LaIslaBonita (love that song!!)
You bought my dream house!! We were sooooo close to purchasing that home in Emerald Isle!! We had a windfall and were going to put it down on that large floorplan in EI.
We had been staying in Villas since 2001 and everyone is right, they were cheap!! Dh and I couldnt believe all you got for less than $125K. Some (Lennar for sure) were including all furnishings. In 2002 we started seriously looking and EI was coming along nicely. I couldnt believe the huge homes for less than $200K.
We went thru a similar process of discussingthe rents, the work, the vacations and having never stayed onsite to that point, we decided we should at least try it before committing to being offsite. We loved the Vacation Homes and really didnt think we'd enjoy onsite as much, but we still had to know.
The sales office at EI did tell us that we would be able to rent over 40 weeks a year, but I knew better and I also knew that we would have to manage our own bookings if we wanted to make any money.
Well, we took our windfall and purchased DVC instead. Im not pushing DVC, because I know there is a big difference between owning a home and having a preowned situation that lasts 50 years but just sharing our process and conclusions.
Wise people gave me advice too. Upkeep is expensive, and I know me, I would want the best in my home. I would want my home in pristine condition and I would give my clients my all. I saw the home consuming me and consuming our vacations.
OTOH, there was DVC, turnkey operation, flowers planted, hi level of maintenance, on call staff, etc. The yearly DVC maintenance fees would run us approx. what 2 months of covering the rental shortfalls and breakage would cost us on our EI home. I figured I could work hard and rent EI 40 weeks a year so that's how I calculated that number.
Seeing how the market has boomed, I sometimes mourn our EI home, and know we could have made money had we purchased back then. But knowing yourself and your partner well helps tremendously.