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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, Loved by Guests
Top 10% of guest reviews in this area

Highlights

  • Room to spread out
    Enjoy spacious layout that give everyone more room to relax.
  • Private garden
    A rare find — relax in the peaceful, private garden space.
  • Walkable and wonderful
    Guests love the walkable location for its easy access on foot.
  • Discover nearby landmarks
    Near Duval Street
3 bedrooms2+ bathroomsSleeps 6

Popular amenities

  • Private pool
  • Onsite parking available
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Barbecue

Explore the area

View map
Key West, FL
  • Place, Key West Naval Station
    ‪1 min walk‬
  • Place, Duval Street
    ‪12 min walk‬
  • Place, Ernest Hemingway Home and Museum
    ‪18 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪13 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) or can be chilled during warmer months, for an additional fee which will be assessed at the time of booking (heater) or request for the chiller. 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***

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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

Property # 486741vb
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. Southernmost Point and Ernest Hemingway Home and Museum are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and Fort Zachary Taylor Historic State Park. Ready for a night out? Consider The Key West Theater and Sloppy Joe's Bar. Discover the area's water adventures with jet skiing and scuba diving nearby, or enjoy the great outdoors with cycling and ecotours.
View more Holiday homes in Key WestOpens in a new window
Map
Key West, FL

What's nearby

  • Key West Naval Station - 1 min walk - 0.1 km
  • Duval Street - 12 min walk - 1.1 km
  • Ernest Hemingway Home and Museum - 18 min walk - 1.6 km
  • Southernmost Point - 6 min drive - 3.4 km
  • South Beach - 6 min drive - 3.4 km

Getting around

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

Restaurants

  • ‪Cuban Coffee Queen Waterfront - ‬10 min walk
  • ‪Half Shell Raw Bar - ‬11 min walk
  • ‪Sandy's Café - ‬8 min walk
  • ‪Pepe's Cafe - ‬10 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.

How much does it cost to stay at Southard Comfort: Old Town, pool?

As of 8 July 2026, prices found for a 1-night stay for 2 adults at Southard Comfort: Old Town, pool on 18 July 2026 start from AU$1,352, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at ~ SOUTHARD COMFORT ~ Feel the Key West vibe in Old Town with a private pool.?

On-site parking is available at the 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. Florida Keys Beaches and Mallory Square 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. 175 out of 193 reviews
Rating 8 - Good. 15 out of 193 reviews
Rating 6 - Okay. 3 out of 193 reviews
Rating 4 - Poor. 0 out of 193 reviews
Rating 2 - Terrible. 0 out of 193 reviews

10/10

Cleanliness

9.8/10

Check-in

10/10

Communication

9.8/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Mark K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This is a great property in a great location. We were able to easily bike to all of Old Town but didn't have any noise from traffic, etc. The pool was great to relax in and perfectly shaded. Will definitely try to stay here again next time I'm in Keys West.
Stayed 4 nights in Jun 2026
From a partner site

10/10 Excellent

Shauna G.

Couples Getaway

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 great stay at Southard Comfort. It was a perfect location, We walked everywhere. The pool was so refreshing after a day of fishing for our men and shopping for our women. The kitchen and dining room were ideal for our cooking and dining experience. We highly recommend this rental for all future couple getaways.
Response from VrboOwner on 13 June 2026
Thank you for the nice review of Southard Comfort! We hope you'll bring everyone back to stay with us again! ~ The Team @ HKWVR
Verified

10/10 Excellent

kevin s.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything was excellent!
Stayed 4 nights in Feb 2026
Response from VrboOwner on 9 Mar 2026
That is so nice to hear! We hope you'll come and stay with us again! ~ The Team @ Historic Key West Vacation Rentals
From a partner site

10/10 Excellent

Rita M.

Total Comfort and Relaxation

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: Southard Comfort offers all the best things that KW has to offer and then some. Location is absolutely perfect, just slightly removed from the bustle of Duval St but close enough to walk everywhere. The pool was the absolute best thing to come home to to relax at the end of the day. The home felt like home and was setup up perfectly.
Response from VrboOwner on 13 June 2026
Thank you for the kind and lovely review of Southard Comfort! We hope you'll come and spend some more time in your Key West vacation home, especially in the pool. ~ The Team @ HKWVR
Verified

10/10 Excellent

Kyle C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
House and pool were perfect!!!!! Exactly what we needed
Stayed 8 nights in Feb 2026
Verified

10/10 Excellent

Tarek E.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 3 nights in Dec 2025
Response from VrboOwner on 10 Jan 2026
Thank you for the kind review of Southard Comfort! We're thrilled you enjoyed your time ~ we hope you'll come back again, soon! ~ The Team @ Historic Key West Vacation Rentals
From a partner site

10/10 Excellent

Nancy P.

