More Puerto Rico questions--need help deciding

Ok-we originally were going to stay part of the time at the Condado Lagoon Villas (Caribe Hilton) and then part of the time at the Wyndham Rio Mar. Reading some of the reviews for the Wyndham is making me leary.
So my options are-
1-see if I can stay the whole time at the Condado (we have an OV room now, but might not be able to get it when extending)
2-stay at the El San Juan in a city view room the whole time for about $100 more a night than the Condado
3-keep my reservations as is and hope for the best (the Wyndham is a OV room also)
4-stay somewhere else?

Requirements are <$300 a night preferred (AAA member). Would like an OV room. Want a big pool area, with a kids area is a bonus. Nice lounge chairs and drinks brought to your chair.
DS is almost 2 so a place to run around would be great too.