My wife and I did this on September/October and for a couple of weeks earlier this year in March. April/May would be a great time to be there - in the middle of March the trees were just getting green but seemed to visibly greener day by day.
The town inside the walls is 20 minutes side to side and 15 top to bottom at a brisk walk so there really isn't anywhere too far out of the way. That being said the north eastern corner and east side of the city tend to be larger buildings and institutions (these areas were outside the medieval walls) and while they are not "far away" they can be a (relatively) long walk down a street with no services to get to a coffee or gelato place. I know it doesn't sound like much but having a coffee/bar right around the corner gives it a neighborhood feel. The other thing to look for - which is hard from across the sea - is being near a parking lot or especially commercial trash collection for restaurants. Generally I would stay away from via Fillungo area because it is the concentration of shopping and eating so truck deliveries and trash collection can be early morning realities. My personal feeling is that Piazza San Salvatore (aka impolitely known as Piazza della Pupporona) is the center of everyday life in town - fountain for aqueduct water, great fruit and veg place, bakery, traditional food store, old school pizza and wine bar all in one small area - so I recommend around there if it works out.
The first time we rented from AirBnB which I personally didn't want to but they have sucked most of the oxygen out of the longer term rental market so realtors have largely stopped doing that. I tried local realtors but they literally referred me to AirBnB. The second time I rented from www.luccaapartmentsandvillas.co.uk and that went really well as well. I stumbled onto a local groups of rental owners from Lucca banding together but the dates/locations didn't work out for that trip. There is vacationinlucca.com but I'm not sure that was them but I'll keep looking to see if there was another place.
Paola Moschini paolamoschini.com - [email protected] is an amazing local guide who will create a tour for your interests. I asked her for a "life as a local tour" and she lead us through town pointing out monuments, original stores, the walls, fountains etc.
There is always music in Lucca. There are musical events all over and some are covered by the various websites but check the local flyers for most current events. Aside from the Puccini events most of the musical events are free or really cheap. We went to a "History of Tango" with guitar and accordion in the vault of the Botanical Garden of all things and it was surprisingly great so take some chances.
Grapevine Lucca is a local magazine and the best single source for what's happening: https://www.luccagrapevine.com/august2026/WO.pdf
These places are also helpful:
https://turismo.lucca.it/en/Lucca-events/
https://www.luccawhatson.com/calendar
One thing to keep in mind. Now we were going to see what living in town as locals was like so we leaned into that but we feel into it so easily we only did a few of the many day trips I had planned. It's incredibly easy to fall into local exploration, walks on the walls, and tower climbing and forget there's life outside that walls.
Some less known day trip ideas: Pietrasanta, Pistoia, Barga, Pisa, Sarzana/Lerici, Montecarlo, Castelnuovo di Garfagnana.
Have a great trip,
=Tod