4 sundresses (a strapless one can be used as a cover-up, too)
1 pair of shorts
1 pair of jeans or capris (whichever would be more useful)
2 tops (t-shirts if your dresses can work for dinner out, nicer if you want to wear pants out)
I am assuming in this that it is 10 items PLUS 2-3 pairs of shoes, and for the shoes I'd go with one pair of heels, flip-flops for the beach, and flat sandals for days out.
1. beach flip flops
2. nice flipflops/flats
3. nice(er) shoes/ wedges
4 and 5. 4 swimsuits
6. denim skirt
8. linen pants
9. maxi dress
10. mini dress
11. another mini dress
12. tshirt or tank top
13. tank top
all the dresses can act as cover ups. and tanks/shirts should match the skirt/shorts/pants
(i know i listed 13 items, but post said 10 items + 3 pair of shoes )
2 - 2pc swimsuits (one to use & one to dry) I'd do tanktini too to double as tops.
Someone mentioned a maxi? Definitely 1 or 2 maxis.
1 to 2 long skirt that can be doubled as a dress.
A linen wide leg pants
A linen jacket that goes with the linen pants as a "suit" for the cold nights/chill?
A couple of sarongs (doubled as sleep wears / going out)
A wedge sandal & a pair of gladiator flats... a pair of leather sneakers for running about.