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Truman Annex - Great Open Air Condo Overlooking Pool

Bedrooms 2
Property type condo
Minimum Stay 6 - 28 nights

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Minimum Stay
6 - 28 nights

About the property

2 Bedroom, 2 Bathroom, 920 Sq. Ft. 2nd Floor Condo Overlooking Pool

The Complex

The Truman Annex is truly one of a kind in Key West. It is a gated community with impeccably kept grounds. The Shipyard section has its own, newly renovated heated pool with everything you need to work on your tan. Although you are only 2 blocks from Duval St. you will be amazed at how quiet it is.

The Condo

Come and stay in a beautiful 2 bedroom, 2 full-bath condo overlooking the pool. Large great room with cathedral ceiling gives it that open, airy feeling with lots of windows and light. No claustrophobia here. The condo has French Doors that open up to a oversized deck with a retractable awning that overlooks the pool. This place is immaculate with a totally equipped kitchen (including juicer and blender), bedding, linens, towels including beach towels and chairs. Everything you need for a great vacation. Some of the extras for your staying pleasure include a parking spot right in front, 2 bicycles for your use, washer/dryer along with information on of all Karen’s favorite places to go in Key West, including where a lot of the locals hang out.

The Location

We are right on the corner of Thomas and Southard St., two blocks from all the action of Duval St. The Green Parrot (where the locals go to listen to music) is a block away. Mallory Square and the spectacular sunsets are a short 5 block walk. If you like the beach, Ft Zach State Park and South Beach are both 5-minute bike rides. For breakfast, it’s Blue heaven, one block away, with the famous Lobster Eggs Benedict. This is absolutely the perfect location to enjoy all Key West has to offer.

More Details

Karen Craig
Member since: 2013
Speaks: english
Response time:
Within a few hours
Response rate:
Calendar last updated:
January 15, 2017

About Karen Craig

Kevin and I have been in Buffalo, NY for over 28 years. We met at Syracuse University, raised our three boys and hey! it's Key West, not Buffalo!

We love the casual, easy going lifestyle in Paradise and we know you will, too!

Karen Craig purchased this condo in 2013

Why Karen Craig chose Key West

The best location in Key West - it's a one of a kind condo. Larger than most other units in Shipyard. You can also visit our other property VRBO 871608 located 100 yards from this one.

What makes this condo unique

Our condo is a very different, unique design in Shipyard. The cathedral ceiling, the ample size, the view from the balcony, to name a few...we know our family and future guests will find their own magic here!


Wonderful! 4.9/5 -
(14 traveler reviews)

Truman Annex - Great Open Air Condo Overlooking Pool
average rating of 4.928571 based on 14 reviews
Arlington, OH

Just what we needed (anniversary)

  • 5 of 5

First of all let me say that Karen and Kevin are the best hosts and landlords you could have. Not only only do they go out of there way to accommodate us, but are to of the friendliest folks you will meet. Take their advice on where to eat and hang out they are spot on. The condo was spotless, well furnished and very short walk to pool. The pool was great and we had a ball relaxing and hanging out. Thanks Karen and Kevin for making our trip to Key West great. We will be back!!

  • Submitted: Jul 17, 2016
  • Stayed: May 2016
  • Source: VRBO, from HomeAway
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Paradise at it's best!

  • 5 of 5

You've come of age when you can spend your winters in Florida. This is the place to do just that! Everything you need is a few steps to a few blocks away. Relax on the deck and do nothing or step down to the pool and socialize with others that are doing the same thing.

Karen and Kevin are the utmost hosts. Their condo is equipt with everything you need. The master bedroom and bath are sizable and comfortable. The kitchen has everything including the blender for Margaritas and Pina Coladas. The loft is best for the younger set for the ladder climb, but don't let that get in the way. The space and beds are very comfortable.

The living area is large for hosting guests and relaxing for a night of TV. Thanks again to Karen and Kevin for a wonderful winter rental!

