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Sunset on Southard

Guest Rating:

Sleeps 4, 1 bedroom, 1 bathroom. No pets allowed.

102-5 Southard Street Key West, Florida 33040 United States

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.

Amenities

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

Rooms and Amenities
Property Type	Condominium, 1 story
Unit Code	1025KWC
Beds	1 queen bed, 1 full bed, 1 sleeper sofa
Bathrooms	1 bathroom
Rooms	Sleeps 4, Sleeper Sofa in Living Area, 1 loft, 4 dining seats
Pets	No pets allowed.
Standard Amenities	queen, shower, sleep sofa /futon, toilet, botanical garden, churches, cinemas, library, live theater, marina, museums, playground, reefs, restaurants, fax, Dining, Television, Hair Dryer, Heating, Internet, Iron & Board, Linens Provided, Living Room, Parking, Telephone, Towels Provided, Washing Machine, Coffee Maker, Dishes & Utensils, Dishwasher, Kitchen, Microwave, Oven, Refrigerator, Stove, Toaster, beachcombing, paddle boating, photography, scenic drives, sight seeing, walking, ATM/bank, fitness center, groceries, massage therapist, medical services, Near The Ocean, Balcony, Bicycles, Water Sports Gear, Communal Pool, Heated Pool, bedroom, basketball court, cycling, deepsea fishing, fishing, golf, jet skiing, pier fishing, sailing, scuba diving or snorkeling, snorkeling, sound/bay fishing, swimming, children welcome, non smoking only, pets considered, wheelchair inaccessible, Long-term Renters Welcome, Minimum Age Limit for Renters, Weddings, saturday, not necessary, Guests provide their own meals, Dining Area, Housekeeper Included, Away From It All, Family, Historic, Romantic, Tourist Attractions, Outdoor lighting, Deadbolt lock on entryway, Smoke detectors, Fire extinguisher, 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)
Kitchen	Full Kitchen, Refrigerator, Coffee Maker, Ice Maker, Microwave, Toaster, Cookware
Living	Central Air, Ceiling Fans, Linens, Washer & Dryer, Ironing Board, High Speed Internet
Business	Nearby ATM, Nearby Post Office, Nearby Bank
Convenience	Area FitnessCenter, Nearby Medical Services, Nearby Grocery, Movie Theatres, Golf Course
Outdoor	Balcony, Shared Pool, Beach
Geographic	Near Beach, Close to Town, Old Town, Close to Duval St., Gated Community, Truman Annex
Entertainment	Cable TV

Average Manager Rating (Based on 238 reviews)
Overall satisfaction	Services from rental manager

Average Vacation Rental Rating (Based on 45 reviews)
Overall satisfaction	Cleanliness	Location	Property condition
96% of our reviewers would recommend this vacation rental.

Vacation Rental Reviews

Nice key west rental

Stayed 7 days ending in October, 2024
- Services from rental manager
- Cleanliness
- Location
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Overall satisfaction:

a guest from TIMONIUM, MD recommends this vacation rental

Very nice location.Was very clean.had lots of extras. Could use a full length mirror.
Wonderful Property!

Stayed 7 days ending in October, 2024
- Services from rental manager
- Cleanliness
- Location
- Property condition
Overall satisfaction:

Jane S from Louisville, KY recommends this vacation rental

Our stay here was really great! This condo is immaculately clean and well taken care of! It has everything you could need, including beach towels and beach chairs!
The location is amazing! If I could wave a magic wand I would have added a comfortable chair and ottoman. It would be nice to have a place to put your feet up.
And the TV on the wall could be lowered a
bit so our necks didn't hurt looking up at it from the sofa. We watched TV more than usual because the weather wasn't great! We would definitely stay here again!
Key West getaway

Stayed 7 days ending in August, 2024
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Overall satisfaction:

Heather M from Homosassa, FL recommends this vacation rental

We absolutely loved our stay here. The condo was perfect for our week away. The location was great perfect walking distance to all things. The condo it self was very nice has all the things we needed. Clean and very cutely decorated. We definitely would stay here again. We did have to reach out to owner as a/c went out but they were quick to respond and at our condo to fix it and had it up and running that day!
3rd time renting

Stayed 7 days ending in June, 2024
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Overall satisfaction:

Dana & Rodney S from Macomb, MI recommends this vacation rental

Tracy was easy to work with and the condo was in a perfect location. The condo was clean and well equipped. We had no issues. We enjoyed our stay! Thank you so much!
Nice as always

Stayed 88 days ending in March, 2024
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Overall satisfaction:

a guest from Saratoga Springs, NY recommends this vacation rental

Repeat customer...love the place
Lovely Stay.

