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Entire condo

Another Siesta at The Truman Annex in Key West

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

Pool - Another Siesta at The Truman Annex in Key West (Key West)
Fridge, microwave, oven, stovetop - Another Siesta at The Truman Annex in Key West (Key West)
Terrace/patio - Another Siesta at The Truman Annex in Key West (Key West)
Fridge, microwave, oven, stovetop - Another Siesta at The Truman Annex in Key West (Key West)
Property grounds - Another Siesta at The Truman Annex in Key West (Key West)
Located in the heart of Key West, this beautiful one-bedroom condo offers a private patio and shared swimming pool, perfect for relaxing after a day of exploring. Stroll to Duval Street's fantastic restaurants and nightlife or visit the Ernest Hemingway Home and Museum just around the corner. With free WiFi, central A/C, and cable TV on hand.

Reviews

9.0 out of 10
Wonderful

Entire condo

1 bedroom1 bathroomSleeps 4

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning
  • Outdoor Space

Add dates for prices

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

Property amenities

Pool/Spa

  • Communal pool

Internet

  • Available in the condo: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

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

Dining

  • Dining table

Bedrooms

  • Bedroom
  • Bedsheets provided
  • Sofa bed

Bathroom

  • 1 bathroom
  • Bathtub or shower
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • Cable/satellite channels

Outdoor areas

  • Fenced yard
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • In the city center

Things to do

  • 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

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Policies

Check-in

Check-in time starts at 4:00 PM

Contactless check-in available

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

Pets not 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
Onsite 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 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

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 is parking?

Onsite 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?

Check-out 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.

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Reviews

Reviews

Wonderful

All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
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

Cleanliness

10

Location

10

Property conditions & facilities

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
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
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
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
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!
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.
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
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!