Located in Old Town Key West, this condo is within a 10-minute walk of popular sights such as Duval Street and Fort Zachary Taylor Historic State Park. The condo includes a kitchen, a balcony, and a refrigerator.
Ernest Hemingway Home and Museum - 7 min walk - 0.4 miles
Fort Zachary Taylor Historic State Park - 8 min walk - 0.4 miles
Mallory Square - 9 min walk - 0.5 miles
Southernmost Point - 15 min walk - 0.8 miles
Getting around
Key West Intl. Airport (EYW) - 14 min drive
Restaurants
Margaritaville - 7 min walk
Blue Heaven - 8 min walk
Green Parrot Bar - 6 min walk
Willie T's - 6 min walk
Mangoes Restaurant & Island Cuisine - 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.
SOUTHARD COMFORT at The Truman Annex in Key West
LOCATION, LOCATION, LOCATION! Southard Comfort is on Southard Street in the TRUMAN ANNEX, which is one of the most beautiful peaceful retreats and uniquely close to everything, Key West. We are only two blocks from the main Duval Street with it’s bustling shopping, bars, restaurants, & nationally renowned entertainment spots. Southard Comfort is one block from the infamous Green Parrot and is walking and biking distance to everything you will require for a comfortable stay. There is the Truman Waterfront Park for the children with beautiful sunset and water views just a hop away. As one of our first guests to enjoy value and comfort in our refreshed, 2 bedroom 1 bath, 2nd floor condominium. You can enjoy televisions in every room, unlimited WIFI, USB charging stations, Keurig and drip coffee makers, washer and dryer, dual balconies and even a front porch. Southard Comfort comes equipped with a light and bright queen bedroom and twins (or King if combined) in the guest room. The condo has been freshly painted, updated and fully air-conditioned and all rooms have tropical ceiling fans. The balconies are situated to provide a wonderful open-air feel and cross breeze. The linens are new, including beach and pool towels. The full kitchen has a large refrigerator, stove with oven, microwave, blender, pots, pans and all the dishes necessary to enjoy a long stay. Key West boasts an average daily temperature of 82 degrees keeping the ocean water temps at around 80. The Truman Annex SHIPYARD is a clean and safe hideaway, with parking for one car, near all the fun in Key West. Southard Comfort is directly on the parade route for Fantasy Fest and is ideal for couples, families, and seniors.
The condo is air-conditioned and features a kitchen and a balcony, and there's space to spread out with 2 bedrooms. Guests can enjoy a TV and stay connected with free WiFi. Other standard amenities include a washer/dryer, a coffee maker, and an ironing board.
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 not reported (host has not indicated whether there is a smoke detector on the property)
General
Unit size: 680 square feet
Policies
Check-in
Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 25
Special check-in instructions
You will receive an email from the host with check-in and check-out instructions
Pets
This property doesn't allow pets
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 not indicated whether there is a smoke detector on the property
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
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.
Property is also known as
Cabana Breeze @ the Truman Annex
Southard Comfort in the Truman Annex Key West
SIZZLING SPECIAL! Cabana Breeze @ the Truman Annex
Southard Comfort in the Truman Annex Private vacation home
20% Off Summer Special Southard Comfort @ the Truman Annex
Ask About our Summer Special! Cabana Breeze @ the Truman Annex
2698-193279
Frequently asked questions
What can I see close to this condo?
This condo is situated in Old Town Key West within a 10-minute walk of Duval Street, Fort Zachary Taylor Historic State Park, and Ernest Hemingway Home and Museum. You'll also find Florida Keys Beaches and Mallory Square less than a mile away.
Is parking available on site at this condo?
No, there isn't parking at this 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 SOUTHARD COMFORT at The Truman Annex in Key West a good place to stay for couples?
Amenities at this condo that appeal to couples include a kitchen in each condo unit with kitchens in some.
Does SOUTHARD COMFORT at The Truman Annex in Key West have a hot tub?
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 free of charge?
No, pets aren't allowed at this condo.
Are there connecting rooms at this condo?
No, there aren't connecting rooms at this condo.
Where is the closest airport to this condo?
The closest major airport to this condo is Key West Intl. Airport (EYW), which is 4.3 mi away (14 minutes by car).
Are there rooms with balconies that I can book at SOUTHARD COMFORT at The Truman Annex in Key West?
Yes, every condo unit at SOUTHARD COMFORT at The Truman Annex in Key West comes with a balcony.
