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Largest Shipyard Condo in the Truman Annex - over twice the size with a loft!

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Terrace/patio
Exterior
Fridge, microwave, oven, stovetop
5 bedrooms, iron/ironing board, free WiFi, bed sheets
Smart TV, DVD player, music library, video library

Reviews

9.8 out of 10
Exceptional

Entire condo

5 bedrooms3 bathroomsSleeps 81600 sq ft

Popular amenities

  • Dryer
  • Washer
  • Parking available
  • Kitchen
  • Pool
  • Free WiFi

Explore the area

Map
Key West, FL
  • Fort Zachary Taylor Historic State Park
    ‪7 min walk‬
  • Duval Street
    ‪8 min walk‬
  • Mallory Square
    ‪14 min walk‬
  • Key West, FL (EYW-Key West Intl.)
    ‪15 min drive‬

Room options

About the neighborhood

Key West

Located in Old Town Key West, this condo is within a 10-minute walk of popular sights such as Duval Street and Fort Zachary Taylor Historic State Park. The condo includes a kitchen, a balcony, and a dining area.
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What's nearby

  • Fort Zachary Taylor Historic State Park - 7 min walk - 0.4 miles
  • Duval Street - 8 min walk - 0.5 miles
  • Ernest Hemingway Home and Museum - 12 min walk - 0.6 miles
  • Mallory Square - 14 min walk - 0.8 miles
  • Southernmost Point - 19 min walk - 1.0 mile

Getting around

  • Key West Intl. Airport (EYW) - 15 min drive

Restaurants

  • ‪Margaritaville - ‬10 min walk
  • ‪Blue Heaven - ‬11 min walk
  • ‪Green Parrot Bar - ‬8 min walk
  • ‪Willie T's - ‬9 min walk
  • ‪Mangoes Restaurant & Island Cuisine - ‬9 min walk

About this property

Entire place

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

Largest Shipyard Condo in the Truman Annex - over twice the size with a loft!

Shipyard PENTHOUSE! This unit was supposed to be 2 units but it was built as one larger unit plus two lofts were added. Three bedrooms (king, queen & queen beds) plus a loft bedroom #1 with 2 additional twin beds and another loft bedroom #2 with an additional 2 twin beds for a total of 4 twin beds. Three awesome balconies including 2 long balconies (1 covered and 1 uncovered) on the first floor and a private balcony on the loft level (only one of its kind) that has a peak-a-boo view of the ocean and view of the cruise ships docking at Mallory Square. Plenty of space including a large fully equipped kitchen with upgraded appliances and everything you need to cook, including essentials such as a blender for those fun drinks, coffee maker for the next day, & a microwave for the late night popcorn! Unit has a great dining room and very large living room plus 3 full bathrooms. Five flat panel TV's including in each bedroom and the loft and a large Smart TV in the living room. Complete stereo system with CD player full of music. Blu Ray DVD player with movies and much more! We even have an Amazon Echo so you can tell Alexa to play some Jimmy Buffett! Ceiling fans in every room and a great tropical feel! All linens and towels (including beach towels) are included.

Except for festivals such as Fantasy Fest, Meeting of the Minds, and Powerboat Races, we generally require Saturday-Saturday rentals so if your dates are not Saturday-Saturday please email us with your dates prior to booking so that we can check our calendar to see if an exception is possible.

We have many other Key West Truman Annex vacation rental listings that can be accessed via VRBO. Let us know if you have a particular interest or property size in mind.
The condo is air-conditioned and features a kitchen, 3 bathrooms, and a balcony. There's space to spread out with 5 bedrooms and a dining area. Guests can expect to find free WiFi and a Smart TV with a DVD player. Other standard amenities include a washing machine, a coffee maker, and an ironing board.

