Don’t Be As Dumb as Daraius When You Book a Car Rental!

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Don’t Be As Dumb as Daraius When You Book a Car Rental!

Million Mile SecretsDon’t Be As Dumb as Daraius When You Book a Car Rental!Million Mile Secrets Team

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I love miles and points because they save me money and let me have Big Travel with Small Money.  Sometimes that is saving money when I rent a car and sometimes that is flying in coach with my Southwest Companion Pass.

But miles and points can consume you!

A lot of miles and points activities can’t be automated and require you to manually check and re-check.  For example, you have to keep on checking if an award seat opens up, or if a hotel or car rate has decreased, or if your credit card bonus has posted.

Don’t Be As Dumb As Daraius When You Book A Car Rental
We Had a Great Time In Key West…Except When It Came Time to Return the Rental Car!

Unfortunately, we don’t have an unlimited stash of focus and concentration.  And the manual nature of many of these tasks means that you sometimes will make a mistake.

1-Way Car Rental to Key West

Emily and I decided to drive from Fort Lauderdale to Key West after the recent Frequent Flyer University in Tampa.  We’ve (I) always wanted to drive on the Overseas Highway to Key West.

Don’t Be As Dumb As Daraius When You Book A Car Rental
I’ve Always Wanted to Drive On the Over Seas Highway to Key West!

We also wanted to fly back to Austin directly from Key West using our Southwest Companion Pass, so we booked a 1-way car rental from Fort Lauderdale to Key West.

The regular rate for a car rental on a site like Hotwire or Expedia was ~$300 for the 1-way rental.  But I used Costco Travel to book a 1-way car rental for ~$160.

Don’t Be As Dumb As Daraius When You Book A Car Rental
I Should Have Stopped Once I Got A Price I Was Comfortable Paying!

Check out the Cheap Car Rental series for the best tips on how to book a car rental!

Be Careful When you Re-Book!

~$160 was a pretty good rate for a 4 day 1-way car rental.

But no!  I had to keep booking and rebooking in the hope of finding a cheaper rate.  Rental car prices often decrease as you get closer to the time when you pick-up the car (unless the rental car company is sold-out).

I finally found a rate for ~$90 on the day we were supposed to pick up the rental and cancelled my old reservation and re-booked at the cheaper rate.  I even mentioned to Emily how I got the rate down from ~$300!

Fast forward to the airport at Key West.  We had a wonderful time at Key West and I dropped Emily off at the terminal and went to return the car.

I looked for the signs to the Alamo lot.  There were signs to other rental car agencies, but not to Alamo!  So I drove around again thinking that I had missed the sign, but there really was no Alamo lot at the Key West Airport.

So I got out my Costco Travel confirmation and realized that I had booked a round-trip rental and had to return the car to Fort Lauderdale (instead of a 1-way rental with a drop-off in Key West)!

Don’t Be As Dumb As Daraius When You Book A Car Rental
I Didn’t Double-Check the Drop Off Location!


What makes this all the more embarrassing is that I reminded folks who attended our Rental Car Session (co-presented with Rapid Travel Chai) at the Frequent Traveler University that you should stop booking and re-booking once you find a rate with which you’re happy!

Our flight was leaving in 1 hour and I needed to fix this as soon as possible.  So I called Alamo and asked them if I can return the car to their off airport location in town.  They agreed to let me return it to an Enterprise location close to the airport, but I’d have to pay the difference in rental price which they calculated at $250.

This meant that I paid ~$340 for the rental ($90 + $250 difference) which is $40 more than the regular rental rate!  Ouch.  Ouch.  Ouch.

The story ends well (besides ruining my travel budget) in that I drove fast to the Enterprise location, returned the car, paid the difference, and made it back to the airport in the free Enterprise shuttle just in time for our flight.

And Emily being a much better person than I ever will be, didn’t “remind” me of my skills at finding a cheap car return.  I’m so lucky to be with her!

Bottom Line

The lesson for me – and for you – is that it doesn’t always pay to be obsessive about miles and points.  

You don’t have to work every promotion, squeeze every mile out of your award redemptions, maximize every dollar you spend on a credit card, and obsessively check and re-check for lower rental car and hotel rates.

Once you find a rate which you’re willing to pay for a rental car or hotel, and which is much cheaper than what it costs elsewhere, let it be.

And spend your time & energy on more important things.

Oh, and double-check your drop-off and pick up location!

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Editorial Note: We're the Million Mile Secrets team. And we're proud of our content, opinions and analysis, and of our reader's comments. These haven’t been reviewed, approved or endorsed by any of the airlines, hotels, or credit card issuers which we often write about. And that’s just how we like it! :)

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I’ve settled on a strategy that gets me a reasonable discount off of list prices, without taking up a huge amount of time.

I simply scan the prices for the desired car class in Travelocity and Orbitz, then I go to Priceline and make an offer that is 25% to 40% under the list, depending on my perceived chances of scoring a big discount.

Usually I get 25% off; sometimes even more.

It’s probably not the optimal way to save on every rental, but like I said, my time has value too.

@jackieb Don’t forget to track your rental for free at We may be able to find you an even better deal!

Million Mile Secrets

@Tatyana – Short answer is that no credit card will cover you for liability towards others. The United Explorer and a few other cards have primary insurance coverage for damage to the rental car only, but not to other cars.

I found shopping for car rentals on Kayak can save you beaucoup bucks at the Ft. Lauderdale airport, I’ll be paying $300 vs $900 the big guys wanted. Just FYI

@seekingsun – I disagree that the Hyatt is too far to walk. It’s only 1-2 blocks from Duvall Street which is where all the action is. If you’re a Hyatt Diamond, it has the best breakfast I’ve had at a Hyatt. They gave a NTE $116 credit (per day) for breakfast and we were unable to use all of it. There was also one night (I think Wed) where there was a free manager’s reception in the evening with free appetizers and alcohol.

Beautiful pictures! We would love to be able to cross off the Key West item in our Bucket List someday. Thanks for sharing your story.

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