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Another Day in Paradise at the Truman Annex in Key West

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Pool
TV, DVD player, stereo
Property grounds
Fridge, microwave, oven, stovetop
Outdoor dining

Reviews

9.0 out of 10
Wonderful

Entire condo

2 bedrooms1 bathroomSleeps 4720 sq ft

Popular amenities

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

Explore the area

View in a 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

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About the neighborhood

Key West

Located in Old Town Key West, this condo is within a 10-minute walk of popular sights such as Duval Street and Ernest Hemingway Home and Museum. The condo includes a kitchen, a balcony, and a refrigerator.
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What's nearby

  • Florida Keys Eco - Discovery Center - 3 min walk - 0.2 miles
  • Florida Keys National Marine Sanctuary - 5 min walk - 0.3 miles
  • Duval Street - 6 min walk - 0.4 miles
  • Ernest Hemingway Home and Museum - 8 min walk - 0.4 miles
  • Fort Zachary Taylor Historic State Park - 8 min walk - 0.4 miles

Getting around

  • Key West Intl. Airport (EYW) - 19 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

About this property

Entire place

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

Another Day in Paradise at the Truman Annex in Key West

Prime Old Town location meets effortless island living in this 2‑bedroom, 1‑bath first‑floor Shipyard condo. Bright interiors, a private tropical patio, and a coveted ground‑floor layout make this home ideal for full‑time living or vacation use. Gated community, resort‑style pool, assigned parking, and just minutes to Duval Street and the beach. A rare opportunity in one of Key West’s most sought‑after neighborhoods.

Please note: This property has a 28 night minimum stay
The condo is air-conditioned and features a kitchen and a balcony or patio, and there's space to spread out with 2 bedrooms. Guests can expect to find free WiFi and a TV with a DVD player. Other standard amenities include a washer/dryer, a coffee maker, and an ironing board.

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  • Kitchen
  • Washer
  • Dryer
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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

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 1 bathroom
  • Bathtub or shower
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • DVD player
  • Stereo
  • TV

Outdoor areas

  • Patio

Laundry

  • Laundry facilities
  • Washer/dryer

Comfort

  • Air conditioning

Pets

  • No pets allowed

Suitability/Accessibility

  • Tile flooring in public areas
  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • In the city center

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

  • Gated community
  • Unit size: 720 square feet

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

  • This property doesn't allow pets

Children and extra beds

Children allowed: ages 0-17

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
  • Check-in: 4:00 PM
  • Check-out: 10:00 AM
  • Minimum check-in age: 25

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Onsite parties or group events are strictly prohibited.
  • Onsite safety features include a fire extinguisher and a smoke detector.

Property is also known as

Another Day in Paradise in the Truman Annex
Another Day in Paradise @ the Truman Annex Key West
Another Day in Paradise @ the Truman Annex Private vacation home
2698-193260

Frequently asked questions

What's there to see around this condo?

This condo is situated in Old Town Key West within a 10-minute walk of Duval Street and Ernest Hemingway Home and Museum. You'll also find Florida Keys Beaches and Southernmost Point less than a mile away.

Is parking available on site at Another Day in Paradise at the Truman Annex in Key West?

No, there isn't parking available at the condo.

Is this condo associated with a casino?

No, this condo is not connected to a casino.

Will I find an indoor pool at this condo?

No, there is no indoor pool at this condo.

Is Another Day in Paradise at the Truman Annex in Key West good for couples?

Couples will appreciate amenities at this condo, including a kitchen in each condo plus a kitchen and free WiFi in some.

Are there hot tubs at Another Day in Paradise at the Truman Annex in Key West?

No, there isn't a spa tub at this condo.

Does this condo offer breakfast?

No, this condo doesn't offer breakfast.

Will this condo allow pets to stay for free?

No, pets aren't allowed at this condo.

Are there connecting rooms at Another Day in Paradise at the Truman Annex in Key West?

No, this condo doesn't feature connecting guestrooms.

Where is the closest airport to this condo?

The closest major airport to this condo is Key West Intl. Airport (EYW), which is 4.1 mi away (19 minutes by car).

Are there rooms with balconies that I can book at Another Day in Paradise at the Truman Annex in Key West?

Yes, every condo at Another Day in Paradise at the Truman Annex in Key West comes with a patio.

Another Day in Paradise at the Truman Annex in Key West Reviews

Reviews

9.0

Wonderful

Rating 10 - Excellent. 18 out of 28 reviews
Rating 8 - Good. 7 out of 28 reviews
Rating 6 - Okay. 2 out of 28 reviews
Rating 4 - Poor. 1 out of 28 reviews
Rating 2 - Terrible. 0 out of 28 reviews

9.0/10

Cleanliness

Reviews

Verified

10/10 Excellent

Randal W.

