Condo

Isle Be Back at The Truman Annex in Key West

Photo gallery for Isle Be Back at The Truman Annex in Key West

A living room with a sofa, armchair, TV, and a starfish decoration.
A water park with a slide, a water fountain, and palm trees at sunset.
A residential street with a white picket fence, a sidewalk, and lush green bushes with red flowers.
A gated community entrance with a sign for Shipyard Condominiums, surrounded by palm trees and a clear blue sky.
A house with a white front door, a porch, and a white picket fence.

Reviews

9.6 out of 10
Exceptional

Highlights

  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Near Duval Street

Popular amenities

  • Patio
  • Shared communal pool
  • Air-conditioning
  • Refrigerator
  • Washing machine
  • Onsite parking available

Explore the area

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

Rooms & beds

2 bedrooms (sleeps 4)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

2 bathrooms

Bathroom 1

Bathtub or shower · Toilet

Bathroom 2

Toilet · Shower only

Spaces

Deck or patio

Add dates for prices

Similar properties

Comfortable and roomy living area with view of private backyard
Sunny & Beautiful 1st flr, Large In/Outdoors, 2BR K/T, 1 Bath, Truman Anx, Pool
Truman Annex
  • Pool
  • Kitchen
  • Washing machine
  • Dryer
10.0 out of 10, Exceptional, (121 reviews)
Sunny & Beautiful 1st flr, Large In/Outdoors, 2BR K/T, 1 Bath, Truman Anx, Pool

About the area

Key West

Located in Key West, this condo 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 Florida Keys Eco - Discovery Center are also worth visiting.
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 - 8 min walk - 0.7 km
  • Fort Zachary Taylor Historic State Park - 8 min walk - 0.7 km
  • Mallory Square - 12 min walk - 1.1 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 - ‬8 min walk
  • ‪Moondog Cafe & Bakery - ‬8 min walk
  • ‪Bourbon Street Pub - ‬8 min walk

Frequently asked questions

Is Isle Be Back at The Truman Annex in Key West pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Isle Be Back at The Truman Annex in Key West?

As of 8 November 2026, prices found for a 1-night stay for 2 adults at Isle Be Back at The Truman Annex in Key West on 16 June 2027 start from NZ$15,199, 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.

How much is parking at Isle Be Back at The Truman Annex in Key West?

On-site parking is available at the property.

What time is check-in at Isle Be Back at The Truman Annex in Key West?

Check-in begins at 4:00 PM.

What time is check-out at Isle Be Back at The Truman Annex in Key West?

Checkout is at 10:00 AM.

Where is Isle Be Back 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 Florida Keys Beaches 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. 35 out of 44 reviews
Rating 8 - Good. 7 out of 44 reviews
Rating 6 - Okay. 1 out of 44 reviews
Rating 4 - Poor. 0 out of 44 reviews
Rating 2 - Terrible. 1 out of 44 reviews

9.8/10

Cleanliness

9.0/10

Check-in

9.2/10

Communication

9.6/10

Location

9.6/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

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

Best of Key West

This property was fantastic! Easy access to all the great places you want to see in Key West.
Stayed 7 nights in Jun 2025
Response from VrboOwner on 8 July 2025
Thanks for staying with Compass Realty!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Property was beautiful and well stocked. Would definitely recommend.
Stayed 7 nights in Jul 2025
Response from VrboOwner on 5 August 2025
Thanks for staying with Compass Realty!
Verified review

8/10 Good

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

Truman annex is a great location

In Key West for a wedding and this was a great location for us. Walking distance to historic areas and restaurants. We had a parking place for our car which was convenient
Stayed 7 nights in Apr 2025
Response from VrboOwner on 29 April 2025
Darlene thank you for this wonderful review, we are so glad you enjoyed your stay with us here at Compass Realty and hope to host you again next time you visit the island!
Verified review

10/10 Excellent

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

Key West

Perfect location! We had a great stay in this beautiful, bright, super clean, comfortable condo! It is well kept and well stocked. The grounds and pool are lovely!
Stayed 7 nights in Mar 2024
Response from VrboOwner on 9 April 2024
Laura-Anne thank you for this wonderful review, we are so glad you enjoyed your stay with us here at Compass Realty and hope to host you again next time you visit the island!
Verified review

