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Itinerary review - Family vacation to Spain

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Hi again-

I apologize for the repost, but after I added to my post from a few days ago I realized that I really should have just started with a new topic/question.

We have 22 nights with 2 adults and 4 teens to explore Spain. I am thinking about an itinerary that has 7 overnights (only 1 is a one night stop).

I am interested in getting feedback on the itinerary choices, but also on the flow.Lots of people suggest staying in Seville, Cordoba, Rhonda and Granada. While I would like to visit all of these places, I would like a few nights in a town less well known. One of the places I am thinking of is Jimena de la Frontera.

Option 1:
4 nights Madrid (day trip to Toledo)
(4th day drive to San Sebastian with a stop in Segovia)
4 nights San Sebastian (one day trip)
Fly to Seville
3 nights Seville (day trip to Cordoba)
Drive to Jimena de la Frontera
4 nights Jimena de la Frontera
1 night Cave hotel
2 nights Granada
Fly to Barcelona
4 nights Barcelona (one day trip)

Option 2:
4 nights Madrid (day trips to Toldeo and Segovia)
train to Seville
4 nights Seville (day trip to Cordoba)
4 nights Jimena de la Frontera
1 night cave hotel
2 nights Granada
Fly to Bilbao
3 nights San Sebastian
4 nights Barcelona (one day trip)

We will arrive in Spain on June 18th and depart July 10th. I am flexible on arrival/departure cities. My issue is that the house I want to rent in Jimena de la Frontera is not available for June 24-29th which proves difficult to schedule around. I might have to find a different house or location rather than try to work my schedule around the house.

Another thought - would teenagers prefer the Valencia area over San Sebastian? My kids do love food and history - much less interested in art.

Any thoughts would be appreciated. Thanks

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