Hospitable Automates Payouts and AirDNA Integrates with Guesty
New financial automation, direct revenue management integrations, and operational AI agents arrive.
What changed in STR software, and who should care
The short-term rental software ecosystem is undergoing a dual shift: PMS platforms are moving deeper into professional financial operations, while operations tools are transitioning from passive task lists to active, agentic decision-making. For property managers scaling between 50 and 150 units, these updates represent a clear path toward reducing administrative overhead. Instead of just tracking tasks or calculating payouts manually, software is beginning to execute these complex workflows autonomously.\n\nAt the same time, pricing and distribution models are evolving. Vendors are shifting away from booking-revenue-based pricing toward value-aligned structures, while simultaneously building direct bridges to mid-term demand and real-time market data. Operators must look closely at how these integrations and pricing shifts impact their bottom line, ensuring that new automation features actually translate to saved hours rather than just higher software bills.
Signals
Feature drops this week
| Vendor | What changed | Operator impact | Conf. |
|---|---|---|---|
| Hostfully | Hostfully has partnered with Furnished Finder to allow property managers to list inventory for monthly-stay audiences directly through the Hostfully workflow. read on STR Tech Report → | Operators can access a new demand source for 30+ night stays (like traveling nurses and families relocating) to fill calendar gaps with fewer turnovers. | high |
| Charge Automation | Charge Automation now embeds guest verification documents (ID, selfie, guest name) directly into check-in notifications, eliminating the need to search for them in a separate platform. read on STR Tech Report → | Reduces manual administrative tasks per reservation by allowing staff to verify guest identity instantly from the notification alert. | high |
| Charge Automation | A new dedicated settings flow for Security Deposits and Damage Waivers has been introduced to simplify rule creation across specific properties and channels. read on STR Tech Report → | Simplifies the complex task of setting up different protection rules for various booking sources and property types from a centralized hub. | high |
| Charge Automation | Integrated support for an IC+ Dynamic Fee Engine for clients using STRPay and Airwallex gateways. read on STR Tech Report → | Provides larger operators with more transparent, cost-plus transaction fee calculations rather than flat-rate processing fees. | high |
| Conduit | A redesigned new-task modal allows users to create operational tasks directly from guest messages, with details automatically drafted from the conversation. read on STR Tech Report → | Operators can instantly convert guest requests into operational tasks with auto-drafted details, ensuring maintenance or service issues are not missed. | high |
| Hospitable | Hospitable updated its Tasks App with French language support and automated scrolling for task completion, while expanding its Public API to include IP protection and new booking note/time adjustment capabilities. read on STR Tech Report → | Large operators can better manage multilingual cleaning teams and gain more granular control over automated workflows via the enhanced Public API. | high |
| Hospitable | Hospitable is launching a new feature called Split Owner Payouts, allowing property managers to automate the distribution of funds to owners. read on STR Tech Report → | Operators managing 50-150 units can automate complex financial distributions to property owners, reducing manual accounting work and errors. | high |
| Conduit | Users can now set, update, and retry smart-lock door codes directly from the reservation panel in the inbox or via API. read on STR Tech Report → | Improves guest support efficiency by allowing staff to resolve access issues instantly without switching between software tabs. | high |
| Conduit | Conduit now allows operators to collect, hold, and release security deposits directly through guest portals with a full transaction history. read on STR Tech Report → | Reduces manual administrative work and third-party tool reliance by centralizing security deposit management within the guest portal. | high |
| Hostaway | The AI Replies feature now includes a redesigned onboarding flow, guided rule creation with suggested themes, and improved testing using specific reservation data. read on STR Tech Report → | Large-scale operators can deploy automated AI messaging more quickly and accurately by using pre-set themes for common queries like Wi-Fi and check-in instructions. | high |
| Hostaway | Hostaway has integrated AI-powered suggestions and a one-click translation tool directly into the Inbox message composer. read on STR Tech Report → | Operators can now polish rough drafts into professional replies and communicate with international guests in their native language without leaving the platform. | high |
| Lodgify | Lodgify was awarded Brand Transformation of the Year at the Webflow Awards, marking a significant update to their brand identity and digital presence. read on STR Tech Report → | The award signals a modernized platform and brand identity, potentially reflecting improvements in the user interface and website builder technology. | high |
| Track | Track has integrated two new AI agents from Reva: Review Reply for automated guest review responses and Property Task for turning feedback into maintenance tasks. read on STR Tech Report → | Operators can automate guest communication and maintenance workflows while maintaining control through customizable rules and wait windows. | high |
