Currently I am getting an amazing rate with Encompass Insurance as they bundle our rentals as well as personal home, auto, etc.

Our strategy is to buy land cash, take construction loan to build the structures.Some napkin math for this strategy:Land cost : $200,000Building and furnishing Cost: $400,000 for each A-frame (Provided we have electricity, well ready )Airdna revenue estimate shows $400 night rate with 70% occupancy.

The ADU is still too early but if you can do garage conversion at less than $100k only acting as GC, you have done well in my market.  

@Corri GoldenIt cannot be "up to you" how much to deduct, they probably did not explain it well.

Charles,Welcome to the BP forum I am in Florida as well and its a great time to jump into the REI business. 

That should reduce your cost/interest rate as well.  

Please let me know if you are open for some discussions and I hope to prove myself to be of great help in your journey as well.

I would like to keep it as a rental as well.

If it was a primary residence, there are conventional low LTV's, and as a popular second home destination,10-15% down payments for a SFR is common for well qualified buyers.

But the electrical will be properly secured as well with a moisture barrier.