seasonality and detected high-impact events. Sold as a paid add-on rather than included in the base subscription.
Status: Shipped · Evidence: Documented · Plan tier: Add-on; listed against Pro and Enterprise on the pricing page · Vendor source · checked
AI guest vetting
'Risky Reservation Detector' flags high-risk bookings and prompts damage-protection activation - a suggest-only risk flag, not ID verification or a full screening product.
Status: Partial · Evidence: Documented · Plan tier: Tier not published · Vendor source · checked
AI upsells
'Upsell Closer' offers upsells to guests at conversion moments, listed as autonomous.
Status: Shipped · Evidence: Documented · Plan tier: Tier not published · Vendor source · checked
Agentic / MCP surface
Guesty publishes a named agent catalogue (40+ agents on one page) with per-agent 'autonomous' vs 'suggests' labelling - the largest in-product agent surface in this set. It is entirely internal: no MCP server was found. The API docs do publish an llms.txt index for AI agents (https://open-api-docs.guesty.com/llms.txt), which is documentation access, not account control.
Status: Partial · Evidence: Documented · Plan tier: Tier not published · Vendor source · checked
Pricing, as published
Transparency grade: Partly published. Only the Lite tier carries a published number. Pro and Enterprise are quote-only.
Entry price. $9 — per listing per month, 'starts from', Lite tier, 1-3 listings. Source
Quote-only tiers. Pro (4-199 listings) = 'Get a quote'; Enterprise (200+ listings) = 'Customized offer'
Add-ons
- Guesty PriceOptimizer sold as an add-on (price not published). Advanced Analytics sold as an add-on for Pro (price not published). 'Guesty Ultimate' bundle advertised as 40% savings on premium add-ons - a percentage only, with no absolute price.
Caveats recorded against this pricing
- Monthly or annual. The page states the monthly plan is not discounted and recommends annual to save; no discount percentage is published.
- Only the Lite tier carries a published number. Pro and Enterprise are quote-only.
Guesty’s published structure is complete enough to total, so it appears in the true cost calculator with every assumption printed alongside the number.
What it is genuinely best at
Professional managers above roughly 20 units who need trust accounting, owner statements, multi-user permissions and a deep agent catalogue, and who have the leverage to negotiate a Pro quote.
Who should not buy this
Hosts with 4 or more listings who want to know the price. Published pricing stops dead at 3 listings - the moment you hit 4 you are in a quote process, which is exactly the point at which most operators start comparing. Also a poor fit for anyone who wants AI included rather than metered: the two capabilities most likely to pay for themselves - PriceOptimizer and Advanced Analytics - are paid add-ons whose prices are not published, so the real cost of 'Guesty with AI' cannot be computed from the website at any portfolio size.
The release record we monitor
open-api-docs.guesty.com — API changelog, live and dated (most recent entries 16 Jul 2026, 1 Jul 2026, 30 Jun 2026). It is an API changelog, not a product changelog - AI feature launches are not reliably reflected here. The help-centre 'New releases {year}' section previously returned 403 to server-side fetchers and was not re-tested this run.
Secondary sources
- https://www.guesty.com/blog/ (periodic feature roundups)
Last verified
Every fact on this page was read from Guesty’s own pages on and is re-checked at least every 90 days. If a cell here is wrong or has changed, tell us and the correction is dated in the public log on the methodology page.
Compare with
Hospitable
Host-focused PMS with a free Essentials tier, a weekly public changelog, and the first official MCP server from a short-term-rental platform - letting general-purpose AI clients read and act on a real Hospitable account.
The full comparison table
All 12 platforms, six capabilities, published pricing and the release record for each, in one table.