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

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Pristine Heated Pool w/ Water Feature
Southard Comfort includes 1 off street parking spot
Covered outdoor area with ceiling fans
Heated pool lies just a few steps from the living room
The 6 ft fence gives you and your guests plenty of privacy

Reviews

9.8 out of 10
Exceptional
3 bedrooms2+ bathroomsSleeps 61360 sq ft

Popular amenities

  • Dryer
  • Washer
  • Parking available
  • Kitchen
  • Barbecue grill

Explore the area

Map
Key West, Florida
  • Duval Street
    ‪11 min walk‬
  • Mallory Square
    ‪4 min drive‬
  • Southernmost Point
    ‪4 min drive‬
  • Key West, FL (EYW-Key West Intl.)
    ‪11 min drive‬

Rooms & beds

3 bedrooms (sleeps 6)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 Queen Bed

2 bathrooms, 1 half bathroom

Bathroom 1

Toilet · Shower only

Bathroom 2

Toilet · Shower only

Bathroom 3

Toilet

Spaces

Deck or patio
Kitchen
Separate dining area
Garden
Dining area

About this property

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

THE PROPERTY: Nancy & Carl invite you to share their love of the island in their enchanted 3-bedroom home. Live like a local in this unique Key West property. Designed for relaxation and indoor-outdoor living, this home exudes local architecture, art, and joie de vivre. From its welcoming front porch to its private back yard, you will know from the start, that you are in a special place.

The living room is comfortably furnished with plenty of seating for family and friends. From here you can open the expansive French doors and enjoy the patio area or take a dip in the cocktail pool. The kitchen is nearby and equipped with a gas range, stainless steel refrigerator, granite island and grey and white custom cabinets. You will find all that you need to entertain family and friends. If you are not dining at a local restaurant, you can opt for a meal at the handsome dining room table or dine al fresco, just outside the kitchen door; the choice is yours. A convenient half bath with stone vessel sink, washer and dryer and a folding counter, round out the first floor. The beautiful staircase at the front of the home will lead you to the bedrooms. If you are looking for the epitome of Key West, look no further than Southard Comfort!

BED CONFIGURATION: All three bedrooms are located on the second floor, have vaulted ceilings and are characteristically Key West. The primary bedroom with king bed includes a TV, dresser, ceiling fan, closet, and skylight as well as an ensuite bath with tiled shower and vessel sink. The second bedroom has a queen bed, nightstands, a dresser, closet, TV, and plenty of natural light. The third bedroom is also bright and includes a queen bed, dresser, closet, and TV. A shared Jack and Jill bath with access from the second and third bedrooms is adorned with louvered pocket doors, a tiled, walk-in glass shower as well as two separate vanities with granite countertops.

OUTDOOR AMENITIES: The cocktail pool with figurine water feature is located right off the living room to provide you with easy indoor-outdoor living. The pool is heated seasonally (November through April) for an additional fee which will be assessed at the time of booking. Rinse off in the outdoor shower after a dip in the pool or a day at the beach. Enjoy outdoor dining on the patio area with umbrella table and chairs and gas grill.

PARKING: This home comes with your own private driveway with space to park one vehicle-a real Key West treat!

LOCATION: Old Town, North of Truman Ave, just 4 blocks to the Historic Seaport area and 6 blocks to the excitement of Duval Street.

PETS: This home is NOT pet-friendly. (If you have pets, please browse through our many homes that are pet-friendly).
SMOKING: This is a non-smoking home and property.

***Guests must be 25 years of age or older unless accompanied by an adult.

***Managed by Historic Key West Vacation Rentals***

Property manager

Historic Key West Vacation Rentals
Premier Host

Languages

English
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Amenities

Pool
Kitchen
Washer
Dryer
Air conditioning
Outdoor space

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted

Important information

You need to know

This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit

About the area

Key West

Located in Key West, this holiday home is in the city centre. Ernest Hemingway Home and Museum and Southernmost Point are notable landmarks, and the area's natural beauty can be seen at Fort Zachary Taylor Historic State Park and Florida Keys Beaches. The Kite House and Sails To Rails Museum at Flagler Station are also worth visiting. Discover the area's water adventures with jet skiing and scuba diving nearby, or enjoy the great outdoors with ecotours and cycling.
View more Holiday homes in Key WestOpens in a new window
Map
Key West, Florida

What's nearby

  • Duval Street - 11 min walk - 1.0 km
  • Ernest Hemingway Home and Museum - 17 min walk - 1.5 km
  • Mallory Square - 4 min drive - 1.9 km
  • Southernmost Point - 4 min drive - 2.1 km
  • South Beach - 7 min drive - 2.0 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 11 min drive

Restaurants

  • ‪The Waterfront Brewery - ‬12 min walk
  • ‪Cuban Coffee Queen - ‬10 min walk
  • ‪Schooner Wharf Bar - ‬12 min walk
  • ‪Pepe's Cafe - ‬10 min walk
  • ‪Sandy's Cafe - ‬10 min walk

Frequently asked questions

Is ~ SOUTHARD COMFORT ~ Feel the Key West vibe in Old Town with a private pool. pet-friendly?

No, pets are not allowed at this property.

What time is check-in at ~ SOUTHARD COMFORT ~ Feel the Key West vibe in Old Town with a private pool.?

Check-in begins at 4:00 PM.

What time is check-out at ~ SOUTHARD COMFORT ~ Feel the Key West vibe in Old Town with a private pool.?

Checkout is at 10:00 AM.

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

Located in Old Town Key West, this holiday home is within a 15-minute walk of Key West Burlesque Theater and Duval Street. Ernest Hemingway Home and Museum and Florida Keys Beaches are also within 1 mile (2 km).

