We have friends that have a condo in Hilton Head. They bought it as an investment property thinking it would pay for itself--it does not. I don't think they regret it, and they and their kids use it, but the year their daughter got married there were tons of maintenance issues and they were really strapped for cash. Something like DVC is much less 'outlay' as far as maintenance, taxes, etc. You are limited in the amount you can use it but it is being maintained and the other owners have expectations, so you have sort of spread out the risk. Disney resale is also not AS risky as the second home market because they do exercise right of first refusal and it is a 'safe' product--i.e. to do a resale sale you don't need to have property inspections, etc like you would with a condo. When property prices were in the basement during the worst of the foreclosure crisis, I thought about getting a place in HHI to eventually serve as a retirement home and rent out in the meantime, but unless you have a really primo property there is little guarantee that you will be booked enough for it to pay for itself, and you will definitely have to worry about the ebb and flow of large maintenance issues and property management for however many yrs you are not there--not to mention dealing remotely with a condo association that can/will levy special assessments from time to time. Disney can too but they have a much more 'branded' product that they can't afford to sully too much--i.e. a $10k special assessment would get lots of press and LOTS of backlash; a freestanding condo ***'n might think nothing of it.
We own a condo in HH as well as 5 summer Marriott weeks. They serve different purposes. The Condo easily pays for itself but they are different animals serving different purposes.
This is such an interesting topic for me (us). We are within 2-3 years of retirement and know we want to spend 3 to 6 months a year in FL with the balance in the Mountains of VA.
Of course we love Disney and that is part of the vision...
I go back and forth on the idea of buying a second home or just get enough points to hang out at Disney Jan, Feb, and March. Or, some other mix I haven't thought of yet.
A real rough calculation says that for about $150K and ~$10K/year fees we get the 3 months at Disney and even at the resorts we like. For a little more (say $200-$250K) we get a nice second home nearby in a good retirement community like Solivita or Del Webb (they are NICE too). Ug - what to do??!!
DVC is cheaper initial and yearly but in the end you have nothing to show for it except Disney mugs and wrist bands. However, it is also much more trouble-free. With DVC I give up 3 months in FL but I don't think I care as VA is a wonderful place to be in the spring and fall.
So, any insight and experiences others have I am all ears.
To the original post - if I were not in the USA I would be more jittery about owning vacation property in FL (the comments about mold, hurricanes, heck even sink holes are well founded ... FL can be really rough on property). If you have lots and lots of extra money don't give it a thought but if you watch your pennies to put kids in college, save for retirement etc may want to think about that one pretty good.
DVC will be an expensive approach but there's no single answer. Also, the 3 months likely yields one best answer and the 6 months another. Other factors are personal preferences as to unit size, tolerance for moving, etc. For 6 months a year, a real home in an areas without a lot of extra fees is likely to be the best long term investment dollar wise. A condo or garden home might be the preference overall for many. For 3 months the best is likely renting from someone else rather than owning. I'll confine the rest of my thoughts to timeshares including DVC. I'll assume 1 BR units for all of those except Bluegreen where they only have 2 BR units for Orlando (currently though that's about to change). I'll also assume Orlando at the main focus, I used 13 weeks Jan-March.
Bluegreen maybe $5-10K in (210K points) and $11K yearly todays dollars but gives a 2 BR at the Fountains.
Wyndham, likely similar buy in and dues but 1 BR at Bonnet Creek. More variable, might be able to get in cheaper with lower dues at a resort like PCB or LV with a larger contract and get more options/benefits.
SSR points staying OKW 1 BR roughly $160K buy in and closer to $13 K yearly (rounded to $5 pp).
Marriott Grande Vista roughly $20-30K buy in and yearly $8K. However it gives 14 weeks (seven 2 BR L/O) but half 1 BR and half studio (can string them together to move only once. Could supplement with II membership and moving most or all the studio weeks to 1 BR would add another $1K per year and not be guaranteed.
Resale Marriott Trust points Maybe $60-70K up front and $10-11K yearly, free II and free Marriott trades.
Hilton - I'm not versed enough to be specific but the resorts in Orlando are very nice. I suspect Hilton would be a little more.
Owning something cheaper elsewhere and trading in through RCI or II could actually be cheaper still but add uncertainty and increase the likelihood of having to move units & resorts at times.
There are a number of other timeshare options as well.
To me, if I wanted to stay 1 place for the entire time, I'd simply rent from someone else then consider buying down the road if all fell into place. The timeshares are workable but their best benefit is allowing flexibility of location, size, etc. The benefit or BG and Wyndham are that they give you a lot of other options for locations, times, etc. Marriott does also but in a different way and somewhat less so. What Marriott at GV would do is give potential direct access to Ocean Point and Beach Place Towers 1 & 2 BR and for PCB and Doral for 2 BR only. As noted, a lot of variables and a lot depends on personal preferences.