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Help w/ rental car arrangements-Pickup in Lisbon, Portugal-Drop in Seville?

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We are a party of four that will be flying in to Lisbon and transporting immediately to Sintra, so ease in exiting the city is key. Are we better off to pick up a car at the airport, or to take public transport to an area nearer the edge of the city? (Please keep in mind that we speak no Portuguese. One in our party speaks fluent Italian, but I have heard that they don't like that.....true or not, I don't know. Also, we have driven many times in Italy, Germany, and Ireland.)

Itinerary is: Lisbon-Sintra-Algarve (Lagos)-Seville

If possible, would like to drop the car upon entry to Seville and use public transportation for our few days there. We are staying at the Monte Triana (at Clara de Jesus Montero, 24 - Triana - Sevilla, 41010).

If it does not work to drop the car in Spain vs. Portugal, we may have to take a train (?) from Portugal to Seville. Suggestions on this are welcome also.

Is there a particular car company that is better to deal with?

Many Thanks!

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