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THE QUARTERDECK ~ Colorful & Comfy 2nd Floor 2Ba/ 1Ba Shipyard Unit!

Photo gallery for THE QUARTERDECK ~ Colorful & Comfy 2nd Floor 2Ba/ 1Ba Shipyard Unit!

A balcony with a white railing overlooking a lush garden with palm trees and a brick building in the background. - THE QUARTERDECK ~ Colorful & Comfy 2nd Floor 2Ba/ 1Ba Shipyard Unit! (Key West)
A kitchen with a refrigerator, oven, and sink, a staircase with a wooden handrail, and a blue wall with a decorative piece. - THE QUARTERDECK ~ Colorful & Comfy 2nd Floor 2Ba/ 1Ba Shipyard Unit! (Key West)
A kitchen with white cabinets, a stainless steel refrigerator, and a tiled floor. - THE QUARTERDECK ~ Colorful & Comfy 2nd Floor 2Ba/ 1Ba Shipyard Unit! (Key West)
A swimming pool with a white fence, surrounded by buildings with balconies and palm trees. - THE QUARTERDECK ~ Colorful & Comfy 2nd Floor 2Ba/ 1Ba Shipyard Unit! (Key West)
A living room with a blue sofa, a wooden coffee table, and a colorful chair. There is a dining area in the background with a table and chairs. - THE QUARTERDECK ~ Colorful & Comfy 2nd Floor 2Ba/ 1Ba Shipyard Unit! (Key West)
Close to Duval Street and Mallory Square, THE QUARTERDECK ~ Colorful & Comfy 2nd Floor 2Ba/ 1Ba Shipyard Unit! provides a water park, a garden, and laundry facilities. Stay connected with free in-room WiFi.

Reviews

9.4 out of 10
Exceptional

Popular amenities

  • Pool
  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning

Add dates for prices

About this property

THE QUARTERDECK ~ Colorful & Comfy 2nd Floor 2Ba/ 1Ba Shipyard Unit!

  • COMFORT AND VALUE IN TRUMAN ANNEX…
    This newly renovated 2nd floor two bedroom condo is located in The Shipyard, a neighborhood of Truman Annex in the heart of Old Town Key West! Colorful, fun patterns fill the rental with life while the furnishings provide a comfortable gathering space for your group. The sunny deck overlooks the distance views of the ocean through the lush trees but can also be a shady retreat with the help of an awning.  This unit is accessed via one flight of stairs.
    ***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGE

    FURNISHINGS…
    The Quarterdeck’s open floor plan and ample seating provides the perfect space for your group to enjoy together. Curl up on the couch and watch a movie on the flat screen, gather around the dining table to play a game or cook together in the fully equipped kitchen!

    SLEEPING ARRANGEMENTS…
    Both guest rooms have a comfortable queen bed with extra drawers built into the bed frames for maximum storage space! Each room has a closet with lots of hanging space a flat screen TV, tile throughout and new paint for a fresh, clean feel. 

    DETAILS AND AMENITIES…
    Settled in the manicured, gated community of The Shipyard, this location offers guests a peaceful spot to relax just a block from all the action! You will be in walking distance from Fort Zachary’s gorgeous beach and picnic area, Duval Street, Mallory Square and more! The Shipyard also offers a beautiful community pool lined with lounge chairs perfect for soaking up the sun. Parking is always an issue in Old Town, but this condo comes with its own designated parking space (vehicle cannot exceed 18 ft.)

    OUTDOOR LIVING…
    Open the French doors to the back deck letting in the great breezes and sun rays that fill the space throughout the day. This wonderful extension to the living space has a table for two where you can have your morning coffee or enjoy a cocktail after a long day of exploring. On hot summer days pull out the awning to push back the sun so you can enjoy the views without sitting in the direct sunlight.

    PETS...
    The is not a pet friendly home.

    MULTI MONTH RESERVATIONS...
    For monthly reservations, the following fees will be added PER MONTH:
    Mid-stay clean

    BOOKING DATES...
    This home is only available as a monthly rental (28 night minimum). We prefer to book by the calendar month (first day of the month to the last). We may consider alternate dates if the calendar allows or if the owner will make an exception.

    PARKING!
    This home does offer parking for one vehicle (cannot exceed 18 ft), but oversized trucks and extra large SUV's are not permitted and will have to park outside of this community.

    CANCELLATION...
    Bookings canceled at least 30 days before the start of stay will receive a 100% refund. Bookings canceled at least 14 days before the start of stay will receive a 50% refund.

    CONCIERGE SERVICES...
    Enjoy our concierge service to assist you with planning activities for your trip, from bike/scooter/golf cart rentals to any excursion you can think of including snorkeling and sunset cruises, jet ski rentals, parasailing, kayaking, fishing, paddle boarding and much more. They can also have your fridge stocked with all the necessities in advance of your arrival!

