Property Details



Welcome to A Touch of Cuba also in the Shipyard section of the Truman Annex

Welcome to A Touch of Cuba also in the Shipyard section of the Truman Annex. You have many choices of accommodations and since I am not a real estate salesman or property manager allow me to let the photos and description speak for themselves. My oversized two bedroom, one bathroom condominium is located on picturesque Southard Street just down from my cottage, This is the main entrance to the best location on the island, the Truman Annex where you can walk to just about everything you want to see or do. I am confident you would like this vacation home away from home. It is impeccably designed, meticulously maintained and you are surrounded with restful colors on the wall and art work from my many visits to Cuba on educational and humanitarian trips. I have everything you need for a worry free island vacation. Top mattresses, high thread linens, thirsty bath towels, large deep beach towels, high speed WIFI, reserved and sec...



  • 2 Bedrooms
  • Sleeps 4


  • 1 Full Bathroom
  • Walk in shower


  • Near The Ocean
  • Village


  • Adventure
  • Spa
  • Tourist Attractions
  • Sports & Activities
  • Historic
  • Family
  • Romantic


  • Guests Provide Their Own Meals
  • Take Out Meals Available


  • Parking
  • Clothes Dryer
  • Iron & Board
  • Air Conditioning
  • Heating
  • Hair Dryer
  • Linens Provided
  • Internet
  • Washing Machine
  • Towels Provided


  • Oven
  • Toaster
  • Refrigerator
  • Microwave
  • Dishes & Utensils
  • Stove
  • Coffee Maker
  • Kitchen
  • Blender
  • Ice Maker
  • Keurig coffee maker
  • Bosch Dishwasher


  • Dining Area
  • Comfy Seating For 5 People


  • Television
  • Satellite / Cable
  • Books


  • Balcony
  • Deck / Patio
  • Tropical Garden


  • Heated Communal Pool


  • Security 24/7


  • Festivals
  • Health/Beauty Spa
  • Synagogues
  • Restaurants
  • Live Theater
  • Botanical Garden
  • Museums
  • Marina
  • Library
  • Cinemas
  • Churches
  • Arboretum
  • Playground
  • Water Park
  • Amphitheater in Waterfront Park


  • Walking
  • Photography
  • Shopping
  • Boating
  • Sight Seeing
  • Bird Watching
  • Eco Tourism
  • Antiquing
  • Biking


  • Massage Therapist
  • Babysitter
  • Hospital
  • Groceries
  • Fitness Center
  • ATM/Bank
  • Urgent Care


  • Pickle Ball
  • Hiking
  • Swimming
  • Cycling
  • Fishing
  • Golf
  • Wind-Surfing
  • Paragliding
  • Roller Blading
  • Deepsea Fishing
  • Tennis
  • Jet Skiing
  • Pier Fishing
  • Basketball Court
  • Kayaking
  • Parasailing
  • Snorkeling/Diving
  • Bocce Ball

Rates & Availability

Dates Nightly Weekly Monthly
Base Price 7 nights min stay - $2,450.00 -
High season 7 nights min stay $ $2,650.00 $9,000.00
Jun 3rd, 2023 to Oct 21st, 2023
7 nights min stay
- $2,450.00 -

Oct 21st, 2023 to Oct 29th, 2023
- $2,950.00 -

Dec 30th, 2023 to Jan 6th, 2024
- $2,950.00 -
Season 2
Oct 29th, 2023 to Jun 1st, 2024
7 nights min stay
- $2,750.00 -

Additional information about rental rates:

  • Rrefundable Damage Amount $400

  • Tax Rate 12.5%

Owner's Cancellation Policy

  • Cancellation before 60 days, deposit forfeited

  • Between 30 and 60 days.  50% of rent/tax returned  Deposit forfeited  Deposit rolled over to future stay.

  • 30 days and less.   No refund, but 50% credit towards a future rental up to $1500. Deposit rolled over or future booking.


  • Pet Fee: $100

  • Damage deposit: $400

  • Tax Rate: 12.5%

Get Quote

Contact Owner


Fantastic place to stay in Key West


Robert E

Jack’s place was perfect for our group of 5. Spacious, comfortable, beautifully decorated and in an ideal location. Jack was a pleasure to do business with and to get to know. Looking forward to a return visit.

Best amenities, location and host


John A

My review title says it all. Little nicities like reserved and secure parking ;  walk distande to the pool, the beach, Duval St and a very responsive owner. You won't be sorry to stay here.

Quiet cottage, close to everything


Ryan S

Jack's "Touch of Cuba"" in Truman Annex is great! It's just inside the entrance of Truman Annex near the guard shack. The home is clean and has all the amenities you need for a week-long stay, including washer/dryer. Jack goes above and beyond to make sure your stay is a memorable one, providing you with all kinds of information on things to do while in Key West. Secure wireless internet is provided, as well as cable TV. Jack provides a key to the community pool inside the Annex, as well as a pass to Ft. Zachary Taylor State Park, which is nearby. The upstairs master "suite" is very large and has a king bed, flatscreen TV and a chair. There is also a pack-n-play for little ones. Our 2.5 year-old daughter slept in it all week! On your first night, set the coffee pot to come on in the AM. Wake up the next morning to the smell of coffee and the sound of roosters crowing (chickens are everywhere in Key West). Sip your coffee on the front porch, enjoy the island breeze and watch the rest of the Annex come to life. Truman Annex is 2.5 blocks away from Duval Street, so you're far enough away from the noise when you want to relax, but close enough to the action when you want to go out. You're also 2 blocks from Blue Heaven and La Creperie - our two favorite breakfast venues. If you're physically able to ride a bike, rent bikes for your stay! You don't have to worry with parking your car, and you get to see so much more of Key West! By the way, Sunshine Bike Rental will take you to the airport at the end of the stay, free of charge. You won't be disappointed with "A Touch of Bermuda". It has all the comforts of home - but it's located in KEY WEST!!

Touch of Cuba


Joey Lynn G.

Beautiful condo in the very safe, gated Truman Annex. Security was always visible and present. Jack was an AMAZING host and we couldn't have asked for anything better. Can't wait to come back!

Great Condo, Great Location, Great Owner.


Scott M.

A cute, spotless place central to everything. Lovely foliage all around, easy walks to wherever you need to go. Thanks for renting us your place.

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