Software Comparison

Smily (Formerly BookingSync) vs Guesty – Find the Best Fit for You

Trying to decide between Smily (Formerly BookingSync) and Guesty? Both are industry-leading solutions, but which one is the best fit for your business? In this detailed comparison, we evaluate their features, pricing, ease of use, and customer support to help you make an informed choice. Whether you need advanced automation, better scalability, or user-friendly interfaces, this guide breaks down everything you need to know to select the right software for your needs.

Smily (Formerly BookingSync) vs Guesty at a Glance

Review the essentials before exploring the full comparison.
In-Depth Comparison

In-Depth Comparison of Smily (Formerly BookingSync) and Guesty

Compare ratings, pricing, descriptions, buyer fit, integrations, category features, product details, alternatives, and SoftwareWorld’s final conclusion with Smily (Formerly BookingSync) on the left and Guesty on the right.

Overview

Compare Smily (Formerly BookingSync) and Guesty Side by Side

See ratings, free-trial availability, starting price, and a short description for each product in two dedicated columns.

Smily (Formerly BookingSync) logo

Smily (Formerly BookingSync)

Software

Visit Website

Review & Ratings

No approved reviews yet. Be the first to review

Free Trial & Starting Price

Free TrialNA
Starting PriceContact Vendor

Description

Smily, formerly known as BookingSync, is a dynamic vacation rental software that simplifies property management for owners and agencies. It centralizes reservations, automates communications, and manages payments, making the booking...

Read more about Smily (Formerly BookingSync)
Guesty logo

Guesty

Software

Visit Website

Review & Ratings

4.9 2 Reviews

Free Trial & Starting Price

Free TrialNA
Starting Price$16 / month

Description

Guesty is a comprehensive property management platform, tailored for short-term and vacation rental businesses. It centralizes operations by integrating with major booking sites, such as Airbnb and Booking.com, for synchronized...

Read more about Guesty
Shared Categories

Compare Category Features

Open any shared category to compare the features selected under that category for both products.

All categories start closed for easier scanning.
Channel Management Software Compare features selected under Channel Management Software for both products. Open comparison

Features shown here belong only to the Channel Management Software category.

Feature Smily (Formerly BookingSync) Guesty
Pipeline Management Listed Listed
Activity Dashboard Listed Listed
Invoice Management Listed Listed
Multi-Channel Distribution Listed Listed
Real Time Analytics Listed Listed
Lead Management Listed Listed
Multi-Channel Management Listed Listed
Inventory Management Listed Listed
Partner Portal Listed Listed
Task Management Listed Listed
Channel Analytics Listed Listed
Real Time Data Listed Listed
Dynamic Pricing Listed Listed
Campaign Management Listed Listed
Promotions Management Listed Listed
Partner Management Listed Listed
Calendar Management Listed Listed
Electronic Payments Listed Listed
Opportunity Management Listed Listed
Price/Margin Management Listed Listed
Incentive Management Listed Listed
Multi-Channel Marketing Listed Listed
Commission Management Listed Listed
Discount Management Listed Listed
Order Management Listed Listed
Availability Management Listed Listed
Artificial Intelligence Not listed Not listed
Vacation Rental Software Compare features selected under Vacation Rental Software for both products. Open comparison

Features shown here belong only to the Vacation Rental Software category.

Feature Smily (Formerly BookingSync) Guesty
Marketing Automation Listed Listed
Alerts/Notifications Listed Listed
Website Management Listed Listed
Guest Communications Listed Listed
Work Order Management Listed Listed
Invoice Management Listed Listed
Email Management Listed Listed
Online Booking Listed Listed
Multi-Channel Management Listed Listed
Owner Statements Listed Listed
Contact Management Listed Listed
Availability Management Listed Listed
Reminders Listed Listed
Multi-Currency Listed Listed
Guest Experience Management Listed Listed
Calendar Management Listed Listed
Credit Card Processing Listed Listed
Accounting Listed Listed
Task Management Listed Listed
Housekeeping Management Listed Listed
Reservations Management Listed Listed
Channel Management Listed Listed
Electronic Payments Listed Listed
Discount Management Listed Listed
Inventory Management Listed Listed
Ratings/Reviews Listed Listed
Short/Long Term Rental Listed Listed
Rate Management Listed Listed
Revenue Management Listed Listed
Property Management Listed Listed
Multi-Property Listed Listed
Guest Check-in/Check-out Listed Listed
Artificial Intelligence Not listed Not listed
Reservation Software Compare features selected under Reservation Software for both products. Open comparison

Features shown here belong only to the Reservation Software category.

