Plan is to rent 2 unfurnished/6 mo leases + 2 furnished short term/AirBNB.My house just closed last week and now I'm in the process of fixing it up cosmetically (drywalling over old 50's ceiling tile, ripping up old carpet + refinishing the hardwood underneath, painting, new floors everywhere that doesn't have hardwood).

Wow this question is so vague I have no idea how to give specifics...On a 10' x 10' room (similar to your standard bedroom) I can remove everything down to the studs in one day.1/2- 3/4 day to rewire (simple cosmetic such as changing the number or location of outlets if you're actually changing the wires itself up to higher codes it can be 3+ days depending on how the house is wired and accessibility)1/2-1 day to insulate1/4 day for any windows or doors that would need replacing for the 1 room2 days for drywall (so long as the studs are straight and level)25 hours of taping (+/- 5 hours depending on the number of corners/edges) spread over 7 days usually front loaded 3-4 hours the first 2 days, then 2-3 hours for the remaining 5 days.2 days painting; 2-3 coatsflooring will depend on the product you're using but unless it's hardwood or laminate you can usually get it done 1 day.1 day trim and molding1 day clean and finishing touches.One thing that shouldn't be overlooked is the time it takes to purchase the materials and get them to the job site.Another is where you can actually do the work.

., an actual rentor in with a lease agreement is great documentation.Email conversations with your professionals strategizing on how to treat this property long term is also documentation.Getting the property on your Schedule E is pretty important as well.All of these things paint a picture. 

Its cheaper to just buy all new baseboard, these are one of those things you make sure you dont get rid of, if theyre crappy looking they can always be painted

The house was built in the 1930's about the same timeline as the previous house I just rehabbed and rented (Pushed about 40K of equity depending on the appraisal, and only spent about 13K for the rehab) the ARV on the new triplex is about $230k with about $10-15k, all together worth of rehab work as each tenants leases come up, and I'm talking basic interior paint, some vinyl floors throughout except bathroom, and any nick-nacks throughout the units, not a full scale rehab as I did before. 

For example, if HOA wants the buildings painted, and I do not.

It'll need paint, trim and doors, all cosmetics. 

I'm reaching out to see, if there is any other alternatives we can do that won't damage the walls (painted), or damage the floors downstairs (vinyl flooring). 

Regardless of the rent, I still need to account for a low end kitchen, bathrooms, carpet / flooring, paint, as well as some amount for shared items like tuckpointing and the roof.

If possible, during rehab, address some things that will help you insurance wise later:- full upgrade of the electical- full upgrade of the plumbing- removal of any sheetrock, trim, etc with lead paint- new roof- address any drainage/leaky basement issues- hardwire smoke and CO detectorsI know not all will be able to be done but most are cheaper during a big reno and will make you a better risk for the insurance companies.