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SendSquared Reviews

From boutique properties to enterprise portfolios, hear why leading vacation rental companies, resorts, and hotels choose the SendSquared hospitality CRM.

New · Featured Client Stories

“Host and Home is adding 10 doors a month with SendSquared”

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Host and Home

Steven Wood · 3:47 video

Read the full story

Real operators. Real numbers.

Every figure below is quoted verbatim from the person who reported it, and links to the story it came from. Nothing here is aggregated, surveyed, or anonymised.

In Their Own Words

Results clients put on the record

+10

New doors added per month

“We’re adding on average 10 doors a month at this point.”
Host and Home
Host and Home
“SendSquared is the second most important thing in our company outside of our PMS. All of our departments use it. Everyone in the company uses SendSquared. The engagement is what keeps us so well connected, and we are adding on average 10 doors a month at this point.”

Steven Wood

Founder, Host and Home

Wilderness Resorts & Waterparks
“SendSquared took everything we relied on and made it better, easier to use, and more centralized. Having everything in one platform has been a major improvement for our team.”

Mark Ryan

Revenue Manager, Wilderness Resorts & Waterparks

Sailrock South Caicos
“In typical SendSquared fashion, it was easier than I expected.”

Brendan Curtin

CMK Development, Sailrock South Caicos

Caribbean Villas of St. John
“The SendSquared tape chart has been our lifeline on the road. I used to print the calendar before heading out — now everything is right there, even with last-minute changes.”

Kim Collin

, Caribbean Villas of St. John

Orlando Resorts Rental
“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

Sugar Lake Lodge
“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

Collins Vacation Rentals
“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

GetAway Vacations
“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

FieldTrip
“Consolidating everything into SendSquared, including our WiFi management, smart locks, guest verification, guidebooks, and all communications, has cut our vendor costs by 60%. We're saving thousands monthly while improving service delivery.”

Steve Shedd

Director, FieldTrip

Hodnett Cooper
“The switch was fueled by our passion for authentic communication, as the innovative tech integration features empower us to connect with our guests in the ways they prefer. Direct and meaningful conversations pave the way for a richer and more authentic experience. Here's to embracing technology that strengthens our bonds and elevates every interaction!”

Kris Maichle

Manager, Hodnett Cooper

Beach Reunion
“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

Royal Shell
“SendSquared is the software we use for all guest communications.”

Nykkie Rizley

Director of Operations, Mainland & Beaches, Royal Shell

Padre Getaways
“SendSquared is our source of truth for our lead database. We still get an email address from 98% of the calls to Padre Getaways with an intent to stay. We believe in direct booking. If someone books from an OTA the first time so be it, but if we don't book them directly the second time, shame on us. SendSquared allows us to auto-send follow-up emails and remarket to repeat guests.”

Eleana Jones

Operations, Padre Getaways

Atlantic Realty
“We have been able to realize significant savings by eliminating several other costly programs. SendSquared consolidated our voice, messaging, and marketing into a single platform. The cost savings after switching from Navis have been substantial.”

Rolf Blizzard

Director of Operations, Atlantic Realty

Five Star Properties
“SendSquared has been an operational GODSEND!! Having a large rental management company, you rely on not only the functionality and power of your CRM but also its scalability. SendSquared has delivered as promised. The onboarding was smooth and the team was with us every step of the way. Having a powerful, yet innovative CRM has increased our effectiveness and provided a path for empowerment throughout our users.”

Five Star Properties

VRMA of South Padre Island
“At the core of every one of our objectives is timely, effective communication. From our experience with SendSquared in our VRM business, we knew that they would be the perfect fit to allow our Association to communicate efficiently and effectively using the latest, greatest technology. We are so fortunate to have the SendSquared team's support.”

VRMA of South Padre Island

Questions about these stories

Are these testimonials real customers?

Yes. Every quote on this page is attributed to a named person at a named company, and each one links to the full story it came from. The video testimonials were recorded with the operators themselves, two of them on the floor at VRMA 2026.

Are the numbers aggregated or averaged?

Neither. Each figure is quoted verbatim from the operator who reported it and links back to that testimonial, rather than being pooled into a platform-wide average.

Do these results depend on a particular PMS?

No. The operators featured here run different property management systems, and SendSquared integrates with each of them. The common thread is consolidating guest communication, not a specific PMS.

How long does it take to get running?

It varies with portfolio size and how many tools are being replaced. Collins Vacation Rentals, which consolidated four separate vendors, described the switch as easy and pain free with both teams onsite for it.

Can I talk to an existing customer before deciding?

Often, yes. Several of the operators on this page have taken reference calls for prospective customers. Ask during a demo and we will see who is available.

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