Lately I've been walking through houses that have strange (by modern buildings) heating arrangments.

Properties with modern finishes are 210-225k.  

More and more people are discovering that they can stay in a vacation home with a private heated pool/spa, game room, themed bedrooms, full modern kitchens, movie theaters, etc. for a cost often a good bit less than staying in a hotel especially when you take into account the cost of food, laundry, parking, etc.Regarding your statement about tourists staying in Davenport are more apt to be focused on golf and less on Disney than in Kissimmee - I don't think so.  

For a more advanced investor there is likely a A/B condo conversion play available with a renovation  budget for modernizing the units and selling them separately.

We transformed it from a wrecked modern-style home to a street-of-dreams level Tuscan Ranch home.

Why modern toilets is not compatible with existing homes.

Recently, I've been thinking about it and I've decided I'd like to benchmark my investments against the thoughts of others and see how I fare.

Brian Sealy of sealy team , Benchmark property management are good

By updated, I don't mean a Dwell home, I mean something less but modern/nice. 

The area will be the primary deciding factor - you can renovate and modernize a building, but if you are in a bad area, you won't attract B tenants.