~ SOUTHARD COMFORT ~ Feel the Key West vibe in Old Town with a private pool.

House and pool were perfect!!!!! Exactly what we needed

Everything was excellent!

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: Our family came to Key West to celebrate a birthday. It was the perfect spot and the perfect house. Plenty of space in the home to be together but not crammed in. Key West offered something for everyone to enjoy as well. We would definitely visit here and stay in this home again.

My family and I came to Key Eest for my mom’s 60th birthday. We had 6 guests and felt the house had plenty of space but was still cozy. Felt like we were at home, not like we were staying in a stuffy rental. The decor is really neat. The neighborhood was great, so close to anything we needed but far enough away from too much noise. Pool area was great. Heated to the perfect temperature, clean, and private. There was enough parking for a car and golf cart which was a pleasant surprise. Highly recommend!

Our trip wouldn’t have been the same if not for this lovely home we got to use as our hub. We loved the walkability, of course, but the layout, charm, and perks of this house really made this a great vacation.

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: Our group of 3 couples had the best time with Southard Comfort as our home base. The house is charming, with more than enough room for 6 adults. The pool was beautiful and actually bigger than I expected. Again, plenty of room for us.The finely appointed kitchen was perfect for making meals, and tastefully decorated. We would absolutely stay here again, and hopefully will soon. The folks at HKWVR were able to hold our luggage upon arrival and departure, offering beverages and helping with other plans. They were great.

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: The property was spacious for six adults, very clean, a well equipped kitchen and plenty room to never feel crowded. Location is fine, a bit of a walk to Duval but with bikes and Ubers and golf carts getting around is easy. And walking is not bad either. Our whole experience was wonderful and we thank HKWVR and Carl for their prompt response when we needed our pool heat turned up bit.Beautiful home thank you again for making our vacation great.

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: Highly, highly recommend Southard Comfort! It’s a very lovely and well maintained property. Beds are comfortable and you’re in a nice quiet part of Old Town. You’ll have shade throughout the day around the pool (important in Key West) and the outdoor shower is great. Additionally, HKWVR and Carl bent over backwards to ensure our stay was perfect. Definitely would stay there again!

Our family really enjoyed our stay at this property. The home as beautiful as we loved the historic aspects of it. The property was very clean. The three bedrooms were spacious enough for us. We enjoyed the back patio and pool everyday. It was close enough to ride the golf cart/bike to Duval. The property manager was so helpful a friendly when we checked in and out of the rental.

Awesome property! Exactly what we expected as per the ad. Had an amazing time. Would definitely stay here again and everyone in our party (6 adults) would highly recommend!

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: 5 star experience! The property was very clean, comfortable and well appointed with everything we could’ve possibly needed. Great kitchen, amazing pool, and overall very comfortable for our group. This property is very walkable to pretty much anything you’d want to do or a very short uber. The team at Historic Key West Vacation Rentals communicate extremely well and ensured our every need was fully met. It couldn’t have been a better experience with them and they truly made this trip top notch for our group, we’ll definitely be back!

We had a very enjoyable stay. The pool was very nice to cool off in at the end of the day. Beautiful home!

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: Property was wonderful. Property was full of charm and made us feel right at home - would absolutely recommend this property

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: Great spot in a quiet part of town. Short walk to the seaport and Duval

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: We had an incredible stay at this beautiful home in Key West for my 40th birthday! From the moment we arrived, we felt welcomed and comfortable. The house was very comfortable, spacious, and well-appointed, making it the perfect place to relax and unwind.The pool and fountain were absolute highlights—such a peaceful oasis to cool off after a day of exploring. Another big plus was having a washer and dryer, especially for a week-long stay! The house was also fully equipped with everything needed to cook at our leisure, which made it feel like a true home away from home.The location couldn’t have been better—walkable to tons of great restaurants, bars, and stores, making it easy to experience the best of Key West without needing a car.One of the most memorable moments for me was spotting the framed Yankees poster upstairs from the last game at the old stadium. That’s where my husband and I got engaged, and seeing it here brought a huge smile to my face!We also had the pleasure of bringing our friends Jim and Patty along—Jim had never been on a plane before, and what a perfect place for his first flight! This trip was full of unforgettable memories, and we are so grateful for this wonderful home.

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: We enjoyed our stay at Southard Comfort with our young family. Our kiddos especially loved swimming in the pool, which was nice and warm. We had brought our own swim toys and was glad that we did. The house was walking distance to pretty much anywhere you want to go in Key West though we did rent a car and appreciated that it had its own parking spot.

Son and his family invited parents to join them for 5 days in Key West for a wonderful fun filled time. The house we stayed in was perfect for us. Three bedrooms, 3 bathrooms and a pool which the girls (7 and 9) swam in EVERY day. We will be back for sure!

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: The home is a classic key west historic home! So much love is put into the restoration and maintenance of this home. 3 couples stayed for 5 nights. Two couples who travel well together didn’t mind the close quarters upstairs in the jack n Jill bathroom. We also had a quarter bathroom in the laundry room to use & the men loved the outdoor urinal. The pool was perfect for late night swims & morning dips with a cup of coffee. Large parking spot for our car and a back gated area for our bikes. The kitchen has everything we needed. The management organized everything perfectly for us. Cheers to house keeping because this house was the cleanest home I have ever rented. This home brought us so much joy, even a few friends who stopped by to say hi were so in love with it. The location was amazing, 5-20 minute bike ride to everything in the heart of key west, far enough to enjoy the quiet mornings.

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 house is perfect for families and couples. The downstairs and outdoor area offer plenty of room, the pool is excellent, and the location is close enough to Duval but also far enough that you're protected a little from the insanity. We've stayed in Key West a number of years and Historic KWVR is the best host we've had by far. Thank you!

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: We thoroughly enjoyed our stay at this charming key west home. Location was quiet but still walking distance to many Key West attractions. Home was clean and comfortable with a wonderful small pool to keep us cool in key west humidity.Owner was attentive to our needs and saftey as a hurricane approached Florida.

We came down with our good friends and were surprised how much better the property was than what you see online. We loved it and would definitely return.

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: Amazing home in a great location of Old Town! This property has everything you need and close to several good restaurants and a convenience store close by. This place does have an off-street parking spot, but all you need are bikes down there that you can rent from a place a few blocks away. This property is definitely worth booking short or long term!