Car Rental Longwood

Search and Compare from Car Companies in Longwood

I have a discount code

Featured car rental suppliers

Compare from agencies

car suppliers logo

  • protection illustration

    Change your mind

    Penalty-free cancellation on many/select car rentals
  • trophy illustration

    Treat yourself

    One Key members save 10% or more on over 1 million car rentals
    Learn about One Key
  • package illustration

    Shop smart

    Compare car suppliers and package your flight, hotel, and car to save

Top Car Deals in Longwood

* Price found within the past 6 days. Click for updated prices.

Economy

Chevrolet Spark
  • 4 people
Longwood, SHN
Chevrolet Spark
Economy Chevrolet Spark

Compact

Ford Focus
  • 4 people
Longwood, SHN
Ford Focus
Compact Ford Focus

Midsize

Toyota Corolla
  • 5 people
Longwood, SHN
Toyota Corolla
Midsize Toyota Corolla

SUV

Jeep Compass
  • 5 people
Longwood, SHN
Jeep Compass
SUV Jeep Compass

Don't see what you're looking for?

See all car rentals in Longwood
View all cars

What you need to know for your Longwood car rental

These Longwood insights are based on real traveler data from Expedia, aggregated using AI to help you plan your trip. Updated: .

Reasons to book a car rental in and around Longwood

Renting a car in Longwood is a practical choice for those looking to explore the area with freedom and flexibility. With a rental car, you can visit key attractions like Longwood House, which offers a glimpse into the region's rich history. The scenic Prosperous Bay, located just 3 miles away, provides beautiful outdoor experiences, while Turks Cap, a natural feature in Longwood, is easily accessible by car. This flexibility allows you to create your own travel schedule, making it convenient to manage your luggage and move between destinations without relying on public transportation.

Additionally, a rental car enables you to explore nearby cities like Jamestown and the broader region of Saint Helena, both only a few miles away. Whether you're a history buff or someone looking to soak in the natural beauty of the area, having your own vehicle ensures you can take full advantage of what Longwood and its surroundings have to offer. This convenience is particularly beneficial for families or travelers who want to make the most of their time, enabling a smooth and enjoyable sightseeing experience.

Where to stay around Longwood

  • Jamestown: Located 3 miles from Longwood, Jamestown offers a rich historical experience for travelers. Visitors can explore the heritage of the area at landmarks such as Longwood House, which showcases the culture of the region. Outdoor enthusiasts can enjoy activities like hiking and swimming, while the stunning landscapes include islands, a castle, and picturesque waterfalls. This destination is ideal for those seeking both adventure and cultural enrichment.
  • Saint Helena: Situated 2 miles away from Longwood, Saint Helena is a beautiful island known for its outdoor activities and scenic views. The area features hiking trails and access to stunning landscapes, including natural features like Lot. Travelers can immerse themselves in history by visiting Longwood House and exploring other historic places. This location is perfect for those looking to experience the island's adventurous spirit and breathtaking scenery.

10 tips to save on your car rental in and around Longwood

  1. Use filters to find the right car: Refine your search by vehicle type and features. Whether you need an SUV for extra space, a convertible for summer drives, or an economy car for budget-friendliness, utilize filters on Expedia to discover the best option for your trip.
  2. Book in advance to help lower costs: Rental prices can vary based on demand, so it's wise to reserve your car well ahead of your trip. By booking in advance, you’re more likely to secure lower rates and enjoy better availability, especially during peak seasons.
  3. Consider a smaller car for savings: Smaller cars are typically less expensive to rent and easier to maneuver in crowded areas. Mid-size rentals strike a good balance between cost, comfort, and fuel efficiency.
  4. Age guidelines: Drivers under 30 may encounter higher deposits or daily surcharges, and certain vehicle types—such as SUVs or premium models—might not be available. This can also apply to renters over 70. Always verify the age requirements before booking.
  5. Check fuel policies: Some rentals require a full-to-full fuel policy, meaning you need to return the car with a full tank to avoid additional charges. This is usually the most cost-effective option. Other rentals may offer full-to-empty or prepaid fueling options, which is acceptable as well. Just ensure you return the car empty in that case.
  6. Save on city and airport pickups: Picking up your rental car at airports often incurs a surcharge, but the added convenience may be worth the extra cost.
  7. Know your payment options: Many car rental companies only accept credit cards for payment.
  8. Understand your insurance coverage: Car rental insurance can help you avoid unnecessary expenses and provides peace of mind in case something unexpected occurs during your trip. Adding car rental insurance when booking with Expedia is straightforward.
  9. Consider unlimited mileage: If you’re planning long road trips, seek rentals with unlimited mileage to prevent incurring extra charges.
  10. Bring your driver's license and ID: A valid driver's license is necessary to rent a car.

