Newer ones (2008+) are suffering from seasonality now but will pick it up in Q3-Q4: if you look at historical data, Miami Dade county has always had seasonality low volumes during summer time, due to hurricane season, holidays and less tourists visiting. 

BiggerPockets is full of resources designed to help you along your journey, whether you are just getting started or a seasoned investor.

I want to get opinions from seasoned RE investors about home warranties.

Yes, There are some shorter time frames on 1031 exchange you have to use a seasoned 1031 company. 

@Marc ShinWe have a 2BR/1B and a 1BR/1B and are booked year round, even during the off-season.

We have high inventory and we’re nearing the end of the leasing season, which starts to cool off after September.

I lower my weekday price in the slow season.

Distance makes investing more challenging, as does seasonal occupancy and governments which operate differently and/or are less stable than our own(though our own government has not been a paragon of stability lately.)By investing in the Caribbean, you’re adding those challenges plus you’re throwing in the occasional hurricane.  

But I am fairly seasoned investor/flipper so I knew what I was getting into... and was able to identify that it was still a fairly good deal ( that is $230K below market price)Although, my experience went fairly smooth so far...

@Ryan Lee there are no seasoning loan programs out there.