Condo

Upscale end unit home @ Truman Annex close to Duval St

Front Entrance - Feel the "southard breezes" as you approach this home....

Southard Breezes Front Entrance - Enter your own tropical paradise!

Overview
Amenities
Policies
Location
Host

Exceptional

1 bedroom1 bathroomSleeps 3

Popular amenities

Dryer
Washer
Parking available
Kitchen
Air conditioning

Explore the area

Key West, Florida

Duval Street
‪6 min walk‬
Mallory Square
‪9 min walk‬
Southernmost Point
‪15 min walk‬
Key West, FL (EYW-Key West Intl.)
‪10 min drive‬

Rooms & beds

1 bedroom (sleeps 3)

Bedroom 1

1 Queen Bed

Other Space 1

1 Double Sofa Bed

1 bathroom

Bathroom 1

Shower only

Spaces

Kitchen

Balcony

Dining area

About this property

Upscale end unit home @ Truman Annex close to Duval St

Now more than ever it is important it is important to choose a home that is thoroughly cleaned and well maintained. We inspect our homes multiple times each month and follow the AHLA Stay Safe Guidelines to ensure your stay is safe and comfortable. You will also find an initial supply of cleaning and paper products along with handsoap and toiletries. The home has a private entrance and contactless Check-In/Out.

Need to stay connected during your trip? We offer high speed cable internet.

This upscale home has been meticulously renovated with our guests' complete comfort in mind. Located in the gated community of Truman Annex: a popular and beautifully landscaped community in Old Town Key West. Enjoy the peaceful tropical landscape and pool while only 2 blocks from the excitement of Duval St. We are just outside the entrance to Ft Zachary Taylor State Park and Beach and so close to many of Key West’s popular attractions. After a full day of taking in many of the island's wonderful experiences, come back to all the comforts of home. This open airy home offers a fully furnished kitchen, eating area, living room and bedroom with a queen size bed and full bath. There are televisions in both the bedroom and living room along with wireless internet access. Two sets of French doors bring in lots of light and open to a large balcony where you can enjoy a meal or relax and sip umbrella drinks on the chaise lounges in your own private tropical paradise. Gated parking lot with one reserved space. (For reviews on our other homes, please see Listing # 877318 Sunset on Southard)

Amenities

- Televisions in bedroom and living area
- 2 Bicycles for Guests to use during their stay
- Bed Linens, Bath & Beach Towels
- Hairdryer
- Beach Chairs & Cooler
- Access to Shipyard Pool
- Partially covered oversize deck
- Reserved parking place
- Secure high speed wireless internet in condo
- Only a few short blocks from Duval Street and Mallory Square
- Short walk to the Fort Zachary Taylor State Park Beach
- Fully equipped Kitchen with Silestone counter and eat in bar- Silverware, Dishes, Cooking Utensils Provided, Stove/Oven, Refrigerator, Microwave, Dishwasher, Coffee Maker & Blender

Property manager

Key West Property Services, LLC

Premier Host

Languages

English

Add dates for prices

Amenities

Kitchen

Washer

Dryer

Air conditioning

Parking available

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Washer

House Rules

Check in after 4:00 PM

Minimum age to rent: 25

Check out before 10:00 AM

Children

Children allowed: ages 0–17

Events

No events allowed

Pets

No pets 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

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 and a deadlock

About the area

Key West

Located near the beach, this condo is in Old Town Key West, a neighbourhood in Key West. Fort Zachary Taylor Historic State Park and Ernest Hemingway Home and Museum 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. Jet skiing, scuba diving and snorkelling offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling nearby.

Key West, Florida

What's nearby

Duval Street - 6 min walk - 0.5 km
Ernest Hemingway Home and Museum - 7 min walk - 0.7 km
Fort Zachary Taylor Historic State Park - 8 min walk - 0.7 km
Mallory Square - 9 min walk - 0.8 km
Southernmost Point - 15 min walk - 1.3 km

Getting around

Key West, FL (EYW-Key West Intl.) - 15 min drive

Restaurants

‪Margaritaville - ‬7 min walk
‪Blue Heaven - ‬9 min walk
‪Green Parrot Bar - ‬6 min walk
‪Willie T's - ‬6 min walk
‪Mangoes Restaurant & Island Cuisine - ‬7 min walk

Frequently asked questions

Is Upscale end unit home @ Truman Annex close to Duval St pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Upscale end unit home @ Truman Annex close to Duval St?

