Entire home

SAILOR'S STORY at The Truman Annex in Key West

Overview
Amenities
Policies
Location
Host

Wonderful

2 bedrooms2+ bathroomsSleeps 61 sq ft

Popular amenities

Dryer
Washer
Parking available
Kitchen
Outdoor space
Air conditioning

Explore the area

Key West, FL

Duval Street
‪5 min walk‬
Mallory Square
‪9 min walk‬
Southernmost Point
‪15 min walk‬
Key West, FL (EYW-Key West Intl.)
‪10 min drive‬

Rooms & beds

2 bedrooms (sleeps 6)

Bedroom 1

1 Queen Bed

Bedroom 2

2 Single Beds

Other Space 1

1 Double Sofa Bed

2 bathrooms, 1 half bathroom

Bathroom 1

Bathtub or shower · Toilet

Bathroom 2

Toilet

Bathroom 3

Bathtub or shower · Toilet

Spaces

Deck or patio

Kitchen

Balcony

About this property

SAILOR'S STORY at The Truman Annex in Key West

The Presidents Walk and Southard Court community is 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 less than a half mile from one of the best beaches on the island, Fort Zachary Taylor State Park and Beach. The Presidents Walk properties are two level townhouses which have private courtyards on the first level and balconies on the second level. All properties are outfitted with washer/dryer, fully equipped kitchen, towels and linens, have central air conditioning, off street parking and pool access.

Property manager

Compass Realty Vacation Rentals & Property Management

Premier Host

Languages

English

Add dates for prices

Amenities

Kitchen

Washing machine

Dryer

Air conditioning

Outdoor space

Parking available

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Kitchen
Washer
Dryer
Free WiFi

House Rules

Check in after 4:00 PM

Minimum age to rent: 25

Check out before 10:00 AM

Children

Children allowed: ages 0–17

Events

No events allowed

Pets

No pets 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

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 holiday home 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.

Key West, FL

What's nearby

Duval Street - 5 min walk - 0.4 km
Ernest Hemingway Home and Museum - 7 min walk - 0.7 km
Fort Zachary Taylor Historic State Park - 8 min walk - 0.7 km
Mallory Square - 9 min walk - 0.8 km
Southernmost Point - 15 min walk - 1.3 km

Getting around

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

Restaurants

‪Margaritaville - ‬5 min walk
‪Blue Heaven - ‬7 min walk
‪Green Parrot Bar - ‬5 min walk
‪Willie T's - ‬5 min walk
‪Mattheessen's - ‬6 min walk

Frequently asked questions

Is SAILOR'S STORY at The Truman Annex in Key West pet-friendly?

No, pets are not allowed at this property.

What time is check-in at SAILOR'S STORY at The Truman Annex in Key West?

Check-in begins at 4:00 PM.

What time is check-out at SAILOR'S STORY at The Truman Annex in Key West?

Checkout is at 10:00 AM.

Where is SAILOR'S STORY at The Truman Annex in Key West located?

Located in Old Town Key West, this holiday home is within a 5-minute walk of We Cycle Key West and Duval Street. Ernest Hemingway Home and Museum and Fort Zachary Taylor Historic State Park are also within 15 minutes.

9.2

Wonderful

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.

Learn more

9.6/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

9.6/10

Listing accuracy

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

10/10 Excellent

Mandy H.

17 Jul, 2025

Vacation in paradise

10/10 Excellent

Bart R.

29 Nov, 2024

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

Family KW trip

Excellent place to stay Excellent location Excellent communication I do think the decor could be updated Definitely would stay there again

Stayed 7 nights in Nov 2024

10/10 Excellent

Tisha C.

18 May, 2023

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

Overall Great Stay

The check in procress was easy, the unit was clean and good location. This our second time staying at the Truman Annex and would definitely stay again.

Stayed 7 nights in May 2023

10/10 Excellent

Katie C.

