$28 Car Rental Winter Haven, FL

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Top Car Deals in Winter Haven

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Lowest prices found within the past 7 hours. Prices and availability subject to change. Additional terms may apply.

What you need to know for your Winter Haven car rental

Reasons to book a car rental in and around Winter Haven

Renting a car in Winter Haven allows you to explore the area with maximum freedom and flexibility, making it an ideal choice for theme park enthusiasts, outdoor lovers, and families seeking adventure. With a rental car, you can easily visit key attractions like LEGOLAND® Florida, which is perfect for family fun and outdoor experiences. Just 11 miles from Winter Haven, Bok Tower Gardens offers a cultural experience, while The Circle B Bar Reserve, located 9 miles away, provides an excellent opportunity for nature exploration. The convenience of having a car also enables you to venture to nearby cities such as Davenport, 12 miles away, where you can find popular destinations like ChampionsGate Golf Club and Walt Disney World® Resort. Similarly, Lakeland, 13 miles from Winter Haven, features attractions like the Sun N Fun Air Museum. This flexibility is particularly beneficial for families and travelers with varying interests, as you can easily manage luggage and create your own travel itinerary without the constraints of public transportation. Whether you're planning a day trip or a longer road trip, renting a car ensures you can explore all that Winter Haven and its surroundings have to offer at your own pace.

Most popular car rentals in Winter Haven

  • Midsize SUV: This option fits 5 travelers comfortably and accommodates up to 3 large suitcases, making it ideal for families, couples, or small groups. The spacious interior and flexibility of a midsize SUV allow for easy travel around Winter Haven, providing the comfort needed for both short trips and longer journeys to nearby attractions.
  • Economy: Perfect for solo travelers, couples, or families, the economy car fits 5 travelers and has room for up to 2 medium suitcases. This option is a great choice for those looking to explore Winter Haven without the bulk of a larger vehicle. It's economical on fuel and easy to maneuver, making it perfect for navigating the city and surrounding areas.
  • Fullsize: The fullsize car is designed to fit 5 travelers with plenty of space for up to 3 large suitcases or 5 medium suitcases. This option is particularly well-suited for families or groups who require extra room for luggage and comfort during their travels. With its generous interior space, a fullsize car allows you to enjoy your adventure in and around Winter Haven with ease.

Top rated car suppliers in Winter Haven

  • Budget: Budget has 1 rental location in the Winter Haven area, making it a convenient choice for travelers. Known for its flexibility, Budget primarily offers Midsize SUVs and Fullsize vehicles, allowing you to choose a comfortable ride for your adventures. Many travelers appreciate the ease of managing their luggage and tailoring their itinerary when renting from Budget.
  • Enterprise: With 2 rental locations in Winter Haven, Enterprise is a popular option among travelers. Customers often highlight the company's excellent customer service and the variety of vehicle options available, particularly Midsize SUVs and Fullsize cars. This supplier is well-regarded for providing a smooth rental experience, ensuring you can explore the area with ease and convenience.
  • Hertz: Hertz operates 1 rental location in Winter Haven, providing travelers with another reliable choice for car rentals. They specialize in Midsize SUVs and Fullsize vehicles, which are favored by many visitors for their spaciousness and comfort. Hertz is known for its efficiency and straightforward rental process, making it a solid option for those looking to explore Winter Haven and its surroundings.

Where to go in and around Winter Haven

  • Davenport: Located 12 miles away from Winter Haven, Davenport is a city that attracts visitors year-round for family, entertainment, and outdoor experiences. Popular attractions include the renowned Walt Disney World® Resort, ideal for family vacations, and LEGOLAND® Florida, perfect for adventure seekers. For golf enthusiasts, ChampionsGate Golf Club offers a stunning golf course. The peak visitor months are June to July and September, making it an excellent time for families to explore.
  • Lakeland: Situated 13 miles from Winter Haven, Lakeland is known for its family-friendly activities and outdoor experiences. Key points of interest include the Sun N Fun Air Museum, which provides cultural insights, and the RP Funding Center, a popular arena for entertainment. The scenic Lake Mirror is perfect for a romantic outing or outdoor fun. The best times to visit Lakeland for peak traveler arrivals are February to March and July.
  • Haines City: Located 9 miles away from Winter Haven, Haines City offers a blend of outdoor, family, and entertainment experiences. Visitors can enjoy LEGOLAND® Florida for adventurous fun and explore the natural beauty of Snodgrass Island, which is great for outdoor activities. For golf lovers, the ChampionsGate Golf Club is also nearby. The peak visiting months are March to April and September, making it a vibrant destination during these times.

10 tips to save on your Winter Haven car hire

  1. Use filters to find the right car: Refine your search by vehicle type and features. Whether you require an SUV for additional space, a convertible for summer enjoyment, or an economical car for budget-friendly travel, utilize the filters on Expedia to discover the best option for your journey.
  2. Book in advance to help lower costs: Rental rates can vary with demand, so it's advisable to reserve your vehicle well before your trip. By booking in advance, you’re likely to secure more favorable rates and greater availability, particularly during peak seasons.
  3. Consider a smaller car for savings: Smaller vehicles are typically less expensive to rent and more convenient to park 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 fees, and certain vehicle categories—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 before making your reservation.
  5. Check fuel policies: Some rentals operate under a full-to-full fuel policy, meaning you must return the car with a full tank to avoid additional charges. This is usually the most favorable option. Others may provide full-to-empty or prepaid fueling choices, which can also be acceptable. Just make sure to 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 exclusively accept credit cards for payment.
  8. Understand your insurance coverage: Car rental insurance can help you avoid unexpected expenses and provides peace of mind if something unforeseen occurs during your trip. Adding car rental insurance is simple when booking through Expedia.
  9. Consider unlimited mileage: If you’re planning extensive road trips, search for rentals that offer 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.

