max 4 guests      1 + 1 bedrooms      1 bathroom
  • Amenity Attributes
    • queen
    • shower
    • sleep sofa /futon
    • toilet
  • Attractions Attributes
    • botanical garden
    • churches
    • cinemas
    • library
    • live theater
    • marina
    • museums
    • playground
    • reefs
    • restaurants
  • Communication_internet Attributes
    • fax
  • Dining_checkbox Attributes
    • Dining
  • Entertainment Attributes
    • Television
    • Cable TV
  • General Attributes
    • Hair Dryer
    • Heating
    • Internet
    • Iron & Board
    • Linens Provided
    • Living Room
    • Parking
    • Telephone
    • Towels Provided
    • Washing Machine
  • 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
    • paddle boating
    • photography
    • scenic drives
    • sight seeing
    • walking
  • Local_services_and_businesses Attributes
    • ATM/bank
    • fitness center
    • groceries
    • massage therapist
    • medical services
  • Location_type Attributes
    • Near The Ocean
  • Outside Attributes
    • Balcony
    • Bicycles
    • Water Sports Gear
  • Pool_spa Attributes
    • Communal Pool
    • Heated Pool
  • Room_subtype Attributes
    • bedroom
  • Sports_and_adventure_activities Attributes
    • basketball court
    • cycling
    • deepsea fishing
    • fishing
    • golf
    • jet skiing
    • pier fishing
    • sailing
    • scuba diving or snorkeling
    • snorkeling
    • sound/bay fishing
    • swimming
  • Suitability Attributes
    • children welcome
    • non smoking only
    • pets considered
    • wheelchair inaccessible
  • Suitability_chkbox Attributes
    • Long-term Renters Welcome
    • Minimum Age Limit for Renters
    • Weddings
  • Arrival_day Attributes
    • saturday
  • Car Attributes
    • not necessary
  • Catering_options Attributes
    • Guests provide their own meals
  • Dining Attributes
    • Dining Area
  • House_cleaning Attributes
    • Housekeeper Included
  • Theme Attributes
    • Away From It All
    • Family
    • Historic
    • Romantic
    • 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
Jan 1 to Dec 31 Min Stay 7 nights (Arrival only on: Sat) 1,618 - 2,705 USD

Long Term Stays


Rate Period # Nights Long Term Stays
Jan 1 to Dec 31 Min Stay 30 nights (Arrival only on: Sat) 30 6,785 - 7,253 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 (24 raters)
Property condition (24 raters)
Location (24 raters)
Cleanliness (24 raters)
Services from rental manager (23 raters)