A great place for a family to gather,

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.
Response from VrboOwner on 20 Jan 2026
Thank you, Nancy, for taking the time to review your stay at Southard Comfort! We are so happy that you enjoyed the home and location. We can't wait to welcome you back to Key West again! The Team at HKWVR
Verified

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
Response from VrboOwner on 4 June 2025
Thank you for taking the time to give us such a nice review! We hope we'll see you again in the near future! ~ The Team @ Historic Key West Vacation Rentals
Verified

10/10 Excellent

Mary G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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!
Stayed 4 nights in Dec 2025
Response from VrboOwner on 27 Dec 2025
Glad to hear you enjoyed your time at Southard Comfort ~ we hope you'll come and stay with us again, and soon! ~ The Team @ Historic Key West Vacation Rentals
Verified

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
Response from VrboOwner on 4 Sept 2025
We hope you're all making your way back to Key West to stay with us again at Southard Comfort! ~ The Team @ Historic Key West Vacation Rentals
Verified

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
Response from VrboOwner on 23 June 2023
Thank you so much for the kind words about Southard Comfort. We hope you're already making plans to come and see us again, and soon! ~ Jennifer @ Historic Key West Vacation Rentals
Verified

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
Response from VrboOwner on 5 June 2022
You make Southard Comfort sound amazing ~ which it is! So glad you enjoyed your time with us and can't wait to see you again. ~ Jennifer & Team Historic Key West Vacation Rentals
Verified

10/10 Excellent

Michelle H.

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

Wonderful stay

We enjoyed our stay and loved the hospitality feel we got from Historic Keys. Next time we come, we will book directly through them.
Stayed 4 nights in Dec 2022
Response from VrboOwner on 12 Dec 2022
Michelle, thank you for the nice review. The rental is in a great location as well as having parking and the provate pool! We hope to see you again so you can enjoy more of Key West and all it has to offer! Cindy & the HKWVR team
Verified

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
Response from VrboOwner on 4 Oct 2025
What a nice review of Southard Comfort! Thank you for being our guests and we hope we'll see you again, and soon! ~ The Team @ Historic Key West Vacation Rentals
Verified

10/10 Excellent

susan n.

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
Response from VrboOwner on 6 Dec 2023
Thank you so much for the kind words about Southard Comfort! We are so happy to hear that you enjoyed your time here and hope you'll make it a plan to come for all the holidays. ~ Jennifer & Team @ Historic Key West Vacation Rentals
Verified

10/10 Excellent

Shari P.

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

Our stay was as sweet as Key Lime Pie!

Thank you for an amazing stay. We came to Key West to celebrate 25+ years of military
Stayed 4 nights in Dec 2020
Response from VrboOwner on 20 Dec 2020
Shari, Thank you for your review of Southard Comfort. Thank you for your service to our country as well! We are so happy you had a good time and hope you will visit again soon. Stay well! Cindy & the HKWVR team
Verified

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
Response from VrboOwner on 28 Oct 2023
We are so happy you enjoyed your time at Southard Comfort! We hope you'll come and stay with us again ~ quick or longer. ~ Jennifer @ Historic Key West Vacation Rentals
From a partner site

10/10 Excellent

vincent b.

Enjoyed our 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: Great spot in a quiet part of town. Short walk to the seaport and Duval
Response from VrboOwner on 7 May 2025
We agree with every word of this nice review! Come and stay again! ~ The Team @ HKWVR
Verified

10/10 Excellent

Paul D.

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

Great Property

Clean, well maintained, nice pool
Stayed 2 nights in Mar 2023
Response from VrboOwner on 16 Mar 2023
Thank you for the kind words about Southard Comfort! We hope you'll come and see us again, and soon! ~ Jennifer & the Historic Key West Vacation Rentals team
Verified

8/10 Good

Shane H.

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

Wonderful stay at Southard Comfort

We had a party of six stay the week of Thanksgiving and we loved staying at Southard Comfort. It was very spacious and comfortable. The small personal pool was very nice. Would definitely stay here again.
Stayed 4 nights in Nov 2021
Response from VrboOwner on 29 Nov 2021
We are so happy you had a good time for Thanksgiving and hope you're already making plans to come and see us again ~ maybe for another holiday? :) ~ Jennifer & Team Historic Key West Vacation Rentals
Verified

10/10 Excellent

Jenn K.

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

Great Hideaway but Close Enough to Fun

Our family loved this property. Perfect size and location for family of 4 with teens (boy and girl). Property management was great (Historic Key West Rentals) and local concierge (Dwell) was super helpful.
Stayed 5 nights in Jul 2022
Response from VrboOwner on 11 Aug 2022
We are so happy you and the family enjoyed your time at Southard Comfort ~ and to hear that we were helpful! :) Come and see us again, and soon! You have a family vacation home here with us! ~ Jennifer & Team Historic Key West Vacation Rentals
Verified

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
Response from VrboOwner on 17 June 2021
James, thank you very much for your review of Southard Comfort. The pool and location are great and we are happy you were pleased with both. Come back soon for more Key West fun! Cindy & the HKWVR tam!
Verified

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
Response from VrboOwner on 14 Oct 2024
What a kind review of Southard Comfort! We hope you're all already making plans to come and stay with us again,and soon! ~ Jennifer & Team @ Historic Key West Vacation Rentals
From a partner site

10/10 Excellent

Donna M.

Perfect in Paradise

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
Response from VrboOwner on 20 May 2025
We think you're wonderful for leaving us such a kind review~ we hope you'll make it back to Key West again soon. ~ The Team @ Historic Key West Vacation Rentals
Verified

10/10 Excellent

Kathy B.

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

Everything was perfect - great location, the cocktail pool was very refreshing in the afternoon.

The house was very charming and perfectly decorated with Key West charm. House was clean and kitchen was well stocked. Beds were comfortable. Would definitely recommend this property.
Stayed 6 nights in Oct 2021
Response from VrboOwner on 17 Oct 2021
Kathy, thank you so much for reviewing Southard Comfort. We are happy you were pleased with everything. It is in a great location and the pool and parking are a great addition to it. Please come back and visit this Key West again. Always fun to be had! Cindy & the HKWVR team

About the host

Hosted by Historic Key West Vacation Rentals

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