max 3 guests      1 bedroom      1 bathroom
  • Amenity Attributes
    • queen
    • shower
    • sleep sofa /futon
    • toilet
  • Attractions Attributes
    • botanical garden
    • churches
    • cinemas
    • library
    • live theater
    • museums
    • playground
    • restaurants
  • Communication_internet Attributes
    • fax
  • Entertainment Attributes
    • Satellite / Cable
    • Television
    • Cable TV
  • General Attributes
    • Air Conditioning
    • Clothes Dryer
    • Hair Dryer
    • Heating
    • Internet
    • Iron & Board
    • Linens Provided
    • Living Room
    • Parking
    • Telephone
    • Towels Provided
    • Wood Stove
  • Kitchen Attributes
    • Coffee Maker
    • Dishes & Utensils
    • Dishwasher
    • Kitchen
    • Microwave
    • Oven
    • Refrigerator
    • Stove
    • Toaster
    • Full Kitchen
    • Refrigerator
    • Coffee Maker
    • Ice Maker
    • Microwave
    • Toaster
    • Cookware
  • Leisure_activities Attributes
    • beachcombing
    • bird watching
    • paddle boating
    • photography
    • sight seeing
    • walking
  • Local_services_and_businesses Attributes
    • ATM/bank
    • fitness center
    • groceries
    • hospital
    • medical services
  • Location_type Attributes
    • Near The Ocean
  • Outside Attributes
    • Balcony
    • Bicycles
  • Pool_spa Attributes
    • Communal Pool
    • Heated Pool
  • Room_subtype Attributes
    • shower
  • Sports_and_adventure_activities Attributes
    • basketball court
    • cycling
    • deepsea fishing
    • fishing
    • golf
    • jet skiing
    • paragliding
    • sailing
    • scuba diving or snorkeling
    • snorkeling
    • swimming
  • Suitability Attributes
    • children welcome
    • non smoking only
    • pets considered
    • wheelchair inaccessible
  • Suitability_chkbox Attributes
    • Minimum Age Limit for Renters
    • Weddings
  • Arrival_day Attributes
    • saturday
  • Car Attributes
    • not necessary
  • Dining Attributes
    • Dining Area
  • House_cleaning Attributes
    • Housekeeper Included
  • Theme Attributes
    • Family
    • Historic
    • Romantic
    • Sports & Activities
    • Tourist Attractions
  • Safety Attributes
    • Outdoor lighting
    • Deadbolt lock on entryway
    • Smoke detectors
    • Fire extinguisher
  • Health and safety Attributes
    • Enhanced cleaning practices
    • Clean with disinfectant
    • No-contact check-in and check-out
    • High touch surfaces cleaned with disinfectant
    • Towels and bedding washed in water that's at least 60sC/140sF
    • SafeStay (AHLA - USA)
  • Living Attributes
    • Central Air
    • Ceiling Fans
    • Linens
    • Washer & Dryer
    • Ironing Board
    • High Speed Internet
  • Business Attributes
    • Nearby ATM
    • Nearby Post Office
    • Nearby Bank
  • Convenience Attributes
    • Area FitnessCenter
    • Nearby Medical Services
    • Nearby Grocery
    • Movie Theatres
    • Golf Course
  • Outdoor Attributes
    • Balcony
    • Shared Pool
    • Beach
  • Geographic Attributes
    • Near Beach
    • Close to Town
    • Old Town
    • Close to Duval St.
    • Gated Community
    • Truman Annex



Payment Methods
Most major credit cards - Cash

Payment Balance
Balance and schedule of payments can be discussed the property manager or will be detailed under policies tab.

Booking Cancellation Conditions
Cancellation policies can be discussed with the property manager or will be detailed under policies tab.

Security or Damage Deposit
A refundable security/damage deposit will be required by the property manager.


Nightly rates shown do not include taxes, conditional rate adjustments or any applicable fees - request property or use rate calculator to obtain an accurate quote.



Rate Period Weekly
Aug 13 to Sep 2 Min Stay 7 nights (Arrival only on: Sat) 1,550 USD
Sep 3 to Sep 30 Min Stay 7 nights (Arrival only on: Sat) 1,550 USD
Oct 1 to Oct 21 Min Stay 7 nights (Arrival only on: Sat) 1,725 USD
Oct 22 to Oct 28 Min Stay 7 nights (Arrival only on: Sat) 2,705 USD
Oct 29 to Nov 4 Min Stay 7 nights (Arrival only on: Sat) 1,865 USD
Nov 5 to Nov 11 Min Stay 7 nights (Arrival only on: Sat) 1,725 USD
Nov 12 to Dec 23 Min Stay 7 nights (Arrival only on: Sat) 1,725 USD
Dec 24, 2022 to Jan 6, 2023 Min Stay 7 nights (Arrival only on: Sat, Sun) 2,530 - 2,560 USD


