Entire condo

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

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

Beach - Truman Annex Gem Shipyard 2BR C Walk to Beach & Bars, Best of Old Town (Key West)
A wooden deck with wicker furniture, a grill, and a white picket fence. - Truman Annex Gem Shipyard 2BR C Walk to Beach & Bars, Best of Old Town (Key West)
A pathway flanked by white picket fences and lush tropical plants, leading to a building. - Truman Annex Gem Shipyard 2BR C Walk to Beach & Bars, Best of Old Town (Key West)
Exterior - Truman Annex Gem Shipyard 2BR C Walk to Beach & Bars, Best of Old Town (Key West)
An open door leading to a living room with wicker furniture, a ceiling fan, and a dining area. - Truman Annex Gem Shipyard 2BR C Walk to Beach & Bars, Best of Old Town (Key West)
Close to Duval Street and Ernest Hemingway Home and Museum, Truman Annex Gem Shipyard 2BR C Walk to Beach & Bars, Best of Old Town provides a garden, laundry facilities and more. Stay connected with free in-room WiFi.

Reviews

9.4 out of 10
Exceptional

Entire condo

2 bedrooms1 bathroomSleeps 4

Popular amenities

  • Pool
  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Air-conditioning

Add dates for prices

About this property

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.

Property amenities

Pool/Spa

  • Communal pool
  • Heated pool

Internet

  • Available in the condo: Free WiFi

Parking and transport

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Hob
  • Microwave
  • Oven
  • Refrigerator
  • 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
  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • In the city centre
  • 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
  • Snorkelling 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

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  • Pool
  • Kitchen
  • Washing machine
  • Dryer
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Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in and check-out are 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

This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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
On-site 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
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal.

About the area

Located in Key West, this condo is in the city centre. Fort Zachary Taylor Historic State Park and Ernest Hemingway Home and Museum are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and South Beach. USCGC Ingham Maritime Museum and Mel Fisher Maritime Museum are also worth visiting. Jet skiing and scuba diving offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling and ecotours nearby. Visit our Key West travel guide
View more Condo rentals in Key West
Map
Key West, FL

What's nearby

  • A street with a pharmacy, a theater, and a yellow building.
    Duval Street
    4 min walk - 0.3 miles
  • A two-story colonial-style building with a balcony, surrounded by lush greenery and palm trees.
    Ernest Hemingway Home and Museum
    8 min walk - 0.4 miles
  • A coastal fortification with a staircase leading to a higher platform, overlooking the sea.
    Fort Zachary Taylor Historic State Park
    9 min walk - 0.5 miles
  • A sign reading "Welcome to Mallory Square" with an American flag, a red and white striped awning, and a statue of a man in a blue shirt and straw hat.
    Mallory Square
    11 min walk - 0.6 miles
  • Florida Keys National Marine Sanctuary
    6 min walk - 0.4 miles

Getting around

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

Restaurants

  • Margaritaville
    8 min walk
  • Green Parrot Bar
    5 min walk
  • Blue Heaven
    9 min walk
  • Mangoes Restaurant
    8 min walk
  • Jack Flats
    7 min walk

Frequently asked questions

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

Yes, this property has a pool. Pool types include heated pools.

Is Truman Annex Gem Shipyard 2BR C Walk to Beach & Bars, Best of Old Town pet-friendly?

No, pets are not allowed at this property.

How much is parking at Truman Annex Gem Shipyard 2BR C Walk to Beach & Bars, Best of Old Town?

On-site parking is available at the property.

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.

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

Checkout is at 10:00 AM.

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

Located in Old Town Key West, this condo building is within a 10-minute walk of Truman Waterfront Park, Duval Street and Fort Zachary Taylor Historic State Park. Florida Keys Beaches and Ernest Hemingway Home and Museum are also within 15 minutes.

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Reviews

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

9.4

Exceptional

9.8

Cleanliness

10

Location

10

Staff & service

10

Property conditions & facilities
Rating 10 - Excellent. 62 out of 82 reviews
Rating 8 - Good. 15 out of 82 reviews
Rating 6 - Okay. 4 out of 82 reviews
Rating 4 - Poor. 1 out of 82 reviews
Rating 2 - Terrible. 0 out of 82 reviews

Reviews

Verified review

10/10 Excellent

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 review

10/10 Excellent

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
From a partner site

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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

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

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

8/10 Good

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
From a partner site

10/10 Excellent

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.
From a partner site

6/10 Okay

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
From a partner site

10/10 Excellent

Comfortable Home

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.
Stayed 7 nights in Jun 2024
From a partner site

10/10 Excellent

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: The condo is clean and well equipped. Short distance to downtown.
From a partner site

10/10 Excellent

Just perfect!

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: Wonderful location in Key West. Close to everything. Very spacious for an older structure (small bathroom and kitchen). Will definitely stay here again.
Stayed 6 nights in Oct 2023
Verified review

10/10 Excellent

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

10/10 Excellent

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

10/10 Excellent

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

Great place

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

8/10 Good

Liked: Cleanliness, communication, location, listing accuracy

Nice, close to everything

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

10/10 Excellent

Key West

Wonderful
Stayed 9 nights in May 2019
Archival

10/10 Excellent

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.
From a partner site

8/10 Good

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

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.
Verified review

10/10 Excellent

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
From a partner site

10/10 Excellent

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
Verified review

10/10 Excellent

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

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