$56 Car Rental Jamestown Island, VA

Reasons to book a car rental in and around Jamestown Island

Renting a car in and around Jamestown Island provides travelers with the freedom to explore the area at their own pace. With easy luggage management and flexible travel plans, you can effortlessly visit attractions that are rich in history and culture. For instance, the Jamestown Settlement is only 2 miles away, allowing you to delve into the early history of America, while Historic Jamestowne is just 1 mile away, offering more insights into the past. If you're seeking outdoor adventure, Busch Gardens Williamsburg is a mere 7 miles away, perfect for family experiences and thrill-seeking. A rental car also allows for convenient trips to nearby destinations such as Williamsburg, Kingsmill, and Berkeley, each offering unique cultural experiences and outdoor activities within a short drive. Whether you are a family looking for adventure, a history enthusiast eager to learn, or someone who appreciates scenic views, having a rental car enhances your ability to discover and enjoy everything this region has to offer.

Most popular car rentals around Jamestown Island

• Compact: Accommodates 5 travelers with up to 3 medium suitcases—ideal for solo travelers, couples, or families. This car type is perfect for navigating the charming roads around Jamestown Island, providing a balance between comfort and fuel efficiency. Whether you're planning to visit historical sites or enjoy scenic views, a compact car offers the flexibility you need to explore at your own pace.
• Economy: Accommodates 5 travelers with up to 2 medium suitcases—ideal for solo travelers, couples, or families. The economy car is a smart choice for those looking to save on rental costs while still having the freedom to move around Jamestown Island. Its smaller size makes it easy to park and maneuver, allowing you to focus on enjoying your trip without the hassle of larger vehicles.
• Midsize: Accommodates 5 travelers with up to 3 large suitcases—ideal for couples or families. This option provides a bit more space for both passengers and luggage, making it suitable for longer trips or when you need extra comfort. If you're planning to explore the attractions around Jamestown Island, a midsize car offers the perfect combination of roominess and convenience, allowing you to travel comfortably without feeling cramped.

Top rated car suppliers around Jamestown Island

• Enterprise: Located 6 miles away from Jamestown Island, Enterprise is known for its friendly service, making it a popular choice among travelers. They offer a diverse range of vehicles to suit your needs, with the Midsize SUV and Mini Van being the most booked options. Their commitment to customer satisfaction ensures a smooth rental experience, allowing you to explore the attractions around Jamestown Island at your own pace.
• Hertz: Just 7 miles from Jamestown Island, Hertz is recognized for providing rental prices that meet expectations, making it a reliable option for budget-conscious travelers. With a selection that includes Midsize and Fullsize vehicles, Hertz caters to various travel needs. Their efficient service means you can quickly get on the road and enjoy the sights and sounds of the area.
• Thrifty Car Rental: Also located 6 miles away from Jamestown Island, Thrifty Car Rental offers a solid choice for those looking to rent a vehicle. Their most popular options include Midsize and Fullsize cars, ideal for families or groups. Known for their straightforward rental process, Thrifty makes it easy to manage your itinerary while exploring the beautiful surroundings of Jamestown Island.

Where to stay around Jamestown Island

• Williamsburg: Williamsburg is a vibrant city located near Jamestown Island, offering a range of family-friendly activities and outdoor adventures. Enjoy attractions like Busch Gardens Williamsburg, a popular amusement park, and cultural sites such as Jamestown Settlement and Historic Jamestowne. The city also features various dining options, including local wineries and sweet treat spots, making it a convenient base for exploring the surrounding area. With numerous activities available, Williamsburg is ideal for families seeking a fun-filled vacation experience.
• Surry: Just 6 miles away from Jamestown Island, Surry is known for its beautiful scenery and outdoor experiences. Visitors can explore historical sites like Bacon's Castle and enjoy recreational activities at local parks. The area is also home to wineries and breweries, providing great options for food and drinks. Surry's charming atmosphere and proximity to both nature and history make it a lovely spot for families looking to unwind and explore.
• Yorktown: Located 14 miles from Jamestown Island, Yorktown offers a family-friendly beach experience along with outdoor activities. Visitors can relax at the beautiful beaches or enjoy attractions such as Bowlero Yorktown for some bowling fun. Additionally, Yorktown features wineries and breweries that cater to a variety of tastes. This coastal city is perfect for those seeking a blend of relaxation and adventure, especially during the warmer months when outdoor activities are at their peak.

10 tips to save on your car rental in and around Jamestown Island

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-friendly travel, utilize the filters on Expedia to discover the perfect vehicle for your journey.
2. Book in advance to help lower costs: Rental prices can vary based on demand, so it's advisable to reserve your car well ahead of your trip. By booking early, you are likely to secure lower rates and enjoy better availability, particularly during peak seasons.
3. Consider a smaller car for savings: Compact cars typically cost less to rent and are easier to park in crowded areas. Mid-size rentals strike a good balance between affordability, 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 the age of 70. Always verify the age requirements prior to booking.
5. Check fuel policies: Some rental agreements require a full-to-full fuel policy, which means you must return the car with a full tank to avoid additional charges. This is usually the most economical option. Others might offer full-to-empty or prepaid fueling choices, which are 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 make it worthwhile.
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 unexpected expenses and provides peace of mind in case of unforeseen events during your trip. It's simple to add car rental insurance when booking through Expedia.
9. Consider unlimited mileage: If you plan to take long road trips, seek rentals that offer unlimited mileage to prevent additional charges.
10. Bring your driver's license and ID: A valid driver's license is necessary to rent a car.

Best time to rent a car in and around Jamestown Island

The best value period to rent a car in and around Jamestown Island is January and February, when prices and demand are both slightly low. March and April can also be good options, as they see average demand and prices that are manageable. However, June through August are typically the most expensive months, with high demand and slightly high prices. In contrast, September sees a slight drop in prices with average demand, while October and November show moderately high prices with steady demand.

Finding the cheapest car rentals in Jamestown Island

Using our Search Wizard

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

Renting a car in Jamestown Island

Pay at pickup is available, so you don’t have to worry about spending your money until you arrive at your vehicle in Jamestown Island. 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 Jamestown Island

Prices are subject to seasonal change depending on when you decide to arrange your car rental but right now you can book from $56.

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.

• Compact car rentals    
• Convertible car rentals    
• Economy car rentals    
• Fullsize car rentals    
• Luxury car rentals
• Midsize car rentals    
• Mini car rentals    
• Minivan rentals    
• Pickup car rentals    
• Premium car rentals
• Sportscar rentals    
• Standard car rentals    
• SUV rentals    
• Van rentals