They came across this condo (list price $369,000) and are very interested.

I'm sure a more modern solution like Swiftlane will come at a price, but it may save you from some headaches with building security and tenant retention.No matter what you decide, congratulations on the 8 units thats awesome! 

Are there any new opportunities or pitfalls to be aware of?

Here is what I proposed:Setup fees : Administration Setup:One Time Fee: $400Guidebook: Using professional photos give the guests a professional tour of the house and how the home works (Wifi passwords // How to use grill // How to use propane fireplace // Hot tub instructions // Sauna instructions //Check in and check out instructions //where extras may be storedOTA (Online Travel Agency) setups: taking professional photos and actively updating your listing on popular platforms;PMS (Property Management System) Setup Smart Pricing Set upWebsite integrationOther (furniture arrangement / design / décor shopping and set up) $50 per hour· Placement fees · Marketing Cost: Variable depending on needs/wants for marketingFacebook AdsGoogle Ads Cleaners: Set up procedures/take pics of expectations· Management fee—30%Guest communicationCleaner communicationSetting Rental rateDealing with small maintenance issuesBooking CoordinationSmart Lock integrationKeeping supplies stocked (TP, paper towel, all cleaning products, coffee, filters, creamer, sugars, teas,)(Receipts would be submitted on a monthly basis for either reimbursement or book keeping purposes)Encouraging guests to leave good reviews by periodically checking in, providing a review template, and ensuring guests receive the amenities they are looking forContinued marketingMajor Maintenance fees—OwnerCleaning and laundry services fees: Cleaning fee to the guest depending on how cleaner wants to charge

Bottom line is you need the best product at the best price.

You could also lock yourself up into a contract that is not in your favor for too long and miss out on other opportunities. 

Good income generator for both units and also gives the opportunity for owner occupancy.

Also, what prices do you receive?

The largest differences will be flexibility (aside from pricing and rate) and the ability to finance distressed assets. 

We have rates in the Mid 6% rate and I expect them to drop in the coming months.As for your situation, I don't think I would look at owner financing as you don't get to experience the price appreciation.