SendSquared
AI-powered platform for direct bookings in hospitality
What is SendSquared? Complete Overview
SendSquared is the premier direct booking platform for the hospitality industry, designed to transform guest data into direct revenue. This AI-powered platform is built specifically for enterprise hospitality, enabling property managers to manage millions of guest relationships, automate personalized experiences, and maximize direct bookings—all from a unified system. With features like a vacation rental CRM, unified inbox, enterprise voice system, and advanced segmentation, SendSquared helps businesses streamline operations, enhance guest experiences, and boost revenue. Trusted by industry leaders, SendSquared has generated over $2B in direct revenue and processed 15M+ bookings with a 97% customer retention rate.
SendSquared Interface & Screenshots

SendSquared Official screenshot of the tool interface
What Can SendSquared Do? Key Features
Vacation Rental CRM
A purpose-built CRM for vacation rentals and resorts, seamlessly connected to your Property Management System (PMS). Track guest preferences, owner relationships, and property performance with real-time synchronization.
Unified Inbox
Consolidate all guest communications—email, SMS, WhatsApp, and platform messages—into a single chronological view for seamless and efficient conversation management.
Enterprise Voice System
An in-house call center solution with soft clients, DND routing, and PMS-connected calls. Features include guest history context, call recording, and real-time analytics.
Lead Management
The most sophisticated lead management system in hospitality, offering lead categories, status tracking, pipeline automation, and custom fields for comprehensive lead handling.
Task Automation
Link messages directly to tasks, assign them to agents or units, and automate follow-ups. Monitor task completion and streamline team workflows effortlessly.
Digital Guidebooks
Web-based guidebooks connected to your PMS, featuring property photos and conditional content for personalized guest experiences. Fully compliant with Airbnb off-platform policies.
Guest Verification
Complete guest verification with ID validation, agent assignment, and blue check verification displayed throughout the system, including during calls.
Advanced Segmentation
Create dynamic guest segments based on behavior, preferences, and lifetime value to power targeted campaigns and personalized marketing strategies.
Best SendSquared Use Cases & Applications
Direct Booking Growth
Property managers use SendSquared to turn guest data into direct bookings by leveraging personalized communication, automated follow-ups, and targeted campaigns, reducing reliance on third-party platforms.
Owner Retention
SendSquared helps property managers build lasting relationships with owners through its CRM and owner acquisition tools, ensuring high retention rates and portfolio growth.
Revenue Recovery
By analyzing guest spending patterns and lifetime value, SendSquared enables businesses to identify revenue opportunities and recover lost income through targeted upsells and personalized offers.
How to Use SendSquared: Step-by-Step Guide
Sign up for SendSquared and connect your Property Management System (PMS) to sync guest and property data seamlessly.
Set up your unified inbox to consolidate all guest communications—email, SMS, WhatsApp, and platform messages—into one view.
Configure automations for tasks, lead management, and guest communications to streamline operations and reduce manual work.
Use advanced segmentation to create targeted campaigns based on guest behavior, preferences, and lifetime value.
Monitor performance through real-time analytics and adjust strategies to maximize direct bookings and guest satisfaction.
SendSquared Pros and Cons: Honest Review
Pros
Considerations
Is SendSquared Worth It? FAQ & Reviews
SendSquared is designed for the hospitality industry, including vacation rentals, resorts, and hotels.
Yes, SendSquared is GDPR compliant and ISO-aligned for security, ensuring your data is protected.
Yes, SendSquared seamlessly connects with your Property Management System (PMS) for real-time data synchronization.
Enterprise customers receive 24/7 support, a dedicated success manager, and custom onboarding.
Yes, you can schedule a demo to explore the platform and see how it fits your business needs.