| Hostaway | Hostaway has integrated AI-powered suggestions and a one-click translation tool directly into the Inbox message composer. These tools allow hosts to polish rough drafts into professional replies and translate outgoing messages without leaving the platform. read on STR Tech Report → | Operators can respond to international guests faster and maintain a professional tone across all communications without using external translation or editing tools. | high |
| Boom | Boom has introduced BAM Voice, a voice-activated interface for its Business Agentic Manager (BAM) that allows property managers to execute tasks via voice commands. read on STR Tech Report → | Operators can manage tasks and take actions on the go without needing to use a laptop or type, increasing operational efficiency. | high |
| Guestway | Guestway appointed Volodymyr Yerofyeyev Galbiati as Head of Customer Operations and Isaura De Baets as Head of Marketing. read on STR Tech Report → | New leadership in customer operations and marketing suggests a focus on post-onboarding value and clearer brand positioning for operators. | high |
| Hospitable | Hospitable expanded its tax remittance service to include dozens of new local jurisdictions across states like Alabama, California, Florida, and Texas. read on STR Tech Report → | Operators can reduce administrative overhead as Hospitable now automatically collects and remits lodging and sales taxes in these specific jurisdictions. | high |
| Guesty | Stakeholders VR, a company focused on consolidating local operators, has selected Guesty as its certified Property Management Software partner. read on STR Tech Report → | This signals Guesty's positioning as a preferred infrastructure provider for large-scale operator consolidation and scaling. | high |
| Chekin | Chekin and Lodgify have launched a promotion where new Lodgify customers in Italy receive all Chekin features for free for one year. read on STR Tech Report → | Operators in Italy can save on software costs while automating police registrations, electronic invoicing, and tourist tax collection for a full year. | high |
| OwnerRez | OwnerRez released a series of updates including a new 'Search with Rezzy' AI-powered search result summary tool and enhanced in-app navigation. read on STR Tech Report → | Operators can find support information faster using AI summaries and navigate the platform more efficiently with updated UI elements. | high |
| Lodgify | Lodgify has partnered with Chekin to offer new Italian customers one year of Chekin's features for free, including guest registration, electronic invoicing, and tourist tax management. read on STR Tech Report → | Operators in Italy can automate mandatory legal reporting and invoicing requirements at no additional cost for the first year. | high |
| Breezeway | Breezeway introduced two new AI agents: Controller, which surfaces operational tasks and summaries for teams, and Concierge, an AI guest messaging agent that answers questions based on property-specific standards. read on STR Tech Report → | Operators can automate guest communication and daily task prioritization, reducing the manual workload of monitoring property status and responding to routine inquiries. | high |
| Boom | Boom is launching Agentic AI playbooks designed to automate the 'human handover' process in property management workflows. read on STR Tech Report → | Reduces the need for manual intervention between different stages of guest or property management, allowing for a more autonomous workforce. | high |
| Uplisting | Uplisting released Version 7.0, introducing full tablet support for iPad and Android alongside a major mobile calendar update. read on STR Tech Report → | Operators can now manage property pictures, monthly views, channel rates, and booking restrictions from a tablet-optimized interface. | high |
| Hostify | Hostify launched a Mass Messages feature allowing users to send personalized, scheduled updates to multiple guests simultaneously using dynamic variables. read on STR Tech Report → | Operators can save time and improve communication by sending bulk emergency alerts or maintenance updates instead of messaging guests individually. | high |
| Boom | Boom is launching BAM (Business Agentic Manager), an agentic AI tool designed to manage business growth and guest experience tasks regardless of the operator's existing tech stack. read on STR Tech Report → | Operators can automate complex growth and guest engagement tasks, such as personalized birthday outreach, using AI that acts as a workforce member rather than just a simple tool. | high |
| Streamline | Competitors Streamline and Track Hospitality are partnering with VRMA Advocacy to host a joint industry event at Topgolf Nashville during VRMA International. read on STR Tech Report → | This partnership signals a unified front between major software vendors to support industry advocacy efforts that protect the short-term rental market. | high |
| Streamline | Streamline is positioning its 'Agentic AI' strategy to focus on solving operational workflow friction rather than just simple automation. read on STR Tech Report → | Operators can expect more integrated AI tools that handle complex tasks across the property management lifecycle rather than isolated automated responses. | high |
| Proptonomy | Proptonomy is demonstrating its autonomous rental management technology, including AI-driven guest and maintenance handling, at the GuestyVal 2026 conference. read on STR Tech Report → | Operators can see live demos of how AI can automate maintenance dispatch and guest issue resolution without manual intervention. | high |
| Hostify | Hostify is offering a limited-time 30% discount on the first three months of service for new users who book a demo by September 21st. read on STR Tech Report → | Reduces the initial cost barrier for operators looking to switch to a new property management system before the end of the year. | high |
| Hostify | Hostify has launched a new integration with Wunderflats, a platform specializing in furnished mid-term rentals. read on STR Tech Report → | Operators can now manage both short-term and mid-term rental portfolios within a single ecosystem to diversify revenue and reduce vacancy. | high |
