Entire home

Luxury Waterfront Home with private pool

Waterfront holiday home with private pool, near Florida Keys Beaches

Photo gallery for Luxury Waterfront Home with private pool

Terrace/patio - Luxury Waterfront Home with private pool (Key West)
Fridge, microwave, oven, stovetop - Luxury Waterfront Home with private pool (Key West)
TV - Luxury Waterfront Home with private pool (Key West)
A heated pool - Luxury Waterfront Home with private pool (Key West)
Dining - Luxury Waterfront Home with private pool (Key West)
Escape to Southern Comfort, a serene waterfront retreat nestled in the private community of Key Cove Landings. As you unwind on the covered lanai or take a dip in your own private heated pool, enjoy stunning water views from every part of this beautifully designed home. With plenty of parking and amenities like central heat and A/C, ceiling fans, gourmet appliances in a fully equipped chef's kitchen plus state-of-the art Smart HD TVs throughout.

Reviews

9.8 out of 10
Exceptional

Entire home

4 bedrooms4 bathroomsSleeps 8250 sq m

Popular amenities

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

Add dates for prices

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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.

Property amenities

Pool/Spa

  • Heated pool
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Onsite parking options include a garage

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Ice maker
  • Microwave
  • Oven
  • Refrigerator
  • Toaster

Dining

  • Chef service
  • Dining table

Bedrooms

  • 4 bedrooms
  • Bedsheets provided
  • Sofa bed

Bathroom

  • 3.5 private bathrooms
  • Bathtub
  • Bathtub or shower
  • Hair dryer
  • Shower
  • Towels provided

Living spaces

  • Dining table

Entertainment

  • TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Barbecue grill
  • Yard

Laundry

  • Laundry facilities
  • Washer/dryer

Comfort

  • Air conditioning
  • Ceiling fan

Pets

  • Pet friendly

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Concierge services
  • Housekeeping on request
  • Iron/ironing board
  • Phone

Location highlights

  • Near a hospital
  • Near the bay
  • Near the ocean
  • On the waterfront

Things to do

  • Heated pool
  • Fishing nearby
  • Jet skiing nearby
  • Sailing nearby
  • Snorkelling nearby

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector not reported (host has not indicated whether there is a smoke detector on the property)
  • Deadbolt lock

General

  • Housekeeping (on request)
  • Unit size: 2,691 square feet

Similar properties

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in and check-out are available
Minimum check-in age - 31

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

Pets are allowed
Service animals are welcome, and are exempt from fees

Children and extra beds

Children are welcome

Events

No events allowed

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 not indicated whether there is a smoke detector on the property
Safety features at this property include a deadlock
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with EU regulations about consumer rights, property booking services are not subject to the right of withdrawal.

Property is also known as

Luxury Waterfront Home Lush Landscaping Optional Dock House
Luxury Waterfront Home Lush Landscaping Optional Dock Key West
Luxury Waterfront Home Lush Landscaping Optional Dock
Luxury Waterfront Home Private Lush Landscaping House Key West
Luxury Waterfront Home Private Lush Landscaping House
Luxury Waterfront Home Private Lush Landscaping Key West
Luxury Waterfront Home Private Lush Landscaping House Key West
Luxury Waterfront Home Private Lush Landscaping House
2328-139658
Luxury Waterfront Home Private Lush Landscaping Key West
Luxury Waterfront Home Private Lush Landscaping

About the area

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 Florida Keys Beaches and Fort Zachary Taylor Historic State Park. 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. Visit our Key West travel guide
View more Holiday homes in Key West
Map
Key West, FL

What's nearby

  • #TroveOn
A couple miles north of Key West, on the right is Boca Chica Rd, follow that road as far as you can and you'll get to the beach at Geiger Key.  The road comes to an abrupt stop, the rest of it was destroyed in a hurricane years ago but you can park there and walk out.  The beach is secluded and quiet, except when the Navy is holding flight practices. The planes are so close, you can see the pilots!
    Key West Naval Station
    3 min walk - 0.3 km
  • Beach and Pier at Sunset, Florida, USA
    Florida Keys Beaches
    4 min drive - 2.1 km
  • Smathers Beach featuring tropical scenes, a beach and a luxury hotel or resort
    Smathers Beach
    4 min drive - 1.8 km
  • Higgs Beach showing a sandy beach as well as an individual female
    Clarence S. Higgs Memorial Beach Park
    5 min drive - 2.8 km
  • Regal Key West
    12 min walk - 1.0 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 Florida Keys Beaches and Duval Street. Southernmost Point and Mallory Square are also within 3 miles (5 km).

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Luxury Waterfront Home with private pool Reviews

Reviews

Exceptional

All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
More informationOpens 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

Cleanliness

9.8

Location

10

Property conditions & facilities

Reviews

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

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

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

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.
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
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.

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
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.

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
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
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

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

George L.

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

Wedding

Great placd to stay
Stayed 5 nights in Jan 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
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

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

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

David Y.

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

Fall Getaway

Luxury Property, well maintained.

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

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