Key West Convertible Car Rentals

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Car Rental Deals

Cheap Convertible Car Rentals in Key West

Discover the best prices for you by selecting your travel dates on KAYAK.
Ford Mustang Convertible car
Ford Mustang Convertible
or similar Convertible
5
3
2/4
$167/day
View Deal
Best rates found by KAYAK users in the past 48 hours.
Useful Info

Good to know

Most popular agency

Average price

Good deal

Enterprise Rent-A-Car
$103/day
$74/day

When to book a convertible rental car in Key West

Average daily price per month
Rental car prices as pick-up date approaches

Top Tips for Renting a Convertible Car in Key West

  • Most Florida interstate highways have tolls, including some that don’t accept cash payments. Be prepared by asking your rental company if they use the SunPass or Toll-By-Plate system. When scanned by an electronic reader, toll fees are automatically charged to the pre-paid account or credit card used to pay for your Key West convertible car rental.
  • Upon request, most major car rental companies, like Hertz, National, Budget, etc., will offer extra paid add-ons for Key West convertible car rentals, such as child seats, GPS, adding an additional driver, or flexible services such as after-hours drop-offs, etc. Keep in mind that there is also a surcharge for underage drivers between the ages of 21 and 24 that will vary depending on the car rental company.
  • If you’d like to take your car across the border, find out about the car rental company’s Cross Border Policy. While most US rentals can be driven throughout the United States and Canada, there’s generally a cross-border restriction on certain car classes, such as luxury or luxury convertible, exotic, cargo, and specialty vehicles.
  • Most of the Florida Keys are linked by a single causeway, meaning you can potentially get held up for hours should there be an accident or scheduled roadwork. Additionally, the northern side of the Caribbean is susceptible to hurricanes from June through November, so plan your trip accordingly because such a threat may call for a mandatory evacuation of tourists.
  • Book your convertible car rental in Key West at least 4 days before your trip in order to get a below-average price
  • June is typically the cheapest month to rent a convertible car in Key West, with prices around $75 per day. The most expensive month is February, with average prices of $105 per day.

FAQs About Renting a Convertible Car in Key West

  • What is the most reliable convertible brand to rent in Key West, Florida?

    Whether you want a performance-focused sports car or you’re just looking to take the top down and enjoy the Florida weather, a convertible is a fun, stylish vehicle, not just for its class but also for its performance. Fiat is the most budget-friendly convertible brand in the market today, and while you may not have adequate interior space with a Mazda, its superior reliability record makes it a driving delight. Ford and BMW are well-respected brands for their cars’ reliability, powerful engines, and perfect handling. You can also opt for the more composed Audi or Porsche, as both are iconic brands recognized as among the most reliable sports cars today. While Mercedes-Benz is a long-standing leader among comfortable and high-performing convertibles, the Lexus has joined the lineup for its handling capacity and top-notch reliability, thanks to its 5.0-liter V8 engine.

  • Where are the best places in Key West, Florida, to rent a convertible?

    The most practical and easiest way to rent a Key West convertible car rental is booking online through KAYAK. You can compare top deals from Budget, Alamo, Enterprise, etc., and check which car classes they have available. Most major car rental companies have offices within the Key West International Airport. Instead of paying for a short taxi ride to the city center, it is most efficient to reserve a vehicle in advance and pick it up when you arrive. KAYAK has collaborated with numerous reputable automobile rental companies to ensure that you have a wide variety of cars to meet your needs. Note that prices vary greatly depending on your travel dates, car type, and preferred pick-up and drop-off location.

  • Where are the best places to park a convertible in Key West, Florida?

    Most city lots have parking systems maintained by parking enforcement, including pre-paid lots and garages. However, if you park in a “Residential Only” zone and your Key West convertible car rental doesn’t display the proper proof of residence, it will most likely be towed. You can pay hourly or daily rates to park in city-owned lots like Park N Ride Old Town Garage, Fire Station Parking Lot, or Mallory Square. Automated on-street metered parking has a low hourly rate. At the Key West International Airport, you will find ample parking zones across from the terminal’s baggage claim and pay a low fee to park in the short-term lot for the first 30 minutes, then a slightly higher rate for every 30min thereafter.

