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Condo

Another Siesta at The Truman Annex in Key West

Photo gallery for Another Siesta at The Truman Annex in Key West

Living area
Living area
Interior
Dining
Dining

Reviews

9.0 out of 10
Wonderful

Highlights

  • Room to spread out
    Enjoy a spacious layout that gives everyone more room to relax.
  • Peace of mind included
    Guests rate the location highly for safety.
  • Discover nearby landmarks
    Close to Duval Street
1 bedroom1 bathroomSleeps 2

Popular amenities

  • Shared communal pool
  • Onsite parking available
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Fenced yard

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.)
    ‪11 min drive‬

Rooms & beds

1 bedroom (sleeps 2)

Bedroom 1

1 Queen Bed

1 bathroom

Bathroom 1

Bathtub or shower · Toilet

Spaces

Deck or patio
Kitchen

About this property

Another Siesta at The Truman Annex in Key West

Find the best of Key West at your doorstep with this beautiful first floor one-bedroom condo, with a private patio, a shared swimming pool, and a wonderful location close to restaurants, beaches, and more!

Perfectly located between Truman Annex and Bahama Village, this comfortable condo sits only two blocks from the fantastic restaurants, nightlife, and shopping on Duval Street. Park your car in the off-street space, walk a quarter-mile to the Ernest Hemingway Home and Museum, and take afternoon bike rides to the soft sand at Fort Zachary Taylor Historic State Park three-quarters of a mile west.

The living space has been meticulously decorated, offering central A/C, free WiFi, and French doors that open to the deck. When you're not dining at Blue Heaven nearby, you can sip cocktails outside among the palms and orchids, flip through the offerings on the HDTV, and splash around in the shared swimming pool. A full kitchen with granite countertops, a private off-street parking spot, and a private washer/dryer are also on hand.

Please note: This property has a 28 night minimum stay

Add dates for prices

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted

Important information

You need to know

Property # 9771654
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 condo is in the city centre. Southernmost Point and Ernest Hemingway Home and Museum are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and Fort Zachary Taylor Historic State Park. Ready for a night out? Consider The Key West Theater and Sloppy Joe's Bar. Take the opportunity to explore the area for water adventures such as swimming.
Map
Key West, FL

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
  • Ernest Hemingway Home and Museum - 8 min walk - 0.7 km
  • Fort Zachary Taylor Historic State Park - 8 min walk - 0.7 km

Getting around

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

Restaurants

  • ‪Green Parrot Bar - ‬4 min walk
  • ‪Blue Heaven - ‬8 min walk
  • ‪Moondog Cafe & Bakery - ‬8 min walk
  • ‪Mangoes Restaurant - ‬7 min walk
  • ‪Rams Head Southernmost - ‬7 min walk

Frequently asked questions

Is Another Siesta 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 Another Siesta at The Truman Annex in Key West?

As of 19 June 2026, prices found for a 1-night stay for 2 adults at Another Siesta at The Truman Annex in Key West on 15 August 2026 start from NZ$294, 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 Another Siesta at The Truman Annex in Key West?

On-site parking is available at the property.

What time is check-in at Another Siesta at The Truman Annex in Key West?

Check-in begins at 4:00 PM.

What time is check-out at Another Siesta at The Truman Annex in Key West?

Checkout is at 10:00 AM.

Where is Another Siesta 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. Florida Keys Beaches and Mallory Square are also within 15 minutes.

Reviews

9.0

Wonderful

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. 8 out of 13 reviews
Rating 8 - Good. 3 out of 13 reviews
Rating 6 - Okay. 2 out of 13 reviews
Rating 4 - Poor. 0 out of 13 reviews
Rating 2 - Terrible. 0 out of 13 reviews

10/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Andrew

Liked: Cleanliness, amenities, property conditions & facilities
Beautiful and so functional!! Close to events and dining! Really enjoyed our stay
Stayed 7 nights in Apr 2024
Verified

10/10 Excellent

Cindy M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Nice townhouse in a quiet shaded neighborhood. Nice amenities. Close to everything. Rental Company was easy to deal with.
Stayed 7 nights in Jun 2025
From a partner site

10/10 Excellent

Lawrence D.

Great location

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: Very nice location and clean. Didn’t have washcloths but Managment was very responsive in getting them to us. Would definitely recommend this for a great location and close to everything.
Response from VrboOwner on 11 July 2023
Lawrence 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

Judy and John D.

A Very Enjoyable Stay at “Another Siesta” Condo in Truman Annex

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 one-bedroom condo was the perfect thing since we have “aged out” of having visitors any more. The single bathroom made it even less visitor-friendly but was fine for two people. Some possible improvements: Dishwasher Garbage Disposer Brighter LED ceiling light in kitchen
Response from VrboOwner on 11 July 2023
Judy 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! I am looking into installing the garbage disposal, but unfortunately there is no room for a dishwasher.
From a partner site

10/10 Excellent

Barry T.

