@Russell BrazilI don’t think the seller is going to be moved out by closing date.I have a contingency that the place is cleaned up.

The potential buyer needs about 6 or so spaces and I'd like to have suggestions for creative solutions to achieve both objectives.

Vacation Rental folks should also anticipate paying retail and having the nightly rents subsidize the cleaning costs, but it will be profitable and included stress...even if spending retail for homes.

Personally I would tell/suggest to them to be out by the 1st and leave the place clean and you will terminate the lease.

The fact is someone was able to come up with a more creative solution for the seller than you did, and acted on it and got the property.

Then, the time came when the property management costs and costs to clean and maintain the properties when tenants moved started to cut deep into my cashflow.So, last year, I did the math and realized that I would make a lot more money by selling the homes and purchased an apartment units at super high prices in Los Angeles County and I will still make twice as much profit as the single family homes.Another personal rule I have is I never leverage money and take cash out of properties to buy more properties.

I think it helps an appraiser to see a nice clean place.  

For a residential lender "every solution is a residential loan" so they will want/advise you to quit claim deed the property to your name, then let you quit claim it back (assuming you want to continue to use the LLC). 

I would continue to cover the expense of the pool cleaning service to protect my asset as my pool was just remodeled in 2019. 

Basically, it will help you automate your cleaning/turnovers between guests and manage your schedules.