    COME STAY A WHILE...
    Virtual Tour Url: https://my.matterport.com/show/?m=TJeuvehAkCT

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About the area

Located by the sea, this condo is in Old Town Key West, a neighborhood in Key West. Ernest Hemingway Home and Museum and Fort Zachary Taylor Historic State Park are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and South Beach. Ready for a night out? Consider The Key West Theater and Sloppy Joe's Bar. Discover the area's water adventures with jet skiing and scuba diving nearby, or enjoy the great outdoors with ecotours and cycling. Visit our Key West travel guide
View more Condo rentals in Key West
Map
Key West, FL

What's nearby

  • A street with a pharmacy, a theater, and a yellow building.
    Duval Street
    6 min walk - 0.5 km
  • A two-story colonial-style building with a balcony, surrounded by lush greenery and palm trees.
    Ernest Hemingway Home and Museum
    8 min walk - 0.7 km
  • A coastal fortification with a staircase leading to a higher platform, overlooking the sea.
    Fort Zachary Taylor Historic State Park
    8 min walk - 0.7 km
  • A sign reading "Welcome to Mallory Square" with an American flag, a red and white striped awning, and a statue of a man in a blue shirt and straw hat.
    Mallory Square
    12 min walk - 1.1 km
  • Florida Keys National Marine Sanctuary
    5 min walk - 0.4 km

Getting around

  • Key West Intl. Airport (EYW)
    19 min drive

Restaurants

  • Green Parrot Bar
    4 min walk
  • Blue Heaven
    8 min walk
  • Moondog Cafe & Bakery
    8 min walk
  • Mangoes Restaurant
    7 min walk
  • Bourbon Street Pub
    8 min walk

Frequently asked questions

Does THE QUARTERDECK ~ Colorful & Comfy 2nd Floor 2Ba/ 1Ba Shipyard Unit! have a pool?

Yes, this property has a pool. Pool types include heated pools.

Is THE QUARTERDECK ~ Colorful & Comfy 2nd Floor 2Ba/ 1Ba Shipyard Unit! pet-friendly?

No, pets are not allowed at this property.

How much is parking?

Onsite parking is available at the property.

What time is check-in at THE QUARTERDECK ~ Colorful & Comfy 2nd Floor 2Ba/ 1Ba Shipyard Unit!?

Check-in begins at 4:00 PM.

What time is check-out at THE QUARTERDECK ~ Colorful & Comfy 2nd Floor 2Ba/ 1Ba Shipyard Unit!?

Check-out is at 10:00 AM.

Where is THE QUARTERDECK ~ Colorful & Comfy 2nd Floor 2Ba/ 1Ba Shipyard Unit! located?

Located in Old Town Key West, this condo building is within a 10-minute walk of Truman Waterfront Park, Duval Street, and Ernest Hemingway Home and Museum. Mallory Square and Florida Keys Beaches are also within 15 minutes.

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Reviews

THE QUARTERDECK ~ Colorful & Comfy 2nd Floor 2Ba/ 1Ba Shipyard Unit! Reviews

9.4

Exceptional

9.6

Cleanliness

9.8

Location
Rating 10 - Excellent. 67 out of 92 reviews
Rating 8 - Good. 19 out of 92 reviews
Rating 6 - Okay. 4 out of 92 reviews
Rating 4 - Poor. 1 out of 92 reviews
Rating 2 - Terrible. 1 out of 92 reviews

Reviews

From a partner site

10/10 Excellent

Great stay!

Rating Details: 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 loved the location!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Get away from the cold

This is our 2nd time staying at this place. We love the location and the size of the units. The 2 balconies are a plus for us. Definitely would book again.
Stayed 12 nights in Dec 2024
From a partner site

10/10 Excellent

Great stay in Truman!

Rating 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: Perfect for our winter stay in beautiful Key West! Location and condo were ideal for our party of 3.
Stayed 7 nights in Dec 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Cute little getaway

My fiancé and I had a great time at this cute little apartment! The 2 decks were great to hang out on, lots of space, and the community had beautiful walkways and pools. We will absolutely stay here again. The property managers were helpful and helped us arrange a lot of our activities, and gave us advice about the best times to do so with the weather.
Stayed 10 nights in Aug 2024
From a partner site

10/10 Excellent

Quarterdeck was awesome

Rating 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: Everything was wonderful! Place was super clean, cozy and perfect!
From a partner site

10/10 Excellent

Always a NiceStay at the Shipyard

Rating 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: Very clean and nicely renovated. Pleased with the property manager. She was very helpful throughout our stay .
From a partner site

8/10 Good

Great Key West Location

Rating 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: Nice quiet condo just a few blocks off Duval and from the waterfront. Plenty of space for a couple or family with one child. Best of Key West Rentals was great in setting up excursions and tours.
From a partner site

10/10 Excellent

Good Stay

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was more than happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: It was a great stay. I would have loved it way more if some of trees were cut back just a little. It was very clean.
Stayed 9 nights in Mar 2024
From a partner site

8/10 Good

Quarterdeck review

Rating 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 had a nice visit. The onsite parking was definitely a plus. The central location made walking around quite easy. It’s usually nice to have a few things in the cupboards like salt and pepper, garlic salt oil and vinegar, coffee filters......
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Loved it, great space