Stayed 7 days ending in December, 2023
- Services from rental manager
- Cleanliness
- Location
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Overall satisfaction:

a guest from Niagra Falls, NY recommends this vacation rental

Great location in Truman Annex. If you know TA, you know it’s the spot to be. Walking distance to everything and very safe with security on site and gates locked at night. Pool set up was vey nice with both sun and shade options. And a pool house with clean bathrooms! The unit is second floor with a nice private balcony. Bathroom could use a little updating and a full length mirror would be nice. Came with two bikes which we used. They could use a tune up including new brakes. Overall, for the price it’s a no brainer.
Serene Southard

Stayed 7 days ending in December, 2023
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Overall satisfaction:

a guest from Dayton, OH recommends this vacation rental

We had a lovely stay at this quiet condo that is near everything and also very private. This is our second year here in this unit. It is clean and well furnished. The bicycles are a plus.
Sunset on Southard, Nov 4-11

Stayed 7 days ending in November, 2023
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Overall satisfaction:

Bruce M from Minooka, IL recommends this vacation rental

This is a wonderful place and a great location. Within walking distance of most all of Key West has to offer, great amenities, clean, comfortable and quiet. Highly recommend to anyone. I have stayed here many years and look forward to visiting again.
Sunset on Southard

Stayed 9 days ending in October, 2023
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- Location
- Property condition
Overall satisfaction:

David F from Tipp City, Ohio recommends this vacation rental

Vacay was great as always. Tracy's units are always very clean, well maintained and safe. She literally provides everything one could need for a weeks stay or longer. The Truman Annex is a great place to stay in KW, quiet and safe yet just a short walk to Duval street.
August trip

Stayed 7 days ending in August, 2023
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Overall satisfaction:

Randall M from Wellston , Ohio recommends this vacation rental

This is the second time we stayed at this location. This place has been spotless both times we have stayed there. The two bikes are a plus and the location can’t be beat. We will definitely stay here again.
Condo in Paradise

Stayed 7 days ending in June, 2023
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Overall satisfaction:

TOM N from BRIGHTON, MI recommends this vacation rental

This is I think our 5th stay in this condo and it gets better with every stay. We really enjoy the location. So close to Duvall, Mallory Square, and Fort Zachary State Park. We used the bikes daily. Would recommend this condo to anyone looking for a relaxing stay in Key West.
Sunset on Southard makes for a perfect vacation stay!

Stayed 14 days ending in May, 2023
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Overall satisfaction:

Kelly T from Prescott, Arizona recommends this vacation rental

This was our second stay at Sunset on Southard and everything was absolutely perfect! The location, size and amenities all make for the perfect vacation in Key West. We cannot wait to go back! Working with Key West.condos is always a pleasure and seamless.
Another Great Stay

Stayed 7 days ending in May, 2023
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Overall satisfaction:

Christy T from Hardinsburg, Kentucky recommends this vacation rental

Another great stay at this condo! No better location than this. Very clean and comfortable. The back porch is a wonderful place to relax!
Sunset

Stayed 21 days ending in April, 2023
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Overall satisfaction:

Molly & Jacques d from Maastricht, NL recommends this vacation rental

Great location
Sunset on Southard

Stayed 89 days ending in April, 2023
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Overall satisfaction:

a guest from Saratoga Springs, NY recommends this vacation rental

:Strategically located near museums/restaurants/parks
:Unit was clean and very comfortable
:Overall, a very pleasant experience!
Our December Stay

Stayed 7 days ending in December, 2022
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Overall satisfaction:

a guest from Dayton, OH recommends this vacation rental

We had a wonderful time. It is conveniently located. It was just right for us. We love sitting on the deck early in the day was quiet wonderful place in the evening.
Wonderful experience.

