Here are some options for lodging right smack in the middle of Old San Juan. You will most likely land in Isla Verde which is just minutes away from OSJ.
The Gallery Inn is very bohemian~artsy~funky.http://www.thegalleryinn.com/homepage.htm
El Convento is in a very historical building and is a classic colonial beauty.http://www.elconvento.com/
Da House is right on top of the well-known Nuyorican Cafe. One of the greatest clubs to go listen to live salsa in the entire US. Very famous.http://www.dahousehotelpr.com/
Not to miss while in Old San Juan~
~ An early morning walk on the Paseo La Princesa. Beautiful paved path along the walls of the city and the ocean. Very romantic. Dont wait til' sunset, the sun feels like its setting right on you! Too hot!
~ Lunch at La Bombonera, this restaurant has been a local favorite for generations. Still to this day our family dines there. Dont miss a cup of Cafe con Leche and a Mayorca, it will rock your world! They also serve breakfast.
~ The gardens at Ponce de Leon's house. Very relaxing and green.
~ Any of the old churches.
~ The view from the Plaza de la Rogativa and the 75cent "limbers" to cool you off across the street.
~ Cafe Manolin is great for PRican food lunch also. And so is El Jibarito, the food is affordable, the atmostphere genuine and the food tastes like my mom's.
~Raices is good PRican food and experience but a bit on the pricey side for PRican food.
~ Calle San Sebastian late at night, after 11pm, is alive on the weekends.
~ El Morro is always a great destination. Beautiful view, great history!
Tell me if Im overwhelming you.
I just think that too often people come to PR and miss its essence!
I have more information about other locations in the island for snorkeling and hiking. Let me know if youre interested.