Investors & Landlords Tax Forum Q&A

Investors & landlords

All About Rental Real Estate & Vacation Rentals

You’re in great company if you’re thinking about joining the rapidly expanding group of real estate investors. Whether you want the adventure of becoming a full-time landlord or simply looking to make a little extra cash by renting out a room - or yo... read more

1099 Misc for Rental Property Owners - Gross or Net

I manage short term rental properties for owners on VRBO and Airbnb. When I issue them 1099s at the end of the year, should I issue the 1099 for the gross amount I was paid out before I deducted my management and cleaning fees, or do I issue them for... read more

How to record airbnb arbitrage losses from STR rented less than 7 days on average when I RENT but don't OWN the property

I rent a property and airbnb it. Average length of stay for the year is less than 7 days so it qualifies as active participation and losses should offset W2 income. I don't see a way to enter this in turbotax so the losses can offset W2 income. Pleas... read more

its February 10th, how is rental income depreciation still not ready.

I sold a rental property in 2025. TurboTax keeps telling me that Depreciation and Amortization will be ready by February, and I'm still waiting? When will it be ready?

how to list a worthless stock in a private company corp -no 1099-b

I made an investment into a Delaware C Corp in 2019. The company is dissolving in 2025 when they complete taxes. How do I take the loss? I can't get by the 1099-b required screen?

how do I enter my 2024 capital loss carry over into my 2025 taxes?

I put my rental property up for sale in January of 2025. It sold in May of 2025. I did not rent it at all in 2025. I have a 1099-S. Where do I report this on my taxes?

Where do I report my 1099-S?

How to manually enter data from 8949 when you don't have 1099b?

How can I add a Schedule C for my Airbnb income if I did not receive a 1099?

Rental Assistance

I received an 1099-NEC for emergency rental assistance due to eminent domain. I have documentation showing it is for rent and energy assistance but I still received a 1099 and have read mixed answers on where to file it. Money paid directly to me for... read more

where to enter rental income and expenses

where to enter rental income and expenses in turbo tax

1099-NEC Needed?

In June, I started using a Property Management LLC to handle 2 residential properties that are in an Irrevocable Trust. These properties are for investment only. The Property Mgmt company provided a W-9 stating they are a LLC with tax classification,... read more

Import not pulling in any stock transactions-Fidelity or Vanguard

Imported 1099's yesterday and there are no stock transactions for either my Fidelity or Vanguard account. I can see them on the 1099 that each account has published. Just talked to tech support and they said if the import didn't pull them in, the onl... read more