Rate Period Weekly
Jan 7 to Apr 21 Min Stay 7 nights (Arrival only on: Sat) 2,425 - 2,565 USD
Apr 22 to May 5 Min Stay 7 nights (Arrival only on: Sat) 2,180 - 2,425 USD
May 6 to May 12 Min Stay 7 nights (Arrival only on: Sat) 2,040 USD
May 13 to Jun 2 Min Stay 7 nights (Arrival only on: Sat) 1,935 USD
Jun 3 to Jun 30 Min Stay 7 nights (Arrival only on: Sat) 1,690 USD
Jul 1 to Jul 7 Min Stay 7 nights (Arrival only on: Sat) 1,767 USD
Jul 8 to Aug 4 Min Stay 7 nights (Arrival only on: Sat) 1,690 - 1,795 USD
Aug 5 to Aug 11 Min Stay 7 nights (Arrival only on: Sat) 1,690 USD
Aug 12 to Sep 1 Min Stay 7 nights (Arrival only on: Sat) 1,690 USD

Verified vacation home reviews by real guests

All Owner Direct guest reviews posted are verified and confirmed individually by Owner Direct Vacation Rentals staff.

This property has no Owner Direct reviews yet.

Overall satisfaction (27 raters)
Property condition (27 raters)
Location (27 raters)
Cleanliness (27 raters)
Services from rental manager (26 raters)

The following review(s) were provided by the property manager.

