Key West is a breathtaking island city in Florida. It belongs to Florida’s archipelagic region on the southernmost end, almost near Cuba. It is popular for its charming conch houses that showcase pleasing pastel-colored exteriors, bustling marinas, and stunning beaches. While in Key West, be sure to check out the historic Ernest Hemingway Home and Museum, which was once home to an iconic American author and Key West resident. If you want a taste of the city’s vibrant culture and delicious eats, drop by the Mallory Square. Also, be sure to spend a day in Smather’s Beach and soak in crystal clear waters. If you are planning a vacation to Key West any time soon, consider renting a boat for an exciting vacation. Scroll down and find out where to rent a boat in Key West, Florida.
We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on February 04, 2024.
1. Fantastic yacht in downtown Key West (from USD 395)
Maximize your Key West adventure by actually living by the seas in this stunning yacht accommodation. The boat is chic, elegant, and complete with necessary amenities to make your stay comfortable and convenient. It has two bedrooms and two private bathrooms that can comfortably accommodate four guests. This boat is conveniently docked in the marina in downtown Key West where guests have access to a plethora of excellent restaurants, retail shops, and the city’s top attractions. It is fully air-conditioned, pet-friendly, and has a provided parking space for guests traveling by car.
Top guest reviews
Amenities & Room:
Had a great time more than expected treated like familyWill be backwas the highlight Of our tripThe boat was larger than we expected and had everything we needed to feel at homeaccess to the piers private bath/shower/laundry is a BIG PLUS FaleaciaThe boat is what it says it isHost:
The crew members were super professional yet so friendlyThey made us feel like we were out with friends and not a hired crewAlbert our host was very friendly and welcoming and made sure to stop by and make sure we were happy with our overall stayWe had a couple issues early on (happens with any boat)The Captain and crew could not have been more friendly and helpful - for anyone who chooses to stay hereRead more reviewsLocation:
Location was great close to restaurants shops and the downtown area sailing to The ReefWhat an incredible location just steps away from bars restaurantsThe location was close to all the fun of Key West and felt miles away tooshopping fishing etc Can walk to basically any serviceWe live in Fort Lauderdale so not too far of a drive to come back Thanks again
2. Exceptional boat rental for six guests (from USD 650)
Experience Key West’s luxurious lifestyle by living in a yacht during your adventure to this beautiful island city in Florida. It bills itself as an accommodation better than any hotel in the city. Docked on a safe harbor with breathtaking views, guests have easy access to lots of attractions within the area, including excellent restaurants and laidback cafes. On the other hand, this yacht features three comfy bedrooms and two private bathrooms. It also has a kitchen with cooking essentials and basic appliances, a dining area, and a cockpit with seating.
Top guest reviews
Amenities & Room:
I chose to use the shower down on the same dock instead of on boathad all amenities we needed AC very cold and flatscreen tv to watchit had everything we needed from toiletries to kitchen utensilsit accommodates every need for a great stay Having the options of three bedrooms plus a pull-out in the living room allowed us to not only spend time with multiple friends but also feel comforta...Had the captain take us our one dayCleanliness:
Everything looks exactly as pictured if not betterThe boat was super cleanVery nice stay on the boat very quiet and clean CloseIt was very spacious and had everything we needed right thereThe boat was exactly as described and had MORE than enough room for all of guestsHost:
/everyone was so accommodatingNice boat in an amazing marinaOwner and arrival well planned Very accessable - helpful when we first arrived and getting settled in Great recommendations given for local activitiesthe marina is beautiful and the ownerthe owner Alex checked in with us to make sure everything was going well Would definitely recommendRead more reviewsLocation:
it was fun good location and great amenities but general cleaning of a placeUnfortunately it did not measure upand we were looking for something differentFound this boat that looked wonderful and something differentcaught a lot of Snapper to cook up on the grill at the end of the dock
3. Luxury charter boat (from USD 225)
This marvelous yacht exudes luxury and elegance in every corner. Not only that, but it is also a comfortable haven to go home to after hours of strolling Key West’s busiest streets and top attractions. It is spacious enough to accommodate up to six guests, housing four cozy bedrooms and two sparkling clean bathrooms. In addition, it features lots of common spaces where everyone can chill and relax. Also, it has a full kitchen and a fabulous cockpit seating area. This yacht is built with lots of windows that let guests enjoy the marvelous views from inside.
