Entire condo

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

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

A dining area with a wooden table and chairs, a blue sofa, and a patterned armchair.
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.
A swimming pool with blue deck and white lounge chairs, surrounded by palm trees and a small building.
A bedroom with a bed, a ceiling fan, a window with blinds, a lamp, and wall decorations.
A kitchen with white cabinets, a stainless steel refrigerator, and a tiled floor.

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, Duval Street
    ‪6 min walk‬
  • Place, Ernest Hemingway Home and Museum
    ‪8 min walk‬
  • Place, Fort Zachary Taylor Historic State Park
    ‪8 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪11 min drive‬

Room options

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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
This condo offers its guests a water park. This condo 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
  • 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 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
Onsite 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 there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadbolt lock
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

Verified

10/10 Excellent

Paula L.

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

10/10 Excellent

Jeff J.

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

10/10 Excellent

Kyle C.

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

Great location

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

10/10 Excellent

Jim J.

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

Would Stay Again

Love being in the Truman Annex.
Stayed 29 nights in Nov 2023
From a partner site

10/10 Excellent

A guest from Scarborough, ME

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

10/10 Excellent

Alena L.

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

10/10 Excellent

Patti O.

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

10/10 Excellent

Stacie B.

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

8/10 Good

DeVon B.

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

10/10 Excellent

Dale H.

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

10/10 Excellent

Peggy W.

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
Verified

10/10 Excellent

Donald R.

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

10/10 Excellent

Verified traveller

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
Verified

10/10 Excellent

Autumn C.

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

brigette

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

10/10 Excellent

Sandra S.

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

Nice location

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

10/10 Excellent

Michele Y.

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!
Verified

8/10 Good

Debbie M.

Great location for walking to Duval/Attractions

This 2 bedroom condo was in the perfect location to walk onto Duval. Very safe, nice gated community. Condo was clean. Thank you for a fun week.
Stayed 7 nights in Dec 2018
From a partner site

8/10 Good

Janet A.

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......
From a partner site

8/10 Good

Michael V.

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

Sarah S.

Great location!

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 our 2nd time staying in the Truman Annex Condos. We love this location. Quiet area and walking distance to everything.
Archival

8/10 Good

Denise F.

Comfortable and convenient

We enjoyed out stay at The Quarterdeck, especially eating our meals on the back balcony. The condo is in a quiet area despite construction around it. We thought the kitchen was not really equipped very well since we cooked several meals there, but we made do. We would definitely stay here again.
Stayed 7 nights in May 2017
From a partner site

10/10 Excellent

Patrick R.

Pat Ricker

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: Very nice and clean
Stayed 4 nights in Nov 2021
From a partner site

10/10 Excellent

Robert T.

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

10/10 Excellent

Misty B.

Key West Paradise

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: The condo was very nice! So convenient to walk anywhere! We loved our vacation in Key West!!!