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

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Property grounds
Interior
A heated pool
Fridge, microwave, oven, stovetop
TV

Reviews

9.4 out of 10
Exceptional

Entire condo

2 bedrooms1 bathroomSleeps 463 sq m

Popular amenities

  • Pool
  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Air-conditioning

Explore the area

View in a map
Key West, FL
  • Place, Florida Keys National Marine Sanctuary
    ‪5 min walk‬
  • Place, Duval Street
    ‪6 min walk‬
  • Place, Ernest Hemingway Home and Museum
    ‪6 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪13 min drive‬

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About this property

Entire place

You'll have the entire condo to yourself and will only share it with other guests in your party.

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

PLEASE BE ADVISED IF BOOKING THIS UNIT FOR AUGUST 2026: The Shipyard Pool will be closed starting August 1, 2026, for the Pool Deck Replacement Project. The HOA expects the project to take 30 days, with the goal of having the work completed and the pool reopened by September 1, 2026. There is no other pool available at the Shipyard, so we have adjusted our rates to offset the inconvenience.

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...
During your stay at this condo building, you're just a quick walk from Duval Street. Enjoy features like a water park, concierge services and laundry facilities. The condo offers free WiFi and a kitchen.
  • Air-conditioned condo with kitchen, washing machine and balcony
  • Free WiFi
  • Splash around at the water park
  • Services include a concierge
  • Within a 10-minute walk of Duval Street and Ernest Hemingway Home and Museum
THE QUARTERDECK ~ Colorful & Comfy 2nd Floor 2Ba/ 1Ba Shipyard Unit! offers its guests a water park. THE QUARTERDECK ~ Colorful & Comfy 2nd Floor 2Ba/ 1Ba Shipyard Unit! also features a garden, concierge services, and laundry facilities.

This Key West condo is smoke free.

Property amenities

Pool/Spa

  • Communal pool
  • Heated pool

Internet

  • Available in the condo: Free WiFi

Parking and transport

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Ice maker
  • Microwave
  • Oven
  • Refrigerator
  • Toaster

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 1 bathroom
  • Hair dryer
  • Shower
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Garden

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Concierge services
  • Iron/ironing board

Location highlights

  • In the city centre
  • Near a hospital
  • Near the marina
  • Near the sea

Things to do

  • Heated pool
  • Water park
  • Basketball nearby
  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Jet skiing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkelling nearby
  • Swimming nearby
  • Water skiing nearby
  • Windsurfing nearby

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher
  • Deadbolt lock

General

  • Garden
  • Gated community
  • Unit size: 680 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in and check-out are available
Minimum check-in age - 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account, which will enable you to manage your booking.
Property Registration Number 25230-132478
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with EU regulations about consumer rights, property booking services are not subject to the right of withdrawal.

Property is also known as

"the Quarterdeck" Colorful Comfortable 2ba/ Condo
"the Quarterdeck" Colorful Comfortable 2ba/ 1Ba Unit Shipyard
"the Quarterdeck" Colorful Comfortable 2ba
"the Quarterdeck" Colorful Comfortable 2ba/ Condo
"the Quarterdeck" Colorful Comfortable 2ba/ 1Ba Unit Shipyard
"the Quarterdeck" Colorful Comfortable 2ba/ Condo
"the Quarterdeck" Colorful Comfortable 2ba/ 1Ba Unit Shipyard
2450-154441
"the Quarterdeck" Colorful Comfortable 2ba

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

Reviews

9.4

Exceptional

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

9.6/10

Cleanliness

Reviews

10/10 Excellent

Jeff J.

Liked: Cleanliness
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

10/10 Excellent

Paula L.

Liked: Cleanliness
Everything was excellent and the location was perfect. We really enjoyed the neighborhood as well.
Stayed 8 nights in Dec 2025

6/10 Okay

merry k.

the listing was not completely honest. For example view from balcony on listing showed green foiliage. in realty the view included parking lot less than 8 feet away, street less than 6 feet away that included bus and vehicle and foot traffic as well as an abandoned warehouse and some type of power / electrical power lot. It appeared the property manager was more interested in selling themselves and their services rather than rental. The unit was in okay condition, but more worn than I expected.
Stayed 10 nights in Dec 2025

10/10 Excellent

ANGELO & DENISE C.

