Southard Comfort - Nightly Rental

Had the best experience in Key West. The process was smooth with checking in and out of the house. The house was well maintained and a perfect fit for the 3 couples who went.

Manager's Response

We absolutely loved our stay here. The only problem was backyard gets no sun. Even though it was very hot, no sun comes thru the greenery. I would remove one clump of palms beside the fountain. Leave the other side. They’d still have the same Key West feel to the pool area

Manager's Response

This rental is perfect. Roomy, beautiful, nice kitchen and a great location for walking access to dining and activities, without the traffic and noise. I can never say enough great about HKW Rentals and their staff. #1 in KW and our only rental company.

Manager's Response

This is a great rental home and I am very appreciative of Historic Key West Rentals for their assistance. Everything was easy and as it should be. The home is beautiful and the pool is a great addition and very refreshing. The bedrooms upstairs are all spacious and very well appointed. The kitchen is great and definitely the gathering place for the home and the dining room is large and comfortable. One recommendation - the kitchen is great and having someone (like me) who likes to cook it could use a small set of Tupperware for leftovers. The outdoor shower and grill were great bonuses and definitely used during our stay. Would absolutely rent this home again!

Manager's Response

This was a adorable home in Key West! I highly recommend!

Manager's Response

Place was beautiful very clean had everything we needed

Manager's Response

Our family has made the Key West Triathlon a tradition and this home has become our base. The home is great and has large bedrooms for our 2 kids and their spouses. The walk to Duval and Mallory Square is a little long...but shorter than the race :)

Manager's Response

Me and my family thoroughly enjoyed our trip to Key West and our stay at Southard Comfort.

Manager's Response

Highly recommend this rental! Perfect location for walking to Duval St and other places. Furnished with everything you need. Will rent again.

Manager's Response

The house was just as described and looked just like the pictures. We had an amazing time staying at Southard Comfort. It definitely has the “Key West charm” and the owners have done a fantastic job decorating the home. The cocktail pool was just what we needed in the afternoon when it was too warm to venture out. The beds were very comfortable and the kitchen was very well stocked. Cindy was very helpful in recommending places to eat and reserving a golf cart for us. Annie checked in on us and was great at answering any questions we had. I would highly recommend this charming home to anyone. The location is great - off the beaten path but still close enough to wonderful restaurants and night life.

Manager's Response

the southard house was as the pictures show. great decor and very clean.the pool added a extra touch. the only complaint is the bed upstairs in the room on left was a bit uncomfortable mattress seems to be old.

Manager's Response

We had a great girls weekend at Southard Comfort. It was peaceful and relaxing but close to all the fun!!! Great restaurant on the corner and easy walk/bike ride to all the happening areas. The pool was a great plus and it had everything we needed. Have nothing but great things to say.

Manager's Response

Beautiful spot and excellent concierge! We'll be back!

Manager's Response

My family of 4 had a wonderful stay at Southard Comfort! We enjoyed the location very much. And, the pool area was a HUGE hit my our 12 year old son. He could've stayed in the pool all day! We enjoyed many take out meals on the deck as well. The rooms are so spacious and all of the amenities were perfect. We can't wait to come back and would definitely stay again!

Manager's Response

This was a really beautiful home that epitomizes what I thought Key West would be. Ample room and features for 5 ladies to celebrate a birthday. We do wish we would have spent more time here at the house, but there is so much to do on the island! The staff at HKWVR is amazing. They are very attentive and really want you to have the best experience ever.

Manager's Response

Great home for 3 couples, very nice property walking distance to everything in Key West

Manager's Response

We had a wonderful time during our stay at this beautiful home. The house is very well taken care of, clean, freshly painted. The pool is great, almost magical with all the lights at night, just perfect for a little swim. We had a chance to cook few meals and the kitchen had everything we needed. The house is in perfect location, walking distance to all the restaurants and attractions, but far enough not to be bothered by any noise at night. We definitely recommend this place and would stay there again..

