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

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Beach
Outdoor dining
TV, DVD player
Exterior
Property grounds

Reviews

9.4 out of 10
Exceptional

Entire condo

2 bedrooms1 bathroomSleeps 4

Popular amenities

  • Pool
  • Kitchen
  • Washer
  • Dryer
  • Air conditioning
  • Outdoor Space

Explore the area

View in a map
Key West, FL
  • Place, Duval Street
    ‪4 min walk‬
  • Place, Ernest Hemingway Home and Museum
    ‪8 min walk‬
  • Place, Fort Zachary Taylor Historic State Park
    ‪9 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪15 min drive‬

Room options

Similar properties

Terrace/patio
ARIA~Adult Only, Treetop King Suite w/ Balcony & Community Pool!
Old Town Key West
  • Free WiFi
  • Air conditioning
  • Parking available
  • Living/Dining area
4.8 out of 5, Exceptional, 147 reviews
$244 nightly
The price is $270
Jun 29 - Jun 30
Total with taxes and fees
ARIA~Adult Only, Treetop King Suite w/ Balcony & Community Pool!

About the neighborhood

Key West

A stay at this condo places you in the heart of Key West, within a 10-minute walk of Duval Street and Fort Zachary Taylor Historic State Park. .This condo is 0.6 mi (1 km) from Florida Keys Beaches and 0.5 mi (0.8 km) from Ernest Hemingway Home and Museum.
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What's nearby

  • Duval Street - 4 min walk - 0.3 miles
  • Florida Keys National Marine Sanctuary - 6 min walk - 0.4 miles
  • Ernest Hemingway Home and Museum - 8 min walk - 0.4 miles
  • Fort Zachary Taylor Historic State Park - 9 min walk - 0.5 miles
  • Mallory Square - 12 min walk - 0.7 miles

Getting around

  • Key West Intl. Airport (EYW) - 9 min drive

Restaurants

  • ‪Green Parrot Bar - ‬5 min walk
  • ‪Margaritaville - ‬8 min walk
  • ‪Blue Heaven - ‬9 min walk
  • ‪Mangoes Restaurant - ‬8 min walk
  • ‪Rams Head Southernmost - ‬8 min walk

About this property

Entire place

You'll have the entire condo to yourself and will only share it with other guests in your party.

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

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.
Make yourself comfortable in this air-conditioned condo, featuring a kitchen with a refrigerator and an oven. There's a private patio. Conveniences include a microwave and a coffee/tea maker.
Take in the views from a garden and make use of amenities such as barbecue grills.
Guests will find features like internet access and onsite parking.

Property amenities

Pool/Spa

  • Communal pool
  • Heated pool

Internet

  • Available in the condo: Internet access

Parking and transportation

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Toaster

Bedrooms

  • 2 bedrooms
  • Bedsheets provided
  • Sofa bed

Bathroom

  • 1 bathroom
  • Hair dryer
  • Shower
  • Towels provided

Living spaces

  • Living room

Entertainment

  • DVD player
  • TV with cable/satellite channels

Outdoor areas

  • Barbecue grill
  • Garden
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning

Pets

  • No pets allowed

Suitability/Accessibility

  • Cobblestone flooring in public areas
  • Hardwood flooring in public areas
  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • In the city center
  • Near a hospital
  • Near the marina

Things to do

  • Heated pool
  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Jet skiing nearby
  • Scuba diving nearby
  • Snorkeling nearby
  • Swimming nearby

Safety features

  • 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)

General

  • Garden

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

Pets not allowed

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation

Property is also known as

Beautiful Downtown Truman Annex 2 BR 1 BA Condominium Sleeps 4
Beautiful Downtown Truman Annex 2 BR 1 BA Condominium Sleeps 4
@@ Fantastic Spring Summer Stay Downtown Walk Everywhere @@
1680-71576

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

Reviews

9.4

Exceptional

Rating 10 - Excellent. 61 out of 81 reviews
Rating 8 - Good. 15 out of 81 reviews
Rating 6 - Okay. 4 out of 81 reviews
Rating 4 - Poor. 1 out of 81 reviews
Rating 2 - Terrible. 0 out of 81 reviews

9.8/10

Cleanliness

10/10

Staff & service

10/10

Amenities

10/10

Property conditions & facilities

Reviews

Verified

10/10 Excellent

Monika K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Closeness to everything we wanted to do.
Stayed 7 nights in Dec 2025
Verified

10/10 Excellent

Denise R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Easy check in. Fabulous location.
Stayed 3 nights in Oct 2025
Verified

10/10 Excellent

Richard G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Key West getaway!

