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ISLAND TIME at The Truman Annex in Key West

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Flat-screen TV - ISLAND TIME at The Truman Annex in Key West (Key West)
Outdoor dining - ISLAND TIME at The Truman Annex in Key West (Key West)
Exterior - ISLAND TIME at The Truman Annex in Key West (Key West)
2 bedrooms, iron/ironing board, free WiFi, bed sheets - ISLAND TIME at The Truman Annex in Key West (Key West)
Outdoor dining - ISLAND TIME at The Truman Annex in Key West (Key West)
Located in the Truman Annex Complex, Shipyard Condominiums offer a tranquil retreat 2 blocks from Duval Street and Old Town Key West attractions. Unwind in your private courtyard or relax by the pool with nearby access to one of the island's best beaches.

Reviews

9.2 out of 10
Wonderful

Entire condo

2 bedrooms1 bathroomSleeps 463 sq m

Popular amenities

  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning
  • Outdoor Space
  • Parking available

Add dates for prices

About this property

Entire place

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

ISLAND TIME at The Truman Annex in Key West

Shipyard Condominiums are located in the Truman Annex Complex which is located 2 blocks from Duval Street and all of the Old Town Key West attractions. The properties are also located ¼ mile from one of the best beaches on the island. The Shipyard units are single level condominiums which have private courtyards on the first level. All properties are outfitted with washer/dryer, pots; pans, towels linens, have central air conditioning, off street parking and pool access. This property is a garden level condo and has recently been refreshed! New additions include all new flat screen TVS, linens, and housewares.
Please note: This property requires a 28 night minimum stay.

Property amenities

Pool/Spa

  • Communal pool

Internet

  • Available in the condo: Free WiFi

Parking and transportation

  • Onsite parking includes off-street options

Food and drink

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

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 1 bathroom
  • Shower
  • Towels provided

Entertainment

  • Flat-screen TV

Outdoor areas

  • Garden
  • Patio

Laundry

  • Laundry facilities
  • Washer/dryer

Comfort

  • Air conditioning

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • In the city center

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 (host has indicated there is a smoke detector on the property)
  • Fire extinguisher

General

  • Garden
  • Unit size: 680 square feet

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Policies

Check-in

Check-in time starts at 4:00 PM

Contactless check-in available

Minimum check-in age: 25

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 indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher
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

About the neighborhood

Located in Key West, this condo is in the city center. 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. Visit our Key West travel guide
View more Condo Rentals in Key West
Map
Key West, FL

What's nearby

  • Duval Street
    Duval Street
    6 min walk - 0.5 km
  • Fort Zachary Taylor Historic State Park
    Fort Zachary Taylor Historic State Park
    8 min walk - 0.7 km
  • Ernest Hemingway Home and Museum
    Ernest Hemingway Home and Museum
    9 min walk - 0.8 km
  • Mallory Square
    Mallory Square
    12 min walk - 1.1 km
  • Florida Keys National Marine Sanctuary
    5 min walk - 0.4 km

Getting around

  • Key West Intl. Airport (EYW)
    14 min drive

Restaurants

  • Green Parrot Bar
    4 min walk
  • Margaritaville
    7 min walk
  • Blue Heaven
    8 min walk
  • Mangoes Restaurant
    7 min walk
  • La Concha Bar
    8 min walk

Frequently asked questions

Is ISLAND TIME at The Truman Annex in Key West pet-friendly?

No, pets are not allowed at this property.

How much is parking?

Onsite parking is available at the property.

What time is check-in at ISLAND TIME at The Truman Annex in Key West?

Check-in begins at 4:00 PM.

What time is check-out at ISLAND TIME at The Truman Annex in Key West?

Check-out is at 10:00 AM.

Where is ISLAND TIME at The Truman Annex in Key West 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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ISLAND TIME at The Truman Annex in Key West Reviews

Reviews

Wonderful

All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
Rating 10 - Excellent. 17 out of 24 reviews
Rating 8 - Good. 4 out of 24 reviews
Rating 6 - Okay. 2 out of 24 reviews
Rating 4 - Poor. 1 out of 24 reviews
Rating 2 - Terrible. 0 out of 24 reviews

9.4

Cleanliness

9.8

Location

Reviews

Verified

8/10 Good

Glenn R.

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

Key West Stay

Great location, clean and efficient.
Stayed 7 nights in May 2025
Verified

10/10 Excellent

John R.

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

Island Time Stay

Enjoyed the quiet neighborhood and felt safe. Pool was great and met nice people there. Instructions were clear and easy to follow.
Stayed 7 nights in Apr 2025
From a partner site

6/10 Okay

Lisa F.

Vacation

Rating Details: The property manager was very helpful. The vacation rental was very clean. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I do not recommend this vacation rental. Reviewer Comments: We travel often & I rely heavily on past reviews when booking a property so I feel they should be honest. The condo is extremely small and there is no inside dining area. The bedding is in desperate need of replacement. It was clean and in a nice location. We did get to use the pool and that was kept at a nice temperture and very clean. Overall we had a nice vacation and the staff was very accomodating and friendly.
Stayed 7 nights in Jul 2024
From a partner site

4/10 Poor

Kenneth T.

Far less than meets the eye

Rating Details: The property manager was very helpful. The vacation rental was spotless. 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 condo was pretty and we enjoyed the week. However the bed in the front bedroom had springs that were felt through the mattress. Just terrible. The bedroom TV’s were not working. There were no grab bars in the shower. That is a danger. The place was attractive, clean and neat, despite the ongoing problems, we had a lovely time.
From a partner site

8/10 Good

Kevin F.

