Title: Car Rental Oakland, FL - Expedia.ca [Oakland Travel Guide](https://expedia.ca/Winter-Garden-Oakland.dx6360404)[Hotels in Oakland](https://expedia.ca/Oakland-Winter-Garden-Hotels.0-n6360404-0.Travel-Guide-Filter-Hotels)[Flights to Winter Garden](https://expedia.ca/Cheap-Flights-To-Winter-Garden.d7898.Travel-Guide-Flights)[Things to do in Winter Garden](https://expedia.ca/Things-To-Do-In-Winter-Garden.d7898.Travel-Guide-Activities)[Oakland Vacations](https://expedia.ca/Oakland.d6360404.Destination-Travel-Guides) ![](https://images.trvl-media.com/place/6360404/d013c781-9bde-4c95-8530-be7e0380ccba.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Oakland Car Rental ## Search and Compare from Car Companies in Oakland Photo by Gregg Yutko ## Featured car rental suppliers Compare from agencies ![car supplier logos](https://forever.travel-assets.com/flex/flexmanager/images/2022/05/16/BEXCA-car-suppliers-logo-desktop.jpg) - ![protection illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__protection.svg) ### Change your mind Penalty-free cancellation on many/select car rentals - ![trophy illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__trophy.svg) ### Treat yourself Members save 10% or more on over 1 million car rentals - ![package illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__package.svg) ### Shop smart Compare car suppliers to unlock big savings ## Top Car Deals in Oakland \* Price found within the past 6 days. Click for updated prices. ### Economy Chevrolet Spark or similar - 4 people Winter Garden, Florida, USA ![Chevrolet Spark](//images.trvl-media.com/media/content/shared/images/car/Common_90X50/US_EC.png) [](https://expedia.ca/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&locn=Oakland,%20Winter%20Garden,%20Florida,%20United%20States%20of%20America&dpln=6360404&date1=10/11/2025&date2=12/11/2025&crfrr=defaultFlex&SearchType=Place&selCC=[%22economy%22]) ### Compact Ford Focus or similar - 4 people Winter Garden, Florida, USA ![Ford Focus](//images.trvl-media.com/media/content/shared/images/car/Common_90X50/US_CC.png) [](https://expedia.ca/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&locn=Oakland,%20Winter%20Garden,%20Florida,%20United%20States%20of%20America&dpln=6360404&date1=10/11/2025&date2=12/11/2025&crfrr=defaultFlex&SearchType=Place&selCC=[%22compact%22]) ### Midsize Toyota Corolla or similar - 5 people Winter Garden, Florida, USA ![Toyota Corolla](//images.trvl-media.com/media/content/shared/images/car/Common_90X50/US_IC.png) [](https://expedia.ca/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&locn=Oakland,%20Winter%20Garden,%20Florida,%20United%20States%20of%20America&dpln=6360404&date1=10/11/2025&date2=12/11/2025&crfrr=defaultFlex&SearchType=Place&selCC=[%22midsize%22]) ### SUV Jeep Compass or similar - 5 people Winter Garden, Florida, USA ![Jeep Compass](//images.trvl-media.com/media/content/shared/images/car/Common_90X50/US_SF.png) [](https://expedia.ca/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&locn=Oakland,%20Winter%20Garden,%20Florida,%20United%20States%20of%20America&dpln=6360404&date1=10/11/2025&date2=12/11/2025&crfrr=defaultFlex&SearchType=Place&selCC=[%22suv%22]) ### Don't see what you're looking for? See all car rentals in Oakland [View all cars](https://expedia.ca/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&locn=Oakland,%20Winter%20Garden,%20Florida,%20United%20States%20of%20America&dpln=6360404&date1=10/11/2025&date2=12/11/2025&crfrr=defaultFlex&SearchType=Place) ## Frequently asked questions ### How much is a rental car per day in Oakland? > Motoring around Oakland doesn't have to drain your savings, with daily car rental prices starting at just within the past seven days. ### Can I rent a car from Orlando Intl. Airport (MCO)? > Touch down at Orlando Intl. Airport (MCO) and then head to Enterprise or EZ Rent-A-Car, both a short distance away. You'll be exploring the sights and sounds of Oakland in your rental in no time. ### What happens if I need to cancel my Oakland car reservation? > If you have to switch your plans around, nearly all reservations qualify for a full refund. Just advise us more than six hours before the arranged pickup time. Have a thorough scan of the rental agreement for any exemptions. Your confirmation will have more details, or simply click through to our [Customer Service Portal](https://www.expedia.ca/service/?langid=1033) for more info. ### Where can I go on a road trip from Oakland? > Once you've visited all of the great attractions in Oakland, there's more to see in the region. Pick up the keys to a rental car, throw your bags in the trunk and get going. We've come up with some road trips we know you'll enjoy: > > > > - You'll find Daytona International Speedway and lots more interesting attractions in Daytona Beach. From Oakland, it's roughly 97 kilometres away. > - Approximately 161 kilometres away, Sarasota is also a hit with travellers. Make sure you take in St. Armands Circle while you're here. It's one of the reasons people love staying a while in this thriving city. > - Vizcaya Museum and Gardens is located 338 kilometres from Oakland and is one of the region's most breathtaking nature spots. Stretch your legs and enjoy the fresh air. ### How do I find the best car rental deals in Oakland with Expedia? > Pick up an incredible deal with Expedia. Just choose your preferred car type, select your dates and preferred pickup and drop-off points, and compare offers from all the major rental providers. Save even more when you combine your Oakland car rental with flight or hotel bookings. ### How old do you have to be to rent a car in Oakland? > Drivers aged 21 and above can hit the road in Oakland in a rental car. If you're a young renter, a daily surcharge will apply. You'll usually have fewer car categories to choose from, such as compact and mid-size, and may also have to take out inclusive insurance. Always enter the correct age of the primary driver when booking to find out if any surcharges or restrictions apply. ### What do you need to rent a car in Oakland? > A current driver's licence and a credit card in the same name are necessities. Don't want to take out the company's insurance plan? In that case, you're also likely to need proof of your own coverage. Rules may differ between suppliers, so be sure to read through your policy. ### What is the cheapest car rental in Oakland? > The two cheapest daily rates offered in Oakland within the past seven days were and . Now that's what we'd call a bargain! These rates were available on Expedia, with a rental starting date within the next year. Prices and availability are subject to change and additional terms apply. ### Can I rent a car for a month or longer in Oakland? > You can. Expedia partners with quality suppliers that offer weekly and monthly rentals for all car types. Take a look at our [long-term car rental deals](https://www.expedia.ca/lp/b/car-hire/long-term) and discover every part of Oakland — or way beyond! ### Where can I find an Oakland car rental if I am younger than 25? > You'll need to check the age policy of the Oakland rental providers you're interested in. If you're under the age of 25, be mindful that some will charge additional costs. It's ideal to know about this before collecting the vehicle so you can tailor your budget accordingly. Each rental car company has its own terms and conditions for younger drivers, so do your research. ## Car Rental Information | Popular car types: | [SUV](https://www.expedia.ca/lp/b/car-rental/suv?rfrr=car.table.SUV), [Full Size](https://www.expedia.ca/lp/b/car-rental/fullsize?rfrr=car.table.FullSize), [Economy](https://www.expedia.ca/lp/b/car-rental/economy?rfrr=car.table.Economy) | | --- | --- | | Car suppliers available: | | | Our best deal of the day: | | | Our second best deal of the day: | | | Our third best deal of the day: | | | From the airport to your hotel: | [Airport Transportation](https://www.expedia.ca/ground-transfers?rfrr=car.table.AirportTransportation) |