SendSquared: Vacation Rental CRM & Marketing
SendSquared is designed for vacation rental and hotel operators to manage guest relationships and automate outreach. It supports enterprise teams managing 50 to 5,000+ units who need to centralize communication across multiple channels.
At a glance
- Category
- Real Estate
- Best for
- Vacation rental property managers, Hotel and resort operators, Enterprise hospitality companies, Short-term rental hosts with large portfolios
- Pricing
- Pricing is based on the number of units or keys and requires a customized quote. Two primary plans are available: SendSquared Enterprise and SendSquared Owner Enterprise. Pricing was not clearly available from the provided evidence. Buyers should confirm current pricing on the vendor website.
- Key use cases
- OTA-to-Direct Conversion, Guest Communication Automation, Owner Acquisition, Reputation Management
- Integrations
- Barefoot, Streamline, Guesty, Escapia, RDP
- Official website
- sendsquared.com
SendSquared is a CRM and marketing platform built for the hospitality industry, including vacation rentals, hotels, and resorts. It connects to a company's property management system (PMS) to sync guest profiles, reservation history, and revenue data in real time.
The tool is intended for larger-scale operations, typically those managing 50 or more units. It consolidates guest interactions from email, SMS, WhatsApp, and Airbnb into a single inbox and provides AI-powered tools for phone handling and website chat.
Beyond communication, the platform supports owner relationship management and lead tracking for those expanding property portfolios. Buyers should note that implementation is a multi-week process, taking between six and eight weeks for most enterprise setups.
Prospective users should confirm that their specific PMS is supported to ensure the real-time synchronization of guest data.
Key Features
Consolidates conversations from email, SMS, WhatsApp, and Airbnb into a single threaded view per guest.
AI-powered phone agents designed to qualify inquiries and answer availability questions using PMS context.
Real-time bi-directional synchronization with systems such as Guesty, Cloudbeds, and Barefoot to sync guest and reservation data.
Browser-based property guides that pull PMS photos and support guest ID verification.
Supports sending physical direct mail and postcards to guests and owners from within the CRM.
Dynamic guest groups based on lifetime value, booking behavior, and reservation data.
Use Cases
Using CRM data to identify guests who booked via third-party platforms and targeting them for direct bookings.
Setting up automated messaging workflows for the journey from booking confirmation to post-stay surveys.
Identifying potential property owners in a market and sending targeted proformas and marketing materials.
Routing high NPS survey scores to public review sites while alerting staff to low scores for private resolution.
Best For
Integrations
Pricing
Pricing is based on the number of units or keys and requires a customized quote. Two primary plans are available: SendSquared Enterprise and SendSquared Owner Enterprise. Pricing was not clearly available from the provided evidence. Buyers should confirm current pricing on the vendor website.
FAQ
It is designed for property management companies, hotels, and resorts, typically those managing between 50 and 5,000+ units.
No, there is no free trial available, though the company provides personalized demos of the platform.
Implementation typically takes six to eight weeks for the Enterprise plan and up to six weeks for the Owner Enterprise plan.
It integrates with several systems, including Barefoot, Streamline, Guesty, Escapia, Cloudbeds, and Hostaway, among others.
Source category: Real Estate
Source subcategory: CRM