Modern and spacious

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 had 18 days stay at Another Siesta, the location is good if you want to be close to Duval Street, but go back to peace and quiet when you’re done.The property has all the bits that you will need. Either fill the fridge or go out for your meals. Also it has a back patio with loungers, chairs and large Umbrella .
Stayed 18 nights in Dec 2023
Response from VrboOwner on 4 January 2024
Thank you for sharing a review of your recent experience. 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

10/10 Excellent

Steve D.

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

Wonderful stay at Another Siesta at Truman Annex Shipyard Condos Key west FL

From the beginning the whole process with working with Compass Realty went smoothly. They were quick to notify you if there was an issue and coordinate with you and repair service to not disrupt your stay. Check in process smooth and option to check in early is a great option. Cleaning staff also very professional and pleasant to work with. The property itself is beautiful and the renovations that the owner did is top quality. New kitchen and bathroom, flooring, appliances and furniture. Need new pics to do it justice. The condo is close to everything, gated and safe. Looking forward to returning.
Stayed 14 nights in Nov 2024
Response from VrboOwner on 10 December 2024
Steve 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

Brian H.

Loved our 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: My wife and I stayed here for 10 nights. The location is perfect! We walked everywhere, from The Conch Republic to Southernmost Beach Cafe to Fort Zach beach and all up and down Duvall and Whitehead. Nothing seemed like a far walk. The location in the Truman Annex was important to us. We always stay somewhere in the Truman Annex.The community pool was wonderful! We spent a couple hours there each afternoon. We met great people from all over, and everybody was very complimentary of the community. Our until was perfect for us! It was clean and updated. The bed was comfortable. The listing says it can accommodate 4 people. While this is technically true, I wouldn’t recommend it for that. However, if you’re a couple looking for a place to stay in Key West, I absolutely recommend this unit. We will not hesitate to stay here again on our next trip down to KW.
Stayed 10 nights in Oct 2023
Response from VrboOwner on 16 November 2023
Brian 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

6/10 Okay

Jennifer L.

Anniversary Stay

Rating Details: The property manager was somewhat unhelpful. The vacation rental was very clean. I was more than 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: Another Siesta was a nice place; the issues that we had were with the construction work going on in the unit next door, which started promptly at 8:00 am. Loud banging on our bedroom wall. Then as I was laying on the chaise out back, two roofers literally started to set up their ladder right over me to work on the upstairs condo. I said to them, you can't set up right above me, this is a private space? Very upsetting and the office was no help. A heads-up that work was going to take place would have been really helpful!
Response from VrboOwner on 15 August 2023
Thank you for bringing these concerns to our attention Jennifer. We regret that your experience did not meet your expectations and have shared your feedback with our team. We would love to have control over maintenance and construction issues through out the community, but unfortunately we can only control the units under our management. Any work does have to be done between the hours of 8-5pm per the HOA. Please reach out to us for your next stay so we can make sure to find you the perfect unit! Thank you for being our guest!
From a partner site

10/10 Excellent

A guest from Leland, NC

Great Stay...AGAIN!!

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 thoroughly enjoyed our stay at Another Siesta. Dot it was cozy comfortable and had everything we needed.
From a partner site

8/10 Good

len f.

Looking forward to the new owners improvements this year

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: Under new ownership - freshly painted . There isn’t a dishwasher in unit . Kitchen dishes are limited -not one dish that has a lid to save things . Towels are fully equipped and new . If you should have a rainy day unit is tuff to stay in ....furniture is awful . Not a comfortable chair to sit on . Floor tiles are old and dirty -need professional steam cleaning . Very nice patio -private .
From a partner site

6/10 Okay

Brenda W.

Not Another Siesta

Rating Details: The property manager was more than helpful. The vacation rental was 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: Anywhere in the Truman Annex is a great place to stay in Key West! This condo had a great location, nice patio, great ice maker, and all the basic necessities. The decor was a little weird but that is not a problem. It could use a couple beach chairs, a full length mirror, and new pillows and bedding. We spent 2 weeks enjoying the sunshine, sunsets, the pool, happy hours, fine dining and everything else Key West has to offer, but found myself yearning for a comfortable chair to sit in and a comfortable place to lay my head at night! We will be back again next year but to another condo in the Shipyard.
From a partner site

8/10 Good

Vicki C.

Great location and apartment with a few problems.

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: Our apartment was in a great location and beautifully landscaped in the front area. We enjoyed the pool and people we met. Staff was very helpful. We felt the living room furniture was uncomfortable and the tv in our bedroom didn’t work...tv problems weren’t resolved until the day we left. It was nice having a washer and dryer and we biked or walked everywhere...loved the location.
From a partner site

8/10 Good

Kim M.

Thanksgiving in Paradise

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: Our rental was excellent. Location great l, space fantastic Good appliances and bedroom furniture Only recommendation is the livingroom furniture is extremely uncomfortable The couch and chairs are not comfortable. Other than that we would definitely book again!

About the host

Hosted by Compass Realty Vacation Rentals & Property Management

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