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Rent A Boat In Key West, Florida - Updated 2020

Rent A Boat In Key West, Florida - Updated 2020

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.

1. Tastefully furnished boat rental (from USD 250)

If you are looking for a fantastic accommodation in Key West, Florida that can comfortably house up to four guests, you might want to check out this tastefully furnished eco lodging vacation rental in Perry Hotel Key West. It is very affordable, spacious, featuring a cozy single bedroom and a sparkling clean bathroom. Guests have access to all the amenities of this lovely boat rental and also those of Perry Hotel Key West, including a stunning swimming pool, a fitness center, and a parking space. This lovely accommodation has lots of lounge areas whether you want to read a book indoors or you want to enjoy a few drinks in the cockpit while marveling at the picturesque views.

Eco Lodging at 5-Star Resort - Perfect for Couples and Families
37 reviews
Boat 4 Guests 1 Bedroom 1 Bathroom
Top guest reviews
Amenities & Room:
you might not think of - like how a marine toilet works
It was quiet and comfortable
The boat is stocked with everything you need - kitchen items bath items
The boat itself had everything we needed - including kayaks
The Air conditioner works great
The marina bathrooms/showers and laundry facilities were very close to the boat
The boat was exactly as pictured and described and worked out very well for our family of 4 - our 16 year old
They are also knowledgeable about ecology and shared that with us
fire pits pool shuttle)
Trish and Jeff respond immediately to pre-trip questions and not only worked with us to move some dates due to a family emergency but did so with compassion and understanding
Trish was so accommodating allowing us to arrive early giving tips on restaurants and places to go and equipping the boat with everything we needed to start our vacation
We wanted a new experience and the boat was a cute and cozy way to do that
(I left beer in the regrigerator so if it is still there you are welcome to it )
but I did take some of the fruity water on my way to catch the shuttle
and there's a bathhouse close to the dock that is really nice
and there are 2 bikes on the dock available for use
The entire experience from our first inquiry to our departure was perfect
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2. 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.

37 ft. Economy Boat In The REAL Downtown Key West Economy Sailboat Spring 2020
18 reviews
Boat 4 Guests 2 Bedrooms 2 Bathrooms
Top guest reviews
Amenities & Room:
Had a great time more than expected treated like familyWill be back
was the highlight Of our trip
The boat was larger than we expected and had everything we needed to feel at home
access to the piers private bath/shower/laundry is a BIG PLUS Faleacia
The boat is what it says it is
The crew members were super professional yet so friendly
They made us feel like we were out with friends and not a hired crew
Albert our host was very friendly and welcoming and made sure to stop by and make sure we were happy with our overall stay
We 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 here
Location was great close to restaurants shops and the downtown area sailing to The Reef
What an incredible location just steps away from bars restaurants
The location was close to all the fun of Key West and felt miles away too
shopping fishing etc Can walk to basically any service
We live in Fort Lauderdale so not too far of a drive to come back Thanks again
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3. Sail boat with a fabulous cockpit lounge area (from USD 208)

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.

Sail Boat Catamaran / House Boat/ Key West
14 reviews
Boat 8 Guests 3 Bedrooms 3 Bathrooms
Top guest reviews
Amenities & Room:
Lucy had plenty of room for our lounging around and cooking Ray
but that was preplanned at the request of the kids
It was our first time in Key West and we enjoyed our stay
the boys had a blast fishing right off the boat and dock
It was very comfortable and had all the accommodations we needed
Very nice and quiet Very relaxing vacation
The three bedrooms were adequate for adults and air conditioning
met all of our needs
the marina was beautiful as well we have been visiting the keys for years
our start was a little bumpy but ray was great to work with if we needed anything or had questions he was a big help
had 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 time
the manager was also very nice and accomodating
The shuttle is a great way to get around
We also did eat at a few of the restaurants recommended by Guy Fieri
We 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 easily
It was a new experience - very different from any other
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4. Chic yacht with a cozy living space (from USD 60)

Luxurious and chic are two of the most appropriate words to describe this stunning accommodation. It has bright interiors and elegant rustic accents. It’s like a fancy hotel room in a boat setting. It is equipped with wonderful amenities such as three bedrooms that are ideal for six guests, two bathrooms, a modern kitchen with a table area, a cockpit lounge area, and a deck with a comfy hammock-like net for sunbathing purposes. To top it all off, this boat rental is available for charter, and guests have access to all the amenities of the marina where it is docked.

NEW! Luxury Charter Catamaran Yacht Sleeps 6!
10 reviews
Boat 6 Guests 3 Bedrooms 2 Bathrooms
Top guest reviews
Amenities & Room:
The boat was beautiful and immaculate Plenty of room for our party of four
Stock Island Marina is wonderful:
The marina was very nice
Smart fun and so knowledgeable about the Keys and sailing
Scott and crew were so very welcoming and hospitable during our stay Very comfortable accommodations and convenient to all the cool and fun places on SI
We sailed/ motored the boat snorkeled and swam
It simply does not get any better
This boat is the way to have fun in Key West
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5. Exceptional boat rental for six guests (from USD 275)

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.