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

Great location

Had a great time with the boat races. Very good location, clean, A/C worked great. Will use Compass realty again.
Stayed 7 nights in Nov 2023
Verified

10/10 Excellent

Robert K.

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

Key West

Wonderful time in the Shipyard! Can’t wait to go back!
Stayed 7 nights in Mar 2024
Verified

8/10 Good

Amy M.

Liked: Cleanliness, location, listing accuracy

Retirement Tour 2023

Great pool, quiet, comfortable, 2 blocks off of Duval street! Had the best time! Can't wait to visit again!
Stayed 9 nights in Apr 2023
Verified

10/10 Excellent

Kenneth W.

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

Paradise

Relaxing
Stayed 14 nights in Mar 2023
Verified

8/10 Good

Matt V.

Liked: Cleanliness, communication, location, listing accuracy

Good but could be better.

Overall the location was great. The condo however could’ve been stocked a little better with beach towels and information about Key West.
Stayed 7 nights in Apr 2023
From a partner site

10/10 Excellent

WILLIAM F.

Paradise

Rating Details: The vacation rental was spotless. I was very happy with the location. I was satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: very goodjust a few comments, needs some updating. Bedrooms need mirrors,The patio needs to be totally cleaned and spruced up landscaping a mess.
Verified

10/10 Excellent

Helen M.

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

Great little home just moments away from everything in Key West!

Great little place with quick access to all of the highlights in Key West. Grateful to be able to walk everywhere! It was a quiet community, with access to a splash pad, playground, and Fort Zachary State Park. Duvall street was two blocks away and Court House Deli made great coffee and was just one block away. The condo was a perfect location to have some peace and quiet, while still allowing for easy access to everything in town! There was an app to access information and the property manager called the day prior to ensure the arrival was seamless. Thank you! Would absolutely return. :)
Stayed 7 nights in Jul 2022
Verified

8/10 Good

Jennifer K.

Liked: Check-in, communication, location, listing accuracy

Family Vacation

The property location was great. Easy to get around. Close to Duval and activities. Check-in and check-out were easy. Had two small issues (low battery on thermostat/roach on counter) after check-in that were immediately addressed by management. They replaced the battery and sent Orkin. The unit was as advertised. The closet in the primary bedroom did not have a hanging bar. The fan light in the primary bedroom was missing a bulb. The bathroom was moderately clean. I re-cleaned it upon arrival (hair on floor). Although the floors appeared clean, they were not. Walking around without shoes resulted in very dirty feet. Overall, the location and function of this property was great. Some work on the cleanliness and details is needed.
Stayed 7 nights in Jun 2022
Verified

4/10 Poor

Renee T.

Liked: Check-in, communication, location
Disliked: Cleanliness, listing accuracy

Dissaponted

We were very dissaponted with the unit. After arriving, we discovered black mold on the shower curtain. The floors and baseboards were very dirty and left over hair from the previous guests could be found throughout the unit. The bed frames were very dusty and old. The unit needs a deep cleaning. There was also a lack of mirrors which made getting ready with a family of four very difficult. There was no can opener in the Kitchen. The toilet was clogged and we did not have a plunger in the unit. We called the manager and she told us we had to walk to another unit to get a plunger. Or wait until the next morning for a plunger. We walked about 1 mile to get a plunger to unclog the toilet. I felt this was ridiculous! I would definitely NOT recommend this unit to anyone. My family and I were very dissaponted with our stay.
Stayed 7 nights in Jun 2022
From a partner site

10/10 Excellent

Carroll G.

Condo

Rating Details: The property manager was very helpful. The vacation rental was very clean. 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: The description of the condo was accurate and the location was excellent. The property was clean and well maintained. The resort allowed us to check out later since our flight changed times. I would recommend the property group and this condo. There are chairs on the front and back porch so you can eat outside in the back. Renting bikes is a must and there is a bike rack in parking lot.
From a partner site

8/10 Good

Larry H.

Key West Vacation

Rating Details: The property manager was very helpful. The vacation rental was clean. 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: Good
From a partner site

10/10 Excellent

JOHN O.

THE PERFECT VACATION

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: Relaxing and stress free
From a partner site

10/10 Excellent

John M.

Another day is paradise

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 Stay... the property exceeded all our expectations. Convenient to restaurants and beaches.
From a partner site

10/10 Excellent

Jaime F.

A True Day in Paradise!

