Sarasota clear water has longer season/warmer, but houses are old and again, taxes 8-10k on a 550 house, plus insurance 6-7.  

Our preference is to start with smaller investments and build from there.What we would like guidance on:1)   We are looking for a seasoned investor and/or expert to advise on cities and/or neighbourhoods prime for investing RIGHT NOW.

Cash flow varies unit to unit and seasonally, but is consistently a viable business model. 

It would be best to speak to a seasoned cpa to address your tax concerns. 

Hey everyone, I'm a highly seasoned multi-family investor and developer in Canada, with a track record of successfully developing over 800+ units.

Welcome to BP Steven,These forums are a great place to learn and meet people, whether you're just starting out or you're a seasoned investor.

Hi Alex,Like my colleague mentioned, you could either purchase the property from your grandmother, but would need down payment / reserves to support loan requirements or have your family add you to the title of the property to meet minimal seasoning underwriting guidelines to refinance the loan in your name. 

Carlos mentions that you can also exploit seasonality to get comparable profits like this, and recommends some ranges to seek remodels in (thank you for sharing those!).

If you are buying it as an investment property, you are buying it at a much higher rate than a traditional owner-occupied loan so you must be in a primary residence now and are just planning a just-in-case scenario.At first, I thought this was a no-brainer answer as if you can do whatever you want, but those investment loans are banking on the income projected as part of the collateral for the loan so it's a good question.A seasoned lender or someone who has had to move back into one of their properties will get you the best answer.

But generally you can rent anywhere for 30+ days AKA a seasonal rental or MTR.