Stayed 15 nights in Jun 2025

6/10 Okay

Philip W.

Liked: Cleanliness

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

8/10 Good

Verified traveller

Liked: Cleanliness
Stayed 7 nights in Nov 2024

10/10 Excellent

Peggy W., Batavia USA

Liked: Cleanliness

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

10/10 Excellent

Autumn C.

Liked: Cleanliness

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

10/10 Excellent

Robert T.

Liked: Cleanliness
Stayed 6 nights in Feb 2024

10/10 Excellent

jessica p.

Liked: Cleanliness

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

10/10 Excellent

Jim J.

Liked: Cleanliness

Would Stay Again

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

10/10 Excellent

Dale H.

Liked: Cleanliness

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

10/10 Excellent

Geralyn L., Palatine, USA

Liked: Cleanliness

Great Property

LOVED the location! We walked everywhere! Only downside was the steep staircase to the living area. Rough for carrying luggage up & down, but we're old! :)
Stayed 8 nights in Apr 2023

10/10 Excellent

Verified traveller

Liked: Cleanliness

Very nice. Great location.

The property was nice, clean & bright. Just know it’s located at Shipyard condominiums. If you can’t do stairs it’s probably not for you.
Stayed 7 nights in Mar 2023

10/10 Excellent

Verified traveller

Liked: Cleanliness

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

8/10 Good

Sandy J.

Liked: Cleanliness

Inexpensive compared to other locations

Deferred maintenance on air conditioning. Repaired quickly but previously recommended replacement. So just a "band aid" to get up and running. Caught without key to annex gate. Property manager said this location not part of annex so no key. Been going here 20 years. All other renters at pool had key to enter annex. Kitchen well stocked to cook daily. Time to update bathroom. Good property... comments are not meant to be negative just areas of improvement
Stayed 7 nights in Dec 2022

10/10 Excellent

Donald R.

Liked: Cleanliness

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

10/10 Excellent

Shannon C., Woodstock, GA

Liked: Cleanliness

Perfect Peaceful Location

My husband and I were visiting for our second trip to Key West this year and chose this gem! It was perfect for us two and probably could have had another couple join. The condo had two balconies!! The front facing was so awesome for watching the sunrise. The rear balcony was beautiful showing old warehouses with murals and palm trees for scenery. Several times while we were sitting, we saw some of the largest iguanas that were just so cool to look at sitting in the palms. The property is extremely well maintained with a cute little pool area. The condo itself had comfy beds & pillows and the coldest AC I have ever experienced in Florida. All TVs had cable/satellite and the kitchen really made cooking easy with all necessary accoutrements. The location was walking distance to just about anything you want to do in old town Key West and either an Uber ride away (so inexpensive) or golf cart ride to anyplace else. Highly recommend this location.
Stayed 7 nights in Aug 2022

10/10 Excellent

Alena L.

Liked: Cleanliness

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

10/10 Excellent

Sandra S.

Liked: Cleanliness

Nice location

Enjoyed the unit and all it's amenities. Sofa needs better cushions for support.
Stayed 14 nights in May 2022

10/10 Excellent

Patti O.

Liked: Cleanliness

Keywest Vacation

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

10/10 Excellent

Kyle C.

Liked: Cleanliness

Great location

Great property in an awesome location.
Stayed 7 nights in Dec 2021

8/10 Good

DeVon B.

Liked: Cleanliness

Great location

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

10/10 Excellent

Timothy M.

Liked: Cleanliness

Excellent property and location

We loved the condo and it's location, and would definitely stay here again. Highly recommend it.
Stayed 7 nights in Nov 2021

10/10 Excellent

William T.

Liked: Cleanliness

long vacation

Staying here was very relaxing for me.
Stayed 25 nights in Sep 2021