Entire home

Southern Comfort: Luxury Waterfront Home with private pool & lush landscaping

Photo gallery for Southern Comfort: Luxury Waterfront Home with private pool & lush landscaping

Exterior
Pool
Outdoor dining
Living area
Dining

Reviews

9.8 out of 10
Exceptional
4 bedrooms3+ bathroomsSleeps 8

Popular amenities

  • Dryer
  • Parking available
  • Pet-friendly
  • Washer
  • Air conditioning
  • Free WiFi

Explore the area

Map
Key West, FL
  • Smathers Beach
    ‪5 min drive‬
  • Duval Street
    ‪5 min drive‬
  • Mallory Square
    ‪7 min drive‬
  • Key West, FL (EYW-Key West Intl.)
    ‪9 min drive‬

Rooms & beds

4 bedrooms (sleeps 8)

Bedroom 1

1 King Bed

Bedroom 2

2 Single Beds

Bedroom 3

1 King Bed

Bedroom 4

2 Single Beds

3 bathrooms, 1 half bathroom

Bathroom 1

Bathtub · Toilet · Shower only · Jetted bathtub

Bathroom 2

Toilet · Shower only

Bathroom 3

Toilet

Bathroom 4

Bathtub or shower · Bathtub · Toilet · Shower only

Spaces

Deck or patio
Porch or lanai
Kitchen
Balcony
Dining Area

About this property

Southern Comfort: Luxury Waterfront Home with private pool & lush landscaping

Luxurious furnishings and spacious interiors centered around the expansive water views perfectly compliment the beautiful outdoor spaces. Slow down, relax and prepare for life the way it should be at Southern Comfort. This home is located in the private community of Key Cove Landings, on an exclusive lane of waterfront residential homes. The perks of this little-known location are many: walking distance to the essentials such a Publix grocery store and the largest shopping center on the island, while still being tucked away in your own quiet neighborhood. This home includes plenty of off-street parking in the private garages, as well as on the driveways in front of the house.
Key Feature:
3 en'suite bedrooms each with porch access
This home’s highlight is the wall of floor-to-ceiling windows facing the water to provide the optimal view from every part of the house. The large open plan living room has a spacious seating area with plush couches around a large HD flat screen Smart TV. One of the couches also pulls out to a Queen-sized sleeper sofa for additional guests. There is a dining table with seating for up to 6 diners, with additional seating for 4 at the kitchen bar.
The master bedroom has a King size bed, a large flat-screen HD TV, and an en-suite bathroom complete with a glass shower, large Jacuzzi tub and separate room for the facilities. The master bedroom also has a wall of floor-to-ceiling glass doors opening out to your waterfront balcony. The second bedroom has a King size bed, a flat-screen HD TV, large walk-in closet, and a glass sliding door with access to the waterfront balcony. The bathroom is en-suite. The third bedroom is also on the 2nd floor with twin beds, flat screen TV, balcony access and en-suite bathroom. On the main floor there is a fourth bedroom with twin bed. There is a half bath down the hall.
Out back is one of the highlights of this home: the covered lanai and pool area. The covered outdoor dining area comfortably seats six for a poolside meal. The pool is heavenly, with views of the open water and visiting heron on the tropical greenery that surrounds the back yard. There is also a pool lounge area with comfortable chaises in a piece of deck that gets equal sunshine and shade. The backyard is complete with a large propane grill for a poolside BBQ.
AMENITIES: Washer & Dryer, Central Heat and A/C, Ceiling Fans, Off-Street Parking in Garage & on Driveway, Flat Screen State-of-the Art Smart HD TVs in all bedrooms and main living area, Fully Equipped Chef’s Kitchen with Gourmet Appliances, Private Heated Pool, Large BBQ Grill, Linens and Towels provided. Interim housekeeping provided upon request. Wireless high-speed Internet access and full cable is included. Pets Considered. This property will accommodate 8 guests.

Dockage is not available at this home's development.

RATES: we have 3 night (not always available) and 4 night rates available. We also have a 7 night and 21+ night discounted rate (automatically provided with dates).

DOG FRIENDLY. Please contact us to confirm specific pet policies.

Property manager

Owner/Property Manager
Premier Host

Languages

English, Spanish

Add dates for prices

Amenities

Pool
Kitchen
Washer
Dryer
Pet-friendly
Free WiFi

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House Rules

Check in after 4:00 PM
Minimum age to rent: 31
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

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 not indicated whether there is a smoke detector on the property
Safety features at this property include a deadlock

About the area

Key West

Located on the waterfront, this holiday home is in Northside Resort, a neighbourhood in Key West. 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. Key West Tropical Forest and Botanical Garden and Sails To Rails Museum at Flagler Station are also worth visiting. Looking to get your feet wet? Jet skiing, snorkelling and sailing adventures can be found near the property.
Map
Key West, FL

What's nearby

  • Smathers Beach - 5 min drive - 3.4 km
  • Duval Street - 5 min drive - 3.6 km
  • Southernmost Point - 6 min drive - 4.1 km
  • Mallory Square - 7 min drive - 4.5 km
  • South Beach - 12 min drive - 3.9 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 9 min drive

Restaurants

  • ‪Starbucks - ‬9 min walk
  • ‪Key Plaza Creperie - ‬8 min walk
  • ‪Wendy's - ‬16 min walk
  • ‪Taco Bell - ‬10 min walk
  • ‪Outback Steakhouse - ‬15 min walk

Frequently asked questions

Is Southern Comfort: Luxury Waterfront Home with private pool & lush landscaping pet-friendly?