  • How does KAYAK find such low convertible car rental prices?

    KAYAK compares convertible car rental prices from all major car rental companies such as Thrifty, Dollar, Enterprise, Hertz, Payless and more to find you the best deal.

  • How much does a convertible car rental cost in Key West?

    On average a convertible car rental in Key West costs $103 per day.

  • Which car rental companies in Key West rent convertible cars?

    Car rental companies in Key West that rent convertible cars include Alamo, Avis, Budget and Enterprise Rent-A-Car.

  • How much does it cost to rent a convertible car for a week in Key West?

    On average a convertible car in Key West costs $720 per week ($103 per day) to rent.

  • How much does it cost to rent a convertible car long term for a month in Key West?

    On average a convertible car in Key West costs $3,084 per month ($720 per week) to rent.

Key West Convertible Car Rental Company Reviews

 
All ratings and reviews are collected from KAYAK users with a verified car rental booking. Learn how KAYAK collects reviews.

Budget

6.3

Okay

Read 33 reviews
Best rated

Cleanliness

6.8

Comfort

7.1

Pick-up/Drop-off

6.4

Value for money

6.1

One location in Key West

Show locations
from$82/day

Locations in Key West

3495 South Roosevelt Road

+1 305 294 8868

Monday08:00 - 18:00
Tuesday08:00 - 18:00
Wednesday08:00 - 18:00
Thursday08:00 - 18:00
Friday08:00 - 18:00
Saturday08:00 - 18:00
Sunday08:00 - 18:00
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Reviews

2.0 Poor

Dale, Nov 2025

Intermediate SUV

KAYAK
Took 1.5 hrs to return car due to poor process at this location. Offered minimum compensation for all their mistakes from beginning to end. Never rent from San Diego again!

6.0 Okay

Anonymous, Aug 2024

Economy

KAYAK
The condition of the rental car at pickup was very scratched. Its appearance caused doubt about its maintenance.

2.0 Poor

Anonymous, Apr 2024

Intermediate SUV

KAYAK
My trip was supposed to cost $1214.33. Budget receipt showed a charge of $1278.83. My amex charge to Budget was 1478.83. Budget agent said $200.00 would be credited to my Amex Card. That leaves $68.50 that Budget overcharged me.

2.0 Poor

Robert, Mar 2024

Pickup truck

KAYAK
They didn't accept Affirm for payment but on your website you guys said I was able to use Affirm at check I was very disappointed with Kayak . I doubt that I'll ever use your company again . Getting told at check out that budget doesn't accept Affirm as payment really put a strain on my trip !!!!

8.0 Very good

Sandy, Mar 2024

Compact

KAYAK
It was a good rental. The only problem we had was after flight delay and we landed in Key West the Budget rental booth was closed! We had to go to the Hertz booth to rent a car to get us to our house.

6.0 Okay

Anonymous, Feb 2024

Standard SUV

KAYAK
Pick up procedure was slow

1 out of 11

Avis

7.6

Good

Read 6 reviews

Cleanliness

7.2

Comfort

7.6

Pick-up/Drop-off

6.8

Value for money

7.6

One location in Key West

Show locations
from$75/day

Locations in Key West

3495 South Roosevelt Boulevard

+1 305 296 8744

Monday08:00 - 18:00
Tuesday08:00 - 18:00
Wednesday08:00 - 18:00
Thursday08:00 - 18:00
Friday08:00 - 18:00
Saturday08:00 - 18:00
Sunday08:00 - 18:00
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Reviews

