Mike, Rincon is a popular area and you should have little problem renting to vacationers. However, managing and scheduling as well as housekeeping and maintenance from a distance would be a challenge. Finding reliable help may be a challenge.
When you purchase a property, be sure to visit the water(AAA) and electric (AEE) companies with the seller in order to make an accurate start with services. I have heard reports of new buyers getting charged for the seller's last usage. A cash deposit will be needed for both offices.
Be wary in dealing with the banks and mortgage companies if that is necessary. They will try to get over any way they can. Dealing with the Co-Ops is recommended.
The 'professional' that assessed my property reported that the house had a tin roof which skyrocketed my house calamity insurance (the insurance was bank - 1B - provided, of course). The roof is obviously solid concrete and likely was never eyeballed and mis-reported. Also, the bank mis-reported my residence to the CRIM and charged me double property tax escrow for nearly two years. Was a nightmare getting even some of it refunded. Get an English/Spanish financial pro on your side. My abogado (not so cheap and assigned by the bank) was useless.
Be aware of the 'import taxes' on vehicles, etc when the time comes to move if you might wish to take your vehicles and HHG rather then sell and repurchase here. Vehicle import taxes are high and they accept cash only at the office.
Patience will be needed as the official wheels turn very slow out here. Not hard to deal with but can be frustrating.
Living in the Rincon area should be fairly easy with the large English speaking community. I'm in Hatillo and it's not greatly difficult to get things done.
Andrew