Warm January

Rating Details: The property manager was more than 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 condominium was wonderful. It was only 2 of us so we didn’t need much room. We would have liked an indoor dining/kitchen table, but there was one on the back patio. We couldn’t use that table during the 2 days of pouring rain. The amount of ice available was fantastic. Kitchen appliances were easy to use in great operating conditions. We had a little problem getting in the front door but the cleaning woman was still around to help. We had no other problems with the front door code entry. The condo is in a great location and allowed to walk to and back from most activities in Key West.
Verified

10/10 Excellent

raymond m.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We really loved the area so beautiful and nice. The closeness to everything was wonderful.
Stayed 10 nights in Nov 2025
Verified

10/10 Excellent

Tim O.

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

Excellent facility and near everything we wanted to see and do.

Loved the decor and would recommend to anyone seeking a true Key West look and feel.
Stayed 7 nights in Apr 2023
Verified

10/10 Excellent

Jenna C.

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

Great location

We had a wonderful time!
Stayed 8 nights in Apr 2023
From a partner site

10/10 Excellent

Linda D.

Perfect name island time

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: Always on wonderful vacation and compass realtor.Thank you all!!!
From a partner site

10/10 Excellent

tara j.

Great stay

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: Our original property had an issue with the air conditioning upon arriving. However, we were moved to this location very quickly on our first day. Stacy was fast in addressing the issue. We were completely satisfied in the entire trip- location, cleanliness, and service. Thank you!
Stayed 7 nights in May 2023
From a partner site

10/10 Excellent

sharon m.

Island Time

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 property was perfect! Great location. 2.5 blocks from Duval but in a very quiet neighborhood. You would never know that you were that close to all of the action and partying. The place was absolutely beautiful! Just what you would hope that a tropical vacation home would look like. Small but functional. Everything was well taken care of and so beautifully beachy decorated! Compass staff were extremely helpful and always available. Will definitely be back!
Verified

6/10 Okay

Debbie H.

Liked: Communication, location, listing accuracy

Truman Annex Island Time

We had a few issues with the bathroom and bedroom mattresses. The mattresses are saggy and lumpy and we stayed for two weeks. Owner said they were only 3 years old so they must of been a bargain. No topper or padding were offered. Also the bath/shower needs new grout and looks black in places. We had toilet issues and these were addressed. We loved the location and our back deck. My recommendation is to look at other units and ask questions about beds.
Stayed 14 nights in Mar 2023
From a partner site

10/10 Excellent

Jennifer W.

Just Great!!!

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 & amenities!!!
Verified

10/10 Excellent

Michael G.

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

Great property for your vacation!

This little gem is in the heart of all the action. It’s tucked away within the complex which is great for privacy, but it’s near all of the amenities and a short walk to the beach. I only wish the grill was made accessible to guests- it would have made for some great patio meals and family time.
Stayed 7 nights in Jun 2022
From a partner site

10/10 Excellent

janet m.

Best Rental we have ever had

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 unit was very clean very well decorated made you feel right at home. It has everything you could need in the kitchen. The location is great,
From a partner site

10/10 Excellent

Michael W.

Key West Adventure

Rating Details: The property manager was more than 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 was Fabulous. Perfect location for everything we wanted to do. Fort Taylor, Duvall Street, water sports, sunsets, etc. Check in was a bit rough but not bad. Keys didn't work but that was rectified promptly.
From a partner site

10/10 Excellent

JOHN O.

AUGUST GETAWAY

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: My wife and I had a very relaxing and enjoyable vacation.
From a partner site

10/10 Excellent

Wendy A.

Beautiful Condo with large deck

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 brightly decorated giving you a tropical feeling the moment you arrive. The main bedroom has a adorable flamingo theme all the way to the sheets. The kitchen is well appointed and we there was nothing else we needed. The condo is located in a super convenient spot just past the guard house and close to the pool.
Verified

10/10 Excellent

Kimberly N.

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

Great location in KW

Really enjoyed our stay in the Truman Annex. Great location, quiet, clean with a nice pool.
Stayed 7 nights in Apr 2021
Verified

10/10 Excellent

John M.

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

Best location

This is a GREAT location! Perfect for a family of 4! The check in process using the App was a little tricky, no fault of the owners, just make sure that your 4 digit access code to the property shows up before you arrive if you are getting in after hours! This condo had a nice pool area, the back porch is well set up for dining and relaxing! We spent a week here with 2 kids and it was very comfortable and nice! You can literally WALK anywhere from this property! Would definitely stay here again!
Stayed 7 nights in Apr 2021
Verified

8/10 Good

Josh M.

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

Cute place. Nice location.

This is a nice little place that is both in a quiet area and also close to all the action. We had a nice time and would recommend.
Stayed 7 nights in Mar 2021
Verified

8/10 Good

Dawn B.

Liked: Cleanliness, check-in, communication, location

Great location!

The entire process was super easy. The condo was clean and looks like the decor was recently updated. The entire community is laid back. We had a great experience our only critique is that the listing shows two twin beds in one of the bedrooms but there were two queens. We have a 12 yr old girl and a 15 yr old boy who had to share a bed the entire week.
Stayed 7 nights in Mar 2021
Verified

10/10 Excellent

Kelly K.

Liked: Cleanliness, check-in, communication, location

We love the Truman annex. Beautiful area and great location.

I was expecting a different condo. The one o chose had one Queen and two twins. This one had two full size beds which was logistically no ideal.
Stayed 7 nights in Nov 2020
Verified

10/10 Excellent

kcif77 ..

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

Great place and location

This was perfect for us. Having a kitchen, washer & dryer & separate bedrooms was a wonderful addition to our getaway. Such a pretty area and so quiet despite being so close to everything.