Trade rental income for a lower price on home?

[George Allen]

Good day all. 

A friend just got his unit appraised in Bahamas for $282,000. Take away closing costs, he’s left with $245,000 in his pocket. He’s offered it to me for $240,000 and i pay all closing costs, 13% on the $240,000. Unit is in a great location, shops, restaurants, beach all within minutes of walking. Short term rentals are allowed. Fees are about $450 per month. Rental income is $2000 per month.

I reached out to a local bank, and they require 40% down payment. They’ll finance the 60% over 10 years. Not a good deal with the bank. 

Owner financing is not an option since he had a mortgage and bank will want their money right away if he sells. 

I have a vacant unit for rent he really wants to move into for $3000 a month. I’m trying to figure out if I should let him live in the unit for a year rent “free” if he takes off the annual amount, $36,000 off his asking price. 
Would this make sense? I’d love to read your thoughts. Thanks for your time!