---
description: Compare Square Appointments vs SimplyBook.me Enterprise. Learn more about each of the software’s price, features, and helpful software reviews for Canadian business users.
image: https://gdm-localsites-assets-gfprod.imgix.net/images/capterra/og_logo-e5a8c001ed0bd1bb922639230fcea71a.png?auto=format%2Cenhance%2Ccompress
title: Square Appointments vs SimplyBook.me Enterprise Comparison - Capterra Canada 2026
---

Breadcrumb: [Home](/) > [Salon Software](/directory/30028/salon/software) > [Square Appointments \<span\>vs\</span\> SimplyBook.me Enterprise](https://www.capterra.ca/compare/170263/1043955/square-appointments/vs/simplybook-me-enterprise)

# Compare Square Appointments vs SimplyBook.me Enterprise

Canonical: https://www.capterra.ca/compare/170263/1043955/square-appointments/vs/simplybook-me-enterprise

> Detailed comparison between Square Appointments and SimplyBook.me Enterprise. Check ratings, reviews, pricing, and features to make the best decision for your business.

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## At a Glance

| Metric | Square Appointments | SimplyBook.me Enterprise |
| **Overall rating** | 4.5/5 | 4.5/5 |
| **Total Reviews** | 254 | 2 |
| **Starting Price** | - | US$9.90 |
| **Free Trial** | Yes | Yes |
| **Free Version** | Yes | Yes |
| **Deployment** | Cloud, SaaS, Web-based, Android (Mobile), iPhone (Mobile), iPad (Mobile) | Cloud, SaaS, Web-based, Android (Mobile), iPhone (Mobile) |
| **Support** | Email/Help Desk, FAQs/Forum, Knowledge Base Software, Phone Support, Chat | Email/Help Desk, FAQs/Forum, Knowledge Base Software, Phone Support, 24/7 (Live rep), Chat |
| **Training Software** | Videos | In Person, Live Online, Webinars, Documentation, Videos |

## Best for

### Square Appointments

Square Appointments is used by beauty salons, barbershops, hair salons, nail salons, day spas, tattoo \&amp; piercing studios, med spas, fitness centers, and professional service providers.

### SimplyBook.me Enterprise

SimplyBook.me enterprise solutions are ideal for larger companies that require advanced, yet flexible, booking systems for internal or external bookings. Multiple languages available.

## Key features

### Square Appointments

- API
- Billing & Invoicing
- Calendar Management
- Client Management
- Confirmations/Reminders
- Contact Database
- Customer Database
- Customer History
- Customizable Reports
- Email Marketing Software
- Mobile Alerts
- Multi-Location
- Multiple User Accounts
- Real-Time Reporting
- Recurring Appointments
- Reminders
- Rescheduling
- SMS Reminders
- Social Media Integration
- Website Integration

### SimplyBook.me Enterprise

- API
- Billing & Invoicing
- Calendar Management
- Client Management
- Confirmations/Reminders
- Contact Database
- Customer Database
- Customer History
- Customizable Reports
- Email Marketing Software
- Mobile Alerts
- Multi-Location
- Multiple User Accounts
- Real-Time Reporting
- Recurring Appointments
- Reminders
- Rescheduling
- SMS Reminders
- Social Media Integration
- Website Integration

## Links

- [View Square Appointments Profile](https://www.capterra.ca/software/170263/square-appointments)
- [View SimplyBook.me Enterprise Profile](https://www.capterra.ca/software/1043955/simplybook-me-enterprise)
- [View Original Comparison](https://www.capterra.ca/compare/170263/1043955/square-appointments/vs/simplybook-me-enterprise)

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