GuestWisely vs. Smoobu: From Starter Tools to Scalable Operations

Smoobu is great when you’re starting out. But when your short-term rental business grows, GuestWisely offers the automation, owner tools, and financial reporting you need to manage professionally, without patching together plugins.

Compare the features of GuestWisely and Smoobu with our comprehensive comparison page and see why GuestWisely is the top choice for businesses.

GuestWisely ✅

Smoobu

Channel Manager

✅ Built-in

Included

Direct Booking Website

✅ Customizable + Booking Engine

✅ Template-based

Guest Messaging Automation

✅ Templates + Triggers

✅ Basic

Owner Portals & Custom Statements

Included

❌ Not native

Task & Housekeeping Management

✅ Native

⚠️ Limited via 3rd-party

Integrated Trust Accounting

✅ Built-in

❌ Not included

Dynamic Reporting

✅ Custom filters & exports

⚠️ Basic analytics only

Portfolio Size Fit

20–500+ properties

1–20 properties

Pricing Model

Flat monthly/annual rates

Flat monthly/annual rates

Compare the features of GuestWisely and Smoobu with our comprehensive comparison page and see why GuestWisely is the top choice for businesses.

GuestWisely

Smoobu

Channel Manager

Direct Booking Website

Guest Messaging Automation

Owner Portals & Custom Statements

Task & Housekeeping Management

⚠️

Integrated Trust Accounting

Dynamic Reporting

⚠️

Portfolio Size Fit

20+ properties

1–20 properties

Pricing Model

Flat monthly/annual rates

Flat monthly/annual rates

Who Is Smoobu Best For?

Smoobu is a solid, user-friendly tool designed for individual hosts and small property owners managing up to 10–20 units. It’s easy to set up and great for syncing calendars, managing guest communication, and launching a simple booking website.

But as your business grows, you may run into limitations around owner communication, financial tools, and team management — areas where GuestWisely was built to shine.

Why Property Managers Choose GuestWisely

GuestWisely is a purpose-built solution for short-term rental professionals who need to run a real business, not just a few listings. Once you begin managing multiple owners, housekeepers, and revenue channels, Smoobu’s lightweight toolset starts falling short.

GuestWisely replaces those limitations with powerful features for trust accounting, owner reporting, task management, and multi-user access, all designed to work together in one integrated platform. No extra logins, no spreadsheets, no cobbled-together workflows.

Whether you’re growing from 20 to 200+ units, expanding across cities, or onboarding new owners, GuestWisely gives you the tools to do it with confidence.

Key Advantages of GuestWisely

Designed for Multi-Owner Portfolios

Smoobu wasn’t built with owner relationships in mind. GuestWisely gives you customizable portals, automated statements, and built-in contracts for seamless owner collaboration.

Built-In Financial Tools

From invoicing to trust accounting, GuestWisely handles your financial workflows natively — no need for external accounting platforms or complex exports.

Stronger Operational Control

Assign cleaning and maintenance tasks, manage staff access, and monitor performance in real-time, all from one system.

Clear Upgrade Path

If you’ve outgrown Smoobu, GuestWisely offers the professional PMS structure you need — without the high cost of enterprise-level solutions like Guesty.

FAQ

What you need to know to grow confidently with GuestWisely.

What’s the main difference between Smoobu and GuestWisely?

Smoobu is a great beginner PMS for small portfolios. GuestWisely is a full-featured solution for professional managers who need owner tools, trust accounting, task automation, and financial reporting in one platform.

Can I migrate from Smoobu to GuestWisely?

Yes. Our onboarding team will guide your migration, including listing imports, guest data, calendar syncs, and team training, with zero downtime.

Do I need third-party tools with GuestWisely?

No. Unlike Smoobu, which relies on add-ons for tasks or invoicing, GuestWisely is fully integrated. Everything from guest messaging to owner payouts is handled in one place.

How is GuestWisely priced compared to Smoobu?

GuestWisely offers scalable, flat-rate pricing based on your portfolio size and feature needs. While the entry price may be higher than Smoobu, it replaces several tools, making it more efficient as you grow.

Graduating from Smoobu? GuestWisely Is Ready When You Are

GuestWisely is the next step for property managers ready to scale — with powerful tools that reduce admin, impress owners, and grow profits. Let’s build the right plan for your portfolio.

365Villas is now GuestWisely! 🎉 Same powerful platform, fresh new brand. Looking for the old 365Villas login?

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