I’m fine with retirement savings restricted to withdrawal restrictions until 59; I’m not too keen on 1031exchanges where my choice of properties is restricted and I’m paying an intermediary charge over other usual fees.  

Unfortunately the roommate would probably have to go, as most people traveling for a vacation are not keen on sharing spaces.  

@Dave StokleyThx for the keen insight Dave.  

Caution:  if this is a listed property and a realtor is involved, s/he may not be keen on presenting such options .... they frequently are more concerned about commission than client.3) Find a private lender willing to carry the financing ... you may need to pledge the equity in your other property(yes) as additional collateral and will undoubtedly pay a higher interest rate.

If you start of with an LLC the best you can do is an ARM loan and as of right now and the way the financial markets are going, I'm not to keen on risking a monumental hike in 10yrs that kills all cash flow.  

@Brigitte Keene depends on your market.

listing written in the style of Shakespeare:"In fair Verona, where we lay our scene,There stands a palace fair and bright,A spacious dwelling for travelers keen,To rest their heads and sleep through the night.Our luxurious bed doth beckon thee,With soft, plump pillows and silken sheets,To dream of fairies, mermaids, and the sea,Or simply slumber with no cares or feats.But lo, our palace is not just for sleep,For in its walls there are many delights,A kitchen stocked with all that thou mayst keep,And a common room to while away the nights.So come, dear traveler, and stay with us,In this fair palace where joy doth reign,And thou shalt leave with memories aplenty,Of thy time spent in fair Verona's domain."

Investors seem keen for those areas.

Banks in Portugal are particularly keen for foreigners to borrow.

I am not keen on the education sellers loading people up with credit card debt.. simply because the failure rate in real estate like we all do it is so high.. its less than 10% of the folks reading this or education themselves in any manner will go on to be successful flippers ..Now buy and hold yes anyone can do that.. takes no special education other than ability to understand how to be a landlord and understand expense and income statements.But wholesaling which is really just selling real estate without a license  ... failure rate sky highflippers same thing.. takes a bunch of capital to really do it well and you have to have a market that is receptive to it..