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

Condo near Duval Street in Key West

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

A heated pool
Outdoor dining
Fridge, microwave, oven, stovetop
Property grounds
Exterior

Reviews

9.4 out of 10
Exceptional

Entire condo

2 bedrooms1 bathroomSleeps 4

Popular amenities

  • Dryer
  • Washer
  • Parking available
  • Kitchen
  • Pool
  • Barbecue grill

Explore the area

View in a map
Key West, FL
  • Place, Duval Street
    ‪4 min walk‬
  • Place, Ernest Hemingway Home and Museum
    ‪6 min walk‬
  • Place, Mallory Square
    ‪11 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪9 min drive‬

Room options

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About the neighborhood

Key West

Old Town Key West stay.Within a 10-minute walk of this Old Town Key West condo, you'll find Duval Street and Fort Zachary Taylor Historic State Park. Also, Mallory Square is within half a mile (1 km) and Southernmost Point is within 2 miles (3 km).
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What's nearby

  • Duval Street - 4 min walk - 0.3 miles
  • Ernest Hemingway Home and Museum - 6 min walk - 0.4 miles
  • Harry S. Truman Little White House - 6 min walk - 0.4 miles
  • Fort Zachary Taylor Historic State Park - 9 min walk - 0.5 miles
  • Mallory Square - 11 min walk - 0.6 miles

Getting around

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

Restaurants

  • ‪Green Parrot Bar - ‬5 min walk
  • ‪Willie T's - ‬7 min walk
  • ‪Blue Heaven - ‬9 min walk
  • ‪Mangoes Restaurant - ‬8 min walk
  • ‪Kaya Island Eats - ‬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

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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  • Kitchen
  • Washer
  • Dryer
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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
  • 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

  • Golf
  • 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

Pets

  • No pets 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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. Onsite parties or group events are strictly prohibited.

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

Frequently asked questions

How close is Truman Annex Gem Shipyard 2BR C Walk to Beach & Bars, Best of Old Town to the airport?

This condo is 4.3 mi (9-min drive) away from the Key West Intl. Airport (EYW) airport, the closest popular airport to the property.

Does Truman Annex Gem Shipyard 2BR C Walk to Beach & Bars, Best of Old Town have an airport shuttle?

Airport shuttle services are not available at this condo.

How close is Truman Annex Gem Shipyard 2BR C Walk to Beach & Bars, Best of Old Town to the beach?

This condo is a short 11-minute walk from Florida Keys Beaches and 14-minute walk from Truman Beach. Don't forget your sunscreen!

Does Truman Annex Gem Shipyard 2BR C Walk to Beach & Bars, Best of Old Town offer free breakfast?

This condo does not offer free breakfast.

Is there a casino at Truman Annex Gem Shipyard 2BR C Walk to Beach & Bars, Best of Old Town?

No, there is no casino at this condo.

What time is check-in at Truman Annex Gem Shipyard 2BR C Walk to Beach & Bars, Best of Old Town?

Check-in begins at 4:00 PM.

Is there free parking at Truman Annex Gem Shipyard 2BR C Walk to Beach & Bars, Best of Old Town?

Free parking is not available at this condo.

Does Truman Annex Gem Shipyard 2BR C Walk to Beach & Bars, Best of Old Town have a pool?

Yes, there's a heated pool.

Does Truman Annex Gem Shipyard 2BR C Walk to Beach & Bars, Best of Old Town have a spa?

There are no spa services available at this condo.

How close is Truman Annex Gem Shipyard 2BR C Walk to Beach & Bars, Best of Old Town to downtown Key West?

This condo is 0.2 mi away from Key West.

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

Reviews

9.4

Exceptional

Rating 10 - Excellent. 60 out of 80 reviews
Rating 8 - Good. 15 out of 80 reviews
Rating 6 - Okay. 4 out of 80 reviews
Rating 4 - Poor. 1 out of 80 reviews
Rating 2 - Terrible. 0 out of 80 reviews

9.8/10

Cleanliness

10/10

Staff & service

10/10

Amenities

10/10

Property conditions & facilities

Reviews

10/10 Excellent

Denise R.

Liked: Cleanliness
Easy check in. Fabulous location.
Stayed 3 nights in Oct 2025

8/10 Good

Debbie H.

Liked: Cleanliness
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

10/10 Excellent

Nick T.

Liked: Cleanliness
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

8/10 Good

Claire K.

Liked: Cleanliness
Stayed 7 nights in Oct 2024

10/10 Excellent

Valerie D.