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

Perfect Perfect
- Malin R.
Reviewed On: 7/19/2022
Key west Great location
- Tiffany T.
Reviewed On: 6/20/2022
Wonderful Condo This beautiful condo is in the Truman Annex which is private, quiet and away from the crowds. It’s only 3 blocks from Duval. The condo has everything you need for your stay and the deck is wonderful for enjoying the beautiful weather. We went to the State Park this year which is so close to the condo and the beach was beautiful. The condo has chairs, beach towels and a cooler. Loved it and will return!!
Reviewed On: 11/24/2021
Great Perfect!
- Marguerite B.
Reviewed On: 1/5/2022
Sunset on Southard Another great time, Sunset on Southard has everything you need or want for one marvelous time, can’t wait to go back! It’s so close to everything, you can walk or ride the bikes that come with the rental, it’s the most relaxing vacation I have ever had. Truman Annex Park is amazing, watched the sunset every evening, the end to a perfect day in Key West. Thank you Tracy and Harold for having us!!!
Reviewed On: 5/7/2022
Disappointed The place is nice and in a great location. Our disappointment comes from a lot of little things that added up over the course of the week. First off, the microwave oven didn't work and the dishwasher leaked so we couldn't use that either. I informed the owner on Sunday and had a reply Monday morning that they were going to replace the appliances, but not until Friday. I understand that the owner probably couldn't control how quickly the appliance company could get to the property, but there was no offer of alternative accommodation or any other remedy like a rent reduction. The fact is, we wouldn't have rented the place if we had known the appliances weren't working. Also, there was construction going on in the condo next door that started at eight in the morning which is too early for a vacation situation. It was particularly annoying because they would work for about two hours and we wouldn't hear them again until the next morning. Finally, the place hadn't been properly cleaned before we arrived. There were dirty dishes in the cupboards (probably because the dishwasher was unusable) and the table on the back patio had food particles on it that had attracted ants. Working appliances and basic cleanliness are pretty important in a vacation property. None of these problems ruined our vacation, but they did leave us disappointed.
- James P.
Reviewed On: 6/13/2022
Wonderful Property! This is a wonderful property! It is extremely clean and in a perfect location. We enjoyed the deck daily with the chaise lounges and table. We experienced no issues at all and I highly recommend this condo to anyone!
- Christy T.
Reviewed On: 5/10/2021
Sunset on Southard This is a great place in a great location; easing walking or biking distance to most places nearby; condo is very clean and attractive; very comfortable and the owner/manager is extremely efficient; I highly recommend this condo, it can comfortably sleep up to four guests, two on the main level and two in a loft which is quite cozy; I enjoyed the attractions such as a concert at the amphitheater; lots of walking and bike riding; boat races and Veteran's day parade on Duval St., many good restaurant options and plenty of bars to spread your money around; mostly beautiful weather and two swimming pools to relax at; highly recommend and the price is comparable to the upscale hotels.
Reviewed On: 11/15/2021
Fantastic getaway! We consider Key West our second home. This condo made it feel even more like home! Super clean, everything well-stocked, and convenient to all the places we hang out while we're there. Would stay here again in a heartbeat!
- Phyllis T.
Reviewed On: 3/8/2021
Getaway This place was beautiful. It has Been recently renovated. It was immaculate. We had everything that we needed. The owners were very easy to work with and communicated quickly. Everything is within walking distance. I would highly recommend this unit.
- Melanie K.
Reviewed On: 6/9/2021
Convenient KW Location Beautiful condo conveniently located close to Truman Little White House, Butterfly Sanctuary, Hemingway‘s House, Southernmost Point, many restaurants and stores and just a couple blocks off of Duval! Only 1 mile from the KW Harbor, which was great since I ran there three very early mornings to get on standby for the ferry to Dry Tortugas! It was great to have a full kitchen to make some meals and the deck was quiet and relaxing. My kids enjoyed the community pool. Is nice to have a parking spot, though it was a bit of a challenge finding it for the guest time at night! The area was very safe, which is hard to say when traveling, but not in KW!
- Nicole D.
Reviewed On: 4/6/2021
Comfortable spot for one person. This rental was clean and cute. However the space was small and the bathroom was tiny. The steps leading into the condo are steep and not a welcomed sight after a long day of sightseeing and activities.
- Bernadette P.
Reviewed On: 10/18/2021
Sunset on Southard Review This condo is so adorable. We loved it so much. It was just the right size for two but could accommodate 2 more. Beautifully furnished. The neighborhood is the best. Will definitely stay here again.
- Donna U.
Reviewed On: 10/18/2021
sunset Always great
- Larry and Joann H.
Reviewed On: 10/25/2021
My stay on Southard Street It is a very nice, clean and modern condo, I enjoyed it very much and the location is excellent, the fee was very reasonable and the staff is excellent as well. Thank you!!����
Reviewed On: 11/14/2019
Sunset on Southard with Keywest.condos We visit Key West several times each year and have done so for the past 20 years. Keywest.condos with Tracy is by far the best condos/units we have ever stayed. They are clean, well maintained and completely furnished. All Tracy's units are located in the Truman Annex which is just a short walk from Duval and Old Town. Tracy's pricing is always fair for the season and often cheaper than other rentals. If you are visiting Key West, I highly recommend renting a unit with Keywest .condos.
- Dave & Janeen F.
Reviewed On: 12/5/2019
Wonderful Stay! This place was perfect for us! The location can't be beat, we rented 4 mopeds and there was plenty of room in the reserved parking space. The condo itself is clean and very comfortable. <br/>Two minor points of caution, the ladder to the loft is steep and should take some care in deciding who in your party uses it. The master bedroom is comfortable the mattress is very squeaky, if you're a light sleeper this might be challenging for you. <br/>Very minor points, everything else was spot on.
- Michael R.
Reviewed On: 1/20/2020
102-4 Southard Key West Perfect location. Nice upgrades. Very comfortable bed. <br/>Small problem with TV and then Air but both were rectified immediately. Deck is perfect for out door breakfast/relaxation.
- Joan & Dale W.
Reviewed On: 3/30/2020
Key West Delight! The location and condo were both incredible, and we enjoyed being able to bike or walk around the entire Old Town area. We especially loved the large deck area and how updated the condo was. We will be back again!
- Allison S.
Reviewed On: 12/8/2019
- Craig C.
Reviewed On: 8/18/2020
Sunset on Southard Would definitely book again. PERFECT location, easy access to all things Key West. We enjoy walking and biking and felt that everything was within a manageable distance from the condo.
- Elizabeth C.
Reviewed On: 7/6/2020
Doesn't get much better Second year for us at Sunset on Southard and it gets better and better. We love the location and the convenience to the everything Key West has to offer. Tracy is always responsive and a wonderful host. You won't regret booking this place, its truly a hidden gem!
- Michael R.
Reviewed On: 1/4/2021
Sunset on Southard Truman Annex Very enjoyable and comfortable stay. Tracy was a pleasure to work with and quickly replied to any questions or concerns while in the condo. Condo was very clean and had up-to-date appliances. Two bikes came with rental and made exploring the town so much easier. We will definitely return and definitely refer others to this property. Response from KeyWest.condos ; Thursday, October 29, 2020 Thank you Gladys!! I am so glad you enjoyed your stay with us! We would love to have you return in the future!
- Gladys N.
Reviewed On: 10/20/2020
Perfect location Perfect location...close to everything we wanted to do and see. The bicycles were an added bonus... we parked the our jeep and rode bikes or walked almost every where we went. Can't wait to come back next year! Response from KeyWest.condos ; Thursday, October 29, 2020 Thank you Valerie! So glad you enjoyed your stay! We would love to have you return for a future stay!
- valerie m.
Reviewed On: 10/18/2020