KEY WEST LIVIN' Beautiful 50' Yacht with 3 Bed, 2 Bath sleeps 6.
50 reviews
yacht 6 Guests 3 Bedrooms 2 Bathrooms
Top guest reviews
Amenities & Room:
I chose to use the shower down on the same dock instead of on boat
had all amenities we needed AC very cold and flatscreen tv to watch
it had everything we needed from toiletries to kitchen utensils
it 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 day
Everything looks exactly as pictured if not better
The boat was super clean
Very nice stay on the boat very quiet and clean Close
It was very spacious and had everything we needed right there
The boat was exactly as described and had MORE than enough room for all of guests
/everyone was so accommodating
Nice boat in an amazing marina
Owner and arrival well planned Very accessable - helpful when we first arrived and getting settled in Great recommendations given for local activities
the marina is beautiful and the owner
the owner Alex checked in with us to make sure everything was going well Would definitely recommend
it was fun good location and great amenities but general cleaning of a place
Unfortunately it did not measure up
and we were looking for something different
Found this boat that looked wonderful and something different
caught a lot of Snapper to cook up on the grill at the end of the dock
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6. Restored vintage yacht (from USD 155)

You will surely love the vintage decor of this restored yacht. Being in it will make you feel like you are living in the 70s. It is spacious, clean, and very organized. This accommodation is ideal for couples on a romantic getaway. It houses a comfortable bedroom and a private bathroom. Also, it has a kitchen with some cooking essentials and equipment, a lounge area with a table, and seating at the cockpit. Important note; the yacht is not available for sailing.

Cozy Restored Vintage Yacht
16 reviews
Boat 2 Guests 1 Bedroom 1 Bathroom
Top guest reviews
Amenities & Room:
The boat is docked at a great marina with all the amenities you need to be comfy
was at 4pm and the slip number for the boat
it was a delightful and cozy retreat
The bed was cozy but took one night to figure out how we fit
The air conditioner is functional but it does take up quite a bit of room in the middle of the small space
Great boat Marina is awesome
well she was very nice then opened the door to the boat OMG walking in there
so when we got there sure enough he said he was at the boat waiting
anyhow we text him and his answer was check in
Captain Rick is a friendly host and was very responsive to the requests we made We liked having a small fridge and stovetop for breakfast and the occasional glass of wine
Located 4 miles from "downtown" Key West and beaches
And the nearby local eateries were super quality
we were able to easily enjoy the "salt life " Thanks to Rick for providing us with Starbucks coffee which is essential for watching the sun rise from America's southernmost location
Had a wonderful time on the LuLu Location was perfect Close to everything
Great location very comfortable living area
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7. Luxury charter boat (from USD 50)

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.

43' Luxury Charter Boat
62 reviews
yacht 6 Guests 4 Bedrooms 2 Bathrooms
Top guest reviews
Amenities & Room:
The boat is very spacious Beds are not plush but your on a boat
The pictures on the listing are exactly as the boat looked in person
The yacht was beautiful and immaculate
we did not use)
We sat at the top of the boat and had beautiful views
Loved it very clean
The boat was very clean and well maintained
The boat house was quite sufficient for showering water pressure was great and always had hot water
and he answered us right away
he's an awesome guy
Very friendly marina Would return
Andy was very quick to respond to the couple questions we had when we checked in
The Hogfish Bar and Grill (almost next door) is fantastic Good food drinks and service
Enjoyed learning this way of life
Also ate at Roostica Pizza on Stock Island - another great choice Thanks for everything
It is a little ways away from Duval Street in Key West but was very easily accessed by Uber for approximately $20
If" a problem arises Andy takes care of it immediately
Spent the entire month of February here and didn't want to leave
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8. Sailboat near downtown Key West (from USD 475)

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.

44ft Sailboat The REAL Key West Downtown Book Now Spring Break Save $$
51 reviews
Boat 6 Guests 2 Bedrooms 2 Bathrooms
Top guest reviews
Amenities & Room:
it has two bedrooms two small bathrooms and a nice center cabin with a kitchenette and seating area
the master stateroom was very nice with a most comfortable bed
the boat was clean and quite comfortable
the marina restroom and showers were very clean and convenient
she is definitely a sweetheart and was very helpful
the accommodations were excellent the crew and owners fantastic and key west
first let me say how pleasant albert and rhonda are as hosts
captain and crew were very friendly and helpful and great about teaching our boys about sailing
we really enjoyed the stay aboard and the convenient location
the location is excellent and you can’t beat watching the sunset while sipping a cocktail on deck
location is ideal close to everything even restaurants and coffee shops at the end of the dock
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9. Luxury yacht available for charter

Featuring relaxing bright interiors and lots of windows that allow guests to marvel at the majestic views from inside, this yacht is a comfortable and convenient haven that will shelter you during your Key West vacation. It is complete with wonderful amenities such as two cozy bedrooms, two private bathrooms, a functional kitchen, a dining area, a lovely salon, and a seating space with a table in the cockpit. You can also spend time basking in the warmth of the sun on the deck. To top it all off, this fantastic yacht is available for charter at an additional cost.

DISCOUNTED! 45' Luxury Yacht & Other Boats
36 reviews
yacht 6 Guests 2 Bedrooms 2 Bathrooms

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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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