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Best Time at The Truman Annex in Key West

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Living area
Living area
Living area
Living area
Private kitchen

Reviews

9.6 out of 10
Exceptional
2 bedrooms1 bathroomSleeps 463.2 sq m

Popular amenities

  • Heated pool
  • Onsite parking available
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Balcony

Explore the area

View map
Key West, FL
  • Place, Duval Street
    ‪6 min walk‬
  • Place, Ernest Hemingway Home and Museum
    ‪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

1 Queen Bed

1 bathroom

Bathroom 1

Toilet · Shower only

Spaces

Kitchen
Balcony
Separate dining area

About this property

Best Time at The Truman Annex in Key West

This newly renovated shipyard unit is a one level condominium on the second floor which has 2 decks to enjoy the beautiful weather and evening cocktails. This is a nicely appointed unit with 2 full bedrooms and 1 freshly renovated bathroom. This unit has 2 flat screen TV's and wireless internet access. Perfect location and just 2 blocks from Duval. This condo is just minutes from all the sun-kissed festivities, yet perfectly situated a block off Duval in a gated community giving you the best of both worlds.
Please note: This property is monthly rental - the minimum rental period is 28 nights

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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

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 and a deadlock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

About the area

Key West

Located by the sea, this condo is in Old Town Key West, a neighbourhood in Key West. 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 Florida Keys Eco - Discovery Center are also worth visiting. Jet skiing, scuba diving and snorkelling offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling nearby.
Map
Key West, FL

What's nearby

  • Florida Keys National Marine Sanctuary - 5 min walk - 0.4 km
  • Duval Street - 6 min walk - 0.5 km
  • Ernest Hemingway Home and Museum - 6 min walk - 0.5 km
  • Fort Zachary Taylor Historic State Park - 8 min walk - 0.7 km
  • Mallory Square - 11 min walk - 1.0 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 14 min drive

Restaurants

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

Frequently asked questions

Does Best Time at The Truman Annex in Key West have a pool?

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

How much does it cost to stay at Best Time at The Truman Annex in Key West?

As of 9 Apr 2026, prices found for a 1-night stay for 2 adults at Best Time at The Truman Annex in Key West on 27 Apr 2026 start from AU$221, 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.

Is Best Time at The Truman Annex in Key West pet-friendly?

No, pets are not allowed at this property.

How much is parking at Best Time at The Truman Annex in Key West?

On-site parking is available at the property.

What time is check-in at Best Time at The Truman Annex in Key West?

Check-in begins at 4:00 PM.

What time is check-out at Best Time at The Truman Annex in Key West?

Checkout is at 10:00 AM.

Where is Best 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 Ernest Hemingway Home and Museum. Mallory Square and Fort Zachary Taylor Historic State Park are also within 15 minutes.

Reviews

9.6

Exceptional

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. 30 out of 38 reviews
Rating 8 - Good. 7 out of 38 reviews
Rating 6 - Okay. 1 out of 38 reviews
Rating 4 - Poor. 0 out of 38 reviews
Rating 2 - Terrible. 0 out of 38 reviews

10/10

Cleanliness

8.4/10

Check-in

9.6/10

Communication

10/10

Location

9.8/10

Listing accuracy

Reviews

From a partner site

10/10 Excellent

key west

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 and location
Stayed 28 nights in Feb 2023
From a partner site

10/10 Excellent

Great 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: All good!!!
Verified

8/10 Good

Jean D.

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

Wonderful property!

The location was within walking distance to everything, although a bike is also useful. The house was immaculate and nicely designed. The two porches area a plus, but never used one as it had no shade and was painfully hot! Restaurants are close by and I particularly recommend Santiago's for tapas and sangria!
Stayed 7 nights in May 2022
Verified

10/10 Excellent

Kevin B.

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

Great rental with extras

We had a great week and having some extra items to use for the beach made it all the better. Beach towels, beach chairs, a small cooler, even a beach umbrella made the short trip to Fort Zach even more enjoyable. The unit was clean and nicely furnished, extra large shower head, the front and back decks with furniture got a lot of use and the location is perfect. Would stay here again.
Stayed 7 nights in Apr 2023
From a partner site

8/10 Good

Ken T.

Problems with the A/C unit and water heater.

Rating Details: The property manager was more than helpful. 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: Overall it was a good stay, location was great, apartment was clean and tastefully decorated. A/C choked up for about two days, then discovers the ceiling was leaking from the water heater. Still, maint was fast and had us back cooled down promptly.
Verified

10/10 Excellent

robert b.

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

Truman Annex

Excellent!! Loved the National Anthem each morning from the Little White House. Clean, Safe, Quiet. Will stay again. My only drawback is the check-in process. A very old school system. Need to install a keypad for door lock or at the very least use a lock box on site. Overall would recommend.
Stayed 7 nights in Apr 2023
Verified

10/10 Excellent

Holly F.

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

Had the “best time” in Key West

The neighborhood is safe and quiet even at night. The condo is in a great location and had all the basics needed. It was clean and nicely decorated. Advice for picking up the keys would be to skip the Uber and instead take a taxi. We had a lot of difficulty communicating with our Uber driver on how to get to the office for key pick up and as a result were not able to get there before the office closed. We had to call the Compass Realty emergency after hours number for help. It should be noted however that the person we spoke with was INCREDIBLY helpful and stayed on the line with us while we found the office and talked us through getting to our condo. My understanding is that the taxi drivers are better at being flexible with the written driving instructions to the office, since the GPS coordinates do not take you straight there. Despite the key retrieval hiccups, everything was great and we had an amazing time. Can’t wait to return!
Stayed 7 nights in Apr 2024
From a partner site

10/10 Excellent

Laurie Ann B.