SOUTHARD COMFORT at The Truman Annex in Key West Reviews
Reviews
9.2
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. 19 out of 29 reviews
10 - Excellent
19
Rating 8 - Good. 7 out of 29 reviews
8 - Good
7
Rating 6 - Okay. 2 out of 29 reviews
6 - Okay
2
Rating 4 - Poor. 1 out of 29 reviews
4 - Poor
1
Rating 2 - Terrible. 0 out of 29 reviews
2 - Terrible
0
9.8/10
Cleanliness
Reviews
10/10 Excellent
Tami C.
Apr 28, 2025
Liked: Cleanliness
Spring Break Getaway
We stayed here in late April and it was perfect. The pool is directly behind the property and we were only a few blocks away from Duval Street, a seafood market, and a grocery store. Place is quiet and clean.
Tami C.
Stayed 7 nights in Apr 2025
10/10 Excellent
Phyllis S., Lexington, KY
Jan 18, 2025
Liked: Cleanliness
Truman Annex Condos - 5 star location
his property is managed by Compass Realty. Do not expect to communicate with an owner. Nonetheless Compass communicated well before, during and after our stay. They had everything prepared for our arrival and few essentials on hand to help us get started.We love the location of this condo! There’s a waterfront park at the end of the street, it’s minutes away from the beach at the state park and easy walking distance to the best Key West restaurants. We do not rent a car while in Key West because we don’t need one while staying in The Truman Annex. We love this area and hope to return
Phyllis S.
Stayed 14 nights in Jan 2025
6/10 Okay
Anna M., Melrose Park, Illinois
Apr 6, 2024
Liked: Cleanliness
Truman Anex
Wonderful place
Clean and very convenient to all activities. I would highly recommend this place for families with small children as well as teenagers.
Anna M.
Stayed 7 nights in Mar 2024
10/10 Excellent
Gillian C., Huntersville, NC USA
Nov 1, 2023
Liked: Cleanliness
Fabulous
Great location and fabulous property. Hope to stay again soon. We visit every year!
Gillian C.
Stayed 7 nights in Oct 2023
10/10 Excellent
Kimberly B.
Jan 5, 2023
Liked: Cleanliness
Southard retreat
We enjoyed our stay at the property. Compass reached out prior to our trip to provide check in instructions and answer any questions which I thought was helpful. The unit was very clean and had everything we needed. We arrived during an unusual cold spell and there were plenty of extra blankets which were needed our first nights! We had everything we needed. We loved the location. By the end of the week it was hot in the unit. That was our only challenge. Otherwise it was a perfect week!
Kimberly B.
Stayed 7 nights in Dec 2022
8/10 Good
Michael K.
Mar 27, 2022
Liked: Cleanliness
This place was perfect. Very clean great location sitting on the front porch was great. Great loca
Perfect place Compass Realty was kinda rude.
Michael K.
Stayed 7 nights in Mar 2022
10/10 Excellent
nancy c.
Nov 15, 2021
Liked: Cleanliness
Key West Stay
Condo was clean. Everything we needed to make our stay convenient was provided. Enjoyed our stay.
nancy c.
Stayed 7 nights in Nov 2021
8/10 Good
Catherine N.
Jun 20, 2021
Liked: Cleanliness
Another great stay in Key West
Overall was a great stay...love the location! Only cons are not a King bed and that the bathroom is small.
Catherine N.
Stayed 7 nights in Jun 2021
10/10 Excellent
Susan B.
Jun 20, 2021
Liked: Cleanliness
Beautiful, quiet and convenient
Beautiful, clean 2nd floor unit within walking distance to everything! We had an amazing vacation.
Susan B.
Stayed 7 nights in May 2021
4/10 Poor
Kevin J.
Jun 27, 2018
Just a good location...
I said I loved my stay because Key West was awesome, just not the property. Upon our arrival, we ended up having to do laundry. We discovered various types of hair in all of our beds as we pulled the blankets back (some looked like pubic hair) as well as on the pillows. There was also some type of sticky & crusty substance on one of the kids beds. Either way, we felt the need to clean up. The bathroom was another unkept area. The toilet seat had pubic hair left behind and the corner of the shower still had hair left as well. Renters before us were probably charged the cleaning fee and it didn't seem like it was very clean. For such a nice location and price, I expected better. We arrived on a weekend (Saturday night) and emailed the property manager right away. She contacted us Monday. She asked why we didn't call the emergency number. Umm...this wasn't an emergency. Emergency to us means life or death. We also let her know that the shower drain was taking forever to actually drain. We were literally standing in 3 inches of water while showering (could this be an emergency?). Nothing was done to fix this while we were there for the entire week. We are a family of 4. We had to wait about 20 min in between showers. Not fun. The property manager did not address this issue at all. We pretty much questioned the cleanliness of everything in that place from that point on and washed items before use. The good things: the Truman Annex itself is close to the beach (the nicer beach that pay to use). Everything is in walking distance.