Features
Map
Rates & Availability
Review
Features
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PETS
No Pets 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 Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property) -
BEDROOM
2 Bedrooms Bed Sheets Provided -
KITCHEN
Coffee/tea Maker Cookware/dishes/utensils Dishwasher Ice Maker Microwave Oven Refrigerator Stovetop Toaster -
LAUNDRY
Laundry Facilities Washing Machine And Dryer -
PARKING
Onsite Parking Onsite Parking Options Include A Carport -
INTERNET
Free WiFi -
OUTDOORS
Balcony Fenced Yard -
POOL/SPA
Heated Pool Shared/communal Pool -
BATHROOMS
2.5 Bathrooms Bathtub Or Shower Towels Provided -
LANGS SPOKEN
English -
THINGS TO DO
Basketball Nearby Cycling Nearby Ecotours Nearby Fishing Nearby Golf Nearby Jet Skiing Nearby Marina Nearby Sailing Nearby Scuba Diving Nearby Water Park -
ENTERTAINMENT
Smart TV With Cable/satellite Service -
LIVING SPACES
Dining Room Living Room -
CLIMATE CONTROL
Air Conditioning -
LOCATION HIGHLIGHTS
In The City Center Near The Sea -
SERVICES AND CONVENIENCES
Iron/ironing Board -
SUITABILITY/ACCESSIBILITY
Smoke-free Property
Map
Rates & Availability
Review
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Victoria k.
Submitted May 15, 2025
Stayed May 7, 2025Rating Details: The property manager was very helpful. The vacation rental was very clean. I was very happy with the location. I was satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We stayed in Captains Wheel for a week. There were four of us and plenty of room. The location is excellent. Close to Duval Street and everything else but also quiet. Absolutely beautiful area. The house itself could use some work and updating.. broken blinds, dirty yard, old mattresses, broken drawers on dresser. The management staff was quick to respond with questions and concerns.
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Timothy H.
Submitted Nov 25, 2024
Stayed Dec 31, 1969Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Quite surroundings. Sat on the front porch and watched people walk by! Very peaceful !
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Timothy H.
Submitted Nov 24, 2024
Stayed Nov 16, 2024Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Quite surroundings. Sat on the front porch and watched people walk by! Very peaceful !
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Branden Y.
Submitted Jul 1, 2024
Stayed Dec 31, 1969Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: This place is amazing. From the location to the folks at Compass. We stay every year and this year was the same amazing experience e we always get! Thanks!
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Erin Z.
Submitted Apr 22, 2024
Stayed Apr 13, 2024Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We stayed at Captains Wheel in Truman Annex for a week in April. Of course the location is perfect ...everything in Old Town/Historic KW within walking distance, and Mallory Square is just down the street...seriously. We arrived on a Saturday and retrieving keys to the TH was super easy and convenient. We absolutely loved the unit! Clean, stocked with just about everything we needed. Beds were comfortable as was the furniture in the LR. A balcony off each BR makes for great morning to drink your beverage of choice. Loved the community pool as well! Truman Annex in general is just beautiful and quiet too! I will definitely will be returning to KW and Truman Annex will be where I stay again. I’m already missing the Palm Trees 🌴 One final thing...the staff at Compass was great! They made the checking in and out process super easy.
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Mary alice D.
Submitted Apr 15, 2024
Stayed Dec 31, 1969Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Lucky to be there!
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Eric 8 K.
Submitted Jan 29, 2024
Stayed Jan 20, 2024Rating Details: The property manager was more than helpful. The vacation rental was spotless. I was more than happy with the location. I was somewhat dissatisfied with the condition of the vacation rental. Overall, I do not recommend this vacation rental. Reviewer Comments: Cozy, clean place, 2 bedrooms, 2.5 baths. Nice private patio with grill. Great location and easy to walk to all points on Key West.Cons: Construction next door made it difficult to enjoy patio (main off living room and bedroom) with construction activity and noise going on during the day. Find it odd we weren't notified or at least an apology note. I've stayed a lot of places and construction does happen, but company/management always up front about it and try to make it right.Beds: Very old, worn and need to be replaced. Others and I woke to back pain daily. All pillows were firm with no other options available.Bedroom bathrooms need to be upgraded. Nearly impossible to turn on one of faucets and non-stop dripping of shower/tub.With the current condition of bedrooms, I wouldn't recommend this location or stay there again until issues addressed. The Truman Annex is a perfect location with a lot of natural beauty. There are several other properties to choose from.
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Brian W.
Submitted Dec 28, 2023
Stayed Dec 31, 1969Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Roomy and in a great location A little extra pre-arrival inspection would be nice to ensure all electronics and battery operated systems are working correctly
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Kelly J.
Submitted Aug 3, 2023
Stayed Dec 31, 1969Rating Details: The property manager was very helpful. The vacation rental was clean. I was very happy with the location. I was satisfied with the condition of the vacation rental. Overall, I do not recommend this vacation rental. Reviewer Comments: We Enjoyed our stay at The Captain's Wheel, however This property is just OK stocked primarily in The Kitchen. No hot pads, washcloths, kitchen towels or cleaning supplies etc. Beds need to be upgraded too. The Queen bedded room is only good for sleep. My husband and I kept sinking into the middle. The other twin bedded room the mattresses are so hard/stiff. I think beds are so important & that is why I would not recommend to family or friends. A little bit of tweak would bring this property to five stars.
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Cyndie H.
Submitted Jun 24, 2023
Stayed Jun 17, 2023Great location and clean condo. Couldn’t navigate the tv but not a big deal on vacay. No kitchen linens but paper towels and bathroom hand towels sufficed. Rental co was great to work with on our early arrival and late departure. Location was fantastic!