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GuestWisely

#15 of 43 in Short-Term Rental Management Software

Short-term rental management software for professional property managers

—Not yet scored
GuestWisely— Visit GuestWisely

At a glance

  • Editor score
    Not yet scored
  • Pricing
    Pricing on request
  • Best for
    Managers needing 60+ channel distribution
  • Founded
    2017 · Harrow, England, United Kingdom
  • Facts checked
    19 Sep 2026
  • Where it wins

    • Distribution across 60+ OTA channels plus direct booking
    • Combines messaging, payments, operations, accounting, and analytics
    • Integrates with major OTAs, pricing, operations, accounting, and payment tools
  • Where it doesn't

    • Pricing is customized and requires contact with sales
    • No free trial is offered
    • Platform access is listed for web and API

Our verdict on GuestWisely

GuestWisely is a property management platform for professional short-term rental managers, particularly those managing multi-property portfolios and distributing listings across many booking channels. Its scope covers reservation management, a unified calendar, direct-booking websites, guest communications, payment collection, operational tasks, accounting, owner payouts, reporting, and analytics. The platform is offered by 365Villas Limited and launched as the successor brand to 365Villas in 2025.

Pricing is customized according to portfolio size and required features rather than presented as public fixed plans. Demos and onboarding are offered, while the product does not offer a free trial. That model may suit established managers who want a configured system spanning reservations, payments, owner statements, trust accounting, and operational coordination. Managers comparing software primarily by published plan amounts or wanting to evaluate a product through a trial should consider a different buying process.

Its strongest fit is an ecosystem-heavy operation. GuestWisely connects with Airbnb, Vrbo, Booking.com, Expedia, and Google Vacation Rentals, alongside PriceLabs and Beyond Pricing for rates, Breezeway and Operto Teams for operations, Xero and QuickBooks for accounting, and Stripe and WorldPay for payments. Automated messaging, payment schedules and records, cleaning coordination, owner payouts, and KPI reporting extend the platform beyond channel distribution. Managers seeking a broad web and API-based system with direct booking and integrated back-office workflows should shortlist GuestWisely; those needing a narrower tool or a trial-led evaluation should look elsewhere.

GuestWisely pricing

Plans Pricing on request No free plan — trial or paid only. Prices re-checked Sep 2026.
See plans on guestwisely.io

GuestWisely fact sheet

Free planNot verified
Paid fromNot verified
Property limitNot verified
Channel connectionsNot verified
Direct booking siteYes
Automated messagingYes
Dynamic pricingYes
Cleaning managementYes
Payment processingYes
DeploymentCloud
PlatformsWeb
Integrations13 integrations: Airbnb, Vrbo, Booking.com, Expedia, Google Vacation Rentals, PriceLabs …
PricingPricing on request (source)
Websiteguestwisely.io
Facts checked19 Sep 2026

GuestWisely integrations

GuestWisely lists 13 integrations on its own site.

  • Airbnb
  • Vrbo
  • Booking.com
  • Expedia
  • Google Vacation Rentals
  • PriceLabs
  • Beyond Pricing
  • Breezeway
  • Operto Teams
  • Xero
  • QuickBooks
  • Stripe
  • WorldPay

Alternatives to GuestWisely

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Featured on iTechGuides

Featured on iTechGuides — GuestWisely —/10

GuestWisely is listed in our Short-Term Rental Management Software directory. Add the badge to your site — it links back to this page.

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Reviewed by iTechGuides Editors · Editorial team · Updated Sep 2026

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