Welcome Nat! We were originally wanting Feb 2010!!!! Make sure to check out Lauren's photos and thread! You can definitely find a lot of info you need on this site and thread.
Couple things to think about....
Rebeca won't run your card for your deposit for the wedding date until you and your FI secure your reservations through the resort, so make sure you are ready to book your trips as soon as you get a TA.
Also, have you thought about photog yet? Bringing one with you? or getting one in PV? There are great options for either!
Welcome Bags and/or Favors.... I'm personally using Mishka (she is on this forum) and I know many other brides are too. Her maracas are georgous! and I think reasonably priced.
Also use the DIY forum!!!! I probably check it every day!!!! This will seriously save a lot of time! A lot of my welcome letters/itinerary/etc are from templates I stole from other brides! We love to share, so don't hesitate to Private Message us and ask!
And don't worry about the timeline either - the main thing is to just get your date and your travel plans set. Next, STDs, invitations, and probably photog. Depending on if you use the WC or Rebeca at Dreams, it pretty quick to set everything up.
Rebeca has been awesome for me (and from what I can tell for most brides on here!) so it just depends on your budget! DD does amazing work! just check out their blog!
The Dazzling Details
But I'm doing a lot of DIY projects and my Mom is very craft savy, so I'm just using Rebeca. I think the beginngin booking is the toughest part, after that, it's fun!