Upscale end unit home @ Truman Annex close to Duval St

Photo gallery for Upscale end unit home @ Truman Annex close to Duval St

A dining area with a table set for two, two chairs, a ceiling fan, and a view through a glass door to an outdoor patio with chairs and a table.
A swimming pool with lounge chairs and a small building with a blue awning.
A coastal property with multiple-story buildings, surrounded by lush palm trees and a white fence.
A kitchen with white cabinets, a microwave, an oven, and a coffee maker. There is a dining table with chairs and a trash can.
A kitchen with a central island, stainless steel appliances, teal walls, and hanging blue pendant lights.

Reviews

10 out of 10
Exceptional

Highlights

  • Made for relaxation
    Top-rated for comfort — guests feel right at home here.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Walk to Duval Street

Popular amenities

  • Balcony
  • Swimming pool
  • Air-conditioning
  • Refrigerator
  • Washing machine
  • Internet

Explore the area

View map
Key West, FL
  • Place, Duval Street
    ‪6 min walk‬
  • Place, Fort Zachary Taylor Historic State Park
    ‪8 min walk‬
  • Place, Mallory Square
    ‪11 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪11 min drive‬

Rooms & beds

1 bedroom (sleeps 3)

Bedroom 1

1 Queen Bed

Other Space 1

1 Double Sofa Bed

1 bathroom

Bathroom 1

Shower only

Spaces

Kitchen
Balcony
Dining area

Add dates for prices

Similar properties

Property grounds
Unique Home with loft @ Truman Annex
Truman Annex
  • Pool
  • Kitchen
  • Washing machine
  • Air-conditioning
9.8 out of 10, Exceptional, (121 reviews)
Unique Home with loft @ Truman Annex

About the area

Key West

Located near the beach, this condo is in Old Town Key West, a neighbourhood in Key West. Fort Zachary Taylor Historic State Park and Ernest Hemingway Home and Museum 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
  • Fort Zachary Taylor Historic State Park - 8 min walk - 0.7 km
  • Ernest Hemingway Home and Museum - 9 min walk - 0.8 km
  • Mallory Square - 11 min walk - 0.9 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 15 min drive

Restaurants

  • ‪Margaritaville - ‬7 min walk
  • ‪Green Parrot Bar - ‬4 min walk
  • ‪Blue Heaven - ‬9 min walk
  • ‪Mangoes Restaurant - ‬7 min walk
  • ‪Jack Flats - ‬7 min walk

Frequently asked questions

Does Upscale end unit home @ Truman Annex close to Duval St have a pool?

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

How much does it cost to stay at Upscale end unit home @ Truman Annex close to Duval St?

As of 4 November 2026, prices found for a 1-night stay for 2 adults at Upscale end unit home @ Truman Annex close to Duval St on 5 March 2027 start from NZ$19,801, 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 Upscale end unit home @ Truman Annex close to Duval St pet-friendly?

No, pets are not allowed at this property.

How much is parking at Upscale end unit home @ Truman Annex close to Duval St?

On-site parking is available at the property.

What time is check-in at Upscale end unit home @ Truman Annex close to Duval St?

Check-in begins at 4:00 PM.

What time is check-out at Upscale end unit home @ Truman Annex close to Duval St?

Checkout is at 10:00 AM.

Where is Upscale end unit home @ Truman Annex close to Duval St located?

Located in Old Town Key West, this condo building is within a 10-minute walk of Truman Waterfront Park, Duval Street and Fort Zachary Taylor Historic State Park. Mallory Square and Florida Keys Beaches are also within 15 minutes.

Reviews

10

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. 119 out of 126 reviews
Rating 8 - Good. 7 out of 126 reviews
Rating 6 - Okay. 0 out of 126 reviews
Rating 4 - Poor. 0 out of 126 reviews
Rating 2 - Terrible. 0 out of 126 reviews

10/10

Cleanliness

10/10

Staff & service

10/10

Amenities

8.8/10

Property conditions & facilities

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

From a partner site

10/10 Excellent

September 26

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 was the perfect time of year to visit, and this was the perfect place to stay! Would not want to stay anywhere else!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location and beautiful place.
The outside of our condo.
The living room
The view from our balcony.
Stayed 7 nights in Oct 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
What a great location and able to walk to everything you would want to see with ease! The home was spotless, cozy, and comfortable and would highly recommend!
Stayed 7 nights in Dec 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great condo! Was very clean and had everything we needed. The location could not be beat and communication with host was excellent.
Stayed 7 nights in Oct 2025
Response from VrboOwner on 13 October 2025
Thank you Brian! We are so glad you enjoyed your stay and hope to see you again in the future!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect for our needs.
Stayed 7 nights in Aug 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Room was very nice and newly renovated. Decor was beachy. Location was near everything. Host communicated well.
Stayed 7 nights in Nov 2025
Verified review

10/10 Excellent

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

Nice place, great location

Enjoyed our stay at the Truman Annex. Short walk to Duval street and the park and beach behind the annex are nice too. Would stay again - no complaints!
Stayed 7 nights in Jun 2024
Verified review

10/10 Excellent

Liked: Cleanliness, amenities, property conditions & facilities, communication
Nice unit, good location & well maintained
Stayed 7 nights in Mar 2025
Verified review