6 Jul, 2024

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

Beautiful neighborhood

Great place to stay. Helpful staff. The neighborhood is so picturesque. Pool is nice. Parking is very very tight. And figuring out how to get in and out of the Annex is challenging but once you figure it out, it’s easy!

Stayed 7 nights in Jun 2024

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

10/10 Excellent

chris h.

28 Nov, 2023

Great Location

Stayed 7 nights in Nov 2023

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

8/10 Good

Brian A.

30 Mar, 2025

Sailors Story

Rating Details: The property manager was adequately 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: This rental was better than previous rentals. The second bedroom is very small and the associated bathroom shower was difficult to stand in. This rental would be acceptable for a week stay. We are disappointed that one week stays may no longer be available. We are not interested in a month rental, so we will be looking for accommodations other than the Truman Annex.

10/10 Excellent

Joe M.

28 Feb, 2023

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

Great location

We have stayed in Truman Amex many times. and enjoyed our stay. The property was well appointed with close proximity to the pool and parking. Electronics all easy to use with fast internet. The only improvement would be the inclusion of some beach chairs

Stayed 7 nights in Feb 2023

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

10/10 Excellent

John S.

9 May, 2023

Birthday Celebration

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

10/10 Excellent

Kim S.

11 Jun, 2023

Great place for a great vacay

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 is the second time we have stayed in this place. It is perfect for our trip. Close to everything we want to do. Great pool. The place is clean and comfortable. We will be staying there again for sure.

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

10/10 Excellent

22 Feb, 2023

Very nice 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: It is a nice, well equiped apartment with a lovely king size bed. For us the steep staircase was a little problem but we are 70+. The railing could be improved (only one side now).The first rental car (a big SUV) didn't fit in the assigned parking.

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

10/10 Excellent

Scott M.

4 Apr, 2023

Great location, great space!

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: Highly recommend this rental. Large and open, nice deck, great pool and hot tub. Decent gym. Great restaurants north and south. Easy access to bike trails. Pickle ball and tennis court. Jonell was excellent with communication.

Stayed 7 nights in Mar 2023

6/10 Okay

Scott B.

29 Oct, 2018

Great place to stay

Overall, we thoroughly enjoyed our stay here and would probably stay again. Great home and very comfortable, with only a few issues that caused minor inconvenience. Supposed to have a grill, but apparently it had been removed and the details had not been updated on HomeAway. This affected our plans for sure and had to find another place to cook all the food we brought. Asked a couple times to have the 2nd bedroom set up as a king. Was still two single beds. Wifi password on either the printed map or sent directly to tenant would have been more convenient than having to call the off hours number. All in all, still a nice property.

Stayed 7 nights in Oct 2018

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

6/10 Okay

Wayne C.

18 May, 2022

A Rental With Potential

Rating Details: The property manager was more than helpful. The vacation rental was somewhat dirty. I was more than happy with the location. I was satisfied with the condition of the vacation rental. Overall, I do not recommend this vacation rental. Reviewer Comments: We stayed here before in 2020 and liked it. The unit has a lot going for it-location, nice patio, two baths. The furniture was fairly comfortable, and for TV lovers there is a huge TV--though its difficult to stream as the owners have left their own account info active. Unfortunately, though the regular cleaning staff was thorough, the unit has seen a lot of hard use in the last two years and at a minimum needs a deep cleaning. The sofa and rugs need a good shampooing, etc. Also, the bathrooms are original and show it. The way the kitchen was stocked was odd-lots of some things (like pitchers) but missing other day to day items.

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

10/10 Excellent

Gisele F.

8 Aug, 2024

relaxing stay in key west

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 condo was lovely. The reservation process was super easy. A few things to note - 1- the TV setup is extremely complicated. - They need some instructions also someone needs to check the batteries in all the remotes. 2- The water pressure in the master shower is very slow - 3-Have the ice maker started before you arrive. 4- The sheets could be replaced. Looking a bit wornWe enjoyed our stay. It was very clean - The management was very quick to respond. Did a great job

10/10 Excellent

Jayson H.

