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PaySimple vs Square Payments Comparison

Last updated:

PaySimple

4.1(684 reviews)

Starting at $59.95 /Month

  • Freelancers / Consultants
  • Large Enterprises

PaySimple is a payment gateway application that can be used by online merchants to process credit card payments on their site. It is a software as a service (SaaS) solution that allows you to setup and run an e-commerce…

Square Payments

4.6(132 reviews)

Starting at Contact for pricing

  • Large Enterprises
  • Medium Business

Square Payments is a software application that allows you to take payments with your iPhone or iPad. It accepts credit and debit card payments, is free to download, and is easy to learn.

Square Payments leads on user satisfaction with a 4.6-star rating across 132 reviews.

PaySimple vs Square Payments — at a glance

FeaturePaySimpleSquare Payments
Rating4.1 / 54.6 / 5
Reviews684132
Starting price$59.95 /MonthContact for pricing
Free trial No No
Free version No No
Best forFreelancers / Consultants, Large Enterprises, Medium BusinessLarge Enterprises, Medium Business, Small Business
CategoryPayment Gateway SoftwarePayment Processing Software
PlatformsSaaS/Web/Cloud, Mobile - Android, Mobile - iOSSaaS/Web/Cloud
APIAvailable
Support modesBusiness Hours, Online24/7 (Live rep), Online
CertificationsSOC 2, GDPRSOC 2, GDPR
Data residencyUSUS

Key differences between PaySimple and Square Payments

  • Pricing: PaySimple starts at $59.95 /Month. Square Payments pricing is not publicly listed.
  • Target audience: PaySimple is built for Freelancers / Consultants and Large Enterprises, while Square Payments targets Large Enterprises and Medium Business.
  • User satisfaction: Square Payments scores higher with a 4.6-star average.
  • Deployment: PaySimple supports SaaS/Web/Cloud, Mobile - Android, Mobile - iOS; Square Payments supports SaaS/Web/Cloud.

PaySimple vs Square Payments — 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 Payment Gateway 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.

PaySimple - Payment Gateway Software
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Talk to an expert
Square Payments - Payment Processing Software
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Talk to an expert

Biggest differences

Start here before you go deeper into features.

PaySimple

Best for small to mid-size businesses needing streamlined credit card payment processing.

Choose if
  • You run a small or mid-size retail or service business requiring recurring billing.
  • You want an intuitive, easy-to-use platform with integrated merchant services.
  • You need convenient scheduling of future payments and simple transaction management.
Consider alternatives if
  • You are a large enterprise needing highly customizable payment solutions.
  • You require 24/7 customer support and transparent, straightforward billing.

Square Payments

Best for small to mid-sized businesses needing simple mobile payment processing.

Choose if
  • You run a retail, food, or mobile vendor business needing quick mobile payments.
  • You want an easy-to-learn, mobile-first solution for iPhone or iPad payments.
  • You prefer a low-cost, fast setup without complex integrations or customization.
Consider alternatives if
  • You are a large enterprise requiring complex payment integrations and advanced reporting.
  • You need detailed pricing transparency and extensive customization options.

PaySimple: Best for small to mid-size businesses needing streamlined credit card payment processing. Square Payments: Best for small to mid-sized businesses needing simple mobile payment processing.

Description

PaySimple is a payment gateway application that can be used by online merchants to process credit card payments on their site. It is a software as a service (SaaS) solution that allows you ... Read More about PaySimple

Square Payments is a software application that allows you to take payments with your iPhone or iPad. It accepts credit and debit card payments, is free to download, and is easy to learn.

Entry Level Pricing

  • Starts from $59.95
  • Not Available

Free Trial Availability

  • No free trial
  • No free trial

Spotsaas Score

What's this? ↗

8.6/10

Not Available

User Ratings

Based on verified Spotsaas reviews

Best Company Size

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

Software Demo

Demo

No software demo available

Square Payments has not given any software demo yet

If you're the owner of this profile, add your demo.Contact us

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How do PaySimple and Square Payments Compare on Features?

Total Features

6 Features

0 Features

Unique Features

No unique features

No features

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Compare PaySimple and Square Payments 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

      • $59.95
      • Not Available

      Pricing Plans

      • Not Available
      • Not Available

      Pricing Page

      PaySimple pricing
      Square Payments pricing

      Other Details

      Organization Types supported

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

      Platforms Supported

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

      Modes of support

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

      API Support

      • Available
      • Not Available
      Get help choosing
      Get help choosing

      Security & Compliance

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

      SOC 2

      ✓ Yes
      ✓ Yes

      HIPAA

      ✗ No
      ✗ No

      GDPR

      ✓ Yes
      ✓ Yes

      Multi-Factor Auth (MFA)

      ✓ Yes

      Data Encryption

      ✓ Yes
      ✓ Yes

      Audit Logs

      ✓ Yes
      ✓ Yes

      Data Residency

      🇺🇸 US
      🇺🇸 US

      PaySimple User Reviews & Rating Comparison

      User Ratings

      Rating Distribution

      63

      28

      2

      1

      3

      120

      23

      4

      1

      0

      Spotsaas Editor’s POV generated by AI

      Buyer sentiment

      Overall positive sentiment highlights ease of use and responsive support, tempered by concerns over billing clarity and support availability.

      What buyers like

      • Ease of use
      • Customer support responsiveness
      • Streamlined payment processing

      Common complaints

      • Limited support hours
      • Complex payment plan adjustments

      Buyer sentiment

      Users appreciate the simplicity and mobile convenience of Square Payments but note the lack of detailed pricing and advanced features.

      What buyers like

      • Ease of use
      • Mobile compatibility
      • Quick setup

      Common complaints

      • Pricing transparency
      • Feature limitations

      Pros and Cons

      • Streamlined payment processes with easy transaction and schedule management

      • Intuitive user experience facilitating payment handling and report generation

      • Responsive and helpful customer support

      • Limited customer support hours

      • Complexity in adjusting and editing payment plans

      • Ease of use on mobile devices

      • No cost to download and quick setup

      • Supports credit and debit card payments seamlessly

      • Pricing details not publicly available

      • Limited information on advanced features

      Positive Reviews

      No reviews available for the product

      No reviews available for the product

      List of Customers

      Customers

      Hastings on Hudson

      Hastings on Hudson

      Brabo Payroll

      Brabo Payroll

      Sea Breeze Syrups

      Sea Breeze Syrups

      No Customers information available.

      Media and Screenshots

      Screenshots

      Time Line screenshot

      3 Screenshots

      No screenshots available.

      Videos

      video-0

      5 Videos

      No videos available.

      Top Alternatives to PaySimple and Square Payments in 2026

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      Search by product name to compare pricing, fit, and buyer feedback in one view.

      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, PaySimple or Square Payments?
      Square Payments edges out the other on user ratings (4.6 vs 4.1). That said, the best pick depends on your use case — use the comparison tables above to evaluate each dimension.
      Do PaySimple and Square Payments offer a free trial?
      Neither PaySimple nor Square Payments currently lists a free trial.
      What is the starting price of PaySimple vs Square Payments?
      PaySimple starts at $59.95 /Month. Square Payments starts at Contact for pricing.
      What are the top alternatives to PaySimple?
      Top alternatives to PaySimple include Stripe Payments, WePay, Square Payments, SuperPay, Paystand.
      What are the top alternatives to Square Payments?
      Top alternatives to Square Payments include Stripe Payments, WePay, Braintree Direct, QuickBooks Payments, MagicPay.

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