If you are looking at renting a villa and using public transport/taxi then it may be best to know the villa that you are staying in advance. I doubt that mine, for example, would be very good for you as you really do need a car. If you have specific requirements, such as this, then you are definitely better booking in advance as your already limiting your choice of villas that would be suitable.
Personally, for me, the anticipation of the holiday is part of the holiday enjoyment ... so knowing where I was going to stay would definitely be an advantage.
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