There is limited supply of rental houses in these areas as well.

I seek proposals from people experienced in weekly and monthly rentals to set up and operate the bottom unit.

To invest less cash in the deal, since I have limited capital.

So it sounds like you are setting aside some funds.

Here are a few I recommend: "Rich Dad, Poor Dad" by Roberto Kiyosaki; "Set for Life" by Scott Trench; "The Unofficial Guide to Real Estate Investing" by Spencer; "The BiggerPockets Ultimate Beginners Guide" found here on BP; "The Book on Rental Property Investing" by Brandon Tuner.

Properties rented for less than 15 days a year enjoy simple tax rules, while those rented more frequently face a complex set of tax obligations.

Since I'm new to the game I was planning to set aside 30k to 20k of that money to use as cash reserves. 

I think the confusion is between active business losses which can be deducted verses passive investment losses, which I believe must be carried forward, beyond a certain limit anyway.

Start with Strategy by @Dave Meyer is a good one to start with or Set for Life by @Scott Trench, but you want new people to pair listening to podcasts and reading books with real-life meetups.

I'm just curious if anyone has successfully set up a similar structure, and which firm you used to help in the set-up.