Tropical feel

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: Location cannot be beat so central to everything key west. Withing minutes walk to Duval St and the action. Rent a bike and be anywhere within minutes. Condo was super c clean and located in a quiet, safe community.
From a partner site

10/10 Excellent

Wonderful time ar Besttimw

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: We have stayed in this rental several years. Compare to others in Shipyard that we have rented, it is be far the most comfortable and well appointed. The kitchen is really nice with a large fridge and extra counter space. The furniture is quite comfortable and the decor is peaceful and well coordinated throughout. Also, very clean. Back deck has lovely vegetation to look at and is quiet. Great location near town and nice pool within short walk.
From a partner site

8/10 Good

nice place

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 recommend this vacation rental. Reviewer Comments: nice place
From a partner site

10/10 Excellent

Sharon W.

Daughters Key West wedding

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 truman annex condo was perfect! Lots of guests stayed here. Centrally located to everything. The unit was updated, clean, well stocked, and quiet when we needed it!! Special to hear taps and anthem at each end of the day! Compass was thorough, small toilet issue promptly addressed. We would go back here on any future return trips.
Verified

10/10 Excellent

Gary H.

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

Great condo! Great location!

Absolutely terrific place. Great location relative to Duval and Whitehead streets, and also to Truman Waterfront Park. The unit itself is also fantastic. Too nicely sized bedrooms. A very comfortable living room. Sizable and well equipped kitchen. Back deck is very comfortable for spending time on. Front deck is smaller, but face is south so gives you great direct sunlight. Hard to imagine staying in a hotel again after spending a week here! 👍
Stayed 7 nights in Nov 2022
Verified

10/10 Excellent

Joseph K.

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

As advertised

Property was just as described. Very comfortable felt like being home.
Stayed 7 nights in Aug 2022
Verified

10/10 Excellent

Larry W.

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

Perfect in Paradise

The property was as described, well maintained, and very clean. It suited our needs perfectly.
Stayed 10 nights in Jul 2022
Verified

10/10 Excellent

Jim D.

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

Very nice!

The property was very nice and accommodated our needs.
Stayed 7 nights in May 2022
From a partner site

10/10 Excellent

Karla P.

Wonderful safe area

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: Felt very safe. Condo was very comfortable and everything worked. Very happy with our decision to stay here. Loved the pool!!
From a partner site

10/10 Excellent

Aaron C.

Perfect Key West Condo

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: Location was perfect and we had a dedicated parking spot. Condo was clean, quiet and affordable. Able to walk to Duval and many other great side street bars and restaurants. Fort Zachary Taylor Park/Beach was less than five minutes behind the property.
From a partner site

10/10 Excellent

Dessa R.

Best Time is the Best Secret place to 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: We loved this 2B upper unit at the Shipyard condos at The annex. Very clean. Nicely decorated. Love that there are two full beds. Perfect if you’re traveling with a friend.
From a partner site

8/10 Good

Very nice time

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We enjoyed this unit. It is upgraded from the others we have stayed in here in the Shipyard. The kitchen is new and has a dishwasher and wonderful fridge. We would certainly recommend this place!!! Will be returning.
Verified

8/10 Good

Tammy A.

Liked: Cleanliness, communication, location, listing accuracy

Best Time Key West

It was a nice place. We loved the location. Was a very nicely stocked kitchen would have been nice to have a few more pantry staples. Basically there was only salt not even pepper.
Stayed 7 nights in May 2022
Verified

10/10 Excellent

David B.

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

Great Place and Location!

Couldn't beat the location of this unit! A two minute walk to Blue Heaven and to Duval street but at the same just far enough away to be quiet when trying to relax. I definitely recommend!
Stayed 7 nights in Apr 2022
Verified

8/10 Good

Lisa B.

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

Great Location

Easy walk to anywhere. Nice home. *check in - finding the office and lock box - was annoying!
Stayed 7 nights in Apr 2022
Verified

8/10 Good

Chelsea C.

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

Wonderful Property - Mgmt Could Use Some Work

The property was great! The check in process was horrible. With all the new technology out there, they still make you walk all the way to the Compass Reality building to get your key. They say that upon arrival there will be a key box with your keys in it. What they don't tell you is that there is a key box that is blank for the maintenance office. When I asked the office rep about this she was super rude. One would think that any uncertainty would be solved by labeling this box correctly., Our condo was not ready until 4pm, so we had to go hang out somewhere for an hour and walk all the way back (with our luggage), then walk all the way back to our condo. The condo itself was great, it could use a little more creature comforts, like a can of PAM would be nice. They also only provide 2 rolls of toilet paper for the entire week. Please note that this condo is a 2 bedroom, so be expecting 2 rolls for 4 people. A little cheap in my mind. The pillows are thinner, which I actually like, and the bed is more firm, which I also like. Overall, it is a great location and the actual condo is nice. We would stay here again now that we know the process for the keys.
Stayed 7 nights in Mar 2022
Verified

10/10 Excellent

Roger P.

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

Amazing

Very nice place to stay. Will be a repeat customer.
Stayed 11 nights in Oct 2021
Verified

10/10 Excellent

Sabrina L.

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

Vacation Getaway

We loved the property. It was very clean and very cozy. The property was beautiful and spent quite a bit of time by the pool. Had an issue with one of the closet doors and management came right over. Weather turned bad at end of week and management called to make sure we would be taken care of which was very sweet. Only complaint at all is that the picture showed a Keurig which I confirmed and when we got there, it was a coffee pot. We came home with lots of coffee pods LOL. Recommend this place highly and would love to stay again.
Stayed 7 nights in Aug 2021

About the host

Hosted by Compass Realty Vacation Rentals & Property Management

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