I have had to replace expensive parts (pool motors, etc) allowing the tenant to maintain on their own and I feel like there needs to be a better option there.

As others have stated, vacation rental markets almost by definition rely on tourism for their primary local revenue, but the upside of that is those regions have an incentive to maintain friendly legislation towards vacation rentals, and as @Avery Carl said, the area has seen steady appreciation as investors have shifted their attention there.  

This is where you need to  get pretty comfortable with your bookkeeping, since you want to track these very accurately in order to maintain the corporate veil and avoid commingling funds.

I just maintain my website and help others rank honestly, and I love it.You can ABSOLUTELY do SEO yourself and you do not have to  pay anyone to be successful at SEO.

If this become your choice and you have commission employees you will need a manager/reception/ cashier to maintain the business in your absence.

Everyone forgets about the capex that is required to maintain your buildings.

Since we have established and maintained a great relationship with an insurance broker, we have in place appropriate insurance policies to provide us with a layer of protection.

Rather than recreate the wheel I am looking for something that is easily maintained, has a good flow connecting all financial statements, user friendly and scalable as the company grows.

Easier to maintain, can change out the liner, clean the curtain or update it when needed and it will add a little color or dimension

Our military personnel tend to show a high level of pride and responsibility in maintaining their rental properties.However, it's worth noting a potential downside.