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Book Online or call Booking Assistance 888-829-7076
Book Online or call Booking Assistance 888-829-7076

Truman Annex Shipyard with Tropical Garden ... No Hurricane Damage!

Bedrooms 2
Property type condo
Minimum Stay 3 - 7 nights


About the property

1st Floor Garden Condo, 2 Bedrooms, 1 Baths, 5 Sleeps

- Decorated in shades of sea foam and coral, this two bedroom villa is in easy walking distance of Mallory Square, Duval Street and the

finest beach in the lower Keys.

- French doors in the living room open to a tropical garden dotted with bougainvillea and hibiscus. It's the perfect place to cool off after a day at the beach or the reef.

- The property is located in the fabulous Truman Annex, a gated community with 24-hour security and assigned parking for one car.

- The location simply can't be beat!

- Please note that we rent from Saturday to Saturday almost exclusively in-season . During Fantasy Fest, powerboat races and off-season, other dates are allowed.

- Also, please note that we only rent for periods of a week or longer.

- Rates start at about $1150 per week plus tax and fees

- Modest additional surcharge for international credit cards

More Details

Property Manager
Craig Jolly
Member since: 2001
Speaks: english
Response time:
Within an hour
Response rate:
Calendar last updated:
April 19, 2018

About Craig Jolly

I came down to Key west to take a break from the cold during my college years, and bought this property in December 1998. I now live about four blocks away and play music around town.

Craig Jolly purchased this condo in 1999

Why Craig Jolly chose Old Town

This is the best location in Key West -- bar none. It's also very pretty and green.


Old Town Condo Accommodation and Amenities

Property Type:
  • condo
  • floor 1
Building Type:
  • building
  • Guests provide their own meals
House Rules:
  • Check-in: 4:00 PM
  • /
  • Check-out: 11:00 AM
  • Max. occupancy: 6
  • Children welcome
  • Parties/events not allowed
  • Pets not allowed
  • Non smoking only
  • Air Conditioning
  • Clothes Dryer
  • Internet
  • Linens Provided
  • Living Room
  • Parking ...
  • Towels Provided
  • Washing Machine
  • Coffee Maker
  • Dishes & Utensils
  • Dishwasher
  • Kitchen
  • Microwave
  • Oven
  • Refrigerator
  • Stove
  • Toaster
  • Dining
  • Dining Area
  • seating for 5 people
  • 1 Bathroom
  • Bathroom 1 -
  • 2 Bedrooms, Sleeps 6
  • Satellite / Cable
  • Television
  • Deck / Patio ...
  • Lawn / Garden
  • Outdoor Grill
Pool / Spa:
  • Communal Pool ...
  • Heated Pool
  • Outdoor Pool
  • bay/sound
  • marina
  • restaurants
Leisure Activities:
  • bird watching
  • eco tourism
Local Services & Businesses:
  • ATM/bank
  • fitness center
  • hospital
Sports & Adventure Activities:
  • deepsea fishing
  • golf privileges optional
  • pier fishing
  • sailing
  • snorkeling
  • swimming
  • tennis
This property has most everything you will need for your stay in Key West. Both bedrooms have queen beds with quality linens. The sofa in the living room also pulls out to a bed. The kitchen is fully equipped with a microwave, dishwasher and all cooking items. The property has two flatscreens, a DVD player and a compact stereo. The Shipyard also has a terrific pool -- great for families!


Excellent! 4.5/5 -
(23 traveler reviews)

60% Complete
34% Complete
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4% Complete
Truman Annex Shipyard with Tropical Garden ... No Hurricane Damage!
average rating of 4.478261 based on 23 reviews

Fantastic Key West Condo

  • 5 of 5

Recently contacted Craig Jolly to rent his Shipyard Condo the first week in June. After a quick reply from Craig, we got the paperwork rolling. What a great conduit turned out to be. We arrived early and dropped off our baggage and headed up to Duval. When we returned, we were able to explore the condo. It was completely spotless. Two perfect sized bedrooms, nice living room/dining room area and a well equipped kitchen. Nice back deck to relax on when not walking Duval Street. Short walk to the pool, where we met nice vacationers from around the States. I would highly recommend this property to anyone who Is looking for a great place to stay while in Key West. Only two block walk to Duval Street, and close to Mallory Square and all other Key West attractions. The owner, Craig, was always available throughout the rental process to answer any questions I had. Stay at this location, you won't be sorry.