8.0 Very good

Anonymous, May 2025

Intermediate

KAYAK
At our initial pickup in Key West, FL we were given a very nice Mazda. Unfortunately we later ran over a screw and could no longer keep the tire inflated. We had to change cars in Jacksonville, FL, but were not offered similar choices. The car we accepted, a Toyota, had less power, less comfort, and only one intermittent wiper speed, which was really a problem with precipitation that varied tremendously from place to place and even minute to minute. We later discovered that the Toyota had no windshield wiper fluid, that someone had wiped the inside of the windshield with a rag (so we couldn't completely clean it with fluid anyway), and it's Maintenance Needed alert came on. We decided to trade cars again in Philadelphia, PA, but were only offered a Dodge Charger which would likely have had much worse gas mileage and was too big for easy parking. But the local agency couldn't find its keys! We convinced an employee to fill our wiper fluid and elected not to change from the Toyota after all. (We also asked him to clean the inside of the windshield, but that wasn't done!) A couple of days later the Philadelphia agency called us, apparently still so dumbfounded by the missing key that they didn't even realize we hadn't taken the Dodge off their lot. Finally, even though we told the agent in Key West we wanted toll coverage, she apparently didn't set it up. The agency in Philadelphia discovered this by which time we had already gone thru several tolls. That agency allegedly corrected the matter, but we won't know for sure if that's true until all the billing is settled and we see that our tolls are all covered by our agreement. Overall all these experiences left a poor taste in our mouth.

2.0 Poor

Anonymous, May 2021

KAYAK

Pros:

The staff member told us "we had no hope of getting a car" and to use another agency, therefore we never got our car

Cons:

The staff should have issued a refund for the prepaid rental, but would not

6.0 Okay

Erica, Feb 2021

KAYAK

Pros:

Mack was so helpful! He tried to help my reservation when my flights were rerouted and we got in an hour later than expected. He really went above and beyond to try to accommodate the change in plans.

Cons:

Closing the office prior to the arrival of the last fight is problematic, there were a number of folks stranded without their rental car. This resulted in additional taxi fees from and returning to the airport to pick up the vehicle during the next days business hours. If business hours could be extended, the arrival in Key West and Avis experience would be more enjoyable.

1 out of 2

Enterprise Rent-A-Car

6.9

Okay

Read 17 reviews
Cheapest deal
Most popular

Cleanliness

7.5

Comfort

8.0

Pick-up/Drop-off

6.7

Value for money

6.9

Locations in Key West

2516 N Roosevelt Blvd

+1 305 292 0220

Monday08:00 - 18:00
Tuesday08:00 - 18:00
Wednesday08:00 - 18:00
Thursday08:00 - 18:00
Friday08:00 - 18:00
Saturday09:00 - 14:00
Sunday09:00 - 14:00
View deals

3491 S Roosevelt Blvd

+1 844 958 1292

Monday08:00 - 18:00
Tuesday08:00 - 18:00
Wednesday08:00 - 18:00
Thursday08:00 - 18:00
Friday08:00 - 18:00
Saturday08:00 - 18:00
Sunday08:00 - 18:00
View deals

Bldg A 4203 Midway Ave

Opening times not available

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Reviews

10.0 Wonderful

Darcy, Jun 2025

Economy

KAYAK
Very easy pick up. Drop off at different airport very easy also.

10.0 Wonderful

Anonymous, May 2024

Minivan

KAYAK
Jesse in Key West was great.

8.0 Very good

Anonymous, Feb 2024

Economy

KAYAK
Easy pick up. Car had a damaged bumper when I picked it up, but it was documented. When dropping it off at the end point, they questioned the bumper multiple times and made it seem like it never should have been on the road.

4.0 Mediocre

Abby, Apr 2021

KAYAK

Pros:

Drop off was easy

Cons:

The car was filthy and rattling. Ripped up seats in the back..... and the desk guy in key west was so rude and non helpful

8.0 Very good

Anonymous, Apr 2021

KAYAK

Pros:

The drop off was fine!

Cons:

We had a 10am airport car pickup at Key West International Airport. No cars were available at 9:50am when we arrived. We had to wait until 10:30am for next car coming back to be washed and cleaned. No one asked about Sun Pass. Will have to pay a fortune for each toll we went through without Sun Pass on the car?

2.0 Poor

Clif, Mar 2021

KAYAK

Pros:

Nice vehicle.