Manager's Response

There were 6 of us in our party and the house was perfect! The pool was lovely and just the right size. The outdoor space was lush and I had a favorite palm tree right over the dining area. The house had charm and everything we needed for food prep. The only negative I have is that the mattress in the room we stayed in was not very comfortable. Otherwise, we had an excellent stay!

Manager's Response

Southard Comfort was just as described. The house was clean & comfortable for the 6 of us staying there to celebrate my husband’s birthday! We used the pool every day. While there, we rented a boat & captain Karen took us to Barracuda island where we sat in the water & on the beach & enjoyed the beautiful view! Susan at HKWR, was extremely helpful & friendly. I would most definitely recommend them to family and friends. We hope to make this an annual trip!!! Loved Key West & loved this house!

Manager's Response

House is very nice, great location, well planned rental house, good decor and layout, only be careful with PARKING, even though there are open spots in front of the unit you will be ticketed and nobody(management company) made us aware of that, only park in the driveway!!

Manager's Response

My family of 4 had a fantastic stay at Southard Comfort. The house is just right - very comfortable and perfectly eclectic. We were an easy bike ride or walk from everything we wanted to do, and thoroughly enjoyed exploring Key West.

Manager's Response

We enjoyed our stay at Southard Comfort very much. The Check-In was seamless and the friendly staff even offered to send someone to heat up the pool more if needed. We used that wonderful pool every day!
The house is spacious and well appointed. The shared bathroom upstairs is a bit awkward in it's design, making it better for a family than 2 couples.
Overall, we give this rental a BIG thumbs up!

Manager's Response

Southern Comfort was everything it promised, comfortable accommodations with a nice kitchen, spacious dining and living rooms and a wonderful back yard with spacious dipping pool, comfortable seating, nice outdoor dining area, private and secluded.

Minor adjustments to make it perfect:

Master bedroom mattress should be replaced, or at least a bed board added. Can induce backache for some of us.

Washer seemed to require running the spin cycle twice to fully drain. Dryer made a squeaky noise. Maybe a new belt needed?

House looked great with what appeared to be a new paint job. Fantastic location.

Concierge was super helpful!. Thanks tomBrenda for facilitating. Will definitely be using you guys again for future visits (2023).

Manager's Response

Beautifully decorated and very well maintained property. Simple check-in process, great location and home amenities!

Manager's Response

From the time we pulled in the driveway, Southard Comfort was inviting, quaint and more than we expected. First, having a parking space in key west is a blessing! The home met every one of our needs and more. The pool was tranquil and welcomed us home each day after exploring Key West. The beds were comfortable and there was tons of storage. The roosters crowing at 5am just added to the Key West vibe. The kitchen was well stocked and the AC and fans kept the house super comfortable. Don’t miss this little oasis!

Manager's Response

We had the best time and loved staying at Southard Comfort. It was perfect for our group.of 3 couples with enough space and privacy when needed as well as common areas where we could hang out and relax. The pool was perfect! It's a few blocks off of Duval so we rented a golf cart for our stay which was ideal. I would definitely stay here again!!

Manager's Response

Stunning, this charming cottage had everything our family of 5 needed for that Key West vibe holiday. After a day of taking in the sights (all walking distance) the outdoor space was paradise!! Highly recommend.

Manager's Response

from booking to paying, check in and out it was all smooth and friendly.

Manager's Response

Southard Comfort is a beautiful home with old town charm, the house was very well stocked with everything one would need and the pool and deck area were amazing.

Manager's Response

Southard Comfort is a beautiful home with old town charm, the house was very well stocked with everything one would need and the pool and deck area were amazing.

Manager's Response

Southard Comfort is a piece of heaven in Key West. Perfect location, and very quiet and relaxing after being in main section of town. Only recommendation is for better upstair shower for second couple/guest. However, we would definitely stay here again!