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: Stayed in this beautiful condo for a week. It was clean, bright and just perfect for our family of four. The little outside patio was great and location could not have been better. Look forward to visiting again soon.
From a partner site

10/10 Excellent

Ada M.

Nice and comfortable.

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 unit was a very nice unit. We had everything we needed. The house was clean and well maintained. Also the unit was close to the town and beach you didn’t need to have a car to travel. The inside was decorated very nice and cute. We had a few small issues but the lady that we booked it from was very nice and come right away to help us. I have no complains and I highly recommend this unit. If we come back here i would stay again here. Oo and also the property was in a gated community and if you didn’t have a code you could not get in. Also parking was perfect inside the property.
Stayed 12 nights in Jul 2021
From a partner site

10/10 Excellent

JOHN O.

great 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: Our reservation was handled perfectly again by Marissa. Our check in was flawless and everything went well.
From a partner site

6/10 Okay

A guest from Los Gatos, CA

Our Stay 11/01/21 to 11/08/21

Rating Details: The property manager was adequately helpful. The vacation rental was spotless. I was very happy with the location. I was very dissatisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The refrigerator was not working when we arrived and it took until the third day until it was replaced.The air conditioner was recently replaced with a new one in the bedroom closet. The shelving was removed for this installation and was not reinstalled, therefore, we had no place to hang our clothes. The property manager we spoke to was not interested in reinstalling the shelving.This unit used to have three additional mirrors that the women used to get ready in the morning. Those mirrors were removed and the women complained about having to wait to use the bathroom mirror to shower and put on makeup and get dressed. Again, the property manager had no interest in reinstalling the mirrors that used to be there.The WiFi password did not work.
Verified

10/10 Excellent

Amber M.

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

Excellent location and super easy experience overall!

From beginning to end easy, convenient and extremely clean accommodations. I can’t say enough good things about this property, it was not our first time there and it will definitely not be our last! One of our family members left some items in the condo and the rental company was so helpful to find and return to us! Can’t wait to go back!
Stayed 7 nights in Apr 2022
Verified

8/10 Good

Richard D.

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

Great location

The location is great for walking around Key West. The house has everything you need. I wouldn’t recommend the house for 4 adults and a teenager with just one bathroom. Perfect for a small family. The only issues we had were dirty sheets left on the pullout couch and an empty propane tank that didn’t get replaced until I made a couple calls. It was replaced about 24 hours later. Also, the light on the front porch needs a switch so you can turn it off at night. The light is pretty bright in the front bedroom. The back patio is great. Very private and we enjoyed the geckos and iguanas.
Stayed 7 nights in Apr 2022
Verified

10/10 Excellent

susan t.

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

gorgeous location

Have been many times to Truman Annex..just gorgeous...weather sunny and 80 plus every day..lots of walking biking,,so fun
Stayed 7 nights in Dec 2021
Verified

10/10 Excellent

Christopher C.

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

Great Stay!

Great condominium in a fantastic location. Right in the heart of Old Town Key West, but in a nice quiet neighborhood. We will definitely be returning to Another Day in Paradise!
Stayed 7 nights in Jul 2021
Verified

10/10 Excellent

Danille J.

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

Great little spot

Perfect location, clean and quiet neighborhood. Would definitely recommend
Stayed 7 nights in Jun 2021
Verified

8/10 Good

Matt H.

Liked: Cleanliness, check-in, location, listing accuracy
Disliked: Communication

Great location and place

The location was great, and the place was clean. It was an short, easy walk to a Duvall Street. My favorite part was that there was small BBQ that worked great! The only bad thing I have to say was that I was specifically told the office would have an area to keep our luggage until we need to go to the airport around 3pm. However when we went to the office right before checking out (around 11 am) it was closed and no one answered the phone or returned my phone call. It was Memorial Day, but when I called and asked about late check out the lady checked the day we were checking out to see if someone was immediately checking in and then said we would be able to store the bags in the office. We ended up having to rent a car for the day just to store our luggage to avoid walking around everywhere with it.
Stayed 7 nights in May 2021
Verified

10/10 Excellent

Judy B.

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

Great location great stay

Very clean condo with a great location. Able to walk everywhere.
Stayed 7 nights in May 2021
Verified

6/10 Okay

zachary b.

Liked: Cleanliness, communication, location

The shipyard @ Truman annex key west

BAD - pool hours were very inconsistent. Security would walk around just before dusk and shut the pool down with no set time. Was kicked out twice before 8pm - parking was very compact. Made me remove my f350 from the lot and search for parking every night. They would not accommodate me at all. GOOD - The place was in a good location for just about everything. - The place was very clean.
Stayed 7 nights in Jul 2020

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