  • Submitted: Jun 13, 2017
  • Stayed: June 2017
  • Source: Vacation Rentals, from HomeAway
Owner's Response: Wow! Thank you for the nice review.
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We had the best of times. This is a great location! And so close to the beach. We will be back!

  • 5 of 5

The best!

  • Submitted: Feb 7, 2018
  • Stayed: January 2018
  • Source: VRBO, from HomeAway
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0 0

Great time!

  • 4 of 5

Great location-- enjoyed our stay!

Thank you!

  • Submitted: Jul 15, 2017
  • Stayed: July 2017
  • Source: VRBO, from HomeAway
Owner's Response: Thanks, Rick.
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Great and convenient location

  • 4 of 5

The condo was clean and comfortable. We enjoyed sitting at the patio in the evening. The Shipyard has a great pool and is convienent to Duval Street and Ft. Zach State Park. The beds provided a great night sleep. We stayed 2 weeks and we recommend Craig's condo if you're planning to stay at least a week in Key West. Thanks, Rick and Kathy.

  • Submitted: May 6, 2017
  • Stayed: April 2017
  • Source: VRBO, from HomeAway
Owner's Response: Thank you. I hope you come back next year!
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Relaxing Stay

  • 4 of 5

This is a nice property with everything you need for your stay. The location is close to everything and in a very peaceful area. We found it to be a better value than the hotels in Key West.

  • Submitted: May 4, 2017
  • Stayed: April 2017
  • Source: HomeAway
Owner's Response: Thank you. Come back again.
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Atlanta Ga

Awesome location near everything in Key West!

  • 5 of 5

We stayed here for the first week in April in 2017. We are a family of four. You can bike or walk to everything from here. The location couldn't be better. Mallory Square is minutes away and Zachary Taylor Park (nice beach for swimming and sunsets) is even closer!

The condo is lovely. We were traveling with our children so we only used the two bedrooms but there is also a fold out couch in the living room. Everything you could possibly need is there and ready. We were very comfortable during our stay.

We really enjoyed grilling on the back porch. There is a lovely little fenced in courtyard behind the condo that is very private. It was the perfect spot to chill after a day at the beach or biking around town. It is also a nice place to store the bikes at night. Condo can beached by the front or back door and we found that we seldom used the front one. It was really nice to be able to leave the sandy beach stuff to dry on the porch and not have to take it through the house.

The AC is new and runs wonderfully. All appliances are in the kitchen should you need them. We had a lovely stay and would definitely recommend this condo.

Craig is available if there are any issues and responds promptly which is great.

  • Submitted: Apr 20, 2017
  • Stayed: March 2017
  • Source: VRBO, from HomeAway
Owner's Response: Thank you -- I hope you come back.
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Nearest Airport
4 Miles
Key West
Car: not necessary

Key West offers lots of fun activities including world class diving,

fishing, swimming, windsurfing, shopping, restaurants, nightlife,

historic attractions. The property is just down the street from the

boxing ring where Hemingway used to spar with the locals. It is now

a fabulous restaurant called Blue Heaven that you've probably seen

featured on the Travel Channel.

Interested in visiting dolphins in the wild or snorkeling at the reef

aboard a schooner? Send me an e-mail and I'll put you in touch with friends who will be glad to have you aboard. Please note that this is a weekly rental, only.


Rates & Availability

Taxes and fees are additional

Additional information about rental rates

CLEANING $75 + Tax
Refundable damage deposit $200
Tax Rate 12.5%

If you use an international bank card or credit card you may be charged a modest service fee to cover additional transaction costs imposed by Homeaway.

I rent Saturday to Saturday almost exclusively. The exception is the Fantasy Fest and powerboat race period and off-season. Deposits are refundable as long as I am able to rent the property without a loss of income.

Manager's Cancellation Policy

  • Canceled bookings will not receive a refund