Built for Property Managers. Backed by Industry Experience.
GuestWisely’s mission is to empower professional short-term rental managers with smarter, integrated tools that simplify operations, drive growth, and elevate guest experiences.

From 365Villas to GuestWisely
GuestWisely was born from over a decade of experience as 365Villas, a pioneer in vacation rental software used in 60+ countries. We’ve worked closely with thousands of property managers worldwide, learning, adapting, and evolving alongside the industry.
As the short-term rental landscape matured, so did our customers’ needs. GuestWisely is the next generation of our platform: a reimagined, streamlined system purpose-built to support ambitious property managers who need more than just another PMS.
We didn’t just rebrand. We rebuilt: faster, smarter, and more scalable than ever.

What We Believe
GuestWisely isn’t just another property management solution—it’s a platform built for growth-focused professionals who need more than just the basics.
You deserve tools that match your ambition
Whether you manage 20 units or 500+, GuestWisely delivers enterprise-grade power without the complexity.
Integrated beats fragmented
No more duct-taping plugins together. Our all-in-one platform helps you manage operations, accounting, and guest experience in one place.
Great support isn’t optional
From onboarding to optimization, our team is with you every step of the way, because your success is our success.

Trusted by Who We Serve
GuestWisely is trusted by vacation rental professionals around the world, from independent property managers and boutique agencies to resorts and multi-owner portfolios. If you’re serious about scaling your short-term rental business, we’re built for you.
Global Reach. Local Understanding.
With clients in over 60 countries and support for multi-currency and multi-language operations, we help property managers thrive in diverse markets — while staying compliant and competitive.
Leadership with Experience
Our founding team brings together decades of experience in real estate, travel tech, and hospitality software. We’ve been in your shoes — and we’re here to help you move faster with less friction.
What’s Coming up Next
We’re just getting started. GuestWisely is continuously evolving with new features, integrations, and performance improvements. Because when your business grows, ours does too.
Industry Experts. Customer-First Thinkers.

At GuestWisely, we’re a team of seasoned professionals from the worlds of short-term rental management, travel technology, and SaaS innovation. Our leadership and product teams bring decades of combined experience helping property managers grow more efficiently.
We know the challenges of scaling a rental business — because we’ve lived them. That’s why we’ve built GuestWisely to be as powerful as it is practical, with real-world workflows at the core.
We’re here to help you streamline operations, serve guests better, and grow your business, without growing your workload.
Ready to Work Smarter?
join the thousands of property managers switching to GuestWisely to simplify operations, improve owner trust, and deliver better guest experiences, all from one powerful platform.