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Microsoft Bookings vs SimplyBook.me Comparison

Last updated:

Microsoft Bookings

3.8(19 reviews)

Starting at Contact for pricing

  • Small Business

Microsoft Bookings is the easiest and most affordable way to run your practice. It reinvents appointment scheduling for healthcare professionals with intuitive ease, built-in integration, and a flexible monthly payment p…

SimplyBook.me

4.6(480 reviews)

Starting at $8.25 /Month

  • Free Trial
  • Freelancers / Consultants
  • Large Enterprises

SimplyBook.me is a simple and easy to use online appointment scheduling software. The site allows you to set up your appointments in seconds, provides a platform for visitors to contact you and view any available appoint…

SimplyBook.me leads on user satisfaction with a 4.6-star rating across 480 reviews.

Microsoft Bookings vs SimplyBook.me — at a glance

FeatureMicrosoft BookingsSimplyBook.me
Rating3.8 / 54.6 / 5
Reviews19480
Starting priceContact for pricing$8.25 /Month
Free trial No Yes
Free version No No
Best forSmall BusinessFreelancers / Consultants, Large Enterprises, Medium Business
CategoryAppointment Scheduling SoftwareAppointment Scheduling Software
PlatformsSaaS/Web/Cloud, Mobile - Android, Mobile - iOSSaaS/Web/Cloud, Mobile - Android
APIAvailable
Support modesOnline24/7 (Live rep), Online
CertificationsSOC 2, HIPAAGDPR
Data residencyGlobalGlobal

Key differences between Microsoft Bookings and SimplyBook.me

  • Pricing: SimplyBook.me starts at $8.25 /Month. Microsoft Bookings pricing is not publicly listed.
  • Free trial: SimplyBook.me offers a free trial; Microsoft Bookings does not.
  • Target audience: Microsoft Bookings is built for Small Business, while SimplyBook.me targets Freelancers / Consultants and Large Enterprises.
  • User satisfaction: SimplyBook.me scores higher with a 4.6-star average.
  • Deployment: Microsoft Bookings supports SaaS/Web/Cloud, Mobile - Android, Mobile - iOS; SimplyBook.me supports SaaS/Web/Cloud, Mobile - Android.

Microsoft Bookings vs SimplyBook.me — find the better fit before you commit.

01

Which tool fits your team best

02

Which is actually cheaper for your team size

03

Where each product wins, per real buyers

Most Appointment Scheduling Software tools look identical on paper. This comparison cuts to the differences that matter — pricing structure, team fit, and what real buyers found after signing up.

Microsoft Bookings - Appointment Scheduling Software
Talk to an expert
Talk to an expert
SimplyBook.me - Appointment Scheduling Software
Talk to an expert
Talk to an expert

Biggest differences

Start here before you go deeper into features.

Microsoft Bookings

Best for

Small Business

SimplyBook.me

Best for small to medium businesses needing simple, customizable appointment scheduling.

Choose if
  • You are a freelancer or small business seeking an easy-to-use booking platform.
  • You want customizable booking forms and personalized client notifications.
  • You value responsive and knowledgeable customer support for setup and usage.
Consider alternatives if
  • Your business requires extensive third-party integrations or marketplace apps.
  • You need to manage highly complex or industry-specific scheduling workflows.

Microsoft Bookings typically suits Small Business. SimplyBook.me tends to fit Freelancers / Consultants and Large Enterprises better. The right choice depends on your team size, workflow, and whether a free trial matters.

Description

Microsoft Bookings is the easiest and most affordable way to run your practice. It reinvents appointment scheduling for healthcare professionals with intuitive ease, built-in integration, ... Read More about Microsoft Bookings

SimplyBook.me is a simple and easy to use online appointment scheduling software. The site allows you to set up your appointments in seconds, provides a platform for visitors to contact you ... Read More about SimplyBook.me

Entry Level Pricing

  • Not Available
  • Starts from $8.25 , Billed Yearly

Free Trial Availability

  • No free trial

Spotsaas Score

What's this? ↗

8.3/10

9.1/10

User Ratings

Based on verified Spotsaas reviews

3.8

(19)

Best Company Size

1-50 employees51-500 employees
Get pricing help
Get pricing help

Software Demo

Demo

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How do Microsoft Bookings and SimplyBook.me Compare on Features?

Total Features

7 Features

12 Features

Unique Features

No unique features

No unique features

Get Quote
Get Quote

Compare Microsoft Bookings and SimplyBook.me on pricing

Review starting price, plan structure, and free-trial access side by side so you can see which option fits your budget and buying process.