Manager's Response

The house was beautiful it checked all the boxes for sure. The pool was a nice touch to relax in after a hot day out on Duval St. The property management company was great. They were friendly and helpful. They gave us tips on things to do, they called us to let us know the house was ready to get into early. It was about .8 mile from Duval St. which was fine with me. We did Uber sometimes because some of us were not as happy about waking and that was around $6. I would recommend this house for anyone planning to stay in Key West.

Manager's Response

We rented this unit for mini season. the house was great. Kitchen is well stocked with pits and pans for cooking at home. Pool came with floats, even though pool is small! the beds were comfy, living room area spacious. 2 parking spots are nice but tight. beware-park spots do NOT include a spot in front of house on street!! must be in driveway which is really tight for entering and exiting car. have no major complaints. One improvement would be for owners to buy larger tv's! master TV is adequate, but all others are way too small. TV's are cheap these days

Manager's Response

We loved Southard Comfort, it was a perfect getaway for our family vacation. Slept 6 of us very comfortable. The back yard was truly a private paradise!

Manager's Response

We absolutely loved staying in this house for a long weekend! It was clean, cozy and in the perfect location.

Manager's Response

My wife and I had great week in Key West and we loved this house. It is large, beautifully decorated and is in a great location. The private pool was perfect especially with the large French doors open from the living room. We rented a car for the week and having a driveway to park in was super convenient. Also it is within easy walking distance to Duval St. We would definitely stay her again when returning to Key West.

The owners were very nice and even made a stop by to be sure the garbage cans were put out for pickup. This is a great rental property!!

Manager's Response

We absolutely loved staying at Southard Comfort. We’ve been coming to Key West for about ten years, staying at perfectly nice places, but this year we decided to splurge a bit. And we were so glad we did! Southard Comfort is a lovely mix of elegant & comfortable. It’s situated in the quiet residential area we like to walk around, with the historic wood-frame houses, an easy fifteen-minutes amble to the grocery store (Fausto’s). And having a private pool — what a delightful indulgence! We were also happy with the way the owners & management company dealt promptly with a short power outage. It was heaven.

Manager's Response

What a great place to stay in Key West! Close to Duval but far enough away to be quiet and private. The heated pool was great!
We wished the water feature in the book worked but the great folks at Key West vacation rentals assured us it would get fixed quickly. We didn't bother to call them early in our stay so it is hard to fault them. The real only NIT that we have (which most wouldn't) is that we wished the TV were a little larger. I know folks don't come to Key West to watch TV but in a way, we do. Every year a buddy of mine and I ride our motorcycles down from the DC area to watch the Superbowl on Duval. A 7th year (and running) tradition for us. There have been previous years when it was a little chilly or rainy and we didn't want to go out to Duval to find a place to watch. That's where a bit bigger TV in Southard might have come in handy. It wasn't necessary as the weather when we were there in Feb (2019) was amazing! Like I said, a TINY NIT in an otherwise awesome place. We loved it!

Manager's Response

All OK
Need to fix fan in Master, wobbles and makes noise!

Manager's Response

Southard Comfort is a beautiful property! We loved the home and the decor. It was beautifully decorated and well kept and the pool was just breathtaking. It’s in a quiet neighbor hood but a walkable distance from major attractions. The management company made sure everything was perfect. We had a wonderful. stay there - it couldn’t have been better.

Manager's Response

The house was amazing, stunningly beautiful and inviting! Location is perfect and the pool and outdoor shower are just the right thing to relax after a busy day of exploring the town! The rental service was exceptional, super friendly, helpful and easy! We will be back for sure!

Manager's Response

Great communication throughout, very clean and a great "Key West" feel throughout. We would stay there again for sure. Nice neighborhood also.

Manager's Response

Came here with some friends to celebrate our wives 40th birthday. Had a great relaxing time at the property. Short walk to Duval and far better than staying in a hotel. Property management company went above and beyond to accommodate us. Only downside is we couldn't stay longer. Highly recommend!

