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Sailor's Story at The Truman Annex in Key West

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A heated pool
Exterior
Fridge, microwave, oven, stovetop
TV
2 bedrooms, iron/ironing board, free WiFi, bed sheets

Reviews

9.2 out of 10
Wonderful

Entire home

2 bedrooms3 bathroomsSleeps 6

Popular amenities

  • Pool
  • Kitchen
  • Washing machine
  • Dryer
  • Air-conditioning

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.)
    ‪15 min drive‬

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About the area

Key West

This holiday home puts you in the heart of Key West, within just a 10-minute stroll of popular attractions like Duval Street and Ernest Hemingway Home and Museum. Highlights at this holiday home include a kitchen, a washer/dryer and free WiFi. .Home features 2.5 bathrooms, a balcony and a sofa bed. In-room dining is easy with a kitchen that comes equipped with a fridge, a microwave and a stovetop. A living room, a dining area and a TV are also available. .Attractions within a 15-minute walk of this Old Town Key West holiday home include Florida Keys Beaches and Fort Zachary Taylor Historic State Park.
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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
  • Fort Zachary Taylor Historic State Park - 8 min walk - 0.7 km
  • Ernest Hemingway Home and Museum - 9 min walk - 0.8 km

Getting around

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

Restaurants

  • ‪Green Parrot Bar - ‬3 min walk
  • ‪Margaritaville - ‬5 min walk
  • ‪Blue Heaven - ‬7 min walk
  • ‪La Concha Bar - ‬5 min walk
  • ‪Jack Flats - ‬6 min walk

About this property

Entire place

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

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.

Please note: This property is monthly rental - This property has a 28 night minimum stay

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Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Communal pool
  • Heated pool

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Parking on site

Kitchen

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

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bedsheets provided
  • Sofa bed

Bathroom

  • 2.5 bathrooms
  • Bathtub or shower
  • Towels provided

Living spaces

  • Dining table
  • Living room
  • Separate dining area

Entertainment

  • TV with cable/satellite channels

Outdoor areas

  • Balcony

Laundry

  • Laundry facilities
  • Washer/dryer

Comfort

  • Air conditioning

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • In the city centre
  • Near the marina
  • Near the sea

Things to do

  • Heated pool
  • Basketball nearby
  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Jet skiing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkelling nearby
  • Swimming nearby

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

  • Unit size: 1 square foot

Policies

Check-in

Check-in time starts at 4:00 PM

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

  • No pets 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
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
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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business or profession. On-site parties or group events are strictly prohibited. For guests' safety, the property includes a fire extinguisher and a smoke detector in all accommodation.

Property is also known as

Sailor's Story in the Truman Annex

Sailor's Story @ the Truman Annex Key West

Sailor's Story @ the Truman Annex Private vacation home

20% OFF Summer Special Sailor's Story @ the Truman Annex

Sailor's Story @ the Truman Annex Private vacation home Key West

2698-193327

Frequently asked questions

Are there any beaches close to Sailor's Story at The Truman Annex in Key West?

Yep, Sailor's Story at The Truman Annex in Key West is a short 13-minute walk from Florida Keys Beaches. Fun beach activities include jet skiing, snorkelling and scuba diving.

Does Sailor's Story at The Truman Annex in Key West have a pool?

Take your pick from a heated pool, a pool and a communal pool.

Is there a free airport shuttle available at Sailor's Story at The Truman Annex in Key West?

No, Sailor's Story at The Truman Annex in Key West does not offer an airport shuttle service.

What time are check-in & check-out at Sailor's Story at The Truman Annex in Key West?

Check-in begins at 4:00 PM. Check-out time is 10:00 AM.

Are pets allowed at Sailor's Story at The Truman Annex in Key West?

No, pets are not allowed.

Sailor's Story at The Truman Annex in Key West Reviews

Reviews

9.2

Wonderful

Rating 10 - Excellent. 36 out of 51 reviews
Rating 8 - Good. 7 out of 51 reviews
Rating 6 - Okay. 7 out of 51 reviews
Rating 4 - Poor. 1 out of 51 reviews
Rating 2 - Terrible. 0 out of 51 reviews

9.6/10

Cleanliness

Reviews

8/10 Good

D D.

Liked: Cleanliness
Loved the backyard patio. With iguana.
Stayed 7 nights in Dec 2025

10/10 Excellent

Kimberly R.

Liked: Cleanliness
Overall we had a great stay at Sailor's Story in The truman Annex. She house was very clean, had everything we needed, exactly like the pictures posted, and in a great location. Would definitely stay there again.
Stayed 7 nights in Jul 2025

10/10 Excellent

Bart R.

Liked: Cleanliness

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

Katie C.

Liked: Cleanliness

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

10/10 Excellent

Jayson H.

Liked: Cleanliness

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., Clifton Forge, VA

Liked: Cleanliness

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

10/10 Excellent

Tisha C.

Liked: Cleanliness

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

Joe M.

Liked: Cleanliness

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

10/10 Excellent

Dee M.

Liked: Cleanliness

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.

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

10/10 Excellent

Hannah J.

