Specialist · PA · Member since 2026 · 41 posts · 10 votes
For those with both short-term and long-term rentals, do you manage them in the same system? Bookings, cleaning schedules and platform payouts look nothing like rent rolls and leases.
What's your setup, and what's the one thing it still can't do without a manual workaround?
Eric, I think the key is keeping them in the same overall accounting system without making them look identical in the books.
For STRs, I'd want platform payouts, cleaning, supplies, turnover costs, and other property expenses tracked separately from the rent and lease activity you'd see with an LTR. That makes it much easier to see the true performance of each property.
I'd also be careful when a property switches between STR and LTR. Documenting when that change happens and keeping the activity separated makes the tax side much cleaner later.
The ideal setup, to me, is one system that gives you a portfolio-level view while still letting you drill down to exactly what happened at each property. Happy to connect!
Eric, I think the key is keeping them in the same overall accounting system without making them look identical in the books.
For STRs, I'd want platform payouts, cleaning, supplies, turnover costs, and other property expenses tracked separately from the rent and lease activity you'd see with an LTR. That makes it much easier to see the true performance of each property.
I'd also be careful when a property switches between STR and LTR. Documenting when that change happens and keeping the activity separated makes the tax side much cleaner later.
The ideal setup, to me, is one system that gives you a portfolio-level view while still letting you drill down to exactly what happened at each property. Happy to connect!
Keeping them separate works fine until a unit switches stay types. We run about 30 furnished units that move between nightly, 30+ night and lease stays, so what works for us is one ledger per property with a tag for the stay type. That way a unit can go from STR to MTR to LTR without starting new books. Nightly stays get booked from the platform payout reports and lease stays from a rent schedule. Security deposits sit as a liability until the stay closes out, not as income.
The part that still needs a manual workaround for most people is the middle, the 30 to 90 night stays. STR software handles the booking but not really the lease, deposit and monthly rent, and LTR software handles the lease but not the cleanings and turnovers. So month-end ends up being two exports stitched together in a spreadsheet. If I were setting it up fresh I'd decide upfront which system owns the money on those mid-length stays and treat the other one as just a calendar.
Thank you for the response. Do you think an custom software/app that would help you manage both would be useful for your company? I'm trying to gauge what the need for this is out in the RE markets.
The first thing I’d standardize is the property names across every system. The same unit name on a cleaner invoice, platform payout and maintenance bill makes the monthly review much easier. I’d also want one open-maintenance list across both STRs and LTRs, with who’s handling each item and when it’s due. That’s the shared view I’d miss most if the day-to-day tools stayed separate.
From the tax side, the manual workaround that matters most is reconciling platform payouts to gross income. Airbnb and VRBO deposit the net after their fees, but the 1099-K and the return work from gross bookings, so record gross rent and the platform fee as separate lines. If the books only show net deposits, the income won't tie to the 1099-K at tax time.
Two other things a property manager system usually won't track for you, per property:
Average guest stay for the year (rented days divided by number of stays). That number decides whether an STR is treated as a rental activity at all, which decides whether its losses can offset other income.
2. Your own hours, with dates and what you did. Material participation is tested property by property, and the log needs to exist during the year, not be rebuilt in April.
The LTRs don't need either one, which is another reason to keep the two groups separate in the books even if they live in the same system.