Manager's Response

We loved the house! Super cozy very clean!!
We had a great time and I’ll definitely come back!

Manager's Response

Great and charming home, clean and well cared for. Was great for 6 of us to celebrate a special birthday over a long weekend

Manager's Response

Excellent

Manager's Response

Excellent

Manager's Response

The Keys have been a lifelong destination for us. The air, water, and people there do it for us. So it's nice to find another treasure there we've not experienced. The Southard Comfort home was all we could have wanted. Beautifully done, tastefully decorated, and so so comfortable. The pool area is where we spent half of our time. A cool pool in Florida in August is unheard of! Felt like a million! So happy when a trip gives you everything you could want or need. Relaxed, peaceful, and happy. Just what the doctor ordered!!

Manager's Response

Family had a wonderful stay
Just wasn’t long enough
House was quite nice had an island feel to it and pool, iguanas, chickens were an added touch. Would enjoy staying there when we return one day

Manager's Response

We brought a friend from the carribean that has been working on hurricane cleanup. the house was beautiful and had all the amenities that we were looking for . The pool and fountain is fantastic and the location is perfect. we would recommend the house to anyone who wanted a comfortable stay in Key West

Manager's Response

The house fit 3 couples very well. The pool was very nice. Loved the outdoor shower. The house was very charming, clean and well appointed with furniture and odds and ends.

Manager's Response

Thank you to the owner, Karl for opening your home to my family. I fell in love with the layout, furnishings, kitchen, outdoor area and porch. This home is truly a treasure that made our time in Key West most enjoyable!

Southard Comfort is the perfect retreat! Highly recommend for families or small groups of friends. Beautiful home with thoughtful touches throughout. The location was far enough from noise of Duval but close enough to walk. Was sad to leave!

The house was beautiful,location was great, very clean. This was my husband and my first time to the Keys we had a wonderful time.

Manager's Response

The house was beautiful,location was great, very clean. This was my husband and my first time to the Keys we had a wonderful time.

Manager's Response

Absolutely beautiful in every way!

Manager's Response

This was so nice!!! The owner of the house is so great and helpful, and the house is to die for. We went for my sister's bachelorette weekend and she loved the house, location and experience altogether. Great pool too :)

A great vacation was had by all of us. We were 6 adults and never felt cramped. The home for most was perfect! A bit off beaten path from Duval, but we enjoyed the walk, and the peace and quiet. Enjoyed having coffee in the morning on front porch and afternoon drinks by the pool. Loved how the doors slid completely open to allow the outdoors in. I gave condition/cleanliness only a 4 because the skylight screens were ripped in master and very dirty. The ceiling fan needs to be replaced, it shook and had an annoying clank when on. Ceiling fan outside of kitchen door has a broken paddle and also shook when on. We had to call to have pool cleaned. very prompt, but only skimmed it. Could have used a good vacuum. Surprised the pool wasn't heated,as we thought it was advertised as heated. All in all,the house itself was very clean and comfortable. Master bed was super comfy!! We really enjoyed our stay.

We loved our spacious and spotlessly clean house. In the mornings, we would sit by the pool. It was a lovely way to start the day. The location was perfect. We rented bikes for the days we were there and pedaled all over the central part of Key West. Carl came to fix a light switch and was friendly and kind. It was a great find.

Manager's Response

Wonderful location and plenty of space for our family vacation. Immaculate house, and amenities to make our stay extra special. Loved the pool, access to a grill, snacks, sun screen, and ample towel supply.

Manager's Response

We had a great time in this cozy and beautifully furnished cottage. Secluded from the neighbors in an otherwise busy neighborhood. The only downside is that there is alot of traffic on Southard Street which made it noisy. But the upside was that it is close to restaurants, bike rentals etc.