Amazing quiet secluded spacious condo! Would absolutely stay here again.
Stayed 7 nights in Nov 2023
Verified

10/10 Excellent

Chris B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great place

Great location. Just positive all around
Stayed 6 nights in Jul 2023
Verified

10/10 Excellent

Valerie D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Boat Race Week

Great service by the office, great location for boat race week and general island visiting.
Stayed 7 nights in Nov 2024
Verified

8/10 Good

Siniša P.

Liked: Cleanliness, communication, location, listing accuracy

Nice, close to everything

Clean and neat. Close to Duvall, yet peaceful.
Stayed 9 nights in Jul 2019
From a partner site

10/10 Excellent

Paul G.

Irish Cottage in The Shipyard

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.
Verified

10/10 Excellent

Valerie H.

Key West

Wonderful
Stayed 9 nights in May 2019
Verified

10/10 Excellent

Louise V.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Overall stay was wonderful!

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.
Stayed 7 nights in Apr 2024
Verified

10/10 Excellent

Nick T.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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!
Stayed 6 nights in Aug 2025
Archival

10/10 Excellent

Sue M.

Key West Vacation

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: Loved the condo, patio and location.
Verified

10/10 Excellent

Shelby G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Honeymoon trip

The trip was great all around. The condo was very clean & communication was easy. No problems here!!
Stayed 7 nights in Aug 2023
From a partner site

10/10 Excellent

Bill M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Location, location, location?

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: Shipyard condos are the perfect location for a Key West vacation.
Stayed 14 nights in Oct 2019
From a partner site

8/10 Good

Valerie H.

Comfortable Condo

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Condo was well equipped and very clean
Stayed 9 nights in May 2019
From a partner site

10/10 Excellent

Paul G.

Irish Cottage in The Shipyard

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: Great spot in Key West! Near everything.
From a partner site

10/10 Excellent

Rosie B.

Beautiful location, safe gated development

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: Great place to stay with all amenities included, good location, walking distance to shops and museums and the beach. Very comfortable for 4 people.
From a partner site

10/10 Excellent

Linda H.

Irish in Truman Annex

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: Quite delightful. Great location, very clean and comfortable. However small bathroom and kitchen. Would stay there again. Julia was fabulous
From a partner site

10/10 Excellent

Keri A.

Perfect Location

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: Fantastic vacation spot. Easy access to everything. I recommend renting bikes for easy access to the beach. The house was very clean and well stocked. We greatly appreciated the beach chairs.
Stayed 6 nights in Jun 2023
From a partner site

8/10 Good

kathryn w.

Perfect location and quiet

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: Some appliances were a bit outdated but they worked. Comfortable and clean. Didn't have to buy anything extra for cleaning, paper goods, or laundry. Would stay again.
Stayed 6 nights in Aug 2023
Verified

10/10 Excellent

David P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great place close to Duval

Overall a great place to stay. I would get the shower drain cover fixed. There are no screws holding it down. Also the WiFi account isn’t being broadcast. I do like it a bit cooler at night 74 was a bit warm for sleeping. Still a great place to stay.
Stayed 10 nights in Jul 2023
From a partner site

8/10 Good

Littleton K.

A Wonderful Time Was Had by All

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The property is pretty and was clean. A bit dated inside, but a nice common space. Location was pretty great. Management company was AWESOME! Response times to needs was only a few minutes. Could use a few more kitchen items, i.e., cookie sheet, utensils.
Stayed 5 nights in Apr 2020
From a partner site

10/10 Excellent

Nancy and Larry M.

Truman Shipyard

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: Condo was clean and in a great location for walking to many restaurants and shops in Key West. Overall the rooms are small, kitchen is one person at a time. Outdoor deck area was nice, but when we were there it was very hot outdoors, even at night, so didn't get to enjoy it much. The pool is great, had shade when needed and a short walk from the condo.
Verified

10/10 Excellent

Bill M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Location, location, location!

Excellent location. Unit is a bit run down and in need of updating. That said, the price was less than I normally pay for a 1 BR also in Shipyard. On arrival, the security require the name of the owner. There is no name on the contract, just the property manager. Fortunately the security guy let it slide, in the past they have more insistent. If this unit were cleaned up and the bulky furniture swapped out it would easily be a 5*.
Stayed 14 nights in Oct 2019
Verified

8/10 Good

Debbie H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 7 nights in Aug 2025
From a partner site

6/10 Okay

Thomas K.

OK but needs TLC

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.
Stayed 8 nights in Oct 2024