Trip insurance available on rental points?

I would discuss it with the insurer before buying coverage. It could get tricky in a claim situation because you are reserving through an individual and not Disney itself.
 
Try www.travelguard.com

Travel Guard is the company that offers insursance on owners' DVC stays, so they are very familiar with DVC, points, and all the associated issues. They're also probably the largest insurer in the trip insurance market. [ETA: I have also checked with Travel Guard specifically about covering rentals between two individuals, and they have no problem at all with that. They do it all the time in timeshare/vacation home rentals.]

We have used Travel Guard a number of times for non-DVC trips. We've had to file two claims over the years and they were great to work with.

As noted above, be sure you understand what the insurance will pay for and what it won't. They will generally pay for most non-refundable expenses if a vacation is canceled because of one of the covered risks. Those risks include medical problems for the traveler or immediate family, and many other issues.

Most trip insurance companies have deadlines by which you must have purchased the insurance -- usually within 2 weeks of booking the vacation. So you can't book, find out later you've got a problem, and then get the insurance.
 

I've gotten conflicting responses from Travel Guard both via email. I went ahead and purchased and plan to present the contract between the owner and me if needed.

Even if they didn't cover it I would have still bought it to cover the cost of flights and with the policy I purchased it was a flat fee so there was no additional cost to add the rental.

So if something happens I will go for the insurance and if I have trouble I have the original email where they said it wasn't a problem and just hope for the best.....and if not then I'll at least have my airfare insured.
 

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