Check-in begins at 4:00 PM.

What time is check-out at Upscale end unit home @ Truman Annex close to Duval St?

Checkout is at 10:00 AM.

Where is Upscale end unit home @ Truman Annex close to Duval St located?

Located in Old Town Key West, this condo building is within a 10-minute walk of Jackson Square, Duval Street and Fort Zachary Taylor Historic State Park. Ernest Hemingway Home and Museum and Florida Keys Beaches are also within 15 minutes.

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.

Learn more

10/10

Cleanliness

10/10

Staff & service

10/10

Amenities

8.8/10

Property conditions & facilities

10/10

Eco-friendliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

10/10 Excellent

Michelle

29 Mar, 2025

Liked: Cleanliness, amenities, property conditions & facilities, communication

Nice unit, good location & well maintained

Stayed 7 nights in Mar 2025

8/10 Good

John M.

24 Mar, 2025

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

Shipyard 2nd floor condo. Great location

We had a nice 3 weeks, everything we needed was supplied except a step stool

Stayed 21 nights in Mar 2025

10/10 Excellent

Michael L.

15 Dec, 2024

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

Southard Breeze

Loved our stay here, super clean, super convenient to walk everywhere and comes with 2 bikes if you dont want to walk. Very comfortable place to stay and would definitely stay here again

Stayed 7 nights in Dec 2024

10/10 Excellent

Tim S.

20 Jul, 2024

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

Nice place, great location

Enjoyed our stay at the Truman Annex. Short walk to Duval street and the park and beach behind the annex are nice too. Would stay again - no complaints!

Stayed 7 nights in Jun 2024

10/10 Excellent

Leslie R.

21 Sept, 2024

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

Key west vaca

Loved the condo. Close to everything. Really enjoyed having the bikes. Comfortable bed. We had a great week!

Stayed 7 nights in Sep 2024

10/10 Excellent

Kathy J.

15 Aug, 2024

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

Perfect location

Great location-10 minute walk to Duval Street, Mallory Square, Fort Zachary Taylor park, southernmost point. Rental had everything we needed. Would definitely go back!

Stayed 7 nights in Aug 2024

10/10 Excellent

John M.

11 May, 2024

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

Great location in Key West

Great vacation in Key West at a great condo that worked very well for my wife and I. Location is close to everything in Old Town and having bikes was great as well !

Stayed 7 nights in May 2024

10/10 Excellent

Jen H.

13 Nov, 2024

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

Great choice for 2 people

Southard Breezes was very nice for me and my husband. The deck was large and had both shade and sun so it was convenient to have coffee or an afternoon cocktail. Bed and pillows were comfortable. The washer and dryer were a little loud but we would do the laundry when we were not in the bedroom! Having laundry available was a plus, though! Truman Annex is close to everything but just far enough away! Thanks for the great week!

Stayed 7 nights in Nov 2024

10/10 Excellent

Katie Todd F.

4 May, 2024

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

25th Anniversary Trip

Southward Breezes was perfect for our trip! Close in distance to everything we wanted to do on the west end of the island! Easy in and out and great access to pool and bikes. Definitely a place we would come back to!

Stayed 7 nights in Apr 2024

10/10 Excellent

Tom and Valerie W.

17 Aug, 2024

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

Awesome unit and location

The unit was in a perfect location and was very nice. The entire unit has been updated with new appliances and furnishings. All the action on Duval St is close but not too close. And Ft. Zachary Taylor is in close walking distance or a short bike ride using the nice bikes that were supplied. We would definitely stay here again!

Stayed 7 nights in Aug 2024

10/10 Excellent

Sarah V.

15 Jul, 2022

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

Wonderful

Property was clean, great location, we enjoyed it thoroughly.

Stayed 7 nights in Jul 2022

10/10 Excellent

June L., Hanover Park, IL

14 Nov, 2023

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

Key West vacation

The condo was exactly like the photos. The porch was perfect for morning coffee!

Stayed 7 nights in Oct 2023

10/10 Excellent

Michelle S.

10 Dec, 2023

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

November 25 2023

Enjoyed our stay & we'll be back! Property is amazing, condo clean & beautiful, location fantastic.

Stayed 7 nights in Nov 2023

10/10 Excellent

Thomas C., Cleveland

7 Dec, 2022

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

Awesome stay

Great location, very clean and updated. I would love to make this a regular stay. I have stayed in the same complex for years with friends, this time it was just my wife and I this condo was perfect.