Property manager

Craig & Cindy Key West Rentals

Languages

English

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Property amenities

Beach

  • Beach towels

Pool/Spa

  • Communal pool
  • Heated pool
  • Outdoor pool

Internet

  • Available in the condo: Free WiFi

Parking and transportation

  • Car not required
  • Parking on site

Kitchen

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

Bedrooms

  • 5 bedrooms
  • Bedsheets provided

Bathroom

  • 3 bathrooms
  • Hair dryer
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Living room
  • Separate dining area

Entertainment

  • DVD player
  • Music library
  • Smart TV with cable/satellite channels
  • Stereo
  • Video library

Outdoor areas

  • Balcony
  • Outdoor furniture

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property
  • Note from host: Smoking allowed on the balconies only.

Services and conveniences

  • Iron/ironing board

Location highlights

  • In the city center
  • Near a health/beauty spa
  • Near the marina

Things to do

  • Heated pool
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Parasailing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkeling nearby
  • Swimming nearby
  • Water skiing nearby
  • Wildlife walks 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 not reported (host has not indicated whether there is a smoke detector on the property)

General

  • Unit size: 1,600 square feet

Policies

Check-in

Check-in time starts at 4:00 PM

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

Pets

  • This property doesn't allow pets

Important information

You need to know

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 not indicated whether there is a smoke detector on the property
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
  • Check-in: 4:00 PM
  • Check-out: 10:00 AM

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a private host, not a professional engaged in trade or business.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Onsite parties or group events are strictly prohibited.

Frequently asked questions

What can I see around this condo?

This condo is situated in Old Town Key West within a 10-minute walk of Duval Street, Fort Zachary Taylor Historic State Park, and Florida Keys Beaches. You'll also find Ernest Hemingway Home and Museum and Mallory Square less than a mile away.

Is there parking available at this condo?

No, this condo doesn't offer parking.

Is this condo next to a casino?

No, this condo is not connected to a casino.

Is there an indoor pool at this condo?

No, this condo doesn't have an indoor pool; however, there is an outdoor pool.

What amenities will couples enjoy at Largest Shipyard Condo in the Truman Annex - over twice the size with a loft!?

Couples will appreciate amenities at this condo, including a kitchen and a smart TV in each condo unit with some featuring ocean views.

Are there hot tubs at Largest Shipyard Condo in the Truman Annex - over twice the size with a loft!?

No, but guests can enjoy a heated pool at this condo.

Does this condo include breakfast service?

No, this condo doesn't offer breakfast.

Will this condo allow pets to stay for free?

No, pets aren't allowed at this condo.

Does this condo have connecting rooms?

No, there aren't connecting rooms at this condo.

How close is the airport from this condo?

The closest major airport to this condo is Key West Intl. Airport (EYW), which is 4.3 mi away (15 minutes by car).

Can I book a room with a balcony at Largest Shipyard Condo in the Truman Annex - over twice the size with a loft!?

Yes, every condo unit at Largest Shipyard Condo in the Truman Annex - over twice the size with a loft! comes with a balcony with some featuring ocean views.

Largest Shipyard Condo in the Truman Annex - over twice the size with a loft! Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 25 out of 30 reviews
Rating 8 - Good. 5 out of 30 reviews
Rating 6 - Okay. 0 out of 30 reviews
Rating 4 - Poor. 0 out of 30 reviews
Rating 2 - Terrible. 0 out of 30 reviews

10/10

Cleanliness

Reviews

10/10 Excellent

JAMES O.

Liked: Cleanliness

Amazing Vacation

The property was as described on VRBO. Beautiful inside and out. Great layout inside to accommodate many people and very comfortable. Condo is close to all amenities and Duval Street. We all had a wonderful vacation.
Stayed 7 nights in Dec 2024

10/10 Excellent

Terri I.

Liked: Cleanliness

Wonderful

Great location! Big and spacious.
Stayed 8 nights in Oct 2024

8/10 Good

Kate M.

Liked: Cleanliness

Shipyard condo

We loved this condo! Plenty of room, close to everything! Would definitely go back!
Stayed 7 nights in Sep 2024

8/10 Good

Roxanne P.

Great Place

Overall, this was a great property and was very roomy for the six of us.
Stayed 7 nights in Aug 2024

10/10 Excellent

melissa m. M.

