Wow...lots of questions and I probably won't be of much assistance. We "own" at SBR, 2 weeks (2 & 3) 5th floor upper B building. We inherited it so no initial cash outlay...

I would suggest staying (renting) at a resort you have your eye on...if you like it then look for resales wherever you can find them..there are quite a few out there.

We like going at the same time every year so fixed weeks is a must for us...and fixed unit is even more important since we have a view to die for...points for a random unit just wouldn't cut it.

As an example here's a week at SBR in our building same floor....going for a buck so far..2 days to go

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Here is your chance to own a Timeshare Membership (Expires in 2071) at a fraction of the developer price! This is a One Bedroom Suite with One Bathroom (Unit B-574; Week 17; Sleeps 4) wth FIXED RED WEEK 17 (April 26th - May 3rd, 2015; Sunday Check In/Out) at the Simpson Bay Resort and Marina, an RCI SILVER CROWN Resort & Interval International Resort located in Simpson Bay, Sint Maarten, Netherlands Antilles!!!. All fees are current with mortgage paid in full; you will receive clear title guaranteed. Your usage is ANNUAL and starts in 2015.