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 16, 2022

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Unique Home with loft @ Truman Annex

ID 263962 - 3 beds (1 queen, 1 other and 1 double). Base rent is for 4 occupants.
Key West Vacation Rentals
This home easily accommodates both couples and small families with its unique layout. It features a private bedroom, loft area and sleeper sofa for flexible sleeping accommodations. Just steps to Truman Waterfront Park and Ft Zachary Taylor beach!. 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.

Located within the gated community of Truman Annex, you are just steps away from the new Truman Waterfront Park and only 2 blocks from the famous Duval St. Enjoy the heart of Old Town Key West and all its charms! Stroll or bike to many of the historic sites such as Hemingway House and Little Truman White House or take a relaxing sunset cruise. If you are bringing a vehicle you will have a secure parking space while you enjoy the many nearby activities.


Our Condo includes the following:

- "Ship's Loft" (Children & Teens love the privacy!)

- Televisions in bedroom, living area and loft

- Fully equipped kitchen with granite counter-tops & stainless steel appliances

- 2 Bicycles for Guests to use during their stay

- Bed Linens, Bath & Beach Towels

- Hairdryer

- Beach Chairs & Cooler

- Full size stacked washer & dryer

- Access to Shipyard Pool

- Gated parking place

- Secure high speed wireless internet in condo

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