HomeToolsPlan StackBest ForCompare
RightAIChoice
CompareBlog
Submit a ToolSign inSign upPlan Your Stack
HomeCompareFilently vs Guesty

Filently vs Guesty

Side-by-side comparison of features, pricing, and ratings

Live tool data as of 2026-07-06
Reviewed by our team on 2026-07-02
Saved

At a glance

DimensionFilentlyGuesty
Pricingfreemium · from Free Trial $0freemium · from Lite $0/mo
Best forBusy professionals overwhelmed by Google Drive clutter who want zero-setup filing, Virtual assistants managing multiple client Google Drives with consistent namingProperty managers with 4-199 listings needing AI-driven automation, Enterprise operators with 200+ listings requiring custom PMS solutions
Standout featuresAI reads document content to identify type, date, vendor in 20+ languages · Automatic file renaming using your existing naming conventions · Automatic filing into target Google Drive folders based on metadataAI agent for guest messaging based on learned preferences · AI-powered bank reconciliation · Unified inbox with AI auto-reply (ReplyAI)
Viability score95/10095/100
APINoYes

Filently is the stronger pick for busy professionals overwhelmed by google drive clutter who want zero-setup filing; Guesty fits better for property managers with 4-199 listings needing ai-driven automation.

Built from live tool data, last verified 2026-07-06.

Filently
Filently

AI that reads, renames, and files Google Drive documents automatically.

Visit Website
Guesty
Guesty

AI-driven vacation rental property management for hosts to enterprise operators.

Visit Website
Pricing
Freemium
Freemium
Plans
$0
$12.99/month
$9/month (billed $72/year)
$29/month
$19.33/month (billed $232/year)
$79/month
$52.66/month (billed $632/year)
$799 one-time
$0/mo
Custom quote
Custom quote
Popularity
0 views
7.2k views
Skill Level
Beginner-friendly
Intermediate
API Available
Platforms
Web
WebMobile
Categories
⚡ Productivity
⚡ Productivity
Features
AI reads document content to identify type, date, vendor in 20+ languages
Automatic file renaming using your existing naming conventions
Automatic filing into target Google Drive folders based on metadata
Email forwarding: forward attachments to personal Filently address
Google Drive inbox folder monitoring (drop files, auto-process)
Direct upload via web interface
Support for PDF, Microsoft Office, Google Workspace, images (JPG, PNG, TIFF, HEIC), OpenDocument formats
Activity timeline showing before/after details for every organized file
No data storage beyond naming—no copies kept, privacy-first
GDPR compliant, EU-based processing, no OpenAI used
CASA Tier 2 security certification (independently verified)
Filters other file types (ZIPs, videos) by filename only, no size limit
Custom filing rules for filename-only files (e.g., 'Move all ZIPs to /Archive')
Supports Google Shared Drives and Shared with me folders
Drag-and-drop upload from desktop
AI agent for guest messaging based on learned preferences
AI-powered bank reconciliation
Unified inbox with AI auto-reply (ReplyAI)
Multi-calendar syncing across 60+ channels
Dynamic pricing via PriceOptimizer add-on
Branded direct booking website builder
Task management for cleaning and maintenance
Automated workflows and triggers
CRM with pipeline view
Reviews automation with AI summaries
Guest verification via GuestVerify add-on
Damage protection add-on
Liability coverage add-on
Mobile app for iOS and Android
Open API for custom integrations
Integrations
Google Drive
Gmail
Google Shared Drives
Airbnb
Booking.com
Vrbo
Expedia
TripAdvisor
Google Vacation Rentals
Agoda
Stayz
Hopper
HomeToGo
Siteminder
Kigo
Lodgify
Priceline
Orbitz

Who should pick which

  • Vacation rental manager with 10 listings
    Pick: Guesty

    Guesty is built for property managers; its unified inbox, multi-calendar, and AI agents save hours on guest communication and task management across channels.

  • Virtual assistant organizing multiple client Google Drives
    Pick: Filently

    Filently auto-files documents per client conventions, reducing manual sorting. The Team plan supports multiple clients, and it’s built for Google Drive.

  • Solo host with 2 properties on Airbnb only
    Pick: Guesty

    Guesty’s free tier provides basic multi-calendar and AI messaging, which can help a solo host grow without upfront cost, though Filently doesn’t help with rental ops.

  • Accountant needing to organize client invoices in Drive
    Pick: Filently

    Filently reads invoice content, renames by vendor/date, and files into client folders. Its guide for accountants (May 2026 news) confirms this use case.

  • Enterprise operator with 200+ properties
    Pick: Guesty

    Guesty’s enterprise features, AI reconciliation, and 60+ channel integrations are essential for scaling. Filently lacks the operational depth.

Frequently Asked Questions

Which is better, Filently or Guesty?

The best choice between Filently and Guesty depends on your specific use case — we compare them independently on features, current pricing, integrations, and real-world signals (with an on-demand sentiment scan available for each). See the side-by-side breakdown above to match them to your needs.

What are the main differences between Filently and Guesty?

The key differences include pricing model, feature set, platform support, and skill level requirements. Review the full comparison on RightAIChoice for a detailed breakdown.

Is there a free version of Filently or Guesty?

Check the pricing section in the comparison for the latest pricing details on both tools, including free tiers, trial options, and paid plans.

More Filently or Guesty comparisons

decide vs Guesty comparison

Decide and Guesty serve completely different needs—decide is for reflective decision journaling, while Guesty is an AI-powered vacation rental platform. Your choice depends on whether you want to impr

Lufe AI Translator vs Guesty comparison

These tools serve completely different needs. Choose Guesty if you manage vacation rentals and want AI to automate guest communication, dynamic pricing, and bank reconciliation across 60+ channels. Ch

macos-chatgpt-overlay-bar vs Guesty comparison

These tools serve completely different needs. macOS ChatGPT Overlay Bar is a free, lightweight utility for Mac users wanting instant ChatGPT access without distractions. Guesty is a full-featured vaca

Chatbot App vs Guesty comparison

These tools serve completely different needs: Guesty is a specialized vacation rental management platform with AI automation for property operations, while Chatbot App is a general-purpose multi-model

Renamer.ai vs Guesty comparison

Choose Guesty if you manage vacation rentals and need AI agents to automate guest communication, housekeeping, and revenue management across multiple channels. Choose Renamer.ai if you need to bulk re

AI Email Writer vs Guesty comparison

If you manage vacation rentals and need AI to automate guest communication, task management, and bank reconciliation, Guesty is the clear choice. If you're a professional who writes lots of emails and

Explore each tool further

Filently
View Filently reviewFilently alternatives
Guesty
View Guesty reviewGuesty alternatives

Browse these categories

Best AI Productivity tools
Still deciding? Get the weekly AI tools brief

One email a week — new tools, honest comparisons, no spam.

RightAIChoice

The decision-making engine for discovering AI tools.

One AI tool every Friday

A 60-second editorial pick. No filler, no funnel — unsubscribe anytime.

Product

  • Browse tools
  • Categories
  • Search
  • Plan my stack
  • Find my AI tool
  • AI chat
  • Compare
  • Submit your tool

Resources

  • Best AI guides
  • Stacks
  • Blog
  • Methodology
  • Viability scoring

Company

  • About
  • Team
  • Press & brand kit
  • Contact

Your account

  • Dashboard
  • Saved tools
  • Settings
  • Sign in
  • Create account

Legal

  • Privacy
  • Terms
  • Affiliate disclosure
  • Unsubscribe

© 2026 RightAIChoice. All rights reserved.

Built for the AI community.