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Head-to-head · Real Estate Property Management

Guesty vs Propertyware

  • Updated Oct 2026
  • Both researched from official sources
  • 3 checks side by side
Higher score Guesty #3 in Real Estate Property Management 8.8/10 14-day trial Free trial✓ 1 of 4 features Visit Guesty
Propertyware #6 in Real Estate Property Management 8.5/10 Paid ✓ 2 of 4 features Visit Propertyware

Guesty leads on 0 checks, Propertyware on 0, and 3 are even. Who comes out ahead on the 3 yes/no, price and count checks where we have data for both products. The editor score weighs everything else too.

Our verdict

  • Highest scoreGuesty · 8.8/10
  • Free trialonly Guesty
  • Most featuresPropertyware · 2 of 4

Guesty scores higher on our rubric for real estate property management: 8.8 against 8.5 out of 10; our editors rank them #3 and #6.

Guesty is the better fit for established short-term rental managers. Propertyware is the better fit for growing residential property management firms.

  • Guesty fits best

    Established short-term rental managers

  • Propertyware fits best

    Growing residential property management firms

Advertiser disclosure: iTechGuides is reader-supported. Vendors can pay for top positions in our rankings and for a place on other products' pages, and we may earn a commission when you click some links. Bought places stand at the number bought; this page and our disclosure say so. Paying vendors may get a fuller, more detailed review from our editors, and that review can change their score. How we rank.

Side by side

Feature Guesty 8.8/10 Visit ↗ Propertyware 8.5/10 Visit ↗
At a glance
Editor score 8.8 8.5
Ranking #3 in Real Estate Property Management #6 in Real Estate Property Management
Best for Established short-term rental managers Growing residential property management firms
Pricing model Paid Paid
Starting price $9/unit/mo —
Free plan — —
Free trial 14 days —
Deployment Cloud, Mobile Cloud, Mobile
Platforms Web, iOS, Android Web, iOS, Android
Support Live chat, Docs · 24/7 Phone, Email
Built for Solo, Small business, Mid-market, Enterprise Small business, Mid-market, Enterprise
Features Guesty 1/4 · Propertyware 2/4
Online rent payments Not checked yet Not checked yet
Tenant portal Not checked yet ✓ (best)
Property accounting Not checked yet Not checked yet
Maintenance management ✓ ✓
Specs
Unit limit Not checked yet Not checked yet
Portfolio type Not checked yet Not checked yet
Our review
Pros
  • Reservations, messaging, tasks, payments, accounting, and reporting in one platform
  • Distribution across Airbnb, Booking.com, Vrbo, and 60+ channels on Pro
  • AI automation, dynamic pricing, owner tools, and 344 integrations
  • Combines accounting, leasing, portals, payments and maintenance workflows
  • Offers offline inspections and work orders in iOS and Android apps
  • Two-way open API supports external systems and custom dashboards
Cons
  • Designed mainly for short-term rentals, not conventional long-term tenancy management
  • Pro and Enterprise plans use quote-based pricing
  • No free plan; paid access starts at $9 per listing monthly
  • No free plan; subscription pricing is paid
  • Implementation fees are twice the monthly subscription price
  • Screening and payment transactions incur additional fees
Our verdict

Guesty is a cloud-based property management platform for short-term rental hosts, professional managers, and enterprise operators. It brings reservations, channel distribution, guest communications, cleaning and maintenance tasks,…

Read the review →

Propertyware is a cloud-based property management platform focused on single-family residential rentals. It brings property operations, accounting, leasing, maintenance and tenant and owner communications into one system. Growing property…

Read the review →
  1. GuestyReal Estate Property Management 8.814-day trial
  2. PropertywareReal Estate Property Management 8.5Paid

Strengths and trade-offs

  • Guesty — where it wins

    • Reservations, messaging, tasks, payments, accounting, and reporting in one platform
    • Distribution across Airbnb, Booking.com, Vrbo, and 60+ channels on Pro
    • AI automation, dynamic pricing, owner tools, and 344 integrations

    Where it doesn't

    • Designed mainly for short-term rentals, not conventional long-term tenancy management
    • Pro and Enterprise plans use quote-based pricing
    • No free plan; paid access starts at $9 per listing monthly

  • Propertyware — where it wins

    • Combines accounting, leasing, portals, payments and maintenance workflows
    • Offers offline inspections and work orders in iOS and Android apps
    • Two-way open API supports external systems and custom dashboards

    Where it doesn't

    • No free plan; subscription pricing is paid
    • Implementation fees are twice the monthly subscription price
    • Screening and payment transactions incur additional fees

More comparisons

All real estate property management comparisons → · Full ranking →

Reviewed by iTechGuides Editors · Editorial team · Updated Oct 2026

Last updated · How we research and update