Breezeway

Breezeway Breezeway is the leading property operations and services platform for short-term rentals.

Breezeway’s property operations platform helps coordinate, communicate, and verify detailed work at properties, and deliver the best service experience to guests and homeowners. Breezeway’s software and mobile apps have facilitated over 9M property tasks across 100+ million square feet, and help thousands of short-term rental operators and hospitality professionals meet detailed service standards.

Combining deep learning technology, robust property data, smart messaging, and mobile-first task management, Breezeway is bringing service optimization to the property management space. Created by the founder of FlipKey (acquired by TripAdvisor), the Breezeway team is building the future of property care and service.

Your team corrects the same wrong guest answer every week. Then the correction disappears.Concierge, our new AI messagin...
09/03/2026

Your team corrects the same wrong guest answer every week. Then the correction disappears.

Concierge, our new AI messaging agent, keeps it. It learns from the replies your team writes, and you decide what becomes permanent across the portfolio.

Learn more about our new AI messaging agent here: https://hubs.la/Q04wyxyR0

11:42pm. A guest asks what time check-out is. Your team is asleep.The guest gets an answer anyway — from your own proper...
08/31/2026

11:42pm. A guest asks what time check-out is. Your team is asleep.

The guest gets an answer anyway — from your own property details, not a generic script.

That's Concierge, our new AI messaging agent. Your guest gets an answer at 11:42pm. Your team gets the context at 8am.

Learn more about it here: https://hubs.la/Q04vZy-90

A new ELEVATE session is happening TODAY — and you can still make it!The Owner Conversation: What Operations Has to Do W...
08/27/2026

A new ELEVATE session is happening TODAY — and you can still make it!

The Owner Conversation: What Operations Has to Do With Trust 💙- brings together three experienced Owner Relations Managers to talk about something we love: how great operational work translates into owner confidence.

Inspections, maintenance, quality scores — all of it feeds into the conversations that keep owners happy and partnerships strong. Walk away with real frameworks you can actually use.

Come join us — there's still time! 👇

👉 https://hubs.la/Q04vwY1N0

A guest reports a dripping faucet at 7am. Four hours later they ask if anyone's coming.That second message is where gues...
08/26/2026

A guest reports a dripping faucet at 7am. Four hours later they ask if anyone's coming.

That second message is where guest messaging usually falls apart. The reply lives in one system, the work lives in another, and nothing connects them.

Concierge can see the task that came out of that conversation, including its status. So the follow-up gets a real answer, and nobody has to go dig for it.

Concierge, our new AI agent for guest messaging, is live today. Full announcement here: https://hubs.la/Q04vlP5w0

We’re heading to Madrid for   🇪🇸Proud to be part of this year’s sponsor lineup and looking forward to a few days of big ...
08/20/2026

We’re heading to Madrid for 🇪🇸

Proud to be part of this year’s sponsor lineup and looking forward to a few days of big ideas, sharp conversations, hackathons and connecting with the people pushing the short-term rental industry forward.

From AI and revenue growth to operations and guest experience, this is where the future takes shape.

📍 Madrid, Spain
🗓️ September 16–18
🎟️ Secure your ticket: https://hubs.la/Q04tHyY40

🔁 Most bad reviews aren't random. They're the same 4 operational mistakes, on repeat.A missed turnover. A broken AC at c...
08/11/2026

🔁 Most bad reviews aren't random. They're the same 4 operational mistakes, on repeat.

A missed turnover. A broken AC at check-in. A guest who felt like an afterthought. These aren't one-off incidents, they're patterns that show up across property portfolios of every size, and they're almost always preventable.

This Thursday, Breezeway and Hostfully are teaming up to name exactly what those 4 mistakes are — and walk you through how to fix them before they cost you your next 5-star review.

📅 Thursday, August 13 — 3:00 PM EDT
👤 Christopher Olson, Customer Success Manager at Breezeway
👤 Frank Bosi, Senior Director of Partner Development at Hostfully

Whether you manage 3 units or 300, you'll leave with fixes you can put in place the same day.

👉

We’re excited to invite you to an exclusive webinar with Chris Olson (Breezeway) and Hostfully, where we’ll break down the 4 operational mistakes slowing your growth and how to fix them fast .Learn...

07/31/2026

"Lo que más valor tiene para mí es el tiempo que NO le dedico a gestionar incidencias."

Cristina, de Mojo Rentals, gestiona más de 80 propiedades en la Costa del Sol. Nos cuenta cómo Breezeway le permitió dejar de apagar incendios y volver a enfocarse en hacer crecer el negocio.

👉 Descubre el ase de éxito completo aquí: https://hubs.la/Q04rrZvC0

🔧 Missed work orders don't just create operational headaches — they erode owner trust and guest confidence.We teamed up ...
07/17/2026

🔧 Missed work orders don't just create operational headaches — they erode owner trust and guest confidence.

We teamed up with Streamline to break down what vacation rental work order management actually looks like at scale — from property-level task history to photo documentation, vendor accountability, and maintenance records that protect your owner relationships.

Whether you're managing 25 units or 400, the systems you put in place now are what keep things from slipping through the cracks.

👉 Check out the full blog — https://hubs.la/Q04pRNKT0

At 50+ units, untracked work orders cost you time, money, and owner trust. Here’s how leading STR operators manage maintenance at scale.

✍️ Guests form their opinion of your property before they even unpack.By the time they've walked through the door, check...
07/03/2026

✍️ Guests form their opinion of your property before they even unpack.

By the time they've walked through the door, checked the kitchen, and found the bathroom — they've already decided how they feel about the stay.

Breezeway data shows that 27.8% of guests send their first message within 6 hours of check-in. What they find in those first few hours sets the tone for everything that follows.

Our latest blog breaks down exactly what guests notice in the first 10 minutes — and what you can do to make sure that first impression works in your favor.

👉

What guests notice in the first 10 minutes of a vacation rental experience and how it shapes their reviews.

🤝 Breezeway + Hometime — now integrated!Hometime helps property managers run their business from one place: listings, re...
07/01/2026

🤝 Breezeway + Hometime — now integrated!

Hometime helps property managers run their business from one place: listings, reservations, owner statements, and guest communication.

Breezeway takes care of everything that happens between bookings: operations, property care, and guest experience.

Together, operators get a seamless flow from booking to check-out, with the tools to deliver a great stay every time.

We're excited to welcome Hometime to the Breezeway partners ecosystem!

Address

44 Temple Place
Boston, MA
02108

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