Travel to beach town w/ 6 month old

Looking to get away for a beach vacation sometime in the fall / winter with a little one for a week or so.

Easy resort options would be Cabo / Puerto Vallarta and that's certainly in the cards but also interested in smaller beach towns with a laid back vibe - pop into restaurants and bars for a drink or bite, walk around, and chill. Ideally would be able to get an Airbnb or smaller hotel with a pool.

Places I've been that fit the vibe I'm going for (even if they may be a bit touristy) - Sayulita, Tamarindo, Koh Tao.

In a nutshell, looking for:

1. Smaller beach towns with easy access to restaurants and bars

2. Walkability

3. Direct flights from CO / CA would be ideal but open to 1 layover leg.

4. Close enough to a bigger city / medical amenities if necessary.

One idea so far is Puerto Escondido. No directs but have always wanted to go to Oaxaca as well. Open to other ideas!