10/10 Excellent

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

Perfect

Amazing property ..and a great company to deal with
Stayed 10 nights in May 2025
Response from VrboOwner on 4 June 2025
Jason thank you for this wonderful review, we are so glad you enjoyed your stay with us here at Compass Realty and hope to host you again next time you visit the island!
Verified review

10/10 Excellent

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

MAY TRIP

Been coming to key west for the last 11 years and this is the first time we stayed at the trumans annex The place was very clean and had plenty of room would not hesitate to come back.
Stayed 7 nights in May 2023
Response from VrboOwner on 22 May 2023
Thank you for sharing a review of your recent experience Tim. Our team here at Compass Realty is committed to providing high-quality guest service, and we’re thrilled to hear that we made a good impression on you. We look forward to welcoming you again ! Thank you for being our guest!
Verified review

10/10 Excellent

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

Beautiful space

Thoughtfully decorated, furnished and plenty of space for a family of 4. Thank you for sharing your place!
Stayed 7 nights in Feb 2025
Response from VrboOwner on 11 March 2025
Jean thank you for this wonderful review, we are so glad you enjoyed your stay with us here at Compass Realty and hope to host you again next time you visit the island!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Check in/out was a little inconvenient as it was half mile from the unit. However, the place was clean, close to most everything and felt very safe!
Stayed 7 nights in Oct 2025
From a partner site

10/10 Excellent

KW SY

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: Awesome time at a really nice place.
Response from VrboOwner on 19 July 2023
Brenda thank you for this wonderful review, we are so glad you enjoyed your stay with us here at Compass Realty and hope to host you again next time you visit the island!
Verified review

10/10 Excellent

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

Beautiful and well maintained

We loved our stay at Isle be Back! It felt like it was actually built and maintained with quality materials unlike most nightly rentals. Communication with the property manager was excellent. She actually contacted me and made sure that I knew all of the important information about the unit and the area.
Stayed 7 nights in Mar 2025
Response from VrboOwner on 15 April 2025
Alvin thank you for this wonderful review, we are so glad you enjoyed your stay with us here at Compass Realty and hope to host you again next time you visit the island!
From a partner site

10/10 Excellent

A Favorite

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 love this property! Everything inside is upgraded and beautiful! Great location for easy walks everywhere.
Verified review

10/10 Excellent

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

Perfect Location

What a perfect location to stay. Close to Duval. Close to Fort Zachary Beach which in my option is the best. Each there. At the Truman annex is a much better place to see the sunset then Malloy square. It was in walking distance from the place. The place was clean and updated. I will be booking again.
Stayed 7 nights in Apr 2025
Response from VrboOwner on 22 April 2025
Doris thank you for this wonderful review, we are so glad you enjoyed your stay with us here at Compass Realty and hope to host you again next time you visit the island!
From a partner site

10/10 Excellent

Isle Be Back

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: The property was very clean and the kitchen well stocked with appliances and tools. It is centrally located in a very quiet, well groomed community.
Response from VrboOwner on 18 July 2023
Paula thank you for this wonderful review, we are so glad you enjoyed your stay with us here at Compass Realty and hope to host you again next time you visit the island!
Verified review

2/10 Terrible

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

Vacation

Very nice. Good porch. Door knob on porch needs to be fixed.
Stayed 7 nights in May 2024
Response from VrboOwner on 22 May 2024
Thanks for staying with Compass Realty!
From a partner site

10/10 Excellent

Awesome 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: Very nice condo, close to everything. Very clean, well equipped. This place is updated and bright. The bed was very comfortable. 11/10 would recommend and would absolutely love to stay here again.
Stayed 8 nights in Jun 2023
Response from VrboOwner on 12 July 2023
Sara thank you for this wonderful review, we are so glad you enjoyed your stay with us here at Compass Realty and hope to host you again next time you visit the island!
Verified review

