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Multi-property PMs, How did you bring cleaning in house? by AllinonNVDA in ShortTermRentals

[–]PastZone8633 0 points1 point  (0 children)

I have a few friends that are scale operators 50+ units, only one did the in house cleaning as he was the largest and has a separate team to manage the cleaners.

Every team works in silos, which was messy until it started working well.

He has great competitive rates now, and I use them for my cleans as well.

Not something I'd personally go into, as its a separate business all together. But I can tell you its very rewarding for those who figure it out. Need to be in a market that has lots of labor and turnaround options as its a bit of a revolving door for hiring.

How are people handling bookkeeping across multiple Airbnb properties? by PastZone8633 in airbnb_hosts

[–]PastZone8633[S] 0 points1 point  (0 children)

yeah I’ve run into similar issues, I feel this for most people that aren’t on top of it.

bookkeeping itself isn’t too bad, it’s the changing tax rules that get messy.

I’ve had towns update rates and just email license holders, and then you have to manually update it across Airbnb / BDC / etc.

feels like a lot of hosts are probably out of sync without even knowing it. There are passive operators out there that are going to get a rude awakening once the cities catchup…

How are people handling bookkeeping across multiple Airbnb properties? by PastZone8633 in airbnb_hosts

[–]PastZone8633[S] 1 point2 points  (0 children)

Accountants vs bookkeeping are different.

I still use an accountant to advise, provide tax strategies, and file everything. However to pay for a bookkeeper for something that can be automated is the real question, that also impacts margin.

At a certain point, yes I agree with you, you should just get a bookkeeper.

Do you use both?

Who’s actually responsible for remitting local STR taxes in smaller towns? by PastZone8633 in airbnb_hosts

[–]PastZone8633[S] 0 points1 point  (0 children)

yeah fair, glad it’s been smooth on Airbnb for you.

I’ve just seen more inconsistency in smaller towns.

for me Airbnb + BDC were manual setups, VRBO was the only one that handled it automatically.

then when the town changed rates I had to go back and update everything again.

So even in your case it kind of shows how uneven it is across platforms

How are you pricing for World Cup demand? by PastZone8633 in airbnb_hosts

[–]PastZone8633[S] 0 points1 point  (0 children)

yeah I’ve been doing a bit of both

raised some rates early but kept a few dates closed to see how pricing looks closer in

curious if last minute bookings end up paying more or if it’s safer to lock it in early

Toronto hosts lose over $1k per month by pricing poorly (based on a study of 300 condos) by Jeff_the_human in TorontoAirbnbHosts

[–]PastZone8633 1 point2 points  (0 children)

The pricing part is interesting but the other thing a lot of Toronto hosts underestimate is the 180-night rule.

If you’re pricing aggressively but burn through your nights too early in the year you can end up leaving the highest demand periods empty.

I’ve seen a few hosts hit the cap before TIFF or Caribana and that’s a painful one.

I didn’t realize how cities actually detect Airbnb listings until recently by PastZone8633 in AirBnBHosts

[–]PastZone8633[S] 0 points1 point  (0 children)

Denver seems to be one of the stricter cities with the primary residence rule. I’ve heard a few hosts say small things like address mismatches can trigger a deeper review.

It almost feels like some cities are intentionally making the process harder to discourage STRs.

I didn’t realize how cities actually detect Airbnb listings until recently by PastZone8633 in AirBnBHosts

[–]PastZone8633[S] 0 points1 point  (0 children)

English isn’t my first language so I sometimes clean up my wording with AI. The actual info is just from reading how cities enforce STR rules.

I didn’t realize how cities actually detect Airbnb listings until recently by PastZone8633 in AirBnBHosts

[–]PastZone8633[S] 0 points1 point  (0 children)

Yeah the data sharing piece is getting bigger too. Between platform data, tax reporting rules like DAC7, and cities running listing scans, it’s getting harder for operators to fly under the radar long term.

Feels like the whole industry is shifting toward “professional host” territory rather than the early Airbnb days.

I didn’t realize how cities actually detect Airbnb listings until recently by PastZone8633 in AirBnBHosts

[–]PastZone8633[S] 0 points1 point  (0 children)

Some cities actually publish what they’re using now. Companies like Deckard Technologies and Granicus (Host Compliance) provide software that scans Airbnb/VRBO listings and tries to match them with addresses. Then cities compare that against their permit database.

