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Spain Travel with Kids - Help with Itinerary and Expectations

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HI,
We are a family traveling with 3 kids and a mother-in-law this June to Spain. My youngest is 7 years of age and my other kids are ages 19 and 14 so I do not worry about them except for the time it takes to organize and get everyone ready. We plan to go be in Madrid (5 days), Toledo (day-trip), Segovia (day-trip), Cordoba (day-trip), Granada (2 days) and Sevilla (3 days) for a total of 10 days.

My questions are:
1) is this itinerary too aggressive with all the people we have, in particular a 7 yr old?
2) Comments on hotels -- it seems it is too late to get an apartment that can accommodate 6 for our 4 nights in Madrid.
3) Car traveling issues

Madrid - I'm currently considering Ateneo Hotel and Hostal Gonzalo. My concern with Ateneo is the proximity to the red district (prostitution). Can anyone comment on either?

Granada- Hotel Anacapri
Sevilla - Hotel YH Giralda

Also, traveling by train is too expensive for all of us (over $4000!) so we will be renting a minivan. Concerns: insurance does not cover windows or tires? what is the likelihood that we would get a brake-in? Will parking a large van be a problem?

Finally, my main concern is whether this trip will be daunting for me (with such a large party especially with a 7 year old. She is happy and pleasant and rarely complains but we will be doing lots of walking and the food/eating times will definitely be a challenge (no seafood allowed). I want this to be an enjoyable trip for my family but given the cost involved and all I want to do, I am not sure if I should proceed. (I will be purchasing non-refundable tickets within the next week!)

Comments and suggestions, please. I would love to take everyone but I do have the option of just going with my husband (which would mean we could stay at the Ritz in Madrid, Parador in Granada and the Alfonso in Sevilla!)

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