Feature Smily (Formerly BookingSync) Guesty
Customer Support Listed Listed
Activities Booking Listed Listed
Website Integration Listed Listed
Access Controls/Permissions Listed Listed
Inventory Management Listed Listed
Multi-Language Listed Listed
Booking Notes Listed Listed
Booking Management Listed Listed
Multi-Location Listed Listed
Alerts/Notifications Listed Listed
Appointment Management Listed Listed
CRM Listed Listed
Availability Management Listed Listed
Event Scheduling Listed Listed
Price/Margin Management Listed Listed
Payment Processing Listed Listed
Rate Management Listed Listed
Calendar Management Listed Listed
Discount Management Listed Listed
Customer History Listed Listed
Real Time Updates Listed Listed
Ratings/Reviews Listed Listed
Channel Management Listed Listed
Online Booking Listed Listed
Social Media Integration Listed Listed
Promotions Management Listed Listed
Reporting/Analytics Listed Listed
Billing & Invoicing Listed Listed
Room Booking Listed Listed
Group Reservations Listed Listed
SMS Messaging Listed Listed
Dynamic Pricing Listed Listed
Artificial Intelligence Not listed Not listed
Real Estate Property Management Software Compare features selected under Real Estate Property Management Software for both products. Open comparison

Features shown here belong only to the Real Estate Property Management Software category.

Feature Smily (Formerly BookingSync) Guesty
Insurance Management Listed Listed
Electronic Payments Listed Listed
Payment Processing Listed Listed
Credit Check Listed Listed
Lease Management Listed Listed
Rent Tracking Listed Listed
Residential Properties Listed Listed
Vacancy Management Listed Listed
Document Management Listed Listed
Task Management Listed Listed
Inspection Management Listed Listed
Tax Management Listed Listed
Work Order Management Listed Listed
Reminders Listed Listed
Contact Management Listed Listed
Billing & Invoicing Listed Listed
Communication Management Listed Listed
Contract/License Management Listed Listed
Tenant Portal Listed Listed
Listing Management Listed Listed
Artificial Intelligence Not listed Not listed
Product Details

Product Details and Support

Compare deployment, device support, pricing model, support channels, and target company size for both products.

Smily (Formerly BookingSync) logo

Smily (Formerly BookingSync)

Deployment
Cloud Hosted
Devices Supported
Web-Based
Pricing Model
Contact Vendor
Support
24x7 Support Email Chat
Target Company Size
Self-Employed Small-Business Midsize-Business
Guesty logo

Guesty

Deployment
Cloud Hosted
Devices Supported
Web-Based IPhone Android
Pricing Model
Usage Based
Support
Email Phone Chat Knowledge Base
Target Company Size
Self-Employed Small-Business Midsize-Business Large-Enterprise-Business
Alternatives

Explore Alternatives Before You Decide

Explore alternatives to Smily (Formerly BookingSync) and Guesty before making a final choice.

Smily (Formerly BookingSync) Alternatives

Explore other software products that buyers may consider instead of Smily (Formerly BookingSync).

View Smily (Forme... Alternatives

Guesty Alternatives

Explore other software products that buyers may consider instead of Guesty.

View Guesty Alternatives
SoftwareWorld Conclusion

FAQs About Smily (Formerly BookingSync) vs Guesty

What’s the final conclusion from SoftwareWorld on Smily (Formerly BookingSync) vs Guesty? +
In conclusion, both Smily (formerly BookingSync) and Guesty offer robust property management solutions tailored for short-term rental businesses. Smily excels in user-friendly interfaces and seamless integration with various platforms, making it ideal for smaller operators. In contrast, Guesty provides a more comprehensive suite of features, catering to larger property managers with advanced automation and analytics. Ultimately, the choice between the two depends on the specific needs and scale of the rental operation, ensuring that users can optimize their management processes effectively.
Why Trust SoftwareWorld

Why Buyers Can Trust This Comparison

This comparison brings public profile information, category-specific feature selections, review visibility, and clearly labeled sponsored placements together in a structured format so you can evaluate both products with confidence.

Consistent side-by-side structure

Each section keeps Smily (Formerly BookingSync) and Guesty in clearly separated columns so you can compare equivalent information without losing context.

Category-aware feature comparison

Shared categories open into their own feature comparisons, helping you review use-case-specific capabilities rather than only broad product claims.

Clear separation from sponsored placements

Sponsored products stay outside the detailed comparison, and paid placements are clearly labeled so the core comparison remains focused on Smily (Formerly BookingSync) and Guesty.

Helpful onward paths

Profile pages, category pages, integrations, and alternatives are linked throughout the page so you can continue your research from the same comparison.

Get Expert Help