Pricing Option

      Starting From

      • Not Available
      • $8.25 , Billed Yearly

      Pricing Plans

      • Not Available
      • Free

        • Included Booking: 50 per month, 600 per year

        • Included Custom Features: 1

        • Users/Providers: 5

        Show more +

      • Basic

        • Included Bookings: 100 per month, 1200 per year

        • Included Custom Features : 3

        • Users/Providers: 15

        Show more +

      • Standard

        • Included Booking: 500 per month, 6000 per year

        • Included Custom Features: 8

        • Users/Providers: 25

        Show more +

      • Browse all pricing plans

      Pricing Page

      Microsoft Bookings pricing
      SimplyBook.me pricing

      Other Details

      Organization Types supported

      • Freelancers
      • Large Enterprises
      • Medium Business
      • Small Business
      • Individuals
      • Freelancers
      • Large Enterprises
      • Medium Business
      • Small Business
      • Individuals

      Platforms Supported

      • Browser Based (Cloud)
      • Mobile - Android
      • Mobile - iOS
      • Installed - Windows
      • Installed - Mac
      • Mobile - Windows
      • Browser Based (Cloud)
      • Browser Based (Cloud)
      • Mobile - Android
      • Mobile - iOS
      • Installed - Windows
      • Installed - Mac
      • Mobile - Windows
      • Browser Based (Cloud)

      Modes of support

      • 24/7 (Live rep)
      • Business Hours
      • Online
      • 24/7 (Live rep)
      • Business Hours
      • Online

      API Support

      • Not Available
      • Available
      Get help choosing
      Get help choosing

      Security & Compliance

      Certifications, data handling, and security controls for IT and compliance evaluators.

      SOC 2

      ✓ Yes

      HIPAA

      ✓ Yes
      ✗ No

      GDPR

      ✓ Yes

      Data Encryption

      ✓ Yes

      Data Residency

      🌐 Global
      🌐 Global

      Microsoft Bookings User Reviews & Rating Comparison

      User Ratings

      Rating Distribution

      8

      6

      1

      1

      2

      527

      72

      10

      7

      9

      Spotsaas Editor’s POV generated by AI

      Buyer sentiment

      Buyer sentiment is mixed to positive across 18 reviews, with clear strengths and a few common watchouts.

      What buyers like

      • Intuitive interface
      • Affordable pricing
      • Cloud-based convenience

      Common complaints

      • Limited customization options
      • Dependent on internet access
      • May lack advanced features

      Buyer sentiment

      Overall, users express high satisfaction with SimplyBook.me’s ease of use, customization options, and customer support, despite some setup challenges.

      What buyers like

      • Ease of use
      • Customization options
      • Customer support

      Common complaints

      • Setup complexity for advanced features
      • Limited marketplace integrations

      Pros and Cons

      • Seamless integration with Microsoft products

      • User-friendly and intuitive design

      • Flexible payment options for practices

      • Limited customization may not suit all needs

      • Requires stable internet connection

      • User-friendly interface with intuitive navigation for clients and users

      • Customizable booking forms and personalized notifications

      • Responsive and knowledgeable customer support

      • Challenging setup for advanced features without adequate support

      • Limited marketplace apps and connectors restricting advanced functionality

      Positive Reviews

      No reviews available for the product

      No reviews available for the product

      Negative Reviews

      No reviews available for the product

      No reviews available for the product

      Media and Screenshots

      Screenshots

      Bookings

      1 Screenshots

      No screenshots available.

      Videos

      video-0

      3 Videos

      video-0

      2 Videos

      Top Alternatives to Microsoft Bookings and SimplyBook.me in 2026

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      Disclaimer: This research has been collated from a variety of authoritative sources. We welcome your feedback at [email protected].

      Frequently asked questions

      Which is better, Microsoft Bookings or SimplyBook.me?
      SimplyBook.me edges out the other on user ratings (4.6 vs 3.8). That said, the best pick depends on your use case — use the comparison tables above to evaluate each dimension.
      Do Microsoft Bookings and SimplyBook.me offer a free trial?
      SimplyBook.me offers a free trial. Microsoft Bookings does not.
      What is the starting price of Microsoft Bookings vs SimplyBook.me?
      Microsoft Bookings starts at Contact for pricing. SimplyBook.me starts at $8.25 /Month.
      What are the top alternatives to Microsoft Bookings?
      Top alternatives to Microsoft Bookings include Appointy, Acuity Scheduling, Calendly, SimplyBook.me, Cogsworth.
      What are the top alternatives to SimplyBook.me?
      Top alternatives to SimplyBook.me include Calendly, Square Appointments, Calendify, Scheduly, GoDaddy Website Security.

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