Liked: Cleanliness
Stayed 7 nights in May 2024

10/10 Excellent

Reed S., Austin, TX, USA

Liked: Cleanliness

Just about perfect

Of all the properties in the Shipyard condos, this one stood out as the most spacious, sleeping at least 7. There were only 4 of us--me, my daughter, and her two teenagers--but everyone wanted their own space, and this place made it easy. It was abundantly furnished, spotlessly clean, and an easy walk to Duval Street and the Fort Zachary Taylor beach.
Stayed 7 nights in Jul 2024

10/10 Excellent

Michelle M.

Liked: Cleanliness

Renter

Great place perfect location
Stayed 7 nights in Jun 2024

10/10 Excellent

Nancy B.

Liked: Cleanliness

Good location

Our family is big and this rental was close to our other rental as well as vlose to shopping and food. Perfect for us.
Stayed 7 nights in Jun 2024

10/10 Excellent

Heather S., Santa Fe, New Mexico

Liked: Cleanliness

The best place to experience Paradise.

This was the best place for our family to celebrate my mom's 80th birthday with a week in Key West. The condo exceeded all expectations and was very comfortable for all of us. Thank you, Craig and Cindy for providing your beautiful condo for rental!
Stayed 7 nights in Dec 2023

10/10 Excellent

Katelyn B.

Liked: Cleanliness

Highly recommend for a large group!

My husband and I went to Key West a few years ago and stayed in the Truman Annex which was a perfect location. We knew when we went back this time with a group of friends that we wanted to stay in the same complex. We found this large condo that easily fit 8 people. It was nicely decorated and clean with all the essentials needed for a week stay. It is a short walk to Duval street. We drove from home and brought our bikes. We did not even use our car the entire week. You can easily walk or bike all around the Southern part of Key West from the condo. Mrs. Cindy was staying in the condo underneath ours during the week we were there. She was very sweet and accommodating. It was very easy to get in touch with her before and during our stay. I highly recommend this listing if you are looking for a great vacation with friends or family in Key West!
Stayed 7 nights in Sep 2023

10/10 Excellent

Brenda P.

Liked: Cleanliness

Great vacation rental for group of six friends!

Fabulous location, very comfortable and perfect rental for us.
Stayed 7 nights in Oct 2022

8/10 Good

Scott L.

Liked: Cleanliness

Keys

Disappointed that we really wanted condo w pool and pool was closed and no discount offered
Stayed 7 nights in Sep 2022

10/10 Excellent

Peter G.

Liked: Cleanliness

Wonderful Stay

My family very much enjoyed our stay at this home. Perfect location to everything (especially the Green Parrot). The Truman Annex is the like an oasis, just beautiful. Would highly recommend as we are planning on returning some time soon.
Stayed 7 nights in Sep 2022

10/10 Excellent

Kathleen D.

Liked: Cleanliness

Key West Fun

Wonderful, comfortable beautifully kept condo. Great location near everything! Family vacation where we enjoyed the many local beautiful beaches and sites, a Sunset Cruise, Dolphin Snorkel, Glass Bottom Boat Ride, and the many nearby restaurants, and dessert spots.
Stayed 7 nights in Aug 2022

10/10 Excellent

Lisa Y.

Liked: Cleanliness

Family vacation

This is a great place to stay for a larger family! Pool was refreshing and convenient! Owners supplied all towels and linens and 5 TVs! Great place!
Stayed 7 nights in Aug 2022

10/10 Excellent

Matthew S.

Liked: Cleanliness

Great Place

Really close to everything and nice property. Will be booking again!
Stayed 7 nights in Apr 2022

10/10 Excellent

Jessica L.

Liked: Cleanliness

Perfect location-better than expected!

Location was within walking distance to everything. New living room furniture since posted pictures. Kitchen equipped with everything we needed. Very easy check in and out. Fun Key West decor. Would definitely stay again.
Stayed 7 nights in Jul 2021

10/10 Excellent

Pamela W.