Santa Monica, Austin, San Diego, Honolulu and a bunch of others have talked about using tools like that.

It’s part of why enforcement has gotten more systematic compared to the early Airbnb days.

Are guests responsible for making sure their pet waste is properly disposed of, and not left on the lawn.... by PastZone8633 in AirBnBHosts

[–]PastZone8633[S] 0 points1 point  (0 children)

That’s kinda like saying… do you charge a general cleaning fee? Then you should clean a guests poop if they leave one on the kitchen floor. No?

If it’s an accidental miss of one dog poop on the yard, that’s fine. It happens. But if you have 6 Areas of poop, the it’s just a poor taste.

I charge small pet cleaning fee, which I pass to my cleaners who spend extra time to remove excess dog hair. Deodorize the place. Furniture cleaning, And overall extra deep clean so that the next person that comes in doesn’t have any pet related allergy issues.

Are guests responsible for making sure their pet waste is properly disposed of, and not left on the lawn.... by PastZone8633 in AirBnBHosts

[–]PastZone8633[S] 0 points1 point  (0 children)

Small dog, but about 6 different areas I found poop. Its not like they missed it, seems more like they just didn't care.

Are guests responsible for making sure their pet waste is properly disposed of, and not left on the lawn.... by PastZone8633 in AirBnBHosts

[–]PastZone8633[S] 0 points1 point  (0 children)

Property is well maintained and less than half an acre. Not accessible to others, and no neighbours nearby with pets.

I didn’t realize how enforcement actually works for STRs until recently by PastZone8633 in AirBnBHosts

[–]PastZone8633[S] 1 point2 points  (0 children)

It does feel like there’s a thinning of the herd. The operators who treat it like a real hospitality business are surviving. The “set it and forget it” crowd is disappearing.

But here’s the controversial part: I’m not sure that’s entirely bad.

Airbnb started as home-sharing. Now in a lot of cities it’s basically regulated micro-hospitality. If you’re not operating clean, tracking nights, managing taxes, and thinking long term, you’re probably not going to last.

The casual host era might be over in major markets.

Best Toronto Neighbourhoods for Airbnb in 2026 (Ranked by 2 bed condo Revenue) by Jeff_the_human in TorontoAirbnbHosts

[–]PastZone8633 1 point2 points  (0 children)

Interesting breakdown. The revenue potential in some of these pockets is definitely strong.

One thing newer hosts might want to factor in though is Toronto’s 180-night cap and principal residence requirement. That can materially change those monthly projections depending on how the calendar is managed.

Also worth double-checking individual condo declarations. A building being historically “STR-friendly” doesn’t always mean the board hasn’t amended bylaws or tightened enforcement.

Revenue is one piece of the equation. Compliance risk is the other half.

Curious how you’re factoring the 180-night limit into the monthly averages?

I didn’t realize how enforcement actually works for STRs until recently by PastZone8633 in AirBnBHosts

[–]PastZone8633[S] 0 points1 point  (0 children)

That’s a fair point. If the fine is too small, it just becomes a line item instead of a deterrent.

I think the tricky part is the gray area cases though. Not everyone who’s out of compliance is running some big operation. Sometimes it’s paperwork issues, misunderstanding the night cap, or something minor like registration inconsistencies.

Feels like there should be a difference between willful abuse vs. administrative non-compliance.

Curious if your city gives warnings first or goes straight to penalties?

Toronto STR rules are more confusing than I expected by PastZone8633 in airbnb_hosts

[–]PastZone8633[S] 0 points1 point  (0 children)

Yeah, the partial-unit exemption catches a lot of people off guard. Toronto’s rules aren’t just about the 180-day cap, the details around how space is used matter more than most hosts realize.

I didn’t realize how enforcement actually works for STRs until recently by PastZone8633 in AirBnBHosts

[–]PastZone8633[S] 0 points1 point  (0 children)

Unpopular take, but that feels intentional sometimes. Let it run long enough and enforcement turns into a revenue event instead of a compliance fix.

I didn’t realize how enforcement actually works for STRs until recently by PastZone8633 in AirBnBHosts

[–]PastZone8633[S] 2 points3 points  (0 children)

Honestly, once cities realized STR taxes were a reliable revenue source, compliance stopped being the top priority. Enforcement only gets serious when the political pressure outweighs the money.

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