Truman Annex Gem Shipyard 2BR C Walk to Beach & Bars, Best of Old Town

Key West, Florida
$156 avg/night Minimum Stay 30 Nights
Bed 2

Bed

Bath 1

Bath

Home Condo

Property Type

Sleep 4

Max Sleeps

Night 30 nights

Min Stay

Shipyard Pool Closure
The Shipyard Pool will be closed starting August 1, 2026, for the Pool Deck Replacement Project. We expect the project to take 30 days, with the goal of having the work completed and the pool reopened by September 1, 2026.



Best Deal in Truman Annex – Céad Míle Fáilte!
2 Bedroom | 1 Bathroom | Sleeps Up to 5 Guests

Welcome to Innis-free, our little slice of paradise in Key West—where you're greeted with Céad Míle Fáilte, an Irish expression meaning “a hundred thousand welcomes.” Whether you're traveling from near or far, we’re delighted to share our home with you.

Nestled in the heart of the exclusive Truman Annex, our cozy ground-floor condo offers the perfect combination of comfort, convenience, and charm. With two bedrooms and one bathroom, the space comfortably accommodates up to five guests and is ideal for couples, families, or small groups of friends.

Why You'll Love It Here:
Reserved parking—leave the car and explore on foot or by bike
Steps from iconic spots: Green Parrot, Margaritaville, and Duval Street
A short ride to Fort Zachary Taylor State Park—home to the island’s best beach
Relax in the community pool or unwind on your private back deck
Enjoy tasteful decor, hardwood floors, and a new maplewood kitchen

From lazy beach days to lively nights out, everything Key West has to offer is right at your doorstep. So kick back, soak up the sunshine, and enjoy a truly warm welcome—a hundred thousand times over.

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  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    No Pets Allowed
  • SAFETY

    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)
  • BEDROOM

    2 Bedrooms Bed Sheets Provided Sofa Bed
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Microwave Oven Refrigerator Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Near Laundromat Washing Machine And Dryer
  • PARKING

    Onsite Parking
  • INTERNET

    Internet Access
  • OUTDOORS

    Barbecue Grill Garden Patio
  • POOL/SPA

    Heated Pool Shared/communal Pool
  • BATHROOMS

    1 Bathroom Hair Dryer Shower Towels Provided
  • LANGS SPOKEN

    English Spanish
  • THINGS TO DO

    Birdwatching Nearby Cycling Nearby Ecotours Nearby Fishing Nearby Fitness Facilities Nearby Golf Nearby Jet Skiing Nearby Marina Nearby Scuba Diving Nearby Snorkeling Nearby
  • ENTERTAINMENT

    DVD Player TV With Cable/satellite Service
  • LIVING SPACES

    Living Room
  • CLIMATE CONTROL

    Air Conditioning
  • LOCATION HIGHLIGHTS

    In The City Center Near A Hospital
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Cobblestone Flooring In Public Areas Hardwood Flooring In Public Areas If You Have Requests For Specific Accessibility Needs, Please Contact The Property Using The Information On The Reservation Confirmation Received After Booking. Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 4

Map Map

School District Rates & Availability

Review Review

  • Tonya

    Submitted Aug 26, 2019

    Stayed Aug 4, 2019

    Great location, close to Duval Street. Property is clean, quiet, fit our family of 4 just fine.

  • Monika K.

    Submitted Dec 31, 2025

    Stayed Dec 21, 2025

    Closeness to everything we wanted to do.

  • Denise R.

    Submitted Nov 1, 2025

    Stayed Oct 29, 2025

    Easy check in. Fabulous location.

  • Debbie H.

    Submitted Sep 11, 2025

    Stayed Aug 27, 2025

    We stayed here for a week and overall the location was excellent—close to everything—and the condo itself was cozy and clean. We’ve stayed at other rentals in the Shipyard community, but this was the first that really didn’t provide any “extras.” The toilet paper was 1-ply, there were no paper plates or cups, only a half-roll of paper towels, and the complimentary toiletries were minimal (a tiny hand soap and small sample-size shampoo/conditioner).Since we travel often and usually stay for at least a week, we know to pack most of our own supplies, but it still felt a little bare compared to other places we’ve stayed. We were also asked to start the linens in the washer and dryer before leaving, but only one laundry tablet was provided. For the price we paid, it would have been nice to have at least a little more consideration—something as simple as filling the ice trays with water would’ve made a difference.That said, the condo itself was comfortable and in a great spot, just be prepared to bring along the basics if you book here.

  • Nick T.

    Submitted Aug 26, 2025

    Stayed Aug 18, 2025

    Great to work with, helped immediately when an issue popped up late in the evening that was out of everyone’s control. Went out of their way to make sure we were taken care of. Thank you!

  • Paul G.

    Submitted Apr 4, 2025

    Stayed Jan 10, 2025

    Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: This place is very clean and well kept. Close to everything.

  • Valerie D.

    Submitted Nov 21, 2024

    Stayed Nov 5, 2024

    Great service by the office, great location for boat race week and general island visiting.

  • Thomas K.

    Submitted Oct 29, 2024

    Stayed Oct 19, 2024

    Rating Details: The property manager was very helpful. The vacation rental was clean. I was very happy with the location. I was somewhat dissatisfied with the condition of the vacation rental. Overall, I do not recommend this vacation rental. Reviewer Comments: The property was under renovation and needs some TLC - especially the back deck: door shutters were propped up against the fence along with an old bucket and a can of stain or paint. Bikes were half covered with an old, tattered blue tarp, the umbrella, door mat and cushions were worn and really need to be updated. The kitchen appliances and utensils were functional but bare minimum quality. We've stayed at many condos in Truman Annex and they were all better maintained and updated. We were also disappointed in the condition of the pool surface. I understand it will be resurfaced soon, which is good, it needs it. Overall, this property might be OK for young people there to party but middle-aged couples will probably prefer something more updated.

  • Kathleen T.

    Submitted Jun 27, 2024

    Stayed Jun 18, 2024

    Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Very good - enjoyed it thoroughly. Condo was lovely and had everything we needed other than a decent frying pan - ones in there had most of the teflon scratched off and not safe to use. Also needed a decent cooking sheet for roasting veggies etc.

  • Louise V.

    Submitted May 4, 2024

    Stayed Apr 8, 2024

    We enjoyed the condo and location to restaurants, Mallory square, shopping, and beaches. Things to improve: WiFi was not showing as secure dishwashing leaked on floor when ran (alerted rental Co.) keys left on table opened the pool gate but not gates to Truman annex after 6pm.

  • Paul G.

    Submitted Apr 3, 2024

    Stayed Dec 31, 1969

    Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The condo is clean and well equipped. Short distance to downtown.

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Total

Includes taxes and fees
$156+
View details