Cons:

Arrived at the pickup time. They were closed. Came back the next day to get the vehicle, it wasn't ready. After an hour long wait, the vehicle was presented to me. Clearly it was rushed. Did not have a full tank of gas. There was no walk around to inspect the vehicle. I took off with the vehicle. Already late for my meeting. Upon drop off in Miami, I was informed that there was damage to the vehicle on the passenger side rear door. Since it was a black vehicle and on the passenger side, I did not notice it on pickup. So in Miami I was informed that I will be charged for the damage.

1 out of 6

Alamo

6.5

Okay

Read 12 reviews

Cleanliness

7.3

Comfort

6.8

Pick-up/Drop-off

6.0

Value for money

6.8

One location in Key West

Show locations
from$86/day

Locations in Key West

3491 S Roosevelt Blvd

+1 844 958 1293

Monday08:00 - 18:00
Tuesday08:00 - 18:00
Wednesday08:00 - 18:00
Thursday08:00 - 18:00
Friday08:00 - 18:00
Saturday08:00 - 18:00
Sunday08:00 - 18:00
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Reviews

2.0 Poor

Kam, May 2021

KAYAK

Pros:

Staff was reluctant to help. arrived at pickup and was told cara wouldn’t be ready for another 2 hours.. which was 4 hours over our original pickup time. Stranded at an airport waiting for our car.

10.0 Wonderful

Robin, Apr 2021

KAYAK

Pros:

everything went smoothly, from booking to return

Cons:

price can always be better, but in this case Alamo was the best price.

2.0 Poor

Mike, Apr 2021

KAYAK

Pros:

N/A

Cons:

Didn’t have my rental car available @ time of pick-up. Had to cancel

4.0 Mediocre

Anonymous, Apr 2021

KAYAK

Pros:

Complimentary upgrade because my vehicle was unavailable

Cons:

Car was not available upon pickup. Was told three hour wait but did not get called for seven hours. Car was dirty and windows needed to be cleaned from all the previous dirt and grim. Customer service disconnected my call six times while trying to remedy the problem

2.0 Poor

Jerry, Apr 2021

KAYAK

Pros:

Friendly staff

Cons:

Car was not what I reserved. They had no full size cars available. Car smelled like smoke and made my kids sick

2.0 Poor

Juan, Jan 2021

KAYAK

Pros:

The convenience is good because it's a small airport.

Cons:

They never give you the car you reserved

1 out of 4

Hertz

5.1

Fair

Read 20 reviews

Cleanliness

5.9

Comfort

5.8

Pick-up/Drop-off

4.8

Value for money

5.3

One location in Key West

Show locations

Locations in Key West

3491 S. Roosevelt Blvd

+1 305 294 1039

Monday08:00 - 18:00
Tuesday08:00 - 18:00
Wednesday08:00 - 18:00
Thursday08:00 - 18:00
Friday08:00 - 18:00
Saturday08:00 - 18:00
Sunday08:00 - 18:00
View deals

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Reviews

2.0 Poor

Anonymous, Jun 2024

Intermediate SUV

KAYAK
Key West had few cars because of recent storms. A relatively valid excuse. Your staff was not at all helpful seeking alternate solutions. Eventually after about two hours we were given an adequate vehicle which still smelled of cigarette smoke. The return was easy.

2.0 Poor

Anonymous, Oct 2023

Full-size SUV

KAYAK
I’m President Circle in my car was not ready, I had to use a Budget. :(((

8.0 Very good

Anonymous, Oct 2022

KAYAK
The Hertz location where I was supposed to drop off the car was closed and I didn't know exactly what to do. I wish the employee had told me this when I picked up the car in Key West. There shouldn't be any ambiguity when dealing with a car.

2.0 Poor

Anonymous, Nov 2021

KAYAK
Reservation was confirmed with confirmation number….would you stranded at airport be cause NO vehicles were available at location. Terrible experience will NEVER do business with kayak again

1.9 Poor

Dylan, Jul 2021

KAYAK
The woman checking me out and setting up the rental was hands down the rudest woman I’ve ever dealt with at a rental car facility. There was a tropical storm and people were trying to leave and she made it extremely difficult and spoke extremely rudely to myself and other. Horrendous service.

