Comparison

Breezeway vs SendSquared

Price, ratings, monetisation and update history for both apps, side by side — with what reviewers say about each.

Head to head
About

Breezeway

This platform streamlines property operations for short-term rentals. It enables scheduling, task management, and quality assurance with customizable checklists. Operators can monitor work in real-time, share updates with clients, and integrate with other systems.

Highlights
  • Schedule property care tasks
  • Customizable checklists for quality assurance
  • Real-time work monitoring
  • Client communication for retention
  • PMS and IoT device integration
  • Offline mobile app functionality
  • Task notifications for field staff
Features
Read full description

Breezeway is the leading property operations and services platform for short-term rental properties. Breezeway’s software and mobile apps have facilitated over 5M property tasks across 100+ million square feet and help hundreds of short-term rental operators and hospitality professionals meet detailed service standards. Breezeway’s desktop and mobile apps empower managers to: - Schedule property care and service tasks from anywhere, anytime - Build customized checklists for each stay and task type for quality assurance - Monitor the status of work in real time and triage issues when they arise - Share work with clients to increase owner retention, acquisition, and referrals - Integrate with dozens of PMS systems and IoT devices to harness data Breezeway’s desktop and mobile apps empower field staff to: - Receive task notifications right from your phone or tablet - Get high-quality work done through customized mobile checklists - Leverage mobile apps even when you’re offline without Wi-Fi - Easily share updates, upload pictures, report issues, and leave comments - Receive all the details of the job before you arrive, including access code, task requirements, and specific property details

About

SendSquared

This CRM app is designed for the vacation rental market, offering integrated tools for managing guest and owner relationships. It facilitates seamless communication and collaboration, providing a comprehensive view of your rental business.

Highlights
  • Integrated Dual CRM (Owners & Guests)
  • Lead, Notes, Task, and Reservation Management
  • Unified Team SMS and Email Inbox
  • Real-time Two-Way Communication
  • Advanced Voicemail and Push Notifications
Features
Read full description

SendSquared is the AI CRM for hospitality. Vacation rental managers, resorts and hotels use it to turn every guest conversation into a relationship, and every relationship into direct bookings. This app puts your SendSquared workspace in your pocket. ONE INBOX FOR EVERY GUEST CHANNEL • SMS, email, WhatsApp, Airbnb and calls in one conversation timeline • Reply from your business numbers, never your personal phone • Quick reply templates and full message history for context • Assign conversations to teammates and mark them complete • See when SendSquared AI agents are handling a guest, and step in at any time KNOW EVERY GUEST • Guest and owner profiles connected to your property management system • Reservation details, upcoming and past stays, revenue, tags and notes • Share digital guidebooks and house rules • Call, text or email a guest with one tap from their profile CALLS AND VOICEMAIL • Click-to-call from any contact or reservation on your business lines • Call recording, call transfer and call dispositions • Voicemail with playback and transcription • Pairs with SendSquared AI Voice for 24/7 coverage and warm transfer to your team LEADS AND FOLLOW-UP • Track leads through your pipeline with value, travel dates and party size • Tasks with priorities, due dates and owners so nothing slips • Notifications for new messages, assigned tasks and voicemails BUILT FOR HOSPITALITY TEAMS • Vacation rentals, resorts and hotels, from one property to multi-property operators • Integrates with PMS platforms including Barefoot, Streamline, Guesty, Escapia, RDP, Cloudbeds, Hostaway, StayNTouch, Visual One and Oracle OPERA • Owner tools for managers who work with homeowners The app requires a SendSquared account. Visit sendsquared.com to learn more or book a demo.

Screenshots

Breezeway3 screens
SendSquared4 screens

Verdict

The call

The clearest difference is review sentiment: SendSquared at 100% against Breezeway's 35%. SendSquared also leads on rating (4.5 vs 3.2) and update cadence (every 6 days vs every 5 weeks). Breezeway's advantage is ratings volume (84 vs 6). On price, ads, in-app purchases and device support there is nothing between them.

Scored on Price · Rating · Positive reviews · Number of ratings · Update frequency · Ads · In-app purchases · Monetization · Best chart rank · Devices · Requires iOS

CostPrice · In-app purchases · Ads · Monetization

Both are free to download. Neither carries in-app purchases, so what you see is what you pay.

ReceptionRating · Positive reviews · Number of ratings

SendSquared holds the better App Store score, 4.5 against 3.2. That said, the two scores are not equally well evidenced: Breezeway has 84 ratings behind it against 6, so its average is the more settled of the two. Written reviews point the same way: 35% of Breezeway's written reviews are positive against 100% of SendSquared's.

UpkeepUpdate frequency

Breezeway ships an update every 5 weeks, SendSquared every 6 days. The most recent releases landed on October 23, 2026 and October 24, 2026 respectively.

Scorecard5 real differences · 5 level
Breezeway versus SendSquared: the parameters behind the verdict, then further details
ParameterBreezewaySendSquared
PriceFreeFree
Rating3.2 (84 ratings)4.5 (6 ratings) — better
Positive reviews35.3% of reviews100.0% of reviews — better
Number of ratings84 — better6
Update frequencyEvery 5 weeksEvery 6 days — better
AdsNoNo
In-app purchasesNoNo
MonetizationFreemiumFree — better
DevicesiPhone, iPad, iPod — betteriPhone, iPad
Requires iOS15.1 — better16.1
Further details — not scored
Size83 MB86 MB
Age rating4+4+
DeveloperBreezewaySendSquared

Customer experience

Breezeway

All ratings83 ratings
Positive50.6%
Neutral6.0%
Negative43.4%
Written reviews34 reviews
Positive35.3%
Neutral8.8%
Negative55.9%

SendSquared

All ratings6 ratings
Positive83.3%
Neutral0.0%
Negative16.7%
Written reviews1 reviews
Positive100.0%
Neutral0.0%
Negative0.0%

In-app purchases

None

Breezeway

No in-app purchases

None

SendSquared

No in-app purchases

Questions

Is Breezeway free?
Breezeway is free to download, with no in-app purchases.
Is SendSquared free?
SendSquared is free to download, with no in-app purchases.
Which has better reviews, Breezeway or SendSquared?
SendSquared is rated higher. Breezeway averages 3.2 out of 5 from 84 ratings, while SendSquared averages 4.5 from 6 ratings.
Do Breezeway or SendSquared have ads?
Neither Breezeway nor SendSquared shows ads.
Which is updated more often, Breezeway or SendSquared?
Breezeway ships an update every 5 weeks, and SendSquared every 6 days. Most recently, Breezeway was updated on October 23, 2026 and SendSquared on October 24, 2026.

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