Features
Map
Rates & Availability
Review
Features
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PETS
Service Animals Only (pets Not Allowed) -
DINING
Dining Table -
SAFETY
Carbon Monoxide Detector Not Reported (host Has Not Indicated Whether There Is A Carbon Monoxide Detector On The Property; Consider Bringing A Portable Detector) Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property) -
BEDROOM
2 Bedrooms Bed Sheets Provided -
KITCHEN
Cookware/dishes/utensils Dishwasher Ice Maker Microwave Oven Refrigerator Spices Stovetop Toaster -
LAUNDRY
Laundry Facilities Near Laundromat Washing Machine And Dryer -
PARKING
Car Not Required Onsite Parking -
INTERNET
Free WiFi -
OUTDOORS
Balcony -
BATHROOMS
2 Bathrooms Hair Dryer Towels Provided -
WORKSPACES
Desk Desk Chair -
LANGS SPOKEN
English French Spanish -
THINGS TO DO
Basketball Nearby Cycling Nearby Ecotours Nearby Fishing Nearby Golf Nearby Jet Skiing Nearby Parasailing Nearby Scuba Diving Nearby Snorkeling Nearby Tennis On Site -
ENTERTAINMENT
Games Smart TV With Cable/satellite Service -
LIVING SPACES
Living Room -
CLIMATE CONTROL
Air Conditioning -
LOCATION HIGHLIGHTS
In A Village In The City Center Near A Health Or Beauty Spa Near A Hospital Near The Sea -
SERVICES AND CONVENIENCES
Concierge Services Iron/ironing Board -
SUITABILITY/ACCESSIBILITY
Smoke-free Property
Map
Rates & Availability
Review
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Kelly
Submitted Jun 4, 2025
Stayed May 30, 2025Beautiful place, very convenient to everything. Duval St is 2 blocks up
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Larae
Submitted Oct 24, 2024
Stayed Oct 21, 2024Loved the location, condo was very clean and decorated well. Only issue was the birds roosting above the parking space. Car was covered with bird poo.
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Aaron
Submitted Jun 11, 2024
Stayed May 31, 2024The Pirates Penthouse was absolutely amazing! We drove down there and had our own parking spot. You were able to walk to everything. You are just off Duvall street so it’s quite at night. The inside was amazing. Super clean and comfortable. Having a washer and dryer was a big bonus. First vacation ever that we left with clean clothes. We will certainly be back again!
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Megan
Submitted Feb 25, 2024
Stayed Feb 19, 2024We LOVED our stay at The Pirates Penthouse! Beautiful, clean home with that Key West vibe! Arlena was amazing - we are so thankful for her guidance to the best eats and places to visit and for her reaching out to ensure all was well. Last Key Reality will be our go to from now on and The Pirates Penthouse hasn’t seen the last of us!!! Thank you!!
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John P.
Submitted Jan 13, 2026
Stayed Jan 8, 2026Had a wonderful stay at the Pirate's Penthouse. House was clean, beautiful and every need was well thought out. Host was always available and helpful. Highest recommendation!!!
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Carol R.
Submitted Dec 10, 2025
Stayed Nov 22, 2025Great location.
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Jeanette S.
Submitted Dec 6, 2025
Stayed Dec 1, 2025Great location with close proximity and walking distance to everything. Live entertainment downstairs could be enjoyed from the balcony too.
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Holly W.
Submitted Oct 27, 2025
Stayed Oct 16, 2025Beautiful place in the perfect location!
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Melesa J.
Submitted Sep 7, 2025
Stayed Aug 19, 2025Excellent!
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Darrin&Kathy C.