Loved the fact we did not need to keep track of a key Very cute with all necessary amenities. The only issue we had was we were not 100% clear that we had a keypad code. Our friends staying in Truman Annex had to get a key. Once we figured it out, it was great. I like not having to worry about a key.
- Elisa K.
Reviewed On: 8/8/2022
Our trip to paradise! Our trip was highlighted with great food, fabulous drinks, good entertainment and a beautiful Condo. We were very happy with the location of our rental and the fact that we were able to bike to the beach was a plus. Of courses the many miles we walked were just an added feature.
- Cathy G.
Reviewed On: 5/16/2022
Great vacation to end a difficult year! Amazing week in Key West! 2nd stay at Southard Breezes and will defiantly be back. Location is perfect and property very clean.
- Deidre T.
Reviewed On: 1/3/2022
Birthday Trip of my Dreams Simply amazing. Home away from home. Very clean and comfortable. Within walking distance to so many great Island locations. No doubt we will be back soon and Keywestcondos is the only choice for us.
- Jennifer V.
Reviewed On: 5/11/2022
Staying in paradise Great place and great location!
- David L.
Reviewed On: 12/29/2021
Southard Breezes Enjoyed the condo and its wonderful location. Would highly recommend this property it will not disappoint.
- Debra K.
Reviewed On: 12/20/2021
Southard Breezes We've stayed with KeyWest.condos for a few years now. We have never been disappointed. Great hosts!
Reviewed On: 6/18/2021
Great spacious, sunny and open open condo! We’ve stayed at many of KeyWest.condos and this was one of the nicest. Loved the location!
- Ameilia d.
Reviewed On: 12/6/2021
Southard Breezes Vacation in paradise Wonderful. We love Tracy's properties.
- Larry and Joann H.
Reviewed On: 5/3/2021
Perfect Location Within walking distance of...everything in Old Town. Two bikes are available for those that are adventurous enough. Vehicles are not necessary unless they are needed to travel outside of Old Town (grocery shopping at Winn Dixie/Public, or going off-island for restaurants up the Keys). The unit was clean. Stayed two weeks at the Southard Breezes. The only thing that would be a nice addition on-premises would be a slow cooker/crockpot for occasional cooking in the unit...instead of going out to restaurants.
- Eric & Sarah D.
Reviewed On: 11/22/2021
Wonderful first time Key West Rental was perfect for everything we wanted to do. Perfect location. Bikes were added bonus. Condo spacious and beautifully appointed.
- Dawn W.
Reviewed On: 7/19/2021
Southard Breezes This place is absolutely awesome! We are so happy with the location and the cleanliness of the property. Thank you!!
- Cathy G.
Reviewed On: 5/19/2021
A Cute Little Paradise The place was very quaint and in a great location to beaches, bars, food and all things fun. The property owners were prompt in answering back. Only thing is if you have any mobility issues wouldn't recommend for the flight of stairs otherwise outstanding.
- Patricia L.
Reviewed On: 10/18/2021
Key West First Trip Cute little condo that met our needs. Convenient to Duval, Mallory Square, and the beach. The tow bicycles came in real handy, and we ended up renting one for my son seeing this is the only way we traveled while in KW. The only complaint I have is there wasn’t extra bedding as far as the pull out couch, or an extra blanket. Just enough towel me for maybe on day of showers, but there is a washer and dryer in the unit, so this wasn’t that big of a deal. I’d definitely rent this little condo again for my family of three. It was updated, clean and we loved the location!!!
Reviewed On: 8/16/2021
Fantastic Southard Breezes We cannot say enough about our experience at Southard Breezes. This condo was perfect for the two of us. It's beachy decor perfectly suits Key West. The unit was extremely clean with modern fixtures. Every detail was thought of from the kitchen, bath, bedroom, and other amenities. We will certainly look forward to returning!
Reviewed On: 9/4/2019
Great condo in a great location We had a great experience. Working with Tracy easy and she really just wants to make sure you have a great stay in her property! This location is close to everything and has everything you need!
- Dana S.
Reviewed On: 9/19/2019
Wonderful experience The condo and owner awesome. The owner thought of everything to make our vacation a wonderful experience. The condo is in a great location. Would definitely stay again.
Reviewed On: 10/23/2019
At the heart of KW So nice, coming back next year!
- Alan G.
Reviewed On: 11/11/2019
Key West Getaway This was our third year with Keywest.condos and we will definitely be back. You can not beat the location of the condos or the amenities that are included.<br/>The proximity to Fort Zachary and the Beach can not be beat. Everything you need for a beach day is provided; Bikes, chairs, cooler, towels and the family pass make for a great day. The refreshment stand at the beach serves great food at affordable prices.<br/>If you are flying in don't worry about renting a car, everything is withing walking distance. Save your money for adult beverages :)
Reviewed On: 11/19/2019
"Will Return"...Correction, are returning (Booked) Checked in on November 4th-12th, 2020. We've been going down for vacations to Key West since 1992, and location wise, the Southard Breezes is the most convenient by far. Our unit was clean and well stocked. Two pools close by. Unit also comes with a bicycle which I used on a daily basis. A car is definitely not necessary with the location of Southard Breezes. Beer and wine two blocks away at the Walgreens, hard liquor choices 1 block away at the Green Parrot Bar/Liquor Store. Groceries and well appointed deli/meat shop (if you choose to cook in the unit)...three blocks down the street at Faustos, they also deliver for a small fee of $5.00. Like we said above, we've been vacationer's for going on 30 years and probably visited 60-70 using numerous motels, resorts, Bed and Breakfast establishments, Condos, Airbnb's (for monthly stays). Southard Breezes ranks right up there with the best, and location the top of the list.
- Eric & Sarah D.
Reviewed On: 11/14/2019
December Fun This is the second property we have rented in the beautiful Truman Annex area from Tracy. The location cannot be beat! Right around the corner from Blue Heaven and two blocks from The Green Parrot. Tracy always outfits her properties with lots of extras-bikes, beach passes and chairs, cooler. She is great to work with. Lovely condo! Thanks Tracy!
- Mary M.
Reviewed On: 1/6/2020
Destination Wedding and Honeymoon This was our first time renting a condo instead of staying at a hotel and we could not have been happier! Beautiful condo in a great location, within walking distance of some great bars/restaurants, shopping and Fort Zachary Taylor. The one and only disappointment we had during our stay was when it was time to leave!
- Haley F.
Reviewed On: 1/11/2020
Another week in Paradise Our second year at Southard Breezes and had a wonderful time in Key West with perfect accommodations. So close to Duval Street, the Beach, and all that Old Town Key West has to offer. Tracy has always been accessible and prompt with any questions and issues- cant wait for our trip next year!
- Alan G.
Reviewed On: 11/1/2020
Return Customers Easy check in...easy parking (if you have a vehicle. Pool just across the street and another a one minute walk. Right in the middle of everything there is to see/do in Key West. Two bikes available for free usage. Two minute walk to Duval, ten minute walk to Seaport/Mallory Square....ONE MINUTE WALK to the Green Parrot Saloon!
- Eric & Sarah D.
Reviewed On: 11/12/2020
Paradise Definitely want to go there again. Response from KeyWest.condos ; Thursday, October 29, 2020 Thank you Tony! I hope you return to stay with us for a future stay!
- Tony C.
Reviewed On: 10/4/2020
Perfect Location This was one of the best, most relaxing vacations we've been on. The condo was perfect; had everything we needed and the locations was perfect for us. We loved riding the bikes which were provided to get around town. We would highly recommend this condo.
- Erica F.
Reviewed On: 11/30/2020
Fabulous Property!!! This unit is fabulous!! It is the most cleanest property we have ever stayed in!!! The decor is beautifully tastefully done!! The location was great, close to everything. We would definitely stay again.
Reviewed On: 12/21/2020

Listing History

  • This property owner/manager has been registered with Owner Direct since Jul 04, 2022.
  • The availability for this property was last updated on Aug 18, 2022

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Upscale end unit home @ Truman Annex close to Duval St

ID 263963 - 2 beds (1 queen and 1 other). Base rent is for 3 occupants.
Key West Vacation Rentals
Location, Beauty and Comfort! Southard Breezes has what you are looking for!. 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)


- 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

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