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Condo

Another Day in Paradise at the Truman Annex in Key West

Photo gallery for Another Day in Paradise at the Truman Annex in Key West

Interior
Living area
Living area
Living area
Living area

Reviews

9.0 out of 10
Wonderful
2 bedrooms1 bathroomSleeps 4

Popular amenities

  • Shared communal pool
  • Onsite parking available
  • Kitchen
  • Washer/dryer
  • Air-conditioning
  • Balcony or patio

Explore the area

View map
Key West, FL
  • Place, Florida Keys National Marine Sanctuary
    ‪5 min walk‬
  • Place, Duval Street
    ‪6 min walk‬
  • Place, Fort Zachary Taylor Historic State Park
    ‪8 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪13 min drive‬

Rooms & beds

2 bedrooms (sleeps 4)

Bedroom 1

1 Queen Bed

Bedroom 2

2 Single Beds

1 bathroom

Bathroom 1

Bathtub or shower · Toilet

Spaces

Deck or patio
Kitchen

About this property

Another Day in Paradise at the Truman Annex in Key West

Prime Old Town location meets effortless island living in this 2‑bedroom, 1‑bath first‑floor Shipyard condo. Bright interiors, a private tropical patio, and a coveted ground‑floor layout make this home ideal for full‑time living or vacation use. Gated community, resort‑style pool, assigned parking, and just minutes to Duval Street and the beach. A rare opportunity in one of Key West’s most sought‑after neighborhoods.

Please note: This property has a 28 night minimum stay

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Similar properties

Living area
Key West Casa | Pool Access | BBQ & Patio | Near Duval Street | Month-Long Stays
Truman Annex
  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
10.0 out of 10, Exceptional, (12 reviews)
Key West Casa | Pool Access | BBQ & Patio | Near Duval Street | Month-Long Stays

House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted

Important information

You need to know

Property # 4748131
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 indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher

About the area

Key West

Located in Key West, this condo is in the city centre. Ernest Hemingway Home and Museum and Fort Zachary Taylor Historic State Park 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.
Map
Key West, FL

What's nearby

  • Florida Keys Eco - Discovery Center - 3 min walk - 0.3 km
  • Florida Keys National Marine Sanctuary - 5 min walk - 0.4 km
  • Duval Street - 6 min walk - 0.5 km
  • Ernest Hemingway Home and Museum - 8 min walk - 0.7 km
  • Fort Zachary Taylor Historic State Park - 8 min walk - 0.7 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 19 min drive

Restaurants

  • ‪Green Parrot Bar - ‬4 min walk
  • ‪Blue Heaven - ‬8 min walk
  • ‪Mangoes Restaurant - ‬7 min walk
  • ‪Moondog Cafe & Bakery - ‬8 min walk
  • ‪Rams Head Southernmost - ‬7 min walk

Frequently asked questions

Is Another Day in Paradise at the Truman Annex in Key West pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Another Day in Paradise at the Truman Annex in Key West?

As of 10 May 2026, prices found for a 1-night stay for 2 adults at Another Day in Paradise at the Truman Annex in Key West on 11 May 2026 start from NZ$261, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at Another Day in Paradise at the Truman Annex in Key West?

On-site parking is available at the property.

What time is check-in at Another Day in Paradise at the Truman Annex in Key West?

Check-in begins at 4:00 PM.

What time is check-out at Another Day in Paradise at the Truman Annex in Key West?

Checkout is at 10:00 AM.

Where is Another Day in Paradise 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 Ernest Hemingway Home and Museum. Florida Keys Beaches and Fort Zachary Taylor Historic State Park are also within 15 minutes.

Reviews

9.0

Wonderful

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 18 out of 28 reviews
Rating 8 - Good. 7 out of 28 reviews
Rating 6 - Okay. 2 out of 28 reviews
Rating 4 - Poor. 1 out of 28 reviews
Rating 2 - Terrible. 0 out of 28 reviews

9.0/10

Cleanliness

9.0/10

Check-in

9.0/10

Communication

10/10

Location

9.2/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Randal W.