Yes, pets are allowed at this property.

What time is check-in at Southern Comfort: Luxury Waterfront Home with private pool & lush landscaping?

Check-in begins at 4:00 PM.

What time is check-out at Southern Comfort: Luxury Waterfront Home with private pool & lush landscaping?

Checkout is at 10:00 AM.

Where is Southern Comfort: Luxury Waterfront Home with private pool & lush landscaping located?

Located in Northside Resort, this holiday home is 0.7 mi (1.1 km) from Regal Key West and within 3 miles (5 km) of Duval Street and Mallory Square. The Unitarian Universalist Fellowship of Key West and Florida Keys Beaches are also within 2 miles (3 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. 52 out of 61 reviews
Rating 8 - Good. 7 out of 61 reviews
Rating 6 - Okay. 1 out of 61 reviews
Rating 4 - Poor. 1 out of 61 reviews
Rating 2 - Terrible. 0 out of 61 reviews

9.8/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

10/10

Eco-friendliness

10/10

Check-in

9.6/10

Communication

9.8/10

Location

9.8/10

Listing accuracy

Reviews

10/10 Excellent

Paul D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Nice little getaway
This house was just as advertised. The pictures were spot on. We have rented many houses in the Florida Keys over the years and two things have always been consistent…low water pressure and the place always has a hard time cooling down. Not this place. The water pressure was amazing and the temp of the house was perfect. We would definitely stay here again.
Stayed 4 nights in Mar 2025

10/10 Excellent

robert l.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Key Condo
Was very happy with our stay
Stayed 7 nights in Mar 2025

10/10 Excellent

Katherine A.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Week in key west
The property was in a nice location. Everything was clean and well maintained. Nice area to sit by the pool as well.
Stayed 7 nights in Mar 2025

10/10 Excellent

Jamie H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
An amazing Key West vacation
Three couples stayed at this beautiful home for a long weekend, and we had the very best time! The home was clean and beautiful, and the private pool was such a treat. We had an amazing experience and would definitely book again.
Stayed 3 nights in Feb 2025

8/10 Good

Jodi M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Nice Home
House was in a conveniet location close to grocery stores and not far from Duval St and Mallory Square. House was very clean and the pool was the perfect temperature however we never found the pool light.
Stayed 3 nights in Feb 2025
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Maria B.

Spacious House, Tranquil Location
Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Highly recommend Southern Comfort for a large group who wants to enjoy being on the water and on a quiet street. Our group of gals celebrating 60th birthdays found it the perfect ‘home base’ for walking around the Old Town, enjoying the island nightlife and coming back to a quiet spot.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Keith M.

Great Views, plenty of room
Rating Details: The property manager was very helpful. The vacation rental was very clean. I was more than happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: House has a great view from the 3rd floor, 2nd floor view is a little obstructed. Very roomy for 8 people, kitchen was well equipped. Pool was wonderful and heated made it amazing. Easy access and departure. We definitely could have used more towels and upstairs carpet could use a good cleaning. Definitely a rental I would recommend

10/10 Excellent

George L.

Liked: Cleanliness, check-in, location, listing accuracy
Wedding
Great placd to stay
Stayed 5 nights in Jan 2025

10/10 Excellent

Tina A.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Place!
Wish there was a bathroom downstairs off pool area and a rug is needed on the landing as the bottom step and landing wood color blend together
Stayed 3 nights in Jan 2025
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Missy F.

Great Stay for a Group
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: 4 couples, plus one more...we stayed at southern comfort for a 50th birthday celebration weekend and this home was perfect. Quite spacious, room to celebrate together and spacious private bedrooms. The home is in great condition and clean. Comfortable living room furniture. We rented two golf carts which we were able to keep in the garage. The pool was perfect to relax in as well. The home is just a short ride to Duvall when you want to be in the thick of it all. Close to Winn Dixie and Publix as well as other shopping and a short cart ride to Hog Fish. A great central location.
Stayed 3 nights in May 2024

10/10 Excellent

ian

Liked: Cleanliness, amenities, property conditions & facilities, communication
Great property for families.
Stayed 4 nights in May 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

TODD T.