Stayed 9 days ending in November, 2022
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a guest from Jacksonville, Arkansas recommends this vacation rental

We love Key West and Key west condos. This is the second time for us to stay in this particular condo. There is only one mirror in the condo and it is in the bathroom. If memory serves me there was a full length mirror before . There really needs to be another mirror.
We always enjoy staying in Key West. We have another trip booked in May 2023 and November 2023.
Sunset on Southard

Stayed 7 days ending in November, 2022
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Bruce M from Minooka, IL recommends this vacation rental

I always enjoy the stay in this Condo, it is in a great location with good amenities. Very clean, modern and efficient. It is very comfortable for 2-3 people because of the cute loft bedroom. I would recommend a stay here to anyone. It is very well kept up and clean. I have already booked for this time in 2023.
Another spectacular time in KW

Stayed 7 days ending in October, 2022
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Overall satisfaction:

Alan G from Malvern, PA recommends this vacation rental

Tracy always keeps her places clean and fresh, a pleasant stay once again!
Excellent Location

Stayed 7 days ending in October, 2022
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Sheila K recommends this vacation rental

We had a wonderful time and met a ton of great locals who made us feel very welcomed
Sunset on Southard

Stayed 9 days ending in October, 2022
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David F from Tipp City, Ohio recommends this vacation rental

Tracy is wonderful to work with. Sunset on Southard was clean, well equipped, and updated. The location is especially convenient in the historic old town area. We do not rent a car, no need, as literally everything is within walking distance. If a visit to Key West is in your future, I definitely would urge you to consider any unit under Tracy's management.
Perfect

Stayed 7 days ending in July, 2022
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Overall satisfaction:

Malin R from Boras, Florida recommends this vacation rental

Perfect
Disappointed

Stayed 7 days ending in June, 2022
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James P from Seffner, FL does not recommend this vacation rental.

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.
Key west

Stayed 7 days ending in June, 2022
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Overall satisfaction:

Tiffany T from N/A, CO recommends this vacation rental

Great location
Sunset on Southard

Stayed 33 days ending in April, 2022
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Overall satisfaction:

Kathleen & Joseph F from Plymouth, MA recommends this vacation rental

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!!!
Great

Stayed 11 days ending in January, 2022
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Overall satisfaction:

Marguerite B recommends this vacation rental

Perfect!
Sunset on Southard

Stayed 7 days ending in November, 2021
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- Cleanliness
- Location
- Property condition
Overall satisfaction:

Bruce M from Minooka, IL recommends this vacation rental

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.
Wonderful Condo

Stayed 5 days ending in November, 2021
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Overall satisfaction:

a guest recommends this vacation rental

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!!
sunset

Stayed 7 days ending in October, 2021
- Services from rental manager
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- Location
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Overall satisfaction:

a guest from Jacksonville, Arkansas recommends this vacation rental

Always great
Comfortable spot for one person.

Stayed 7 days ending in October, 2021
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Overall satisfaction:

Bernadette P from N/A, CO does not recommend this vacation rental.

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.
Sunset on Southard Review

Stayed 7 days ending in October, 2021
- Services from rental manager
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Overall satisfaction:

Donna U from Virginia Beach, VA recommends this vacation rental

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.
Getaway

Stayed 14 days ending in May, 2021
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Overall satisfaction:

Melanie K from Mustang, Oklahoma recommends this vacation rental

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.
Wonderful Property!

Stayed 7 days ending in May, 2021
- Services from rental manager
- Cleanliness
- Location
- Property condition
Overall satisfaction:

Christy T from Hardinsburg, Kentucky recommends this vacation rental

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!
Convenient KW Location

Stayed 7 days ending in April, 2021
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Overall satisfaction:

Nicole D from Buffalo, MN recommends this vacation rental

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!
Fantastic getaway!