8 Jun, 2024

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

Key West Perfection

Everything that you would want out of a Key West visit is all here. Close to everything, great surroundings and wonderful people to work with.

Stayed 7 nights in May 2024

10/10 Excellent

Donna S.

30 Apr, 2024

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

Key West Vacation April 2024

The Sailor's Story was very clean. It was close to everything that we wanted to go to on Duval St., Hemingway House. Michelle from Compass Realty was very helpful with any questions we had, Will stay there again .

Stayed 7 nights in Apr 2024

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

6/10 Okay

Jennifer C.

25 Apr, 2024

Overall Nice but had some issues

Rating Details: The property manager was very helpful. The vacation rental was very clean. I was very happy with the location. I was satisfied with the condition of the vacation rental. Overall, I do not recommend this vacation rental. Reviewer Comments: Compass was mostly attentive to our needs, but there were a couple of things that didn’t get addressed. Upon our arrival we noticed (as did our family staying nearby) a musty smell as you walked in, not pleasant. We had a shower issue that was addressed after the second email. The home itself was clean and the patio out back gorgeous & private. Construction next door was happening but luckily didn’t dampen our visit that much. Kitchen could do with a little updating but it served our needs. During our stay the pool was full during the day, so we had to resort to going in the evening since it’s small. Which is the case with many properties in key west, as expected.

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

10/10 Excellent

Deb E.

11 Mar, 2024

Sailor’s Story Review March 2024

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: Sailor’s Story is clean and nicely appointed with well stocked kitchen essentials and beach towels for the pool. Location is quiet (sans for the remodeling construction next door) and centrally located with easy access to the pool and main gate. Reserved parking spot is covered and just a few steps away from the unit. I recommend replacing the sleeper sofa as it is broken and mattress too thin for the springs. Also recommend listing HOA rules as we were “cited” for a beach towel drying on the front railing

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

10/10 Excellent

Bob K.

28 Feb, 2024

Feb. 10 -24 stay

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

10/10 Excellent

Steve S., Ny

15 Nov, 2023

Very nice place

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

10/10 Excellent

Carolyn K.

17 Oct, 2023

Key West Trip #6

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

8/10 Good

Roger D.

30 Mar, 2023

Key West Adventure

Rating Details: The property manager was more than 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: We took our daughters and spouses and it was perfect for us. The house is beautiful, especially the back outdoor space, which we spent most of our time while there. The pool was right behind us and heated perfectly. My only recommendation would be to have a more comfortable pull out sofa bed.

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

4/10 Poor

Alex T.

2 Nov, 2022

Could have been better taken care of.

Rating Details: The property manager was adequately helpful. The vacation rental was somewhat dirty. I was very happy with the location. I was somewhat dissatisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The maintenance of the condo could have been better. We have stayed in the Truman annex plenty of times and this one was the worst maintained one so far. The front door lock would not unlock or lock with the key. Had to keep playing with it to get it to work. There were broken shutters and water stains on the ceilings. The over all cleanness of the condo was not great. We had to wipe everything down bc it dusty and the floors were nasty. We had to clean them too. The pull out couch bed mattress was broken down worn out and it felt like you were sleeping on springs and metal.

10/10 Excellent

Dee M.

12 Oct, 2022

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

Cool respite

We had a great time, the backyard space was lovely. Unfortunately we weren't able to access the wifi, but the pool wifi sufficed! Definitely would recommend this location.

Stayed 7 nights in Oct 2022

6/10 Okay

Jennifer L.

18 Aug, 2022

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

Disliked: Cleanliness

Great location but needs updates

Great location but couches and rug need to be replaced. Very dirty. Wi-fi didn’t work until half way through our trip. A few broken pictures on walls.

Stayed 7 nights in Aug 2022