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.

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.

Best Time at The Truman Annex in Key West Reviews, Deals & Photos 2026

10/10 Excellent

Holly F.

4 May 2024

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

This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Laurie Ann B.

13 May 2024

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.

This review comes from a trusted partner site and has not been verified.

10/10 Excellent

15 Apr 2024

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.

This review comes from a trusted partner site and has not been verified.

8/10 Good

17 Mar 2024

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

This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Sharon W.

4 Aug 2023

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.

This review comes from a trusted partner site and has not been verified.

10/10 Excellent

4 Mar 2023

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

This review comes from a trusted partner site and has not been verified.

10/10 Excellent

17 Apr 2023

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!!!

8/10 Good

Jean D.

30 May 2022

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

10/10 Excellent

Kevin B.

11 May 2023

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

This review comes from a trusted partner site and has not been verified.

8/10 Good

Ken T.

8 Jun 2025

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.

10/10 Excellent

robert b.

28 Apr 2023

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

10/10 Excellent

Gary H., Westwood, NJ

15 Nov 2022

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

10/10 Excellent

Joseph K.

21 Aug 2022

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

10/10 Excellent

Larry W.

4 Aug 2022

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

10/10 Excellent

Jim D.

25 May 2022

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

This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Aaron C.

18 May 2022

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.

This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Karla P.

18 May 2022

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!!

This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Dessa R.

18 May 2022

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.

This review comes from a trusted partner site and has not been verified.

8/10 Good

18 May 2022

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.

8/10 Good

Tammy A.

15 May 2022

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

10/10 Excellent

David B.

7 May 2022

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

8/10 Good

Lisa B.

30 Apr 2022

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

8/10 Good

Chelsea C.

7 Apr 2022

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

10/10 Excellent

Roger P.

19 Oct 2021

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

10/10 Excellent

Sabrina L.

17 Aug 2021

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

Best Time at The Truman Annex in Key West

Photo gallery for Best Time at The Truman Annex in Key West

Reviews

Entire condo

Popular amenities

Add dates for prices

About this property

Entire place