Aside from a large, fairly new Sheraton and a recently renovated Howard Johnson, there are a handful of small independent hotels and inns in Old San Juan that tend to book up quickly.
No matter where you stay in Old San Juan, you’re within easy walking distance to some of the city’s finest restaurants [1], shops [2], and cultural sights [3]. It’s worth booking ahead to stay in Old San Juan.
Links:
[1] http://www.moon.com/destinations/puerto-rico/san-juan/food/old-san-juan
[2] http://www.moon.com/destinations/puerto-rico/san-juan/shopping/old-san-juan
[3] http://www.moon.com/destinations/puerto-rico/san-juan/sights/old-san-juan