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

Great location

Had a great time with the boat races. Very good location, clean, A/C worked great. Will use Compass realty again.
Stayed 7 nights in Nov 2023
Response from VrboOwner on 29 November 2023
Randal thank you for this wonderful review, we are so glad you enjoyed your stay with us here at Compass Realty and hope to host you again next time you visit the island!
Verified

10/10 Excellent

Robert K.

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

Key West

Wonderful time in the Shipyard! Can’t wait to go back!
Stayed 7 nights in Mar 2024
Response from VrboOwner on 1 April 2024
Thanks for staying with Compass Realty!
Verified

8/10 Good

Amy M.

Liked: Cleanliness, location, listing accuracy

Retirement Tour 2023

Great pool, quiet, comfortable, 2 blocks off of Duval street! Had the best time! Can't wait to visit again!
Stayed 9 nights in Apr 2023
Response from VrboOwner on 26 April 2023
Amy thank you for this wonderful review, we are so glad you enjoyed your stay with us here at Compass Realty and hope to host you again next time you visit the island!
Verified

10/10 Excellent

Kenneth W.

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

Paradise

Relaxing
Stayed 14 nights in Mar 2023
Response from VrboOwner on 11 July 2023
Thanks for staying with Compass Realty!
Verified

8/10 Good

Matt V.

Liked: Cleanliness, communication, location, listing accuracy

Good but could be better.

Overall the location was great. The condo however could’ve been stocked a little better with beach towels and information about Key West.
Stayed 7 nights in Apr 2023
Response from VrboOwner on 19 April 2023
Matt thank you for this review, we are so glad you enjoyed your stay with us here at Compass Realty and hope to host you again next time you visit the island! Save your self money and book direct next time! Most of our guests like to use our APP for info on Key West. Next time just give us a call and we can bring extra beach towels if you need them.
From a partner site

10/10 Excellent

WILLIAM F.

Paradise

Rating Details: The vacation rental was spotless. I was very happy with the location. I was satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: very goodjust a few comments, needs some updating. Bedrooms need mirrors,The patio needs to be totally cleaned and spruced up landscaping a mess.
Response from VrboOwner on 11 July 2023
Thanks for the review William. We have since put mirrors in the bedrooms. Please give us a call next time while you are here and we can take care of issues like the patio for your stay. The yards are attended to on a regular basis, but down here in the tropics everything grows so fast!
Verified

10/10 Excellent

Helen M.

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

Great little home just moments away from everything in Key West!

Great little place with quick access to all of the highlights in Key West. Grateful to be able to walk everywhere! It was a quiet community, with access to a splash pad, playground, and Fort Zachary State Park. Duvall street was two blocks away and Court House Deli made great coffee and was just one block away. The condo was a perfect location to have some peace and quiet, while still allowing for easy access to everything in town! There was an app to access information and the property manager called the day prior to ensure the arrival was seamless. Thank you! Would absolutely return. :)
Stayed 7 nights in Jul 2022
Response from VrboOwner on 11 July 2023
Thank you for sharing a review of your recent experience Helen. Our team here at Compass Realty is committed to providing high-quality guest service, and we’re thrilled to hear that we made a good impression on you. We look forward to welcoming you again ! Thank you for being our guest!
Verified

8/10 Good

Jennifer K.

Liked: Check-in, communication, location, listing accuracy

Family Vacation

The property location was great. Easy to get around. Close to Duval and activities. Check-in and check-out were easy. Had two small issues (low battery on thermostat/roach on counter) after check-in that were immediately addressed by management. They replaced the battery and sent Orkin. The unit was as advertised. The closet in the primary bedroom did not have a hanging bar. The fan light in the primary bedroom was missing a bulb. The bathroom was moderately clean. I re-cleaned it upon arrival (hair on floor). Although the floors appeared clean, they were not. Walking around without shoes resulted in very dirty feet. Overall, the location and function of this property was great. Some work on the cleanliness and details is needed.
Stayed 7 nights in Jun 2022
Response from VrboOwner on 11 July 2023
Thank you for sharing a review of your recent experience Jennifer. Our team here at Compass Realty is committed to providing high-quality guest service, and we’re thrilled to hear that we made a good impression on you. We look forward to welcoming you again ! Thank you for being our guest!
Verified

4/10 Poor

Renee T.