This was perfect for our girls trip. We stayed 7 days. The unit was spacious and very bright. The neighborhood was great, everything was mins away. Duval st was just around the corner, we walked every where the first few days and rode bikes the last couple. It was a great experience. Definitely recommend renting bikes or mopeds to explore the island. It was so much fun. Beaches are between 7 and 10 min away, enjoyed both smathers and ft Zachary beach. The property manager Whitney was super responsive, very friendly and helped with a minor issue fast. Definitely appreciated. Would definitely book this exact location again. Highly recommend 😊
Stayed 7 nights in Jul 2024
From a partner site

10/10 Excellent

May vacation at the Quarterdeck

Rating 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: My wife and I had a great vacation. The unit was ready early and everything was spotless and as expected. We have stayed at the Shipyard in the past because of the location and amenities. Everything is in easy walking distance.The manager was in constant communication through the app and we would highly recommend any future renters to add it to their devices.Our only issue was that the shower faucet was difficult to operate and needs to be repaired.
Stayed 7 nights in May 2023
From a partner site

10/10 Excellent

Private and Secure

Rating 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: My husband and I stayed in the Quarterdeck for 2 weeks beginning August 19th. We like this unit because it is an end unit and seems very quiet. Also, there is a secure place to park your car and the parking lot is gated. Just a couple of blocks away and you are walking distance to restaurants and things to do in Old Town. The condo has an excellent kitchen area and a very good washer/dryer. It is a second floor unit so only downside is if you can’t climb stairs. I would rent this unit again when coming back to Key West.
From a partner site

8/10 Good

Reasonably priced unit in Truman Annex

Rating Details: The property manager was very helpful. The vacation rental was spotless. 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 the Quarterdeck for a month. We had two issues when we arrived that Truman & Company responded to immediately; the plumbing issue was resolved in less than 24 hours while the cable box issue took 3 days but that was because we had to wait for an appointment with the cable company. We loved the location, however, the rental unit needs some updating. The living room sofa needs to be replaced. The mattresses in both bedrooms are beginning to sag in the middle. The bathroom lacks counterspace and storage; the faucet in the shower was the plumbing issue and had to be replaced. The kitchen was adequate. The vacuum didn't pick up the dirt on the floor. All in all we enjoyed our stay and Truman & Company was wonderful to work with.
Stayed 28 nights in Jan 2024
Verified review

6/10 Okay

Liked: Cleanliness, check-in, communication, location

Tired

We rented this unit for the month of January in 2025. In a word, the unit is tired. The living room couch is totally beat and should have been replaced years ago. The tile floor is badly scratched and stained. The kitchen is dark as only one of three lights was working. There was an odd assortment of mismatched water glasses, one of which was cracked. There were five totally gross plastic wine glasses. The bathroom is tight with the top of the toilet tank the only place to put your toiletries, a couple of shelves above would be a big help. The entry foyer on the first floor is tight and leads to a difficult stair to the second floor. This is not a unit for anyone with mobility issues. We loved the location, an easy walk to Duval Street and 15 minutes to the beach. We would stay at the Truman Annex again, just not this unit.
Stayed 30 nights in Jan 2025
From a partner site

8/10 Good

Super Clean Rental in Truman Annex

Rating 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 was in a great location - simple accommodations with excellent location. The only negative was not about this particular condo - just the overall complex - the pool is super small and basic for the number of condos in the Shipyard. We were here during a slow time of year and the pool was super crowded with no chairs available - says only 25 person capacity...the overall occupancy of the complex is in the hundreds at least. I recommend this property for the cleanliness and the location, not for the amenities of the overall complex.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything was excellent and the location was perfect. We really enjoyed the neighborhood as well.
Stayed 8 nights in Dec 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Would Stay Again

Love being in the Truman Annex.
Stayed 29 nights in Nov 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, listing accuracy
Host was welcoming. I came in early and they let me check in early than 4 so I could drop my bags and explore key west. Location was great!!
Stayed 7 nights in Dec 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Comfortable condo in a perfect location

We stayed at Quarterdeck for two weeks with our 9 month old baby and we’re very comfortable. The location is wonderful, the best in Key West in our opinion and the apartment has everything you need for a lovely stay.
Stayed 14 nights in Jul 2022
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Keywest Vacation

Everything went smoothly, no problems. We enjoyed our stay.
Stayed 7 nights in Apr 2022
Verified review

10/10 Excellent

Great place for my husband and myself. We even had a little water view.

The Quarterdeck is walking distance to pretty much everything. We enjoyed it very much
Stayed 7 nights in Jun 2018
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location

We like the location, but we would rather be on the first floor
Stayed 7 nights in Nov 2021
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Nice Place - Convenient to Duval

We found the Quarterdeck to be clean and exactly as advertised. It is close to Duval and within walking distance of most major Key West attractions.
Stayed 7 nights in Jun 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Shipyard Stay

Location was great. The unit was clean and very functional. Shana the property manager contact was extremely helpful during the check-in and check out process. Would stay there again.
Stayed 7 nights in Aug 2022
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect location

Property nice & clean & location was very well maintained & in the perfect location for what we wanted to do. The steps going up would not be good for everyone, but was fine for us.
Stayed 7 nights in Jan 2023