To add to what others have said about renting points, one caution is that point rentals are mostly non-refundable so it sometimes pays to buy trip/travel insurance. I've only rented points out so I don't have any experience with trip/travel insurance for that, but perhaps others here can elaborate.
I wrote a couple of travel books (not under my name, so don’t bother looking for them), so I know something about this.
A very good place to get Travel Insurance is through
www.Squaremouth.com
Compare several different policies.
Travel Insurance policies will also provide Emergency Medical coverage, in case someone is injured. Many policies will also cover emergencies based on a pre-existing illness, IF you purchase the insurance within a specific period of time after you make your first payment for the trip. This specific period of time might range from 3 days up until several weeks, depending on the particular insurance policy. Also, pay attention to the 'Look Back' period on your specific policy. The Look Back period is the amount of time that the insurance will Look Back into your medical records, to see if you got medical care for certain conditions. If you did get medical care, even emergent medical care, for a condition during the Look Back period, then the insurance will not cover that again, if it happens on the trip. Some insurances will WAIVE the Look Back period if you buy within the 3 day or 2 week window, or whatever. Other insurances will list a Look Back period of 90 days or 180 days. If you were in your doctor's office for a Diabetes check up, but the Diabetes was stable, then they will still cover a Diabetic emergency that might arise on the trip. If you are being treated for High Blood Pressure during that period, they will still cover a Heart Attack or something similar that happens, because that is a new problem.
Do be aware that when it says, "Reimbursement of Expenses for Cancellation of Trip for Covered Reasons," those covered reasons are VERY specific. They generally DO NOT cover cancellation because of Military Deployment. Or acts of terrorism or riots. They DO NOT cover cancellation just because you decide not to go. They do not cover cancellation if your work (at the steady job you currently have) says you have to work, and can't take the days off. On many policies it IS possible to get a rider to cover Cancellation for Any Reason, but it is generally expensive and will only reimburse you 50% to 75% anyway, so, if you are that unsure that you will actually be going, you probably should not be scheduling the vacation anyway.
They generally DO cover cancellation for: Major storms (such as Hurricanes); If you lose your job (involuntarily) after you get the insurance; If your job forces you to relocate more than 300 miles away; Severe, significant, unexpected illness of yourself or a close family member (1st or 2nd degree relatives) (such as unexpected hospitalization, though sometimes you just need a letter from your doctor saying you can't travel for medical reasons, or because you need to be there to support your family member who is ill); they will also provide reimbursement if you cancel for death of your family member or a family member of anyone else in your travel party; and they will usually cover if your home is destroyed due to fire or flood or tornados or other natural disasters; they will cover you if you get in a car accident on the way to the airport, that causes you to miss your flight; or bankruptcy of your air carrier, or a strike at the air carrier that grounds your flight. They might or might not (but usually will) cover you if your plane is unable to take you to your vacation because of severe bad weather. And maybe a few other specific reasons. DO READ THE FINE PRINT.
When you buy travel insurance and they ask you how much the trip will cost, YOU ONLY NEED TO LIST YOUR NON-REFUNDABLE/NON-REIMBURSABLE EXPENSES. If there is something for which you can get your money back, such as the cost of a regular hotel room reservation, or a refundable car rental reservation, then you don't need to list that as part of your cost. The reason you only list Non-Refundable expenses is because that is all that they will reimburse you for, anyway. They won't pay you money for anything where you could have got your money back.
When you go to Squaremouth.com, list all the people in your travelling party, who you want to cover. They don't all need to live with you, but just be travelling with you as part of your party. Adding kids is generally very cheap. They usually charge you based on the age of the travellers (they charge more for older people who tend to have more health problems) and they calculate in the cost of your trip.
Trip coverage starts at Midnight on the day of the trip (12:01 in the morning, before the trip) and it runs until Midnight on the last day of your trip. If you are not COMPLETELY sure of your travel days, you might purchase insurance that starts a day or two before, or a day or two after, to give you some flexibility. On the insurance, the number of days is less expensive, usually, than the age of the travellers and the cost of the trip.
If you find you won't be able to go, contact the insurance company on the policy as soon as you can, to see what your options are. Or, at a minimum, try to contact them BEFORE the trip is supposed to start.
Keep receipts, emails, medical bills, airline schedules, itineraries and other evidence. If you need to file a claim, you will need all that stuff. The only time I have ever filed a claim was once when we were on a cruise, followed by a trip to Disneyland, where my wife needed an unexpected emergency Root Canal. We visited a Dentist in one of the ports on the cruise, but they were unable to do anything, so we got her Root Canal done in Los Angeles, the day after we arrived there. We needed to pay for it, upfront. Then we filed with the insurance company. It took several months to get it all done, but they were not hard to work with and they payed promptly once we had provided all the needed paperwork.
I know this was long and complex, but I travel a lot, have done about 20 cruises and far more than 20 trips to Disney, as well as writing books about it, and it took me a long time to understand it. So, I am trying to pass on my knowledge to you.
Bought in shortly thereafter!