10/10 Excellent

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

Great location in Key West

Great vacation in Key West at a great condo that worked very well for my wife and I. Location is close to everything in Old Town and having bikes was great as well !
Stayed 7 nights in May 2024
Response from VrboOwner on 20 May 2024
Thank you John! Hope to have you back again in the future!
Verified review

10/10 Excellent

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

Wonderful

Property was clean, great location, we enjoyed it thoroughly.
Stayed 7 nights in Jul 2022
Response from VrboOwner on 15 September 2023
Thank you Sarah! We are glad you enjoyed the home and Key West!
Verified review

10/10 Excellent

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

Southard Breeze

Loved our stay here, super clean, super convenient to walk everywhere and comes with 2 bikes if you dont want to walk. Very comfortable place to stay and would definitely stay here again
Stayed 7 nights in Dec 2024
Response from VrboOwner on 15 December 2024
Thank you Michael! We hope to see you in Key West again in the future!
Verified review

10/10 Excellent

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

25th Anniversary Trip

Southward Breezes was perfect for our trip! Close in distance to everything we wanted to do on the west end of the island! Easy in and out and great access to pool and bikes. Definitely a place we would come back to!
Stayed 7 nights in Apr 2024
Verified review

10/10 Excellent

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

Awesome stay

Great location, very clean and updated. I would love to make this a regular stay. I have stayed in the same complex for years with friends, this time it was just my wife and I this condo was perfect.
Stayed 7 nights in Nov 2022
Response from VrboOwner on 15 September 2023
Thank you Thomas! We are so glad you enjoyed your stay and we welcome you to make this a regular stay!
Verified review

10/10 Excellent

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

Perfect location

Great location-10 minute walk to Duval Street, Mallory Square, Fort Zachary Taylor park, southernmost point. Rental had everything we needed. Would definitely go back!
Stayed 7 nights in Aug 2024
Verified review

10/10 Excellent

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

Key West vacation

The condo was exactly like the photos. The porch was perfect for morning coffee!
Stayed 7 nights in Oct 2023
Verified review

10/10 Excellent

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

November 25 2023

Enjoyed our stay & we'll be back! Property is amazing, condo clean & beautiful, location fantastic.
Stayed 7 nights in Nov 2023
Verified review

10/10 Excellent

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

kids first trip to key west

We loved this property. Loved the deco and furnishings and it had all the conveniences of home. We would definitely rent this condo again!! loved the whole neighborhood and pool amenities and closeness to the beach also!!
Stayed 7 nights in Jul 2021
Response from VrboOwner on 15 September 2023
Thank you Tammy! We are so glad you enjoyed your home away from home! We hope to have you back with us again in the future!
Verified review

10/10 Excellent

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

Key west vaca

Loved the condo. Close to everything. Really enjoyed having the bikes. Comfortable bed. We had a great week!
Stayed 7 nights in Sep 2024
Response from VrboOwner on 24 September 2024
Thank you Leslie! We are so glad you enjoyed your stay and hope to have you back again in the future!
Verified review

10/10 Excellent

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

Fantastic location, bonus to have use of bicycles

The condo is within walking distance to everything that we wanted; Beach, restaurants, and shops. The bikes were in great shape and we used them to get to the beach, just used the picnic tables there.
Stayed 7 nights in Oct 2023
Verified review

8/10 Good

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

Shipyard 2nd floor condo. Great location

We had a nice 3 weeks, everything we needed was supplied except a step stool
Stayed 21 nights in Mar 2025
Verified review

10/10 Excellent

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

Great week in Key West

The condo was adorable and within walking distance to all the fun places on Duval. Truman Annex neighborhood was very pretty and quiet, loved the pool to cool off. Great communication with Tracey. Thank you, we will be back!
Stayed 7 nights in Sep 2022
Response from VrboOwner on 15 September 2023
Thank you Michelle! We hope you will stay with us again in the future!
From a partner site

10/10 Excellent

Can’t go wrong here!

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 a great spot, and a great space. Clean, well-appointed and in a great area. Close to everything, and quiet. The owners are extremely easy to work with and the balcony is just beautiful and relaxing. Rent here, you won’t be sorry!
Verified review

10/10 Excellent

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

Perfect 2🌟🌟🌟🌟

Everything you would ever need is in this condo. It's clean and well maintained. The deck is a beautiful area to have your morning coffee or just relax. The location is excellent. Within walking distance to many sights. Highly recommend and cannot wait to come back.
Stayed 7 nights in Oct 2021
Response from VrboOwner on 15 September 2023
Thankyou Angelene! We are so glad you enjoyed your stay and we would love to have you back!
Verified review

10/10 Excellent

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

Awesome unit and location

The unit was in a perfect location and was very nice. The entire unit has been updated with new appliances and furnishings. All the action on Duval St is close but not too close. And Ft. Zachary Taylor is in close walking distance or a short bike ride using the nice bikes that were supplied. We would definitely stay here again!
Stayed 7 nights in Aug 2024
Verified review

10/10 Excellent

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

Paradise!

We thoroughly enjoyed our stay. The condo was exactly as describe….beautifully decorated and stocked with everything you would need. The LOCATION was perfect! A huge plus was the bikes that were provided. We rode them everywhere and really enjoyed living the Key West lifestyle while we were there. If we ever return to Key West I will definitely book this property again!
Stayed 7 nights in Jun 2021
Response from VrboOwner on 15 September 2023
Thank you Ambi! So glad you enjoyed your stay with us in Key West! We hope to have you back again in the future!
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