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 157 out of 175 reviews
Rating 8 - Good. 15 out of 175 reviews
Rating 6 - Okay. 3 out of 175 reviews
Rating 4 - Poor. 0 out of 175 reviews
Rating 2 - Terrible. 0 out of 175 reviews

10/10

Cleanliness

9.8/10

Check-in

10/10

Communication

9.8/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

dennis i.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 7 nights in Feb 2025
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Michael B.

Perfect Key West Getaway – Comfortable, Well-Equipped, and 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: 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.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

A guest from Rochester, NY

Pleasant stay in Key West

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.

10/10 Excellent

Rosemary P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family get away

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!
Stayed 5 nights in Dec 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

kristen f.

Perfect stay in key west

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.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Benjamin H.

Charming house in a great spot

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!
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Evelyn F.

Perfect Key West Rental

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.

10/10 Excellent

Chris B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Key West Trippers

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.
Stayed 3 nights in Oct 2024
This review comes from a trusted partner site and has not been verified.

8/10 Good

Bill T.

Three couples visiting Key West for four nights

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was more than 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 suited the needs of a four night trip to Key West by three couples that travel well together. Well maintained, pretty and traditional Key West property, complete with nearby crowing roosters in the morning. About eight blocks from Duval Street. We found it okay to walk TO Duval Street in the afternoon but quite a slog to walk BACK from Duval Street late at night after dinner and drinks. Took an Uber. Biggest heads-up about this house is the bathroom arrangement. The descriptions contradict...3 baths stated in one place and 2.5 baths stated in another place. In reality, there is only one full private bathroom in the MBR, a second full private bathroom that is between the other two bedrooms in a "Jack and Jill" arrangement. The third "bathroom" consists of a toilet and lavatory in the laundry room and a shower outside by the pool. A bit misleading but technically 3 bathrooms all together! If you travel well together...not an issue. If you require more privacy...could be a problem...particularly if there are snorers that rattle the louvered doors throughout the bedrooms and bathrooms. Anyway, nice place and good service. We'd return.

10/10 Excellent

Anthony S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Key West with kids

Clean house. Amazing stay. Comfortable and felt like home. Thanks
Stayed 4 nights in Apr 2024

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great!

Great location, beautiful property. Some mosquitoes, otherwise no issues.
Stayed 5 nights in Mar 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Paul O.

Southard Comfort

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 property and location. Backyard area and pool were the highlight.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Jessica M.

Paradise in what felt like a home in the center of it all!

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: It was such a wonderful property. One of the cleanest places I've ever booked from AirBnB. Location was perfect to walk to and from Duval, but far enough to be quiet. The pool was warm and having an outdoor shower/men's room was a nice feature. This house is perfect for three couples, or a large or extended family.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Jennifer P.

Relaxing Retreat

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 a wonderful, stress free, vacation start to finish...The team at Historic Key West Rentals are wonderful, so friendly and helpful! They set up our bike and golf cart rentals, so everything was ready to go when we arrived. The texts and emails for check in and check out and communication in between was appreciated, everything was so seemless! The house we chose was perfect for us, and the pool was so refreshing during my daily swim! I can't thank this team enough for the wonderful experience we had!
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

A guest from West Hollywood, CA

Exceptional family holiday 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: We loved everything about this wonderful rental property. Spacious and clean with a great layout. The design of the outside deck and pool creates an integrated feel for the whole property. Childproof locks on all doors were perfect to ensure our two small grandkids were kept safe. It's located in a a quiet part of Old Town with easy access to any of the main tourist destinations. We decided to rent a 6-person golf cart rental and had a blast navigating Old Town. The staff at HKWVR were all extremely professional, responsible and helpful.

10/10 Excellent

susan n., New York

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful place

We had a wonderful time the house was close to all walked to most places it was very clean and was well equipped with everything we need since we stayed thanksgiving week and cooked definitely would recommend!!
Stayed 5 nights in Nov 2023

10/10 Excellent

Andrew W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect house for our needs

Perfect home for a quick getaway.
Stayed 4 nights in Oct 2023
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Christine W.

Perfect Home for a Perfect Girl's Trip!

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 was the perfect home for our girl's trip! 3 Beds? check. 3 Baths? check. Pool? check. Counter space for all of our wine and vodka? check. We really enjoyed the home, it's amenities and our time in Key West!

10/10 Excellent

Richard C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location

Wonderful house to stay in. Very good location to all things in Key West. Definitely would stay again.
Stayed 6 nights in Jun 2023
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

A guest from Decatur, AL

First Key West family trip

Rating Details: The property manager was very helpful. The vacation rental was very clean. I was more than happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Easy check-in/check-out process. Home was clean and everything that was advertised. Would recommend for anyone. Location was ideal (about 6 blocks off of Duvall).

10/10 Excellent

David B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Get-a-Way

Great location and size for my wife, myself our daughter and her husband. Great location to everything with rental bikes. Just a Great house. The management company could not Have been more accommodating.
Stayed 4 nights in May 2023
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Jeff L.

Amazing Stay in Key West

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 HKWVR team helped to make our first trip to Key West an amazing experience. From booking the property to checking out, the staff was amazing. The house is beautiful and the sleeping accommodations very comfortable. We will definitely be back to HKWVR and this house!

10/10 Excellent

Dora M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful

Will be back. Great quiet location.
Stayed 6 nights in Mar 2023

10/10 Excellent

Paul D., union

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Property

Clean, well maintained, nice pool
Stayed 2 nights in Mar 2023
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Lisa Z.

Southard

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: IT was great, very nice house, great location.

About the host

Hosted by Historic Key West Vacation Rentals

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