Quote from @Villy Ellinger:
@Jamie Clayton I would suggest look into single family homes in Fort Walton Beach to use as vacation rental/STR. They can be very successful as vacation rentals. Here are the reasons why I would suggest that over other options in your case:
1) I agree with some of the advice above that finding a warrantable condo that also allows STR on the Panhandle will be really difficult if not impossible. The one complex someone mentioned above in Destin, Gulf Terrace Condos, technically does not allow STR. Yes, people break that rule, but you can get in trouble or worse, be stuck with a property that you cannon use as intended.
2) Yes, in PCB you will find properties more affordable. Yes, townhouses are a good option and there are more of those there. Do keep in mind that most townhouses in PCB are older, built in the 80s, etc. So while they may come with no HOAs and better financing options, they also come with more expensive maintenance requirements like having to replace roofs, dealing with plumbing issues, etc. With no HOA, all of these items fall on the owner. Also, single family homes and townhouses will have significantly more expensive insurance than a condo and may require flood insurance as well.
3) If you want to be under $400k and want to use the property as a vacation rental close to the beach, Fort Walton Beach can offer some very good options where you can use conventional financing with 10% down. You will still have to take care of ongoing maintenance expenses and insurance needs for the property. That will be the case in PCB or anywhere you choose to buy a townhouse or SFR. The reason I like Fort Walton better for using a single family home as vacation rental is because in Fort Walton THERE IS EASY ACCESS TO THE PUBPLIC BEACH WITH LOTS OF FREE PARKING. The is key when trying to attract guests to book a vacation rental that is not directly on the beach. In PCB the beach access points have no parking. So if you buy a SFR or townhouse that is not right by the beach your guests will have to do quite a lot of walking or have trouble finding parking to go to the beach. 30A is even worse. If you have ever tried any type of public parking or beach access at 30A you will know what I mean. There is better beach access in Destin and Miramar Beach, but there are rental restrictions for STRs in the residential areas there. So you are back to the non-warrantable condos and the 25% down.
If you need proof of what I wrote :-), go on Airbnb, look into vacation rental house in Fort Walton Beach that are further into town (not on Okaloosa Island) and read the guest reviews. You'll that if a rental is well managed tourists really like those :-).
That's interesting about the Gulf Terrace Condos, are you sure they haven't changed the policy on STR? We almost purchased a condo there 3 months ago before we decided we liked Sandestin better. Anyway, we had all the paperwork for that complex, by-laws, rules and regulations, financials, etc., there was nothing in there against STR. Not to mention I think almost half that complex is vacation rentals, and there's no way HOA is missing that!
I'm surprised you find away from the barrier islands seems to be better. We tried going further off the coast, but our realtor kept discouraging us from that because the annual gross rental income drops considerably. After research we found that to be true. Two plus bedrooms on Okaloosa Island, PCB, and within 1 mile from the beach in Destin, did almost double the ones back off the coast.