For ease of maintenance in the future, I would recommend semi-gloss or gloss exterior latex. I have had very good luck with 2 coats of Varathane Severe Weather over a good coat of exterior latex primer (Kilz II or the varathane are both good. Go with the better price). Main purpose of the primer is to seal the wood and cut costs for the more expensive exterior paint.
I recommend latex over oil based for one reason. Sooner or later oil base is going to peel when moisture gets under it, and is a royal pain to scrape/sand/recoat. Latex paint will let the moisture breath though it without peeling, while protecting the wood from UV deterioration.
I owned a wood-sided house in Florida from 1983 to 2005. It was originally stained. That lasted 2 years. Subsequent "professional" paint jobs using "20 year" oil based lasted at the most 3 years before beginning to peel. After 15 years, (4 repaint jobs), I sanded all the oil base off (took me 9 months while working a full time/overtime real job to complete it). I primed with varathane latex primer and coated with 2 coats of the Severe weather. When I sold the house 7 years later, all I had to do is pressure wash it and apply one coat to the sides where I used flat paint, and did not have to do anything but pressure clean all the semi-gloss trim, fascia, etc.
The gloss will last a bit longer than the semi-gloss, but is more difficult to get a good looking coating unless you are spraying it, especially in warm weather when it tacks fast. I sprayed the sides of the house with an airless and back-rolled with a wool roller. I used a brush and roller for the trim and fascia.
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PS: the above recommendation is for wood. For metal, PVC, or fiberglass, I would go with the acrylic enamel