Best time to rent a car in and around Winter Haven

The best time to rent a car in and around Winter Haven is September, when prices are slightly low and demand is average. May also offers good value with similarly low prices and demand. Moving into the busier months, June through August see average prices and slightly high demand, particularly in July. March stands out as the most expensive month, with slightly high prices and low demand. April generally sees lower demand but average prices, while November returns to slightly high prices with steady demand.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconDemandprice iconPricing
January60.4°F (15.8°C)Light RainMostly SunnySlightly HighSlightly Low
February64.4°F (18.0°C)No Rain (Dry)Mostly SunnyAverageAverage
March67.5°F (19.7°C)Light RainMostly SunnySlightly LowSlightly High
April72.9°F (22.7°C)Light RainMostly SunnySlightly LowAverage
May77.2°F (25.1°C)Light RainMostly SunnySlightly LowSlightly Low
June80.6°F (27.0°C)Moderate RainMostly SunnyAverageAverage
July81.7°F (27.6°C)Moderate RainMostly SunnySlightly HighAverage
August81.9°F (27.7°C)Moderate RainMostly SunnyAverageAverage
September79.5°F (26.4°C)Moderate RainMostly SunnyAverageSlightly Low
October74.7°F (23.7°C)Light RainMostly SunnyAverageAverage
November68.0°F (20.0°C)No Rain (Dry)Mostly SunnyAverageSlightly High
December64.2°F (17.9°C)No Rain (Dry)Mostly SunnySlightly HighSlightly High

Finding the cheapest car rentals in Winter Haven

Using our Search Wizard

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

Renting a car in Winter Haven

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

Prices are subject to seasonal change depending on when you decide to arrange your car rental but right now you can book from $28.

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.

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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
$28
 
Our second best deal of the day
$29
 
Our third best deal of the day
$39
 
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 Winter Haven?
You get serious bang for your travel buck in Winter Haven, with car rental prices within the past seven days starting from as little as $28 a day.
Can I rent a car from Lakeland, FL (LAL-Lakeland Linder Regional)?
Make a quick getaway from Lakeland, FL (LAL-Lakeland Linder Regional) and rent a set of wheels from Enterprise. This rental car outlet is a quick commute from the terminal.
What happens if I need to cancel my Winter Haven car reservation?
We realize that things change at the last minute. That's why a large number of prepaid reservations allow for a total refund if you cancel six hours prior to the collection time. Your cancellation policy should include all the info you need. If you can't see the answer there, our Customer Service Portal is always accessible.
Where can I go on a road trip from Winter Haven?
Winter Haven is full of fun adventures, but don't limit yourself to one place. Organize a set of wheels and hit the road to see what else awaits in the surrounding area. Here are some ideas:

  • Head to Daytona Beach for a fun-filled sightseeing experience. Approximately 95 miles from Winter Haven, it has tons of amazing attractions such as Daytona International Speedway.
  • Around 40 miles away, Orlando is also popular with travelers. Allow time to experience Universal Studios Florida while you're here. It's one of the reasons people love staying a while in this vibrant city.
  • Spend time in the outdoors and appreciate the serenity at Vizcaya Museum and Gardens. You'll find it approximately 180 miles from Winter Haven.

How do I find the best car rental deals in Winter Haven with Expedia?
Pick up an awesome deal with Expedia. All you have to do is choose your preferred car type, select your dates and pickup and drop-off locations, and compare offers from all the big-name suppliers. Save even more when you bundle your Winter Haven car rental with flight or hotel bookings.
How old do you have to be to rent a car in Winter Haven?
Drivers aged 21 and over can get on the road in Winter Haven in a rental vehicle. If you're a young driver, a daily surcharge will apply. You'll generally be limited to a few car categories, such as compact and mid-size, and may also be required to take out inclusive insurance. Always enter the correct age of the main driver when booking to find out if any extra fees or restrictions apply.
What do you need to rent a car in Winter Haven?
While rules may differ between car rental outlets, the two main things you'll need are your driver's license and a credit card. You don't need to take out the company's auto insurance. However, proof of alternative coverage may be required.
What is the cheapest car rental in Winter Haven?
Winter Haven has no doubt had some happy car renters lately. The cheapest daily rates recorded within the past seven days were $28 and $29. 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 Winter Haven?
You can rent a car for a month or longer in Winter Haven, so go on and extend your getaway! Just enter your trip dates into our long-term car rental deals page and find your ideal ride.
Where can I find a Winter Haven car rental if I am younger than 25?
This depends on the rental companies operating in Winter Haven. They often have different age policies. If you've found an outlet that does cater to drivers under the age of 25, take note that extra fees may apply. Conduct some research into what those charges could be before booking your rental.
What insurance should I choose for my car rental in Winter Haven?
You should have collision protection to cover your Winter Haven car rental against accident damage, theft and vandalism. And with Expedia, it's easy to purchase this insurance for your vehicle during the booking process. Covering primary physical damage of up to $35,000, it also offers round-the-clock emergency support and no deductible in the event of a claim. Plans changed? If you cancel your policy before your scheduled pick-up time, you'll get all your money back.

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