Finding the cheapest car rentals in Longwood

Using our Search Wizard

If the deals that are available on our page do not suit your needs, then enter Longwood into the search wizard at the top of the page. We will compare all the best deals available for your car rental in Longwood and provide you with a list of the cheapest options, with no added fees.

Renting a car in Longwood

Pay at pickup is available, so you don’t have to worry about spending your money until you arrive at your vehicle in Longwood. We partner with reliable partners that guarantee an enjoyable experience for solo travelers, couples, and families. Package your car with a flight or hotel to unlock even more savings from Expedia.

Expected prices in Longwood

Prices are subject to seasonal change depending on when you decide to arrange your car rental but right now you can book .

Flexibility & Cancellation

Most car suppliers offer penalty-free cancellations, so you don’t have to worry about losing money if your plans change. To cancel your booking log into your account through the Trips portal. Click manage booking and cancel this car. If you needed to alter your booking, then you can create a new one once you have canceled.

We all love being rewarded

One Key members save 10% or more on select hotels, cars, activities and vacation rentals. Not only that, earn OneKeyCash for every dollar spent on eligible hotels, vacation rentals, flights, car rentals, and more when you book across our family of brands: Expedia, Hotels.com and VRBO. Learn more and join today.

Car classes available from Expedia in 2026

The classes of vehicles available will change depending on your chosen location.

Car Rental Information

Popular car types
SUV, Full Size, 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
From popular domestic and international airports
Airport Car Rentals

Frequently asked questions

How much is a rental car per day in Longwood?
Within the past seven days, the lowest daily price for a cheap car rental in Longwood was .
What happens if I need to cancel my Longwood car reservation?
We're aware that things can change at the last moment. That's why many reservations offer a complete refund if you cancel at least six hours before picking up the car. Your cancellation policy should contain all the details you need. If you can't see the answer there, our Customer Service Portal is always accessible.
How do I find the best car rental deals in Longwood with Expedia?
Whatever kind of ride you want, Expedia will help you score the best deal. Just compare the offers from quality rental suppliers and pick the option that suits you. Love to hit the road with even more in your wallet? Bundle your Longwood car rental with flight or hotel bookings.
What do you need to rent a car in Longwood?
Before you can take the wheel in Longwood, you'll need a valid driver's license and a credit card in the same name. If you decline to take out the rental company's insurance plan, you may also have to show proof of your own coverage. Rules can vary, so read the contract terms and conditions before you select a rental company.
What is the cheapest car rental in Longwood?
Longwood has no doubt had some very happy rental car drivers lately. The cheapest daily rates recorded within the past seven days were and . 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 Longwood?
Yes. We partner with trusted suppliers that offer weekly and monthly rentals for all car types. Book one of our long-term car rental deals and discover every inch of Longwood — or beyond!
Where can I find a Longwood car rental if I am younger than 25?
Age policies are different between rental companies, so be prepared to do a little research. Found a Longwood supplier that does rent to drivers under 25 years of age? Great! Just bear in mind that a surcharge often applies to drivers between the ages of 21 and 24. The fine print of each rental car you're looking at should have all the details you need.
What insurance should I choose for my car rental in Longwood?
Get your road trip off to a good start by selecting Expedia's collision damage protection. While there are many types of insurance, this is one you'll need to have. It provides primary coverage for theft, vandalism and collision damage up to $35,000, as well as 24/7 emergency help. Don't wait until you arrive at the rental counter to insure your ride. Opt in to collision protection while reserving your Longwood ride with Expedia and save money and time.
Can I drive in Longwood with my current driver's license?
If you don't hold a driver's license issued in St. Helena, then you might need to get an International Driving Permit (IDP) in your home country in order to rent a car. Also consider that if an IDP is required, it has no validity on its own. You'll have to show your current driver's license your passport and other forms of documentation as well. Lastly, it's important that the credit card you used to book the rental matches the name on your driver's license and passport. Some other things to note for international car rentals are:
  • Age restrictions: You must be at least 25 in most places to rent a car. If you're younger than that, it might still be possible to rent a car but you'll have to pay a Young Driver's Surcharge. Additional restrictions may also apply to the types of vehicles available to rent.
  • Driving limitations: Make sure you read the fine print before sliding behind the wheel. Typically, you can't cross country borders, drive onto ferries or on certain types of rugged terrain with a rental vehicle.

Explore a world of travel with Expedia