  • Submitted: Jun 19, 2016
  • Stayed: Jan 2016
  • Source: VRBO, from HomeAway
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  • 5 of 5

We were so extremely pleased with your condo!! Above and beyond expectations is an understatement! Perfect location! Not one thing did we do without! Hope to book with you again in the future!! Thank you so much!!

  • Submitted: Feb 7, 2015
  • Stayed: Jan 2015
  • Source: VRBO, from HomeAway
Owner's Response: Thank you Marilyn and Danny Pittman!! You were wonderful and very patient guests having to put up with installation of new air conditioning system!! Come again, Please!! Karen
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Great Condo with great location = FUN

  • 5 of 5

My husband and I brought our four sons down for the week of Christmas and FUN! Our sons are all in their 20's.

We/they went parasailing, sightseeing, bar hopping on canal street, sailing, snorkeling, kayaking, and deep sea fishing!! We walked everywhere. We did not have a car. We absolutely had a blast! The condo's living space worked for us. The deck is nice and the family room/living area was great. The kitchen worked. It didn't work with three cooks, though…. Worked well with one to max two. The master bedroom was small but nice with a king bed and a master bath. The loft with its 3 beds worked and the sleeper couch was comfy. The pool is in front of the condo! The location of this condo is key! Everything is walking distance! Green Parrot is two blocks away!! Know if you stay here you will be glad you did!

  • Submitted: Jan 15, 2015
  • Stayed: Dec 2014
  • Source: VRBO, from HomeAway
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Morehead city nc

great place!

  • 5 of 5

Good location, good condo, good times !!

  • Submitted: Nov 15, 2014
  • Stayed: Nov 2014
  • Source: VRBO, from HomeAway
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The Nicest Place in Shipyard

  • 5 of 5

We always stay in Shipyard when we share a condo with another couple. This occurs about twice a year and this is about our 14th year. Shipyard is so convienent as you can park your car and never have to use it again. Everything is walking distance and in Key West that is important as traffic can be wicked, parking is impossible and most nights in Key West you do not want to be driving for the sake of everybody. As I said, everything is walking distance.

This year we found the nicest condo of them all. It had a unique design. as the second bedroom is in the loft which is large and roomy. That makes the living area so much bigger. Having two bathrooms is pure luxury and with the bedroom in the loft, even the bathrooms are larger. Being that we planned the trip, we had our choice of bedrooms and we chose the loft as it was so large and they have it decorated so nicely with our own private TV. This condo actually had 3 flat screen cable TVs. The condo overlooks the pool, actually you look right down into it. The condo has a huge deck with a large glass table, confortable chairs and a retractable metal awning. It was complete with pool towels, bath towels and a washer and dryer. The combination lock on the door made it very convienent as I am always forgetting the key. Oh and it was beautifullyfurnished like a home, unlike most of the places we had rented previously.

The best part of the Condo is the cooperation of the owners. They even texted us the first day to see if everything was OK. They also encouraged us to call if we needed anything, which was unnecessary as everything was perfect. Thank you by the way.

  • Submitted: Nov 13, 2014
  • Stayed: Oct 2014
  • Source: VRBO, from HomeAway
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Nearest Airport
4 Miles
Key West
Nearest Barpub
0.1 Miles
Green Parrot
Nearest Golf
5.3 Miles
Key West Golf Club
Nearest Restaurant
0.1 Miles
Blue Heaven
Nearest Beach
0.7 Miles
Ft. Zachary Taylor, South Beach
Car: not necessary

Hemingway House nearby, Little White House, beach is 5 minute bike ride, 2 blocks from Duval St., 4 blocks from Mallory Square, 1 block from Green Parrot