6.0 Okay

Anonymous, Apr 2021

KAYAK

Pros:

The women at the counter was amazing. She was a true professional under extreme stress. There were no.cars avafor.pick up and people were very upset.

Cons:

Not waiting for well over an hour for my rental.

1 out of 7

National

2.0

Poor

Read 1 review

Cleanliness

2.0

Comfort

6.0

Pick-up/Drop-off

2.0

Value for money

2.0

2 locations in Key West

Show locations

Locations in Key West

2516 S Roosevelt Blvd

+1 844 868 8504

Monday00:00 - 00:00
Tuesday00:00 - 00:00
Wednesday00:00 - 00:00
Thursday00:00 - 00:00
Friday00:00 - 00:00
Saturday00:00 - 00:00
Sunday00:00 - 00:00
View deals

3491 S Roosevelt Blvd

+1 844 958 1294

Monday08:00 - 18:00
Tuesday08:00 - 18:00
Wednesday08:00 - 18:00
Thursday08:00 - 18:00
Friday08:00 - 18:00
Saturday08:00 - 18:00
Sunday08:00 - 18:00
View deals

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Reviews

2.0 Poor

Anonymous, Jan 2021

KAYAK

Pros:

The car was nice

Cons:

We had a reservation for 9AM to drive from Key West to Miami. The car was not ready for us to drive away until noon!! When we checked in, the attendant said the car would be ready in an hour, but really took three hours. By the time we left there were 150 people in line waiting to check in to pick up their rental. Airplanes continued to arrive throughout the period with people expecting to pick up a car and continue their journey. Airport security was having a fit trying to make people maintain social distance when the airport physically did not contain enough space to allow 150 people in line waiting and people arriving claiming their bags on the baggage carousel to maintain distinace. The entire problem was caused by National, Enterprise, Alamo car rental mismanagement and inability to think outside the box. In fact, I watched two employees show up to work then disappear when having to confront unhappy customers looking for an explanation for why they couldn’t get their car.

1 out of 1

Ace

5.8

Fair

One location in Key West

Locations in Key West

3424 N Roosevelt Blvd

+1 305 293 3555

Monday08:00 - 18:00
Tuesday08:00 - 18:00
Wednesday08:00 - 18:00
Thursday08:00 - 18:00
Friday08:00 - 18:00
Saturday08:00 - 18:00
Sunday09:00 - 14:00

Filters

No reviews available

Economy Rent a Car

5.7

Fair

One location in Key West

Locations in Key West

3424 N Roosevelt Blvd

Opening times not available

Filters

No reviews available

Free2Move

No score available yet

One location in Key West

Locations in Key West

3424, N Roosevelt Blvd

+1 305 293 3555

Monday08:00 - 18:00
Tuesday08:00 - 18:00
Wednesday08:00 - 18:00
Thursday08:00 - 18:00
Friday08:00 - 18:00
Saturday09:00 - 14:00

Filters

No reviews available

Sunnycars

No score available yet

One location in Key West

Locations in Key West

3491 S. Roosevelt Boulevard

Opening times not available

Filters

No reviews available

VIPCars Recommendation

No score available yet

One location in Key West

Locations in Key West

2516 N Roosevelt Blvd, Key West, , USA Florida

+1 914 368 0091

Monday07:00 - 20:00
Tuesday07:00 - 20:00
Wednesday07:00 - 20:00
Thursday07:00 - 20:00
Friday07:00 - 20:00
Saturday07:00 - 20:00
Sunday07:00 - 20:00

Filters

No reviews available

124 travelers who rented a car in Key West gave the car agency they used an average rating of 5.8

Car rental locations in or near Key West

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Everything you need to know for your convertible car rental in Key West

Car rental at airports serving Key West

Car rental near Key West Airport

Key West Convertible Car Rental Information

Pick-up locationKey West
Car typesConvertible
Rental locations5
Airport locations5
Popular agenciesEnterprise Rent-A-Car, Alamo, Avis, Budget