Liked: Cleanliness

Great Stay Near Duval

Location was so convenient for downtown, and very cute and clean property.
Stayed 7 nights in Aug 2022

10/10 Excellent

Verified traveller

Liked: Cleanliness

Friends

Great location
Stayed 7 nights in Jul 2022

8/10 Good

Shirley A.

Liked: Cleanliness

ELECTRIC

OVERALL IT IS A GREAT HOUSE, YOU NEED TO HAVE THE ELECTRIC OUTLETS LOOKED AT ON THE LEFT SIDE OF THE DINING ROOM, IT SPARKED WHEN A CHARGER WAS PLUGGED IN, AND THE FURNITURE COULD USE A LITTLE UPDATE. OTHER THAN THAT IT IS FABULOUS
Stayed 7 nights in May 2022

10/10 Excellent

Kim D.

Liked: Cleanliness

Adult get away

Small group of friends. Property was in an unbeatable location! So close to everything yet quiet.
Stayed 7 nights in Oct 2021

10/10 Excellent

SHARLYN J.

Liked: Cleanliness

Perfect location

The location is perfect. It is a nice quiet neighborhood . The location is a short walk to all of the fun on Duval Street. It is also very close to the beach.
Stayed 7 nights in Oct 2021

10/10 Excellent

Ashley P.

Liked: Cleanliness

Fantastic vacation spot

We've stayed in several townhouses within the complex before and this one was exactly as listed. Clean, great location, easy communication with the property manager.
Stayed 7 nights in Sep 2021

10/10 Excellent

Pamela C.

Liked: Cleanliness

Highly recommended! Very comfortable and close walking/biking distance to so much!

Renting this property was extremely easy from start to finish!
Stayed 7 nights in Jul 2021

10/10 Excellent

alvin s.

Liked: Cleanliness

Location location location secluded

Location location location secludedSurrounded by tropical plants yet close to everything. Especially the swimming pool
Stayed 7 nights in Jun 2021

10/10 Excellent

Ashley O.

Liked: Cleanliness

Relaxing and beautiful

We absolutely loved our stay. Our boys have actually opted to go back to key west next year vs our other plans because they had such a wonderful time. The condo was clean, well furnished, communication with the management company was excellent, and they took care of our parking issue quickly and easily (the full size suv did not fit in the covered parking). I have already contacted the company to find us a place for next year.
Stayed 7 nights in May 2021

10/10 Excellent

Karen N.

Liked: Cleanliness

Sago Palm is the Best Location on Key West

My husband and I could not have been in a better location on Key West, the Truman Annex is perfect for enjoying all of KW. Marissa with Compass Realty fully understands the meaning of customer service. The initial property we booked had a major maintenance issue at 7 PM the second night of our stay. Within 20 minutes Marissa had us moved into a new townhouse a few doors down. The Sago Palm Townhouse was clean and well furnished. The kitchen has all the equipment to cook your meals. Beach towels included. Since the photos were taken there is new bedding, a grill and patio furniture with an umbrella. Make sure you rent bikes for the duration of your stay, it makes getting around a lot easier. We biked to the Southernmost Point, St. Mary's by the Sea, and all of Key West! I would highly recommend this property.
Stayed 4 nights in Jun 2020

10/10 Excellent

Sue Z.

Liked: Cleanliness

Cute house… Great location

Cute house… Great location
Stayed 7 nights in Feb 2020

10/10 Excellent

Karen H.

Liked: Cleanliness

Perfect location

The property was very nice, and location was central to everything.
Stayed 7 nights in Jul 2019

6/10 Okay

Denise I.

5th time to Key West and the Truman Annex

We have been to Key West 5 times, each time staying in a condo in the Truman Annex. The location to Duval St, Fort Zachary beach, Green Parrot, and all the water sport and fishing businesses make this location perfect. New to Ft Zach area are a splash pad, jogging path, amphitheater and fishing off dock. We have never needed a car. ----- First the positives. The beds were comfortable. The towels fluffy. The washer, dryer and dish washer worked great. The kitchen had plenty of plates, pans, glasses, flatware. Large TV in living room and TVs in each bedroom. Great decks off both bedrooms and fairly private deck with table off living room. Pool is directly behind this condo. 2 blocks to Green Parrot and 3 blocks to Duval St. ----- ----- Now the not-so-positives: This particular condo had several issues. First was the lack of a grill (Nov 2018) that was stated in the listing. The location rental agency told us all rentals in the Annex had to remove the grills and we should schlep our food down to Fort Zach and charcoal there. Really! We told the rental agency that we wouldn't have rented the space without a grill. They brought us a grill! (Other rentals had grills) Second issue was cleanliness. The carpet on the stairs needs replaced. An attempt had been made to clean it as it was wet when we arrived. But it was gross. The showers heads and handles had black and orange mildew.
Stayed 8 nights in Nov 2018

6/10 Okay

Scott B.

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

10/10 Excellent

Babette P.

Key West Summer Vacation

We enjoyed staying at the Sailor's Story. Great location to Duval and perfect size condo. Parking spot was tight having a large truck but we made it work.
Stayed 7 nights in Aug 2018