Spring Break 2024
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 property was perfect for our us! Very clean and well maintained. The staff was very prompt to respond to our requests and very accommodating. The pool was the perfect temperature to enjoy all day. Beautiful views and very centrally located to enjoy various local activities. I would highly recommend this to property.
Stayed 5 nights in Mar 2024

8/10 Good

Edward F.

Liked: Cleanliness, check-in, communication, listing accuracy
Southern Comfort Escape
Plenty of room ,great open floor plan, nice view of the harbor. Having washer/drier available as part of the program helped us out
Stayed 3 nights in Feb 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

HVMI CHUL L.

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 house was amazing, with beautiful views
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Frank d.

"GREAT 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: I hosted my son's Bachelor Party at Southern Comfort and we couldn't have been happier with the property and the convenience of the location. It was even nicer than I expected and everyone had a great time.
Stayed 3 nights in Oct 2023

10/10 Excellent

David Y.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Fall Getaway
Luxury Property, well maintained.
This review comes from a trusted partner site and has not been verified.

8/10 Good

Trisha B.

Good, but . . .
Rating Details: The property manager was very helpful. The vacation rental was very clean. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Overall good experience; large bathrooms; comfortable beds; kitchen was well stocked with cookware, utensils, dinnerware; good wifi and a/c. Nice dining/living area.Opportunities for improvement:•Towels and sheets left in dryer from previous renters•Provide more than 1 day of washcloths for each occupant; suggest a minimum of 3 days•Outside grill needs to be replaced •Damaged, unusable chair in master bedroom •Items from previous renters left in freezer•Sprayer on kitchen sink unusable •Pool lights not working at night
Stayed 4 nights in Oct 2023
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Ashley F.

Home Away From 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: Amazing home with all of the amenities you need. Beautiful view from all rooms! We had 6 adults and more than enough space to enjoy time together or enjoy simple relaxation. The Key West Rentals team, especially Doug, was great to work with and helped make our stay even better.
This review comes from a trusted partner site and has not been verified.

8/10 Good

Kris N.

Southern Comfort
Rating Details: The property manager was very helpful. The vacation rental was very clean. I was more than happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We enjoyed the view and the pool. The House was as pictured and overall very nice. A few items needed a little TLC, and we sent those items to property management via email. My email was quickly acknowledged and hopefully the items will be fixed before the next guests arrive.
Stayed 5 nights in Aug 2023
This review comes from a trusted partner site and has not been verified.

4/10 Poor

Waiting on follow through.
Rating Details: The property manager was somewhat unhelpful. The vacation rental was very clean. I was more than happy with the location. I was somewhat dissatisfied with the condition of the vacation rental. Overall, I do not recommend this vacation rental. Reviewer Comments: Top floor A/C unit issues. Unit wouldn't stop running and wouldn't cool under 80°. Informed management as soon as realized, did not receive a response until about 10:30 that evening...this was after multiple attempts to contact. I found the non responsiveness for the issue very unsatisfactory. Of course the floor would naturally be cooler in the evening, but still would not dip below 80.They did try to fix it the next day to no avail so did offer a plan B. We had to move 7 ppl to a new location a few doors down, we did appreciate not sweating that night. Javier was helpful in his effort to make is comfortable our last night, we rented for the weekend. I was expecting a call or email Monday, 7/24/23 per a text. Said call did not happen so I sent a text asking for an update Tuesday,7/25/23,no response as of today, Wednesday,7/26/23. I would say the main issue is communication and follow through. Other than that the house was well appointed, all the beds are very firm, our group found them uncomfortable but that's preference.
Stayed 2 nights in Jul 2023

10/10 Excellent

Kevin E.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great vacation spot
Nice big house with beautiful views of water/sound from living room and upstairs bedrooms and plenty of room to relax. Outside grill needs updated- falling apart internally But rest of house was great. Room for parking 3 trucks in our group with one in garage. Great pool and deck.
Stayed 3 nights in Jun 2023

10/10 Excellent

Karen S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Excellent property and view!
We thoroughly enjoyed our stay at Southern Comfort. Every aspect of our vacation was fabulous as it started out with arriving at this wonderful location that was much loved by all of my family members. Thank you for a fantastic home away from home!
Stayed 6 nights in May 2023

8/10 Good

Brian T.

Liked: Cleanliness, check-in, communication, location
Stay
House was nice but a spa tube not working and property management new about it was disappointing my wife has artificial hips.
Stayed 8 nights in Apr 2023

10/10 Excellent

NANCY R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Getaway
The view and home was perfect. We were 4 adults and 3 teens. There was something great for everyone. We will be back!
Stayed 6 nights in Feb 2023
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Mark G.

Family Vacation
Rating Details: 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: Wonderful
Stayed 7 nights in Jan 2023

About the host

Hosted by Owner/Property Manager

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Languages:

English, Spanish

Premier Host

They consistently provide great experiences for their guests