Two-Way Direct Connection
Guesty SendSquared Integration for Vacation Rentals
The only integration with true two-way message sync. Every message sent and received in SendSquared automatically shows up in Guesty, giving your team one place to work while keeping both systems in perfect sync. Real-time data, bi-directional messaging, and full automation across SMS, email, WhatsApp, and voice.
Two-Way
Bi-Directional Message Sync
Real-Time
Reservation & Guest Data
6 Channels
SMS, Email, WhatsApp, Airbnb, VRBO, Voice
Two-Way Message Sync
Every message sent or received in SendSquared automatically appears in Guesty, and vice versa. Your team works in SendSquared's Unified Inbox while Guesty stays fully up to date. No copy-pasting, no missed messages, no gaps in the conversation history.
- Messages sent in SendSquared sync to Guesty automatically
- Inbound guest replies visible in both platforms instantly
- Email, SMS, WhatsApp, Airbnb, VRBO, and Booking.com channels
- Complete conversation history in Guesty without manual effort
Elegant Emails Powered by Guesty Data
Industry-standard email editor with drag-and-drop interface for building responsive emails using content blocks. Maintain property data from Guesty in every campaign for deeply personalized guest communication.
- Drag-and-drop editor with responsive design
- Native Guesty property data tokens for personalization
- Bi-directional data flow keeps contacts in sync
- Professional email design powered by live PMS data
Automate the Entire Guest Journey
Sync real-time data for seamless communication across the guest journey. From booking confirmations to post-stay follow-ups, every touchpoint is automated with timely, personalized messaging powered by Guesty's two-way direct connection.
- Booking confirmations to post-stay follow-ups automated
- Real-time data sync powers every automation
- Personalized messaging across the full guest journey
- Two-way direct connection ensures data accuracy
Already on Guesty? Get Connected in Minutes
Our two-way integration is the only one that syncs messages back to Guesty automatically. See it working live.
Testimonials
What Our Clients Say
“I can definitely attribute a good number of reservations to SendSquared. Between the easy follow-up communication within the system and the CRM pulling up information as a call comes in, our reservations team is being more intentional on their calls, resulting in better conversions.”
Brock Reich
Chief Operating Officer, Orlando Resorts Rental
“My experience with SendSquared has been eye opening. To be honest I didn't think something this good existed. Having all emails, texts, calls, web chat and marketing in one place has given my company and team a huge advantage. SendSquared has saved us both time and money which are very important factors to my small business of 50 luxury homes. The company is amazing to work with and extremely helpful whenever it was needed.”
Jessica Goree
Chief Operations Officer, Beach Reunion
“SendSquared is a game-changer for our resort operation. Its ability to integrate with our reservation software, providing real-time reservation information during phone calls, allows us the opportunity to build off of the rapport we've already created with our repeat guests. We're answering phone calls asking our guests how their kid's baseball season went, instead of asking for their names.”
Tim Oxborough
Reservation Manager, Sugar Lake Lodge
“We manage over 300 properties and SendSquared has been instrumental in streamlining operations. Consolidating all communications into one platform while maintaining personalized guest experiences has been transformative for our team.”
Shawn Montgomery
Director of IT, Collins Vacation Rentals
“SendSquared is an indispensable tool for us! One of their significant standout attributes is its ability to centralize communication channels, offering a one-stop solution for managing various modes of interaction. This consolidation streamlines our workflows, enhancing our efficiency and productivity. What's better is their customer support elevates the user experience. Their responsive team is always ready to assist, going above and beyond to ensure seamless integration and utilization.”
Fred Cercena
CEO & Founder, GetAway Vacations
Frequently Asked Questions
How does the Guesty integration work?
Real-time synchronization pulls reservation data, guest profiles, and property details from Guesty into SendSquared for marketing, automation, and CRM.
Is reservation data synced in real time?
Yes. Reservation updates, new bookings, cancellations, and guest data sync automatically without manual imports or CSV files.
Can I segment guests using Guesty data?
Yes. All Guesty reservation fields - dates, revenue, unit types, booking channels - are available as segment conditions for targeted campaigns.
Does the integration support multi-channel bookings?
Yes. Reservations from all channels managed through Guesty (Airbnb, VRBO, direct) sync into SendSquared with source attribution.
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