Your guests 'may' miss some of the amenities, but the hassle of fines for speeding/registration, the yearly fees, the calls from the admin office that your guests are partying naked in the street, or spread trash everywhere, just aren't worth it.

Whatever both parties are comfortable with, but full disclosure and transparency should be a good starting point.

I suppose it is a possibility though, so you'll just have to do your best to evaluate the other party.

If you're not party to the contract, they have no right to request your information.

I checked the lease and it does say the refund will be returned to all parties jointly.

In terms of property management we will build in the 20% - 30% 3rd party property management along with direct booking website with some AirBnb/VRBO to fill in the gaps in the bookings. 

You may just learn that you would rather not manage your own properties and choose to hire out to third party property management.

If you need to show proof of funds to the tune of, say, $250,000, then I would suggest depositing $250,000 into a checking account, and showing the other party a copy of the bank statement. 

Purchasing it with an unrelated party would most likely not fly since it is not typically reasonable that you would be using it as a vacation home/second home at the same time as the other party like it would be reasonable to assume this would/could be the case with family.  

I'm looking for a 3rd party laundry vendor or laundry broker to negotiate some new laundry equipment for a couple assets in Indianapolis and Cincinnati.