Old Key West is where Disney Vacation Club started. Opened in 1991 as the first-ever DVC resort, it predates everything else in the system by years. The theming pulls from the laid-back architecture of the Florida Keys: pastel colors, tin roofs, rocking chair porches, low-slung buildings spread across 761 acres near Disney Springs. It does not try to be immersive in the way that, say, Polynesian does. It feels like a Florida neighborhood that happens to sit on Disney property.
That personality is either a selling point or a dealbreaker depending on who you are. More on that below.
What almost nobody disputes: the room sizes. Old Key West has the largest DVC villas in the system for the money. The Studio runs 390 square feet, which is big for a DVC studio. The one-bedroom is 940 square feet. The two-bedroom stretches to 1,333 square feet. And the Grand Villa? 2,375 square feet. That is a real house. For families with three generations in tow, or parents who need actual separation from their kids at 9pm, these numbers matter enormously.
The 2042 vs. 2057 Situation: Read This Before You Buy Anything
This is the most important thing to understand about Old Key West resale, and it is genuinely confusing to people who are new to DVC.
All original OKW deeds expire in 2042. That is standard. Disney builds a resort, sets an expiration date, done. But in 2007, Disney went back to existing OKW members and offered them a contract extension to 2057, at a cost of $15 per point. Some members took the deal. Others passed. There was no requirement either way.
The result is that today, two legally distinct types of OKW contracts exist on the resale market. Both give you access to the exact same resort. Same pools, same rooms, same boat to Disney Springs, same points chart. The only difference is the deed expiration date stamped on the contract.
On the resale market right now, 2042 contracts are trading in the $60 to $75 per point range. 2057 contracts carry a premium of roughly $15 to $20 per point over that, putting them in the $75 to $90 range. That gap reflects the 15 extra years of membership you are buying.
Whether that premium is worth it depends on your math. If you buy a 160-point 2042 contract at $68/pt, you spend about $10,880 and get roughly 16 years of use. A 2057 contract at $83/pt on the same 160 points costs $13,280 for 31 years of use. Over time, the 2057 is usually the better value per year of membership, assuming you plan to use it that long.
When you are shopping OKW resale listings, the expiration year must be disclosed. It will be on the deed. Any listing that does not specify which expiration you are getting is a listing you should ask about before proceeding.
What Your Points Actually Buy You at OKW
The points chart at Old Key West is one of the most affordable in the system. A Studio runs 9 to 19 points per night depending on season. A one-bedroom is 17 to 36 points. A two-bedroom costs 21 to 46 points. The Grand Villa runs higher, but even there, the per-square-foot cost in points is hard to beat.
In value season, you can book a one-bedroom for a week at OKW for somewhere around 120 to 140 points. That same week in a one-bedroom at Bay Lake Tower or Grand Floridian would run 180 to 220 points. You are getting more space at OKW for fewer points. That is the fundamental value proposition.
Annual dues for 2026 sit at approximately $7.68 per point for 2042 contracts and $7.77 per point for 2057 contracts. Those numbers are on the lower end for the DVC system, which helps the overall cost of ownership stay manageable over time.
Location: Honest Assessment
Old Key West is in the Disney Springs area, which means it is not on the Monorail loop and it does not have Skyliner access. You get boat service to Disney Springs and bus service to all four parks.
Bus wait times at OKW can be longer than at resorts closer to the parks. The resort is large and spread out, which means getting from your villa to the main pool or the bus stop can involve a walk or an internal shuttle. This is not a dealbreaker, but it is real. If you are the kind of family that wants to be back at the resort in 20 minutes between park hours and a nap, the more centrally located resorts will serve you better.
If you are the kind of family that is at the parks all day and just wants a comfortable, spacious place to land at night, the location is fine. Most DVC trips do not hinge on being steps from the gate.
Who Should Buy Old Key West Resale
Families that need space. Full stop. If you are traveling with grandparents, or with multiple kids who need to be separated from adults, or if you just refuse to spend a Disney trip crammed into 250 square feet, OKW makes more sense than almost anything else in the system. You get a full kitchen, real living room, washer and dryer, and enough square footage that people are not tripping over each other at 7am.
People who appreciate a relaxed resort experience. OKW does not have a dramatic architectural centerpiece or immersive theming. It has comfortable rooms, a quiet vibe, good pools, and a community feel that long-time members tend to be loyal to. If your vacation goal is rest and family time rather than a Disney-saturated sensory experience at the resort itself, OKW delivers that well.
Value-focused buyers. At $65 to $70 per point for a 2042 contract, OKW is one of the most accessible resale options in the DVC system. You are not paying a premium for location or prestige. You are paying for room size and functionality, and you are getting a lot of both.
The Honest Tradeoff
OKW does not have the wow factor that Polynesian or Grand Floridian carries. Walking into the lobby at Polynesian feels like arriving somewhere. Walking into OKW feels like checking into a nice Florida resort. Those are different experiences, and buyers who want that first-impression magic tend to feel let down by OKW.
The theming is gentle. Comfortable. It does not demand attention. For some people, that is a relief after a full day at Magic Kingdom. For others, it feels like the resort is missing something.
Know which camp you are in before you buy.
The Bottom Line on Old Key West Prices
If you want value and space, OKW 2042 at $65 to $70 per point is one of the strongest plays in the resale market right now. You are buying into Disney's original DVC resort, getting the biggest rooms in the system, and paying below-average dues. The trade is a 2042 expiration and a location that requires bus or boat to reach the parks.
If you plan to use your membership for decades and want the most total value, pay the premium for a 2057 contract. The extra $15 to $20 per point buys you 15 additional years of Disney vacations. For a family that will use their points every year, that math usually works out.
Either way, confirm the expiration date before you make an offer. At OKW, that single detail changes the deal.