Top guest reviews
Amenities & Room:
The boat is very spacious Beds are not plush but your on a boatThe pictures on the listing are exactly as the boat looked in personThe yacht was beautiful and immaculatewe did not use)We sat at the top of the boat and had beautiful viewsCleanliness:
Loved it very cleanThe boat was very clean and well maintainedThe boat house was quite sufficient for showering water pressure was great and always had hot waterHost:
and he answered us right awayhe's an awesome guyVery friendly marina Would returnAndy was very quick to respond to the couple questions we had when we checked inThe Hogfish Bar and Grill (almost next door) is fantastic Good food drinks and serviceRead more reviewsLocation:
Enjoyed learning this way of lifeAlso ate at Roostica Pizza on Stock Island - another great choice Thanks for everythingIt is a little ways away from Duval Street in Key West but was very easily accessed by Uber for approximately $20If" a problem arises Andy takes care of it immediatelySpent the entire month of February here and didn't want to leave
4. Sailboat near downtown Key West (from USD 550)
If you are traveling to the beautiful island city of Key West any time soon and you are not into the crowded hotel living setup, you might want to try living in the seas in this gorgeous yacht. It is located in Downtown Key West where all the attractions, including exquisite restaurants and souvenir shops, are also situated. On the other hand, this yacht features two delightful bedrooms and two fantastic bathrooms. It has electricity and air-conditioning. Plus, it is available for charter at an additional cost.
Top guest reviews
Amenities & Room:
it has two bedrooms two small bathrooms and a nice center cabin with a kitchenette and seating areathe master stateroom was very nice with a most comfortable bedCleanliness:
the boat was clean and quite comfortablethe marina restroom and showers were very clean and convenientHost:
she is definitely a sweetheart and was very helpfulthe accommodations were excellent the crew and owners fantastic and key westfirst let me say how pleasant albert and rhonda are as hostscaptain and crew were very friendly and helpful and great about teaching our boys about sailingRead more reviewsLocation:
we really enjoyed the stay aboard and the convenient locationthe location is excellent and you can’t beat watching the sunset while sipping a cocktail on decklocation is ideal close to everything even restaurants and coffee shops at the end of the dock
5. Sail boat with a fabulous cockpit lounge area (from USD 257)
Looking for a big, spacious accommodation for a group of eight? If so, this lovely boat rental is a fantastic choice for you. It is elegant, luxurious, cozy, and complete with upscale amenities that will surely make your Key West adventure unforgettable. The boat features three comfortable bedrooms, three sparkling clean bathrooms, and a full kitchen where you can prepare your specialty dishes. Its cockpit is turned into a fabulous lounge area where you can enjoy after-hour drinks as you watch the sunset with the cotton candy skies in the background.
Top guest reviews
Amenities & Room:
Lucy had plenty of room for our lounging around and cooking Raybut that was preplanned at the request of the kidsIt was our first time in Key West and we enjoyed our staythe boys had a blast fishing right off the boat and dockIt was very comfortable and had all the accommodations we neededCleanliness:
Very nice and quiet Very relaxing vacationThe three bedrooms were adequate for adults and air conditioningHost:
met all of our needsthe marina was beautiful as well we have been visiting the keys for yearsour start was a little bumpy but ray was great to work with if we needed anything or had questions he was a big helphad the boat well prepared for us and was only a call away when we threw a breaker while running the microwave oven and brewing coffee at the same timethe manager was also very nice and accomodatingRead more reviewsLocation:
The shuttle is a great way to get aroundWe also did eat at a few of the restaurants recommended by Guy FieriWe did eat at a few of the restaurants recommended by Ray (which was a short drive to Key West)We rented scooters and was able to get around town easilyIt was a new experience - very different from any other
A luxurious lifestyle in Key West
Key West is a stunning island city that is popular among tourists. People from all over the world visit it for the breathtaking beaches, the exciting watersports, the vibrant nightlife, and the lovely attractions. If you are planning an adventure to Key West, whether with family or friends, you might want to use this list of yacht rentals as your guide to choosing the best place to stay for your vacation. May you have a delightful Key West experience ahead.
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