Stayed 7 days ending in March, 2021
- Services from rental manager
- Cleanliness
- Location
- Property condition
Overall satisfaction:

Phyllis T from Corpus Christi, TX recommends this vacation rental

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!
Doesn't get much better

Stayed 7 days ending in January, 2021
- Services from rental manager
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- Property condition
Overall satisfaction:

Michael R from Boston, MA recommends this vacation rental

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!
Sunset on Southard Truman Annex

Stayed 7 days ending in October, 2020
- Services from rental manager
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- Location
- Property condition
Overall satisfaction:

Gladys N recommends this vacation rental

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.
- Manager Responded on 10/29/2020
  
  Thank you Gladys!! I am so glad you enjoyed your stay with us! We would love to have you return in the future!
Perfect location

Stayed 7 days ending in September, 2020
- Cleanliness
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Overall satisfaction:

valerie m from Mobile, AL recommends this vacation rental

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!
- Manager Responded on 10/29/2020
  
  Thank you Valerie! So glad you enjoyed your stay! We would love to have you return for a future stay!
Key West

Stayed 7 days ending in August, 2020
- Services from rental manager
- Cleanliness
- Location
- Property condition
Overall satisfaction:

Craig C from N/A, CO recommends this vacation rental

EXCELLENT!!!
Sunset on Southard

Stayed 7 days ending in July, 2020
- Services from rental manager
- Cleanliness
- Location
- Property condition
Overall satisfaction:

Elizabeth C from N/A, CO recommends this vacation rental

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.
102-4 Southard Key West

Stayed 70 days ending in March, 2020
- Services from rental manager
- Cleanliness
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Overall satisfaction:

a guest from Saratoga Springs, NY recommends this vacation rental

Perfect location. Nice upgrades. Very comfortable bed.
Small problem with TV and then Air but both were rectified immediately. Deck is perfect for out door breakfast/relaxation.
Wonderful Stay!

Stayed 7 days ending in January, 2020
- Services from rental manager
- Cleanliness
- Location
- Property condition
Overall satisfaction:

Michael R from Boston, MA recommends this vacation rental

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.
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.
Very minor points, everything else was spot on.
Key West Delight!

Stayed 8 days ending in December, 2019
- Services from rental manager
- Cleanliness
- Location
- Property condition
Overall satisfaction:

Allison S recommends this vacation rental

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!
Sunset on Southard with Keywest.condos

Stayed 7 days ending in November, 2019
- Services from rental manager
- Cleanliness
- Location
- Property condition
Overall satisfaction:

David F from Tipp City, Ohio recommends this vacation rental

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.
My stay on Southard Street

Stayed 8 days ending in November, 2019
- Services from rental manager
- Cleanliness
- Location
- Property condition
Overall satisfaction:

Bruce M from Minooka, IL recommends this vacation rental

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!!😁👍

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KeyWest.condos 949 Sherry Ln Lancaster, PA 17601 (717) 327-9801 reservations@keywest.condos

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Sunset on Southard

Now you know why we named the home "Sunset on Southard"

Welcome to Sunset on Southard! Come in and relax!

Private entrance with first floor foyer

First floor foyer

Living area with french doors open to the large balcony.

Living area has Queen sofa bed and TV

Bright open dining area

Bright kitchen with SS appliances, Silestone countertops and turquoise glass backsplash

Fully equipped kitchen with refrigerator/freezer, stove, microwave, coffee maker, toaster and blender

Bedroom with Queen bed, TV & ceiling fan.

Loft with Full bed and television. Great for kids of any age! Even adults might enjoy this private spot!

Entry to full bath with pocket door

Full bath with large shower

Full size front load washer/dryer

Are you starting to feel relaxed?

Partially covered balcony with dining for 4 people

Shipyard Pool for residents/guests only

Entering the Sunset Celebration at Mallory Square!

View of Intersection of Southard St. & Emma St. A short walk down Emma takes you to Truman Little White House

Duval Street only 2 blocks from the home. Wastin' away again in Margaritaville!

Vacation Rental Reviews

Nice key west rental

Wonderful Property!

Key West getaway

3rd time renting

Nice as always

Lovely Stay.

Serene Southard