8/10 Good

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

A Very Merry Christmas in Key West

Overall, we enjoyed our stay in Key West at a compass realty property. The description is accurate and the location is great! We requested service for a tv in one of the bedrooms which was provided promptly. We also requested dish towels and they were also delivered promptly. We suggest attention to the patio doorknob.
Stayed 7 nights in Dec 2024
Response from VrboOwner on 6 January 2025
Walt thank you for this wonderful review, we are so glad you enjoyed your stay with us here at Compass Realty and hope to host you again next time you visit the island!
Verified review

8/10 Good

Liked: Cleanliness, communication, location, listing accuracy
The pickup and drop off of the key was relatively easy, but the doors should be switched to the digital/electric locks.
Stayed 7 nights in Oct 2025
Verified review

10/10 Excellent

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

Love Truman annex

Truman annex is the best place to stay for fantasy fest week. You can walk anywhere or take the bus, no need for a rental car. The pools are great. Love having a balcony with our room. The rental was lovely and very clean. The only problem was the closet door in one bedroom was broken. Other than that it was great. All amenities provided in kitchen and bath. This place was great.
Stayed 7 nights in Oct 2022
Response from VrboOwner on 2 November 2022
Thank You! We repaired the closet door on your departure. :)
Verified review

8/10 Good

Liked: Cleanliness, communication, location, listing accuracy

Parking??

Real small parking spots and you only get one!! Don’t bring friends, no place to park!
From a partner site

10/10 Excellent

Truman annex perfect accomodatioms

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: Brand new condo CLEAN and BEAUTIFULLY decorated. Needed ice cube tray. Also would like to see kitchen towels and cleaning spray for counter top and glass tabletop and toilet bowl cleaner. Truman annex is a convenient wonderful place to stay in Key West.
Response from VrboOwner on 19 July 2023
Natalie thank you for this wonderful review, we are so glad you enjoyed your stay with us here at Compass Realty and hope to host you again next time you visit the island!
Verified review

10/10 Excellent

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

The condo is beautifully modern and clean.

We loved the location of the complex. We rented bikes for the week and rode them everywhere. We took advantage of the pool as well which was nice to have in case of a chance of rain. My only complaint was that we did not have full control of the a/c so we had to sleep with the bedroom door open at night until it cooled down enough. It just wouldn’t get as cool as we liked.
Stayed 7 nights in Jul 2020
Response from VrboOwner on 5 September 2020
Hi Allison...we regret the ac was not comfortable. We have had the system serviced. WE invite you back to this lovely property and please inquire about a discount for your next stay.
From a partner site

10/10 Excellent

Our stay at Isle Be Back rental!

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 rental was in a great location, we could have walked anywhere we wanted. The condo was decently priced for our stay. It is very cute and had a lot of amenities and very clean. Compass Reality were very helpful with whatever questions we had. The only downside was the mattresses were pretty firm but a lot of people prefer that. I would definitely recommend this property!
Stayed 7 nights in Jul 2024
Response from VrboOwner on 18 July 2024
Thanks for staying with Compass Realty!
Verified review

10/10 Excellent

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

Girls Trip

Location is perfect. The condo was just right for the two of us. There were a few things we did expect (because we’ve stayed in other VRBO condos) a cooler would have been nice [we left you a styrofoam one] dish towels and maybe better stocked salt/pepper/sugar - kitchen essentials. The parking is a little confusing-if it wasn’t for someone in the complex we might not have found the right spot. We would definitely consider coming back. Thank you!
Stayed 9 nights in May 2024
Response from VrboOwner on 14 June 2024
Thanks for staying with Compass Realty! Always feel free to call the office if something is missing that you reach for and we will be happy to accommodate your needs in the future!
From a partner site

10/10 Excellent

You better believe "Isle Be Back"

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: Unit appeared to be recently updated. Very nicely appointed. Close to everything within Old Town. Definitely would stay again.
From a partner site

8/10 Good

I'll be back

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was more than happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: very pleasant and clean. One of the nicer units that we have stayed in Key WEst. Good location
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