Square Appointments vs SimplyBook.me

A comprehensive head-to-head comparison of two leading scheduling & booking solutions in 2026. Compare features, pricing, ratings, and more to find the right fit.

Quick Verdict

Choose Square Appointments if you need Online booking and prefer a free starting option. Choose SimplyBook.me if you prioritize Booking website and want a free tier to start. Both are rated 4.4/5 by users.

Square Appointments vs SimplyBook.me: At a Glance

CriteriaSquare AppointmentsSimplyBook.me
User Rating
4.4
4.4
PricingFreeFree
Pricing Modelper-userfreemium
Free Plan
PlatformsWeb, Ios, AndroidWeb, Ios, Android
CategoryScheduling & BookingScheduling & Booking
Founded20092011

Feature Comparison: Square Appointments vs SimplyBook.me

FeatureSquare AppointmentsSimplyBook.me
Online booking
Client management
Point of sale
Payment processing
Automated reminders
Instagram booking
Google booking
Mobile app
Square POS
Google Calendar
Instagram
Google My Business
QuickBooks
Wix
JotForm
Booking website
Marketing tools
Custom branding
Outlook
Zoom
Stripe
PayPal
Web support
Ios support
Android support

Square Appointments vs SimplyBook.me: Pricing Breakdown

Square Appointments Pricing

Model: per-user

FreeFree
  • Unlimited appointments
  • Online booking
  • Client management
  • Mobile app
Plus$29/month
  • Everything in Free
  • Multiple staff calendars
  • No-show protection
  • Advanced reports
Premium$69/month
  • Everything in Plus
  • Multi-location
  • Staff management
  • Resource management

SimplyBook.me Pricing

Model: freemium

FreeFree
  • 50 bookings/month
  • Booking website
  • Basic features
Basic$8.25/month
  • 100 bookings
  • Custom features
  • Payments
Standard$24.9/month
  • 500 bookings
  • All features
  • Multiple locations

Pros and Cons

Square Appointments

Pros

  • Highly rated by users (4.4/5)
  • Free plan available to get started
  • Available on 3 platforms (Web, Ios, Android)
  • Rich feature set with 15+ capabilities
  • Strong Online booking functionality
  • Strong Client management functionality

Cons

  • May require time to learn advanced features

SimplyBook.me

Pros

  • Highly rated by users (4.4/5)
  • Free plan available to get started
  • Available on 3 platforms (Web, Ios, Android)
  • Rich feature set with 13+ capabilities
  • Strong Booking website functionality
  • Strong Client management functionality

Cons

  • May require time to learn advanced features

Who Should Use Square Appointments vs SimplyBook.me?

Choose Square Appointments if you:

  • Need Online booking
  • Want to start for free
  • Work primarily on Web and Ios
  • Value Client management
View Square Appointments Details

Choose SimplyBook.me if you:

  • Need Booking website
  • Want to start for free
  • Work primarily on Web and Ios
  • Value Client management
View SimplyBook.me Details

Frequently Asked Questions: Square Appointments vs SimplyBook.me

Is Square Appointments better than SimplyBook.me?

It depends on your needs. Square Appointments has a 4.4/5 user rating while SimplyBook.me has 4.4/5. Square Appointments excels in Online booking and Client management, while SimplyBook.me stands out with Booking website and Client management. Consider your budget (Free vs Free), platform needs, and specific feature requirements.

Which is cheaper, Square Appointments or SimplyBook.me?

Square Appointments offers a free plan and starts at Free. SimplyBook.me offers a free plan and starts at Free. Compare the specific plan features to determine the best value for your use case.

Can I use Square Appointments and SimplyBook.me together?

While both are scheduling & booking tools, some teams use complementary software together. Check each product's API and integration capabilities for compatibility. However, most users find that one solution covers their core scheduling & booking needs.

What are the main differences between Square Appointments and SimplyBook.me?

The key differences include: pricing model (per-user vs freemium), platform support (Web, Ios, Android vs Web, Ios, Android), and feature focus. Square Appointments emphasizes Online booking, Client management, Point of sale while SimplyBook.me focuses on Booking website, Client management, Payment processing. User ratings differ slightly: 4.4 vs 4.4 out of 5.

Ready to choose?

Explore detailed reviews, user ratings, and pricing for both Square Appointments and SimplyBook.me.

Square Appointments vs SimplyBook.me: Compared [2026] | Softwr