Rates & Availability

Truman Annex Condo Rental Rates

Rental Basis:
per property
Owner accepts payment in:
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Rate Period Nightly Weekend Night Weekly Monthly * Event
Jan 2 2017 - Apr 1 2017
28 night minimum stay
Apr 2 2017 - Jun 3 2017
7 night minimum stay
Apr 14 2017 - Apr 22 2017
9 night minimum stay
Flat fee
Oct 1 2017 - Dec 22 2017
7 night minimum stay
Fantasy Fest
Oct 22 2017 - Oct 29 2017
8 night minimum stay
Flat fee
Boat Week
Nov 5 2017 - Nov 12 2017
8 night minimum stay
Flat fee
Dec 22 2017 - Dec 28 2017
7 night minimum stay
Flat fee
New Years
Dec 29 2017 - Jan 4 2018
7 night minimum stay
Flat fee
My Standard Rate
6 night minimum stay

Additional information about rental rates

Cleaning Fee -for a monthly rental $175
Refundable damage deposit $1,000
Tax Rate 12.5%

Rates are subject to change until reservation is confirmed.
Special Events, Fantasy Fest, Boat Week, Christmas/New Years check with owner.

Owner's Cancellation Policy

Please ask the owner or check their rental agreement when booking the property.
Enter dates for accurate pricing
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Truman Annex Condo Accommodation and Amenities

Property Type:
  • condo
  • floor 2
  • Guests provide their own meals
Floor Area:
  • 929 sq. ft.
Location Type:
  • Downtown ...
  • Adventure
  • Away From It All
  • Historic
  • Romantic
  • Sports & Activities
  • Tourist Attractions
  • Air Conditioning ...
  • Clothes Dryer ...
  • Fitness Room / Equipment ...
  • Hair Dryer
  • Heating ...
  • Internet ...
  • Iron & Board
  • Linens Provided ...
  • Living Room ...
  • Parking ...
  • Towels Provided ...
  • Washing Machine ...
  • Coffee Maker ...
  • Dishes & Utensils ...
  • Dishwasher ...
  • Kitchen ...
  • Microwave ...
  • Oven ...
  • Pantry Items
  • Refrigerator ...
  • Stove ...
  • Toaster ...
  • Dining ...
  • Dining Area
  • seating for 6 people
  • 2 Bathrooms
  • Bathroom 1 - toilet , combination tub/shower
    Bathroom 2 - toilet , shower , Master Bath
  • This is the central bathroom on main floor off the great room. Paper products provided for approx. 1 week. Long term renters to provide remainder Master Bath -Large, bright; plenty of storage; private
  • 2 Bedrooms, Sleeps 6
  • Bedroom 1 - 1 king
    Bedroom 2 - 3 twin/ single , This is a large loft.
  • Master Suite -king size bed; ensuite master walk-in shower; flat screen tv; large closet. Loft Suite - cathedral ceiling in loft; two new twin beds; another twin bed in dormer; reading chair/ottoman, plenty of storage space, flat screen TV,
  • Books
  • DVD Player
  • Games ...
  • Satellite / Cable ...
  • Television ...
  • Balcony ...
  • Bicycles ...
  • Outdoor Grill ...
  • 2 bicycles
  • Long-term Renters Welcome
  • Minimum Age Limit for Renters ...
  • non smoking only ...
  • pets not allowed
  • wheelchair inaccessible
Pool / Spa:
  • Communal Pool ...
  • churches
  • cinemas
  • festivals
  • health/beauty spa
  • library
  • live theater
  • marina
  • museums
  • restaurants
Leisure Activities:
  • beachcombing
  • bird watching
  • boating
  • eco tourism
  • paddle boating
  • scenic drives
  • shelling
  • shopping
  • sight seeing
  • walking
  • whale watching
Local Services & Businesses:
  • ATM/bank
  • fitness center
  • groceries
  • hospital
  • laundromat
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • cycling
  • deepsea fishing
  • fishing
  • fly fishing
  • golf
  • golf privileges optional
  • jet skiing
  • kayaking
  • paragliding
  • parasailing
  • pier fishing
  • sailing
  • scuba diving or snorkeling
  • snorkeling
  • snorkeling/diving
  • sound/bay fishing
  • surf fishing
  • swimming
  • wind-surfing
Two beach chairs, beach towels, a cooler; and beach bags for a day at the beach provided.

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