Liked: Check-in, communication, location
Disliked: Cleanliness, listing accuracy

Dissaponted

We were very dissaponted with the unit. After arriving, we discovered black mold on the shower curtain. The floors and baseboards were very dirty and left over hair from the previous guests could be found throughout the unit. The bed frames were very dusty and old. The unit needs a deep cleaning. There was also a lack of mirrors which made getting ready with a family of four very difficult. There was no can opener in the Kitchen. The toilet was clogged and we did not have a plunger in the unit. We called the manager and she told us we had to walk to another unit to get a plunger. Or wait until the next morning for a plunger. We walked about 1 mile to get a plunger to unclog the toilet. I felt this was ridiculous! I would definitely NOT recommend this unit to anyone. My family and I were very dissaponted with our stay.
Stayed 7 nights in Jun 2022
From a partner site

10/10 Excellent

Carroll G.

Condo

Rating Details: The property manager was very helpful. The vacation rental was very clean. 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 description of the condo was accurate and the location was excellent. The property was clean and well maintained. The resort allowed us to check out later since our flight changed times. I would recommend the property group and this condo. There are chairs on the front and back porch so you can eat outside in the back. Renting bikes is a must and there is a bike rack in parking lot.
From a partner site

8/10 Good

Larry H.

Key West Vacation

Rating Details: The property manager was very helpful. The vacation rental was clean. 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: Good
Response from VrboOwner on 11 July 2023
Thank you for sharing a review of your recent experience Larry. Our team here at Compass Realty is committed to providing high-quality guest service, and we’re thrilled to hear that we made a good impression on you. We look forward to welcoming you again ! Thank you for being our guest!
From a partner site

10/10 Excellent

JOHN O.

THE PERFECT 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: Relaxing and stress free
From a partner site

10/10 Excellent

John M.

Another day is paradise

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: Awesome Stay... the property exceeded all our expectations. Convenient to restaurants and beaches.
From a partner site

10/10 Excellent

Jaime F.

A True Day in Paradise!

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: Stayed in this beautiful condo for a week. It was clean, bright and just perfect for our family of four. The little outside patio was great and location could not have been better. Look forward to visiting again soon.
From a partner site

10/10 Excellent

Ada M.

Nice and comfortable.

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 a very nice unit. We had everything we needed. The house was clean and well maintained. Also the unit was close to the town and beach you didn’t need to have a car to travel. The inside was decorated very nice and cute. We had a few small issues but the lady that we booked it from was very nice and come right away to help us. I have no complains and I highly recommend this unit. If we come back here i would stay again here. Oo and also the property was in a gated community and if you didn’t have a code you could not get in. Also parking was perfect inside the property.
Stayed 12 nights in Jul 2021
From a partner site

10/10 Excellent

JOHN O.

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 reservation was handled perfectly again by Marissa. Our check in was flawless and everything went well.
Response from VrboOwner on 11 July 2023
Thank you for sharing a review of your recent experience John. Our team here at Compass Realty is committed to providing high-quality guest service, and we’re thrilled to hear that we made a good impression on you. We look forward to welcoming you again ! Thank you for being our guest!
From a partner site

6/10 Okay

A guest from Los Gatos, CA

Our Stay 11/01/21 to 11/08/21

Rating Details: The property manager was adequately helpful. The vacation rental was spotless. I was very happy with the location. I was very dissatisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The refrigerator was not working when we arrived and it took until the third day until it was replaced.The air conditioner was recently replaced with a new one in the bedroom closet. The shelving was removed for this installation and was not reinstalled, therefore, we had no place to hang our clothes. The property manager we spoke to was not interested in reinstalling the shelving.This unit used to have three additional mirrors that the women used to get ready in the morning. Those mirrors were removed and the women complained about having to wait to use the bathroom mirror to shower and put on makeup and get dressed. Again, the property manager had no interest in reinstalling the mirrors that used to be there.The WiFi password did not work.
Verified

10/10 Excellent

Amber M.