Submitted Jul 4, 2025
Stayed Jun 30, 2025We had an awesome stay at the Pirate’s Penthouse! The unit was exactly as described and exceeded our expectations. It was very spacious and had everything we needed including many extras such as beach towels and chairs that one might not have if flying in. The kitchen was well equipped, although we did not cook much with all of the places in Key West we wanted to go including Blue Heaven across the street. The location was great as it was walking distance to Duval, The Southernmost Point, Hemingway’s House, and more. It was nice to have a parking spot with the unit to load up the car for the beach at Fort Zachary Taylor and further destinations. A great stay!
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Kevin N.
Submitted Jun 22, 2025
Stayed Jun 18, 2025This unit was amazing. Very clean and modern. More than enough room in the bedrooms and bathrooms. The best part is the location if you want to be in the middle of it all. Walking distance to almost everything. Parking space was a great feature. It can get a bit noisy at night since you're so close to the action. Easy to sleep through it since you're having so much fun. I would go back again!
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Todd Y.
Submitted Jun 4, 2025
Stayed May 20, 2025Great stay and location!
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Kevin K.
Submitted May 30, 2025
Stayed May 9, 2025First time to Key West, and what a great experience. Our host was great and came to meet my family and I at the property when we arrived, and was very friendly and informative about the area and things to do. The condo was absolutely beautiful, and met all of our needs and then some. I would definitely stay here again. The place is situated above a restaurant, and the only issue I had was them was them putting their garbage cans behind my car every night, even with my car being parked between the lines correctly as per their rules, but this wasn’t enough to leave nothing but 5 stars for this property and the host. And contrary to some reviews I read, I felt the roosters added to the experience of being there. Definitely will stay again!! Thank you!!!
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Kristy M.
Submitted May 13, 2025
Stayed Apr 29, 2025Fantastic experience, so close to city center we could walk to all areas. Clean, comfortable, and surprisingly quiet in spite of being above and across from a restaurant. That actually made it really fun to sit on the porch and people watch with coffee or cocktails! Bonus - the crepe place below provided a wonderful meal just down our steps. You can hear the roosters, but they are all over the island and they didn't bother me at all. We will stay here again.
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Michael S.
Submitted Mar 31, 2025
Stayed Mar 12, 2025The location has just the right amount of activity and relaxation. The apartment has everything you need with new furniture and appliances. The management staff was very helpful with excursion assistance and helpful suggestions that made our stay special.
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Jann P.
Submitted Feb 6, 2025
Stayed Jan 31, 2025Beautiful condo in perfect location for friends weekend. Everything is walkable and some great restaurants and bars very close by. The condo is just as shown in pictures and Last Key rental company is great to work with! Great communication and constant checking made us feel very welcome.
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joann y.
Submitted Jan 30, 2025
Stayed Jan 27, 2025The unit was beautiful and had everything you could think of. You do need to bring your own bath soap and hair products. The location and unit were perfect. Newley renovated. It did have a parking space but the roosters and hens bedded in the tree above it so every morning my car need to be rinsed off because of the droppings. There is a hose right there as well. It was a bit noisy from the rooster doodling ALL night and the delivery’s early morning as well as the garbage trucks. I recommend ear plugs if your not a heavy sleeper. They had a sound machine in each bed room but that just made more noise.
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Susan B.
Submitted Dec 16, 2024
Stayed Dec 13, 2024Great location. Clean and beautifully decorated
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Tracy B.
Submitted Nov 21, 2024
Stayed Nov 17, 2024I enjoyed everything about it!
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Melody M.
Submitted Sep 17, 2024
Stayed Aug 30, 2024The house was perfect, location amazing, and the property manager texted me the whole time and was sooo great!!! She even dropped off cupcakes for my daughters 16th birthday!!! Highly recommend.
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Al S.
Submitted Aug 14, 2024
Stayed Jul 24, 2024everything was perfect, you couldn't ask for more- great hosts, always on top of everything, great place, period!!
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Scott C.
Submitted Aug 2, 2024
Stayed Jul 1, 2024Pirate's Penthouse was phenomenal! The location was suberb and the interior was clean and modern. My daughter absolutely loved the loft! We would definitely stay there again!