I love both resort!
OKW-The landscaping and tropical feel is fantastic, especially if you like to walk around. The villas are the largest of the resorts (easily fit 1 or 2 air mattresses) and the 1 and 2brs have a wonderful full size balcony that counts as another living space. We love to have cocktails or breakfast out on the balcony. We also grill out by the quiet pools. Olivia's, is casual, has good food, you must try the Key Lime Pie and Olivia's Breakfast Potatoes. We've rented pontoon and paddle boats at OKW and taken a tour of the waterway by the Tree Houses, etc. The Guirgling Suitcase is a good spot to get a Pina Colada.
SSR-The grounds are also lovely. We are partial to the Congress Park location. We've requested a DTD view 3 times and received it, it's beautiful day or night and you can walk to and back from DTD. The Turf Club has good food and we've always gotten in w/out ADR's, excellent prime rib and lamb. Now there's also a second theme pool at Paddock, something new to check out.
We love the proximity of both resorts to DTD. Nothing like taking the boat to Girardeli's for ice cream after dinner.
I've heard complaints about lack of Disney Theming and this I don't understand, these 2 resort have the same things as all other
DVC resort, hidden Mickey's , Disney activites for the kids. Does the fact that you can see Epcot from across the lagoon give a resort Disney theming, no, at least not IMO!
You can't go wrong with either! Good luck with your choice.