Stayed 7 nights in Nov 2022

10/10 Excellent

Teresa C.

19 Nov, 2024

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

Cozy Condo

This cozy condo is ideally located and is great for two people. The area is generally safe and quieter than two blocks away on Duval. Fort Zach Beach and restaurants are only minutes away. Upon arrival, the house was immaculate, and contactless check-in was easy. The house has quality finishes and is well-appointed. Two bicycles and Tommy Bahama beach chairs are available, which is a nice touch. The queen bed was comfy. There are wood blinds on the bedroom window but no blackout curtains, so I will bring an eye mask if we go again. Having the washer/dryer available is convenient, and starter amounts of products are provided. The partially covered balcony expands the living space and was a nice spot on a rainy morning. There is a designated parking space, but we did not use it. We would stay there again if it were a couple's trip.

Stayed 7 nights in Nov 2024

10/10 Excellent

tammy e.

8 Aug, 2021

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

kids first trip to key west

We loved this property. Loved the deco and furnishings and it had all the conveniences of home. We would definitely rent this condo again!! loved the whole neighborhood and pool amenities and closeness to the beach also!!

Stayed 7 nights in Jul 2021

10/10 Excellent

Michelle Beaumont O.

17 Sept, 2022

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

Great week in Key West

The condo was adorable and within walking distance to all the fun places on Duval. Truman Annex neighborhood was very pretty and quiet, loved the pool to cool off. Great communication with Tracey. Thank you, we will be back!

Stayed 7 nights in Sep 2022

10/10 Excellent

Dawn W.

20 Jul, 2021

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

Perfect location

This condo is central to everything Key West. Bicycles made it super easy to get around, but everything is close enough to walk. Beautiful property. Easy access. Great communication with owners.

Stayed 7 nights in Jul 2021

10/10 Excellent

Angelene A., Grant, Michigan

25 Dec, 2021

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

Perfect 2🌟🌟🌟🌟

Everything you would ever need is in this condo. It's clean and well maintained. The deck is a beautiful area to have your morning coffee or just relax. The location is excellent. Within walking distance to many sights. Highly recommend and cannot wait to come back.

Stayed 7 nights in Oct 2021

10/10 Excellent

AMBI B.

15 Jun, 2021

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

Paradise!

We thoroughly enjoyed our stay. The condo was exactly as describe….beautifully decorated and stocked with everything you would need. The LOCATION was perfect! A huge plus was the bikes that were provided. We rode them everywhere and really enjoyed living the Key West lifestyle while we were there. If we ever return to Key West I will definitely book this property again!

Stayed 7 nights in Jun 2021

This review comes from a trusted partner site and has not been verified.

10/10 Excellent

linda s.

20 Jun, 2023

Key West

10/10 Excellent

Dean G.

20 Jan, 2022

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

Beautiful oasis in a beautiful oasis

The condo was smartly arranged, making excellent use of the space, and had a very welcoming feel. We also loved the deck -- it was much larger than we had expected and was partially covered (protecting us from a rainstorm our first day). It also faced toward the complex rather than the street, and provided a view of the moon and stars as well. The location was superb -- a 5-minute bike ride from Ft. Zachary beach and very close to the rest of town without being too loud. To top it all off, our host, Tracy, was super helpful and accommodating.

Stayed 7 nights in Dec 2021

This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Deidre T.

4 Jan, 2023

Christmas get away

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 was our 3rd stay at Southard Breezes and it once again was awesome! Very clean property and walking distance to everything there is to do in Key West. The owners responded quickly to our concerns. I would highly recommend this property to friends. We enjoyed Crusin Tiki and Dry Tourtugas National Park this visit. Breakfast at Moondog and Blue Heaven was delicious as expected.

This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Elisa K.

19 Aug, 2022

Loved the fact we did not need to keep track of a key

Stayed 7 nights in Jul 2022

This review comes from a trusted partner site and has not been verified.

10/10 Excellent

27 Sept, 2023

Key West Trip

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 was our second stay at Southard Breezes. We love the location. We are two blocks from Duvall Street and a short bike ride to Truman waterfront park and Zachary Taylor State Park. The sunsets at Truman Waterfront Park are beautiful. We also seen a pod of Manatees. You are a short bike ride to all the restaurants and bars. Tracy was very responsive to any questions we had. Southard Breezes was as described very nice and clean. We will definitely be back to Southard Breezes again.