No lie our business group enjoyed all the amenities along with the night life of course. The property's location was perfect. It was a short walk to the strip and great cafe on the way. Not to mention a 4 star restaurant emidiatly around the corner. As for the far excursions we just ubered no more than a 2 min wait. And once we got back to the beautifully decorated house is when our second vacation started. We could communicate with our party from the pool to the kitchen and living room and with the fountain running just topped it off. Super clean house. I want to buy this house just the way it is and I wouldn't change a thing. Btw we got lucky and there was ice cold beer in the fridge when we arrived which helped with the time to get settled in. ( I'm sure it was from the last people so thank you if you see this ) we will definitely be back. Let me know if decide to sell and anybody can call me to verify truth to this long review

Couldn't have asked for a better place to stay. The home owner was more than accomodating. I would highly recommend this vacation rental to anyone visting key west

Love everything about this house! It's the 25th visit to the island for my husband and me, and the second time we've stayed at Southard Comfort with our twin teens. Great location, beautiful decor, super kitchen/dining set-up, lovely pool area, spotless from top to bottom, super comfy king bed in the master bedroom, great space overall, great this, great that... I could go on and on. The only downside? Showers are a little unusual (slanted ceiling in master bath is a little short for my 6'3" husband, shared bath for two other bedrooms not ideal for privacy or shower optimization - it's a footed tub with a surround curtain) but that is the only downside... and it's a minor one. I most definitely highly recommend staying here - it's ideal for a family of four - and could easily handle more if you go two-to-a-queen in the two guest bedrooms.

Love He location and the amenities. Was perfect family set up. Had friends that rented the same place right after us. Would highly recommend. Owners stopped by to check on our stay!

We really enjoyed the location, the property was very clean! The bathrooms were a little difficult for 7 people. The rental company was great! The pool was a great size! We had a great time!

We really enjoyed the location, the property was very clean! The bathrooms were a little difficult for 7 people. The rental company was great! The pool was a great size! We had a great time!

This is our second time staying at Southard Comfort. Each time we have met the owners and they have always been very friendly and engaged. The house is nicely furnished, the kitchen is well equipped, and for a family with children it's perfect. The location is nice because it is close enough to restaurants and shops, but just far enough away to be quiet and off the beaten path. Although it has a parking spot, we have always just rented bikes and pedaled everywhere. Fausto's for groceries is a 5 minute bike ride away. The pool is small, and the area around it is very shady, but it's an otherwise pleasant space. It's nice to have a washer and dryer. My only criticism is that the master bed mattress should be replace. It's soft and lumpy and not comfortable. I have made the property management company aware of this and hope the owner will take action on this for the benefit of future renters. Overall, big thumbs up for Southard Comfort!

Manager's Response

It was wonderful! House is gorgeous! Owner and property manager were very receptive! Loved it and will be back.......

Manager's Response

Our weeklong stay at Southard was wonderful. The home is lovely and well suited for families or small groups. Our concierge Phil went above and beyond to help us with our needs while we were there. The owners were very quick to address a very small issue while we were there. Great location that is a short bike ride from Duval Street fun. The heated pool was excellent and all the furniture was very comfortable. We all loved the outdoor shower. The house was well stocked with everything you would need and the owners were kind enough to leave us some small snacks and cold beers to kick off our stay. The house is near several excellent restaurants-- El Siboney, Cafe Sole, Azur, Seven Fish, Mangia Mangia. The one thing I would have people be aware of is that all of the bedrooms are upstairs and the slatted doors on all of the doors (including bathrooms) make it a little less private than I would have preferred. Overall, an excellent property and we would definitely stay there again!

