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Luxury Waterfront Home with private pool

Waterfront holiday home with private pool and kitchen

Photo gallery for Luxury Waterfront Home with private pool

Exterior
Pool
Outdoor dining
Outdoor dining
Interior

Reviews

9.8 out of 10
Exceptional
4 bedrooms3+ bathroomsSleeps 8

Popular amenities

  • Ocean view
  • Pool
  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly

Explore the area

View map
Key West, FL
  • Place, Key West Naval Station
    ‪3 min walk‬
  • Place, Smathers Beach
    ‪4 min drive‬
  • Place, Clarence S. Higgs Memorial Beach Park
    ‪5 min drive‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪5 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

Luxury Waterfront Home with private pool

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.

Add dates for prices

Amenities

Pool
Kitchen
Washing machine
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

  • Key West Naval Station - 3 min walk - 0.3 km
  • Regal Key West - 12 min walk - 1.0 km
  • Florida Keys Beaches - 4 min drive - 2.1 km
  • Smathers Beach - 4 min drive - 1.8 km
  • Clarence S. Higgs Memorial Beach Park - 5 min drive - 2.8 km

Getting around

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

Restaurants

  • ‪Circle K - ‬6 min walk
  • ‪Goldman's Deli - ‬4 min walk
  • ‪Starbucks - ‬9 min walk
  • ‪Denny's - ‬5 min walk
  • ‪Taco Bell - ‬10 min walk

Frequently asked questions

Is Luxury Waterfront Home with private pool pet-friendly?

Yes, pets are allowed at this property.

How much is parking at Luxury Waterfront Home with private pool?

On-site parking is available at the property.

What time is check-in at Luxury Waterfront Home with private pool?

Check-in begins at 4:00 PM.

What time is check-out at Luxury Waterfront Home with private pool?

Checkout is at 10:00 AM.

Where is Luxury Waterfront Home with private pool 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 Florida Keys Beaches. Mallory Square is 2.8 mi (4.5 km) away.

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. 62 out of 72 reviews
Rating 8 - Good. 8 out of 72 reviews
Rating 6 - Okay. 1 out of 72 reviews
Rating 4 - Poor. 1 out of 72 reviews
Rating 2 - Terrible. 0 out of 72 reviews

9.8/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

10/10

Eco-friendliness

10/10

Check-in

9.8/10

Communication

9.8/10

Location

9.8/10

Listing accuracy

Reviews

10/10 Excellent

Charles L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Overall a great place - beautiful house with plenty of room. Nice views of the ocean and several restaurants nearby. Only a 10 min drive to downtown key west. We would stay there again.
Stayed 6 nights in Nov 2025

10/10 Excellent

Lavonne Capps C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Kitchen had everything needed to cook. Great access to everything need for our stay. Nice atmosphere and feeling very safe.
Stayed 6 nights in Nov 2025

8/10 Good

Tim H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very nice property. Would stay there again. Pool water was unfortunately in the high 90’s!
Stayed 6 nights in Aug 2025

10/10 Excellent

ian

Liked: Cleanliness, amenities, property conditions & facilities, communication
Great property for families.
Stayed 4 nights in May 2024

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

Susan B.

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

Great weekend away

A beautiful, spacious, and comfortable home with fantastic water views. Golf cart accessible and only 10 minutes from Duvall Street. Highly recommend!
Stayed 3 nights in Apr 2025

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

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

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

10/10 Excellent

Greg M.

Great stay!

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: Nice gulf side view with balconies on every level. Perfect kitchen for a large group. Pool was.a.little small but still a nice amenity.

10/10 Excellent

Gwen G.

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

Great fun

Great place for a multi generational get away.
Stayed 5 nights in Jan 2023

10/10 Excellent

Julie R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
If you’re looking for a peaceful getaway in Key West, Southern Comfort is the place. Tucked away in a secluded neighborhood, this vacation home feels like your own private retreat while still being close enough to everything Key West has to offer.The house is beautifully maintained—clean, spacious, and thoughtfully decorated with that laid-back island charm. The outdoor space is great; plenty of room to relax in the pool, soak up the sun, and enjoy those quiet Key West evenings.We especially appreciated the privacy. Unlike some rentals that can feel crowded or noisy, Southern Comfort gave us that perfect balance of relaxation and convenience.If you want a quiet Key West escape without sacrificing comfort or location, Southern Comfort is a fantastic choice. We’d stay here again in a heartbeat.
Stayed 6 nights in Sep 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

10/10 Excellent

Rebecca P.

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

Vacation Nirvana

The best vacation rental I have ever had in Key West. The view was beautiful. The house was spectacular. Parking was plentiful. Everything was within walking distance or a short drive away. All my guests want to book this house again next year. I would highly recommend. It was very clean and the property manager did everything they could to accommodate us.
Stayed 7 nights in Apr 2025

10/10 Excellent

David Y.

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

Fall Getaway

Luxury Property, well maintained.

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
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

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

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

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

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

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

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.

10/10 Excellent

Jason A.

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

Conch Getaway

Place was as described. Interior décor was done by someone who has spent time in the keys. Plenty of good things in the kitchen for those that want to cook. Small issue with some leaves in the pool that was rectified quickly. Resident osprey made several appearances as well as a White Crown Pigeon for those that bird. Close to Key West and everything across the street for anything else. Pool light was dim. All said would highly recommend and would stay here again.
Osprey
White Crown
Stayed 3 nights in May 2025

10/10 Excellent

Carmella C.

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

Amazing!

Beautiful home with water views, Spacious and comfortable! Short distance to duval street , grocery store across the street Lots of water sports activities in walking distance next door at oarror cove
Stayed 7 nights in Sep 2022

About the host

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English, Spanish

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