| Guestway | Guestway launched an automated upsell feature allowing guests to purchase early check-ins and late check-outs with dynamic pricing based on time windows. The system handles automated refunds for declined requests and syncs charges directly to the PMS with VAT applied. read on STR Tech Report → | Operators can capture incremental revenue from early/late arrivals without manual invoicing or back-and-forth communication in WhatsApp. | high |
| AirDNA | AirDNA has launched a direct integration between its Adapt revenue management tool and Guesty, allowing property managers to sync rates and minimum stays directly to Guesty and Guesty Lite. read on STR Tech Report → | Operators can now automate their pricing strategy using AirDNA's data without manual entry or exports, maintaining listing-level control within their existing PMS. | high |
| Guesty | Guesty has partnered with AirDNA to connect portfolio data with AirDNA Adapt, allowing revenue teams to view market intelligence alongside their own data. read on STR Tech Report → | Operators can make more informed pricing decisions and sync rates and minimum stays directly back into Guesty from AirDNA. | high |
| OwnerRez | OwnerRez leadership announced an upcoming price increase and a shift in strategy to align pricing with value rather than booking revenue. read on STR Tech Report → | Operators will need to budget for higher software costs as the platform moves away from revenue-based pricing models. | high |
| Hostfully | Hostfully has integrated with Optimal (virtual assistants, bookkeeping, and tax services) and IntelliHost (AI-powered pricing and revenue insights). read on STR Tech Report → | Operators can now automate back-office tasks like bookkeeping and use AI to identify and fix booking conversion issues directly through their PMS. | high |
| Lodgify | Lodgify released an upgraded version of its owner reporting tool to reduce manual work and improve report clarity. read on STR Tech Report → | Property managers with 50-150 units can automate complex financial reporting for owners, saving significant administrative time. | high |
| Breezeway | Breezeway launched 'Controller', an AI-powered daily operations feed that identifies at-risk tasks like unstarted cleans or unavailable assignees and recommends coverage solutions. read on STR Tech Report → | Operators can proactively manage scheduling conflicts and service delays through an automated prioritization feed rather than manual monitoring. | high |
| PriceLabs | PriceLabs has introduced a new enterprise-focused revenue management framework and a break-even price calculator tool specifically for large-scale property managers. read on STR Tech Report → | Operators managing 50-150 units can use the new calculator to determine minimum viable pricing and adopt enterprise-grade revenue strategies. | medium |
Drop 01
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Hospitable: Split Owner Payouts
Hospitable is launching Split Owner Payouts to automate fund distribution directly to property owners. For operators managing 50 to 150 units, owner accounting is historically a major administrative bottleneck and a frequent source of human error. Automating this process directly within the PMS reduces the reliance on external spreadsheets or third-party trust accounting tools. However, the success of this feature depends on how flexibly it handles complex local tax regulations and custom management fee structures, which vary widely across diverse portfolios.
Drop 02
AirDNA: AirDNA Adapt 🤝 Guesty
AirDNA has launched a direct integration between its Adapt revenue management tool and Guesty, allowing operators to sync rates and minimum stays directly without manual exports. This closes the loop between external market intelligence and internal PMS execution, giving revenue managers listing-level control based on real-time data. The caveat is that operators must still establish clear pricing guardrails within Guesty to prevent automated algorithmic pricing from accidentally undercutting profitability during unexpected market anomalies.
Drop 03
Breezeway: Introducing Controller: the AI daily feed that tells you what needs you today — and who can cover it
Breezeway has introduced Controller, an AI-powered daily operations feed designed to flag at-risk tasks like unstarted cleans or missing staff and recommend coverage solutions. For mid-sized operators, managing the daily chaos of field staff is a constant drain on coordinators. Moving from a static dashboard to an active recommendation engine can significantly cut down response times. However, operators should monitor whether the AI recommendations accurately account for real-world logistics, such as drive times and cleaner-specific skills, before fully trusting the system's suggestions.
Drop 04
OwnerRez: Upcoming price increase and pricing evolution
OwnerRez has announced an upcoming price increase alongside a strategic shift to align its pricing with platform value rather than booking revenue. While moving away from revenue-share models can benefit high-performing operators by capping software costs during peak seasons, any price hike requires careful budget reassessment. Operators running 50 to 150 units should audit their current usage of OwnerRez features to ensure the value delivered justifies the increased fixed overhead.
Close
The bottom line
This week's updates show that software is taking on more operational responsibility, but it comes with a cost. Operators should audit their current owner payout workflows and check-in procedures to see if tools like Hospitable or Charge Automation can eliminate manual steps. Before accepting upcoming pricing changes or deploying new AI agents, establish clear operational guardrails to ensure these automated systems perform accurately without constant human oversight.
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