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AI for vacation rental operations

One walkthrough video. A complete operating record.

Every vacation rental is different. Properly AI turns one walkthrough video into a complete operating record for each property — then verifies it in the field, every turnover.

Property intelligence Automated checklists Real-time inspection

Why this matters

When knowledge lives in someone’s head, things get missed

The average vacation rental contains hundreds of operational details that cleaners, inspectors, maintenance teams, guest support agents, and managers need to know. When those details live only in someone’s head — or in scattered documents, texts, and spreadsheets — mistakes happen.

A missed appliance instruction A forgotten owner preference An overlooked maintenance requirement

Properly Actionable Intelligence creates a single source of truth for every property — delivering greater consistency, accountability, and peace of mind.

Introducing

New

Properly Actionable Intelligence

Turn a smartphone walkthrough into an operational knowledge base — in hours, not months.

Every rental is different — different appliances, owner preferences, and cleaning standards. Walk each room with any phone, and Properly AI generates a comprehensive operating record, then the workflows to run the property.

  • Property intelligence & documentation Detailed, structured operational documentation for the whole home.
  • Asset & equipment records Inventories of appliances and equipment, with the details teams need.
  • Property-specific SOPs Standard operating procedures and maintenance guidance, tailored to each home.
  • Guest FAQs & operational notes Answers and notes ready for guest support and on-the-ground staff.
  • Insurance documentation support A documented record of the property to support insurance needs.
  • Custom operating workflows Turnover, inspection, maintenance, and restocking workflows, built automatically.
Properly AI property record generated from a walkthrough video — SOPs, asset inventory, and guest FAQs

Automated checklists

Custom checklists, built for real operations

Properly pioneered photo-based operational checklists for short-term rentals more than a decade ago. With Properly AI, creating them is dramatically faster — customized to each home’s layout, features, and operating requirements instead of a blank page.

Turnovers Inspections Maintenance visits Restocking tasks Seasonal procedures Property-specific requirements

Review, customize, and deploy in minutes — without spending hours, or days, building checklists by hand.

Automated turnover and cleaning checklist with required photo proof for a vacation rental

Real-Time Inspection

AI analyzes each home and flags issues in your cleaners’ turnover photos — then experienced inspectors verify every flag, catching quality and staging errors before your guest walks in.

80% fewer guest-reported issues
Real-time inspection flagging a staging issue before guest check-in

Plus 100% human guest support — real hospitality pros answering in under 2 minutes, 24/7, backed by AI knowledge of every listing.

See Guest Support

Why our AI is different

Not a chatbot bolted on.

Many vacation rental tools added a chatbot and called it AI. Properly took a different path: a decade of managing turnovers, inspecting properties, and supporting guests, turned into purpose-built AI with humans in the loop.

Other Tools

Generic AI bolted onto legacy software. No real-world data. No operational team behind it.

Properly

Purpose-built AI trained on millions of real turnovers, backed by a human operations team that acts on every insight.

Built for professional property managers

Turn property knowledge into repeatable systems

For Escapia users, Properly AI helps solve one of the industry’s most expensive challenges: capturing operational knowledge before it walks out the door. Whether you’re onboarding a new property, training a new team member, standardizing operations across a portfolio, or preparing for growth, Properly Actionable Intelligence helps transform property knowledge into repeatable systems.

The result is faster onboarding, stronger operational consistency, fewer costly mistakes, and a more professional experience for owners, guests, and staff.

4.5M+
Turnovers powering our AI
2014
Powering rental operations since
<2min
Avg. guest response time
80%
Fewer guest-reported issues

Frequently Asked Questions

Properly AI, Explained

How does Properly AI onboard a property?
You record a simple walkthrough video of the home with any smartphone. Properly AI turns it into a structured operating record — property documentation, asset and equipment inventories, property-specific SOPs, guest FAQs, insurance documentation support, and custom workflows — typically in hours instead of the days or weeks manual setup takes.
How does Properly automatically generate checklists?
From the same walkthrough, Properly AI builds custom checklists tailored to each home’s layout, features, and operating requirements — for turnovers, inspections, maintenance, restocking, seasonal procedures, and property-specific tasks. You start from a professionally structured foundation rather than a blank page.
How accurate are the auto-generated records and checklists?
Properly AI is trained on millions of real turnovers, not generic data, and produces a professional first draft. You stay in control: review, customize, and deploy everything before it goes live, and human experts stay in the loop on inspection.
We use Escapia. Is Properly AI a fit?
Yes. Properly AI works alongside your existing systems and is built for professional property managers — whether you’re onboarding a new property, training a new team member, standardizing operations across a portfolio, or preparing for growth. It helps capture operational knowledge before it walks out the door.

Build a complete operational foundation for every property — in hours, not months.

Book a demo to see how onboarding, automated checklists, and real-time inspection connect around one operating record.