Liked: Cleanliness

Boat Race Week

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

10/10 Excellent

Louise V.

Liked: Cleanliness

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

10/10 Excellent

Richard G.

Liked: Cleanliness

Key West getaway!

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

10/10 Excellent

Shelby G.

Liked: Cleanliness

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

10/10 Excellent

Chris B.

Liked: Cleanliness

Great place

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

10/10 Excellent

David P., League City, Texas USA

Liked: Cleanliness

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

8/10 Good

John L.

Liked: Cleanliness

Great place, inconsistent instructions

Great place, very clean and convenient location near Duval St. Only problem was printed instructions in condo for Wi-Fi connection, keys and check out procedures were out of date or wrong.
Stayed 7 nights in Nov 2022

10/10 Excellent

Colleen E.

Liked: Cleanliness

There for boat races

Cute place and great location
Stayed 5 nights in Nov 2022

10/10 Excellent

Tom M.

Liked: Cleanliness

Key West Reboot

Great ground level condo in the Truman Annex. The condo is a short walking distance to Duvall Street and many great restaurants and shops yet very quiet and peaceful. Pool area was great! The place is well appointed with everything you need. We'll be back! Definitely recommended!
Stayed 6 nights in Oct 2022

10/10 Excellent

Jennifer P.

Liked: Cleanliness

Great Trip

First time visiting Key West and it was great! I wish the beaches were useable but I know it couldn’t be helped! We did a couple of excursions with Fury and they were great! Every restaurant we ate at had great food! Our favs were Smokin Tuna, Willy T’s, Hog’s Breath and Kaya’s! Our condo was great and very close to Duvall St and the pier. We had a great time!
Stayed 6 nights in Aug 2022

10/10 Excellent

Frank B.

Liked: Cleanliness

Frequent Key West visitor and loved first time in Truman Annex

The property has everything you need and is close to everything plus a playground and splashpad for kids. Unit was equipped with all necessities for a long stay and thoughtful items like coffee and other kitchen items to set you up for success. Property management was very responsive and checked in on us when we thought there might be an issue (but all was well). Would stay again and recommend to you.
Stayed 6 nights in Jul 2022

8/10 Good

Sharon K.

Liked: Cleanliness

Great central location & Great place

The unit was clean and had all we needed to start our week. A short Uber to Publix then walked & bicycles for the rest of the week. Had alot of fun & made great memories! Already planning to visit Key West again!
Stayed 7 nights in May 2021

10/10 Excellent

Jennifer M.

Liked: Cleanliness

Perfected located condo for 2-4 people

Cute little condo. Perfect location. Very close to it all yet far enough away from Duvall street . No need for bikes or carts. You can easily catch the free air conditioned bus with a short walk to the bus stops when needed. The only complaint I Have is that there weren’t enough washcloths and hand towels. Knowing there were 4 people staying here, there should have been one set for each of us. Only one was left out and there weren’t any others in the closets. Otherwise, this condo had everything we needed.
Stayed 7 nights in May 2021

10/10 Excellent

Patrick M.

Liked: Cleanliness

Would stay here again

Can’t wait to come back
Stayed 7 nights in May 2021

10/10 Excellent

Courtney G., Jacksonville, NC

Liked: Cleanliness

Property close to everything you need!!

First this company and staff are amazing. They answer your questions and were very quick to respond by phone or message on vrbo. The condo was perfect size for us. We enjoyed coffee in mornings on back patio. The condo had all kitchen items you could need from coffee pot to pots and pans to dinnerware! It was a very quiet spot not a lot of huddle and bustle.. you only heard roosters in mornings but that didn’t bother us at all. We were 2 blocks behind Duval street which was perfect.. when we wanted duval we walked if we wanted something a bit further we drove. We rented car but you can rent mopeds, bikes, scooters.. and property mgt had access to all of it if you needed the info. We were very please where we stayed. We highly recommend this spot for key west!! The property manager was more than accommodating!!
Stayed 7 nights in Dec 2020

10/10 Excellent

Bill M.

Liked: Cleanliness

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

10/10 Excellent

Tonya

Traveled with family
Liked: Staff & service, amenities, property conditions & facilities
Great location, close to Duval Street. Property is clean, quiet, fit our family of 4 just fine.
Stayed 7 nights in Aug 2019

8/10 Good

Siniša P.

Liked: Cleanliness

Nice, close to everything

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

10/10 Excellent

Valerie H.

Key West

Wonderful
Stayed 9 nights in May 2019