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

Holiday home with private pool, near Duval Street

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

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 6126.3 sq m

Popular amenities

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

Explore the area

View map
  • Place, Duval Street
  • Place, Mallory Square
  • Place, Southernmost Point
  • Airport, Key West, FL (EYW-Key West Intl.)

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***

Add dates for prices

Amenities

Pool
Kitchen
Washing machine
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

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. Jet skiing and scuba diving offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling and ecotours nearby.
View more Holiday homes in Key WestOpens in a new window
Map
Key West, FL

What's nearby

  • Duval Street - 12 min walk - 1.1 km
  • Ernest Hemingway Home and Museum - 15 min walk - 1.3 km
  • Mallory Square - 18 min walk - 1.5 km
  • South Beach - 19 min walk - 1.6 km
  • Southernmost Point - 4 min drive - 1.8 km

Getting around

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

Restaurants

  • ‪Square Grouper Key West - ‬9 min walk
  • ‪Harpoon Harry's Restaurant and Bar - ‬10 min walk
  • ‪Dante's - ‬10 min walk
  • ‪The Dive Bar Shirt Club - Grub House - ‬7 min walk
  • ‪Dions Truman & White - ‬7 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. 164 out of 182 reviews
Rating 8 - Good. 15 out of 182 reviews
Rating 6 - Okay. 3 out of 182 reviews
Rating 4 - Poor. 0 out of 182 reviews
Rating 2 - Terrible. 0 out of 182 reviews

10/10

Cleanliness

9.8/10

Check-in

10/10

Communication

9.8/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Sherry P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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!
Stayed 4 nights in Aug 2025

10/10 Excellent

Dewain H.

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

10/10 Excellent

Kelly M.

Fabulous house!

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!

10/10 Excellent

Mike A.

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

The house was perfect! Clean, Great location with great features!

Amazing stay! From the warm greeting of the agents who helped us check in to the pool and maint staff who kept pool clean and plants looking great!
Stayed 6 nights in May 2022

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

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

10/10 Excellent

James D.

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

Awesome property! We had a great time staying at this charming Key West property. I highly recommend

Great location for old town walking. Quiet but not far from all the old town activities. We LOVED the pool that is perfectly located for friends/family to sit and talk between outings. Property was clean and well managed.
Stayed 3 nights in May 2021

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

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

8/10 Good

elaine s., santa barbara

May 2019 Stay

Perfect location, easy walk to Duval Street. Take the hop on hop off and tour Key West, the drivers are very knowledgeable.
Stayed 6 nights in May 2019

10/10 Excellent

Jesse W.

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

We loved it

Great time
Stayed 5 nights in Jan 2020

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

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

10/10 Excellent

Amanda P.

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

Girls getaway

We had a 50th bday girls getaway weekend and this property was perfect. We rented bikes and got around to all the places we needed. The street was quiet at night but in the perfect spot to go to the main areas. The pool was an added bonus to cool off! It was a great set up and had everything we needed.
Stayed 4 nights in Aug 2021
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).
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!
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Lisa A.

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

10/10 Excellent

Doug A.

December 2019 Stay

Loved Southard Comfort!! House was amazing! Pool was amazing! House was larger than appeared in the photos online. Used the outdoor shower and the outdoor pissoir was an added bonus. We met the owners Carl and Nancy who were very gracious. Loved the concierge bike service. We will be back!
Stayed 7 nights in Dec 2019

10/10 Excellent

Tina D., Bluffton, SC

Liked: Cleanliness, communication, location, listing accuracy

Happy Key West

Everything was as stated on the listing. We had a wonderful time! I would say the shower head in the master bath could be updated. The spray was kind of all over making it hard to wash my thick hair. Other than that everything was great.
Stayed 4 nights in Jun 2021

8/10 Good

Terri M.

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

Family key west weekend

The property managers were fantastic. They reserved bikes for us that were delivered to the house and booked a boat snorkel day for us as well. The house was great. The pool was awesome at the end of the day. Perfect for 6 people. Only feedback is the bed we slept in was awful and the pillows were a fly as a pancake. They need to upgrade the mattress/pillows. We gave the feedback and they were so glad and going to give it to the owner. Besides that fantastic property!!!
Stayed 3 nights in May 2022
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!

10/10 Excellent

Ken K.

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

A comfy, beautiful and well located historic home.

We enjoyed 6 days in this beautiful place! With three bedrooms, 3 bathrooms and one additional shower outside, all 6 of us could prepare for each day comfortably. We used the dining room for fun dinners and rowdy game nights. We watched bowl games while enjoying the lovely pool! We walked to Duval Street for the New Years Eve celebration as we could not decide where to lock our bikes near Duval for the lively celebration. The walk was fantastic as people stood on their decks wishing everyone a happy new year. Everyone was happy and peaceful. The only criticism I have is the kitchen. With 3 kitchen towels, dull knives, one small baking sheet, a broken ice maker and a flimsy kitchen faucet, we made things work. The owners quickly supplied us with three bags of ice and I believe they will take care of the rest. This is a lovely place to stay!
Stayed 6 nights in Dec 2019
This review comes from a trusted partner site and has not been verified.

6/10 Okay

Jennifer L., Denver, co

Convenient home, perfect location

Rating Details: The property manager was very helpful. The vacation rental was very clean. I was very happy with the location. I was satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Our family of 5 had plenty of room in the home. We walked to Duvall street. We went deep sea fishing and spent a day out on a catamaran. Very nice. The home was spacious and provided bug spray for your body and also for the house. Unfortunately we found bugs/ants in every fold of clean towel and between sheets while we were asleep. Most unfortunately we brought these bugs home with us to Colorado. Seems like a diligent extermination routine of the home would be helpful—shake between folded towels and sheets and pillow cases.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Glenn M.

5 Star Experience!!

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!

10/10 Excellent

shannon t.

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

Family vacation

We had a very enjoyable stay. The pool was very nice to cool off in at the end of the day. Beautiful home!
Stayed 5 nights in May 2025

About the host

Hosted by Historic Key West Vacation Rentals

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