$5 Car Rental Winter Haven, FL

Reasons to book a car rental in and around Winter Haven

Renting a car in Winter Haven offers the freedom and flexibility to explore the city and its surroundings at your own pace. This is particularly beneficial for families or those with outdoor adventure in mind, as a rental car makes it easy to manage luggage and travel plans. You can visit key attractions such as LEGOLAND® Florida and Peppa Pig Theme Park Florida, both located in Winter Haven, providing great family experiences. Additionally, Auburndale City Park, just 5 miles away, offers a lovely urban park setting for outdoor activities.

With a rental car, exploring nearby cities like Davenport, which is 13 miles away and features Walt Disney World® Resort and Disney's Animal Kingdom® Theme Park, becomes convenient and stress-free. Eloise and Cypress Gardens also showcase attractions like LEGOLAND® Florida and Bok Tower Gardens, making your trip even more enjoyable. Having your own vehicle ensures you can visit these popular destinations without the constraints of public transportation, allowing you to create a travel itinerary that suits your interests and schedule.

Most popular car rentals in Winter Haven

• Midsize SUV: This option accommodates 5 travelers with up to 3 large suitcases, making it ideal for families, couples, or small groups. The midsize SUV provides a comfortable ride while offering ample space for both passengers and luggage, allowing you to explore Winter Haven and its attractions at your own pace.
• Compact: Perfect for solo travelers, couples, or small families, the compact car can accommodate 5 travelers with up to 3 medium suitcases. Its smaller size makes it a great choice for navigating city streets in Winter Haven, ensuring easy parking and efficient fuel consumption while you enjoy your trip.
• Fullsize SUV: This spacious vehicle accommodates 6 travelers with up to 3 large suitcases or 5 medium suitcases, making it ideal for families or larger groups. The fullsize SUV combines comfort and roominess, allowing you to travel comfortably while carrying all your gear as you discover the beautiful sights of Winter Haven.

Top rated car suppliers in Winter Haven

• Budget: Budget has established itself as a reliable car rental option in Winter Haven with its convenient single rental location. Most travelers opt for their Midsize SUV and Fullsize vehicles, which provide ample space for luggage and comfort for exploring the area. With Budget, you can enjoy the flexibility of your itinerary, making it easy to visit local attractions at your own pace.
• Enterprise: Offering two rental locations in Winter Haven, Enterprise stands out for its commitment to customer satisfaction. Many customers frequently book Midsize SUVs and Mini Vans, ensuring that you have a comfortable ride for your adventures. The convenience of having multiple outlets in the area makes Enterprise a popular choice for those looking to explore Winter Haven and its surroundings seamlessly.
• Hertz: With a dedicated rental location in Winter Haven, Hertz is a great option for travelers seeking reliable transportation. Their most popular choices include Midsize SUVs and Fullsize vehicles, perfect for families or groups. Hertz's presence in the area allows for easy pick-up and drop-off, letting you focus on enjoying your trip without any hassle.

Where to stay in and around Winter Haven

• Davenport: Located 13 miles from Winter Haven, Davenport offers a family-friendly atmosphere with plenty of entertainment options. Visitors can enjoy attractions such as the Walt Disney World® Resort and Disney's Animal Kingdom® Theme Park, which are perfect for family vacations. Davenport also features outdoor activities like golf courses and nearby restaurants, wineries, and pubs for dining experiences.
• Eloise: A village within Winter Haven, Eloise is ideal for families seeking adventure and outdoor experiences. Key attractions include LEGOLAND® Florida and Peppa Pig Theme Park Florida, both of which cater to family fun. Visitors can also explore Auburndale City Park for recreational activities. Eloise hosts local pubs and eateries for convenient dining options.
• Cypress Gardens: Also situated in the Winter Haven area, Cypress Gardens is known for its family-friendly outdoor adventures. Visitors can explore LEGOLAND® Florida and Peppa Pig Theme Park Florida for exciting amusement park experiences. The historic Bok Tower Gardens offers cultural enrichment, while local wineries provide enjoyable food and drink options nearby.

10 tips to save on your car rental in and around Winter Haven

1. Use filters to find the right car: Refine your search by vehicle type and desired features. Whether you're looking for an SUV for added space, a convertible for summer fun, or an economy car for budget-friendly travel, utilize the filters on Expedia to find the perfect fit for your trip.
2. Book in advance to help lower costs: Rental rates fluctuate 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 prices and enjoy better availability, especially during peak travel seasons.
3. Consider a smaller car for savings: Smaller vehicles are typically less expensive to rent and can be easier to park in crowded areas. Mid-size rentals strike a good balance between affordability, comfort, and fuel efficiency.
4. Age guidelines: Drivers under the age of 30 may encounter higher deposits or daily fees, and certain vehicle types—such as SUVs or premium models—may not be available. This can also apply to renters over 70 years old. Always verify the age requirements before making a reservation.
5. Check fuel policies: Some rental companies require a full-to-full fuel policy, meaning you must return the vehicle with a full tank to avoid additional charges. This is often the most convenient option. Others may offer full-to-empty or prepaid fueling choices, which are also acceptable—just ensure 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 it.
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 provide peace of mind if something unforeseen occurs during your trip. Adding car rental insurance when booking through Expedia is simple.
9. Consider unlimited mileage: If you're planning extended road trips, seek rentals that offer unlimited mileage to avoid 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 Winter Haven

The best time to rent a car in and around Winter Haven is September, when prices are at their lowest and demand is relatively low. May also offers slightly low prices with average demand, making it a good option. In contrast, March tends to be the most expensive month with slightly high demand, while June through July see high prices and high demand, making them busier periods for rentals.

Calendar Month	Temperature	Precipitation	Cloudiness	Demand	Pricing
January	60.4°F (15.8°C)	Light Rain	Mostly Sunny	Slightly High	Slightly Low
February	64.4°F (18.0°C)	No Rain (Dry)	Mostly Sunny	Slightly Low	Average
March	67.5°F (19.7°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly High
April	72.9°F (22.7°C)	Light Rain	Mostly Sunny	Average	Average
May	77.2°F (25.1°C)	Light Rain	Mostly Sunny	Average	Slightly Low
June	80.6°F (27.0°C)	Moderate Rain	Mostly Sunny	Slightly High	Average
July	81.7°F (27.6°C)	Moderate Rain	Mostly Sunny	Slightly High	Slightly High
August	81.9°F (27.7°C)	Moderate Rain	Mostly Sunny	Average	Average
September	79.5°F (26.4°C)	Moderate Rain	Mostly Sunny	Average	Slightly Low
October	74.7°F (23.7°C)	Light Rain	Mostly Sunny	Slightly Low	Average
November	68.0°F (20.0°C)	No Rain (Dry)	Mostly Sunny	Average	Slightly High
December	64.2°F (17.9°C)	No Rain (Dry)	Mostly Sunny	Average	Average

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 $5.

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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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