Manager's Response

Our weeklong stay at Southard was wonderful. The home is lovely and well suited for families or small groups. Our concierge Phil went above and beyond to help us with our needs while we were there. The owners were very quick to address a very small issue while we were there. Great location that is a short bike ride from Duval Street fun. The heated pool was excellent and all the furniture was very comfortable. We all loved the outdoor shower. The house was well stocked with everything you would need and the owners were kind enough to leave us some small snacks and cold beers to kick off our stay. The house is near several excellent restaurants-- El Siboney, Cafe Sole, Azur, Seven Fish, Mangia Mangia. The one thing I would have people be aware of is that all of the bedrooms are upstairs and the slatted doors on all of the doors (including bathrooms) make it a little less private than I would have preferred. Overall, an excellent property and we would definitely stay there again!

Manager's Response

We had a wonderful time at Southard Comfort. The location was perfect and we just loved the house. It had everything we needed to have a nice relaxation vacation! I highly recommend Southard Comfort and look forward to staying here in the future!

Manager's Response

Upon arrival we were greeted by Nancy and Carl. In our brief passing you can tell they are such wonderful people. Carls best advice was "dont wait till the last day to check out the outdoor shower". Dang was he right! It was so easy to jump in rinse off and a nice dip in the pool after a day of riding bikes or laying on the beach. It truly made for a magical trip to the Keys. We had a party of 6 and there was plenty of room to move around in the house if you wanted. The veranda and pool were so very nice with an adult beverage after after a day in the high 90 temps. AC AND fans in each room allowed you to get that cool night breeze if you so desired. Also within a 3-4 minute bike ride you could be at no less than 6 different restaurants and 2 markets. So not only is the home itself a gem, inice location.

Manager's Response

this was the perfect vacation home. the house was beautiful, very clean. private pool was the perfect size for us to hop in and cool off. hardly spent any time inside because of the shaded patio and pool! the outdoor shower was great, none of us showered inside again after the first night. Walking distance to duval, but away from the craziness when you want a break. it definitely was a hard place to leave....

Manager's Response

This was the first time I utilized the Historic Key West Vacation Rentals and must say I was quite pleased with them. They were so good about keeping in touch to see if we needed any other information.

Manager's Response

This house is a simple Charm. From the front door to the awesome pool and porch area, you feel as though you are at home, at least for a week !The location was perfect, just far enough away from Duval or Main Street, yet a few blocks to the Marina area. Phil was our concierge for the week, and was very helpful
especially with the restaurants. This is a must
return destination for house and of course Key West itself.

This house is a simple Charm. From the front door to the awesome pool and porch area, you feel as though you are at home, at least for a week !The location was perfect, just far enough away from Duval or Main Street, yet a few blocks to the Marina area. Phil was our concierge for the week, and was very helpful
especially with the restaurants. This is a must
return destination for house and of course Key West itself.

This is an ideal location to stay while visiting Key West. Close but not too close to all the action. You can walk easily to various things but are far away enough from Duvall to avoid all the noise.

The house is nicely laid out and has a wonderful side yard. The small pool is perfect for hopping in and cooling off.

Flawless from start to finish. Property exceeded expectations in every way. Concierge was excellent.

This cottage is stunning! The living room with doors that slide open looking out onto the pool is unmatched! Updated kitchen, laundry, dining room, outdoor shower, 3 spacious bedrooms, etc. is perfect for 4-6 people. Well kept cottage, centrally located in a friendly neighborhood with an impressing number of intimate bars & restaurants for those who need a break from Duval Street, this place has it all! Last but not least, the staff at Historic Key West Vacation Rentals are uber friendly, great communicators and so easy to work with -- really top notch all the way around!

Southard Comfort was wonderful. The decor, location, and amenities were perfect! The staff at Historic Key West were amazing! From bike rentals to restaurant and activities recommendations, they had the answers! When our flight was cancelled due to weather at home, they and the property owners allowed us to stay an additional 2 nights to ease the stress of finding other accommodations! Would stay here again and would recommend to others!

This was the first time I ever rented a house for vacation and it was a wonderful experience.
The house was beautiful and extremely clean.
I would definitely do it again. Property management company was so helpful and nice.