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

Excellent location and super easy experience overall!

From beginning to end easy, convenient and extremely clean accommodations. I can’t say enough good things about this property, it was not our first time there and it will definitely not be our last! One of our family members left some items in the condo and the rental company was so helpful to find and return to us! Can’t wait to go back!
Stayed 7 nights in Apr 2022
Response from VrboOwner on 11 July 2023
Thank you for sharing a review of your recent experience Amber. Our team here at Compass Realty is committed to providing high-quality guest service, and we’re thrilled to hear that we made a good impression on you. We look forward to welcoming you again ! Thank you for being our guest!
Verified

8/10 Good

Richard D.

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

Great location

The location is great for walking around Key West. The house has everything you need. I wouldn’t recommend the house for 4 adults and a teenager with just one bathroom. Perfect for a small family. The only issues we had were dirty sheets left on the pullout couch and an empty propane tank that didn’t get replaced until I made a couple calls. It was replaced about 24 hours later. Also, the light on the front porch needs a switch so you can turn it off at night. The light is pretty bright in the front bedroom. The back patio is great. Very private and we enjoyed the geckos and iguanas.
Stayed 7 nights in Apr 2022
Response from VrboOwner on 11 July 2023
Thanks for the feedback Richard! We are so sorry about the issues you had upon arrival and are happy we were able to remedy them! Unfortunately there is nothing we can do regarding the shared front porch light as that is controlled by the HOA.
Verified

10/10 Excellent

susan t.

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

gorgeous location

Have been many times to Truman Annex..just gorgeous...weather sunny and 80 plus every day..lots of walking biking,,so fun
Stayed 7 nights in Dec 2021
Verified

10/10 Excellent

Christopher C.

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

Great Stay!

Great condominium in a fantastic location. Right in the heart of Old Town Key West, but in a nice quiet neighborhood. We will definitely be returning to Another Day in Paradise!
Stayed 7 nights in Jul 2021
Verified

10/10 Excellent

Danille J.

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

Great little spot

Perfect location, clean and quiet neighborhood. Would definitely recommend
Stayed 7 nights in Jun 2021
Verified

8/10 Good

Matt H.

Liked: Cleanliness, check-in, location, listing accuracy
Disliked: Communication

Great location and place

The location was great, and the place was clean. It was an short, easy walk to a Duvall Street. My favorite part was that there was small BBQ that worked great! The only bad thing I have to say was that I was specifically told the office would have an area to keep our luggage until we need to go to the airport around 3pm. However when we went to the office right before checking out (around 11 am) it was closed and no one answered the phone or returned my phone call. It was Memorial Day, but when I called and asked about late check out the lady checked the day we were checking out to see if someone was immediately checking in and then said we would be able to store the bags in the office. We ended up having to rent a car for the day just to store our luggage to avoid walking around everywhere with it.
Stayed 7 nights in May 2021
Verified

10/10 Excellent

Judy B.

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

Great location great stay

Very clean condo with a great location. Able to walk everywhere.
Stayed 7 nights in May 2021
Verified

6/10 Okay

zachary b.

Liked: Cleanliness, communication, location

The shipyard @ Truman annex key west

BAD - pool hours were very inconsistent. Security would walk around just before dusk and shut the pool down with no set time. Was kicked out twice before 8pm - parking was very compact. Made me remove my f350 from the lot and search for parking every night. They would not accommodate me at all. GOOD - The place was in a good location for just about everything. - The place was very clean.
Stayed 7 nights in Jul 2020
Response from VrboOwner on 3 October 2020
Hello Zachary! Thank you for your review. We are so sorry you had this experience and totally understand your frustrations. When you were here in July, we had just began to receive tourists for little over a month. Every one was unsure how to proceed, how to contain large gatherings, etc. We had many restrictions at state and county levels. I am certain our security did their best given the resources and directives their had. In relation to your truck and our limited space, we asked you to sign the section on the contract that clearly says no vehicles over 18 feet long or 89 inches wide which you acknowledge. This is prevent unfortunate events such as the ones you experience. We are delighted you enjoyed our location and the unit. Please come back and stay with us soon.

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