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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 6 - 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:
July 21, 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
  • Wireless Internet
  • 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 -
(27 traveler reviews)

59% Complete
37% Complete
0% Complete
0% Complete
3% Complete
Truman Annex Shipyard with Tropical Garden ... No Hurricane Damage!
average rating of 4.4814816 based on 27 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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Pensacola, Florida

Great location!

  • 4 of 5

Nice property, loved the condo, it was small but it worked for our family of 3. Short walk to restaurants and harbor. Would definitely stay here again.

  • Submitted: Jun 27, 2018
  • Stayed: June 2018
  • Source: VRBO, from HomeAway
Owner's Response: Thank you, Candace. Come back again. Craig
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0 0

Great location and price.

  • 4 of 5

Visited Key West for my nieces high school graduation. The location is perfect and the price is great. The condo could use a little update but overall was very nice.

  • Submitted: Jun 7, 2018
  • Stayed: May 2018
  • Source: HomeAway
Owner's Response: Thanks, Chip.
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0 0

Perfect getaway.

  • 5 of 5

Very quite but close to Duval street. The condo had everything you could imagine. Very clean and landlord was wonderful to deal with. Would recommend to everyone!!!

  • Submitted: May 12, 2018
  • Stayed: April 2018
  • Source: VRBO, from HomeAway
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  • 5 of 5

Perfect place to stay in Key West! Beautiful, very comfortable, immaculately clean, includes everything you might need. Craig was very responsive to messages. Location couldn’t have been better! We could walk to practically everything; Duval Street, Mallory Square and Sunset Celebrations, beautiful Fort Zachary Taylor Fort and beach, tons of restaurants and shopping, Conch Train, Truman House, Museums, docking points for many cruises and boat tours, etc., etc.! Would definitely stay here again! Lovely pool on the premises for a quick morning swim or evening cool down. Location allowed us to feel like locals with the opportunity to get great tips and recommendations from year round residents. Hated to leave this bit of paradise!! Highly recommend!!! You’ll love it!

  • Submitted: May 9, 2018
  • Stayed: April 2018
  • Source: HomeAway
Owner's Response: Thank you so much for the kind words. I've had some great times in that property over the years. It's the best location in Key West!
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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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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

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