Liked: Cleanliness

Fantastic week

We had such a wonderful time. The condo was very clean and in a superb location. It was such a short walk to Fort Zachary-Taylor beach, which we loved. Craig and Cindy were easy to work with and always replied to my inquiries quickly. Thank you so much for letting us stay in your beautiful home away from home!!! :)
Stayed 7 nights in Jun 2021

10/10 Excellent

Tammy B.

Liked: Cleanliness

Family getaway

Perfect location to EVERYTHING!! Didn’t need to get in the car again. Nice quiet place yet close to Duval and all attractions. Lots of privacy for everyone in our group. Would stay again and recommend to others!!!!
Stayed 14 nights in May 2021

10/10 Excellent

Brian R.

Liked: Cleanliness

Truman annex shipyard

Wonderful stay at Truman annex shipyard 260, the place was very clean & roomy, 3 outside decks for relaxing, the pool was great! Short walk to all amenities!! Beach -bars -restaurants - shopping!! We had a fantastic time!! Plenty of room for family and friends...we were 3 couples in dire need of a getaway...we got all that and more!! Highly recommend Craig & Cindy they were easy to work with and wonderful hosts! Great experience in Key West can’t wait to go back!
Stayed 7 nights in Apr 2021

10/10 Excellent

Doug H.

Liked: Cleanliness

Great escape to Key West with friends and family.

This is a great property with everything was as advertised. We had six adults in our party ranging from 24 - 50 years old. - Quiet location steps from Duval Street. Favorites Blue Heaven and Green Parrot couldn't be any closer. Recommend you tour the Coast Guard Cutter USCGC Ingham Museum just behind the property. - Gated community for added security. - Grounds and common spaces were extremely clean and overflowing with mature tropical vegetation. Really beautiful. - The pool was very clean, clear water and quiet. Mostly adults all were respectful and friendly. Lounge chairs do fill up early - Parking was convenient. The owners sometimes have access to a second parking space that we were able to use during our stay. - The condo is very nice, clean and spacious. It has 3 large bedrooms, 3 full baths and the loft with two additional beds and sitting area with tv. The furniture in the family room is newer and very comfortable. Bathrooms had cool modern finishes and huge rain showers. - Beds were very comfortable after long days on the water and Duval Street. - Each bedroom has a full closet. - Nice technology - Alexa in the family room and newer tvs in bedrooms and loft. - Three balconies - one in front and one in the rear that run the length of the condo with lots of newer comfortable outdoor furniture. The third balcony was in the loft with small view of water and good for sunsets. - My only negative/challenge was my first encounter with the guard at the gate during check in. He was having a tough day and difficult to deal with. We were there to get our parking passes. His only concern was ensuring that the one car that arrived behind us during our discussion was able to get by not getting us the parking passes. Unsuccessful in the initial discussion. Had to come back later to get the passes and even then he asked that I wrap up what we need with his supervisor at 8pm that night.
Stayed 7 nights in Mar 2021

10/10 Excellent

David O.

Liked: Cleanliness

FAMILY Christmas in Key West

This was my 4th time staying in Key West and I have to say this was by far the best place I've stayed. The location is perfect, just a short walk wherever you want to go. We did use the heated pool and the splash area while there, both were fun for the family. The place had plenty of room for 6 adults and a 16 month old. Everything we needed was there, just needed to stop at Public's and pick up what we wanted. I would certainly recommend this place to anyone, and will book here again in the future.

8/10 Good

Nathan F.

Liked: Cleanliness

Nice place but...

The A/C worked very poorly, we had to request a portable unit to maintain.
Stayed 7 nights in Aug 2020

10/10 Excellent

Laura T.

Liked: Cleanliness

Family Vacaton

We rented this property for our Twin HS Graduation Trip. The property was very clean and much more beautiful than the pictures! We thoroughly enjoyed ourselves!
Stayed 7 nights in Jul 2020

10/10 Excellent

Shelly M.

Liked: Cleanliness

Fun time!

Great time!
Stayed 7 nights in Jul 2019