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Book Online or call HomeAway Booking Assistance 888-640-7927
Book Online or call HomeAway Booking Assistance 888-640-7927


Bedrooms 3
Property type house
Minimum Stay 27 nights


About the property

3BR/3BA Old Town Home + Pool & Parking near Duval / 29 night minimum stay***

Nestled at the end of a narrow, private lane just two short blocks from Duval Street and the Historic Seaport is a truly exceptional Key West home that redefines upscale charm in the heart of Old Town. This home was designed to combine the best of classic maritime-inspired design with luxurious comfort. “Southernmost Bliss" is a one-story tropical villa with 3 bedrooms, each with its own private bathroom. The common areas of the living area, kitchen, outdoor dining and pool areas all provide plenty of space for each member of your group. In addition to the fabulous design and layout of this home, the location could not be better. Love Lane is a tiny cul-de-sac off of Southard Street in Old Town, just two blocks from Duval Street, and this home sits at the very end. There will never be sounds of street noise here – only the sea breezes through the palm trees that line the road and surround the home.

***This home is available for lease by the month, in accordance with local ordinances strictly enforced by the City of Key West. The minimum lease is for 27 nights in February and for 29 nights during any other period.


Imagine your home being just steps in either direction from all of the shops, restaurants, and sites of Duval Street and the Historic Seaport. Take a stroll or ride bicycles down to the best of Key West, two blocks down Southard to hit local favorites like The Café, Kojin Noodle Bar, Willie T’s and the Green Parrot. Two blocks down William and you’ll be at BO’s Fish Wagon or Schooner Wharf. Despite the fabulous location, this home comes with off-street parking in the form of a wide driveway, with space for two cars and all of the scooters, electric cars, and/or bicycles you need.


Entering through the front door you know immediately you are in a special home. The open living plan includes a grand living area with fantastic design pieces imported from Europe and comfortable furnishings, a chef’s kitchen with state of the art appliances, and sliding glass doors to a beautiful covered lanai with a view of the pool. Each piece of this home was designed and executed with unique touches, including the floors recovered from a turn of the century New Hampshire textile mill. The living area boasts a 50-inch flat screen HD smart TV, which you can watch from any number of plush, cozy seating options. The kitchen, custom built by a Master Shaker craftsman, is open to the living area and equipped with Wolf, Bosch, and Sub Zero appliances as well as upscale butcher blocks and plenty of cabinet space full of all of the tools you’ll need for a gourmet meal.


This home has two master suites: the first master bedroom is off of the living area with a King sized bed and a beautiful bathroom complete with a rain shower and unique decorative tile work. The first master bedroom also has a wall of floor-to-ceiling cabinets with a large flat-screen HD TV and DVD player, as well as sliding glass doors out to the pool area. The second master suite is down the opposite hallway off the kitchen, also with a King sized bed and an en-suite bathroom. The second master suite has a flat-screen HD TV and DVD player, large walk-in closet, and a doorway with access to a second front porch. The third bedroom is beside the second master suite, also with its own full bathroom. The third bedroom has a Queen sized bed. This bedroom also has a flat screen HD TV and DVD player. Above the kitchen there is a unique loft area accessible by a study, built-in ship’s ladder. The loft area has two twin beds that convert to a King upon request. There is also a library feature in the loft room.


Through the sliding glass doors of the living area 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. Beside the dining table is an outdoor kitchen & wet bar, complete with a sink and plenty of storage. The pool is heavenly, with gorgeous tile work and a water feature that turns on with the simple push of a button. 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 an outdoor bar-b-que by the pool.


Washer & Dryer, Central Heat and A/C, Ceiling Fans, Off-Street Parking, Flat Screen State-of-the Art Smart HD TVs in all bedrooms and main living area, Fully Equipped Chef’s Kitchen with Gourmet Appliances, Outdoor Kitchen/Wet Bar, Private Heated Pool, Large BBQ Grill, Bose Docking Station, Linens and Towels provided. Interim housekeeping provided upon request. Wireless high-speed Internet access and full cable is included. This property will accommodate 6-8 adults.


As a vacation rental broker, we will do everything possible to assure you of a memorable and thoroughly enjoyable stay while you are in one of the homes we manage. Our job is to make sure each home has been maintained to an exceptional standard and has no defects or problems that will spoil your stay. If there is a problem, we pride ourselves in our ability to address and solve that problem before it has intruded on your vacation experience. And in these uncertain times, you'll have added peace of mind knowing that the rental funds you have paid in advance will remain in a secure escrow fund until the day you enter your vacation home.

More Details

Property Manager
Alex O'Donnell
Speaks: english, spanish
Manager indicates their response time is:
Within a few hours
Calendar last updated:
March 23, 2018


Old Town House Accommodation and Amenities

Property Type:
  • house
  • Guests provide their own meals
  • Housekeeper Optional
House Rules:
  • Check-in: 3:00 PM
  • /
  • Check-out: 11:00 AM
  • Max. occupancy: 8
  • Min. age of primary renter: 25
  • Children welcome
  • Pets not allowed
  • Non smoking only
Location Type:
  • Downtown
  • Family
  • Historic
  • Romantic
  • Spa
  • Air Conditioning
  • Clothes Dryer
  • Hair Dryer
  • Heating
  • Internet
  • Iron & Board
  • Linens Provided
  • Living Room
  • Parking
  • Telephone
  • Towels Provided
  • Washing Machine
  • Coffee Maker
  • Dishes & Utensils
  • Dishwasher
  • Kitchen
  • Microwave
  • Oven
  • Pantry Items
  • Refrigerator
  • Stove
  • Toaster
  • Dining Area
  • seating for 6 people
  • 3 Bathrooms
  • Master Bathroom 1 - toilet , shower
    Master Bathroom 2 - toilet , combination tub/shower
    Third Bathroom - toilet , combination tub/shower
  • 3 Bedrooms, Sleeps 8
  • Second Master Suite - 1 king , Front Porch Access; Ensuite Bathroom; HD TV; Walkin Closet
    First Master Suite - 1 king , Opens to Back Deck; Ensuite Bathroom; HD TV; Ceiling Fan
    Loft - 2 twin/ single , Twins Convert to a King; Loft Accessible by Ladder
    Third Bedroom - 1 queen , HD TV; Ceiling Fan
  • Books
  • DVD Player ...
  • Satellite / Cable
  • Television ...
  • Deck / Patio
  • Lanai / Gazebo
  • Lawn / Garden
  • Outdoor Grill
Pool / Spa:
  • Heated Pool
  • Private Pool
Onsite Services:
  • Concierge
  • botanical garden
  • churches
  • cinemas
  • coin laundry
  • duty free shops
  • festivals
  • library
  • live theater
  • marina
  • museums
  • playground
  • reefs
  • restaurants
  • synagogues
Leisure Activities:
  • antiquing
  • beachcombing
  • bird watching
  • paddle boating
  • photography
  • scenic drives
  • sight seeing
  • walking
Local Services & Businesses:
  • ATM/bank
  • Babysitter
  • fitness center
  • groceries
  • hospital
  • laundromat
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • basketball court
  • cycling
  • deepsea fishing
  • fishing
  • freshwater fishing
  • golf
  • golf privileges optional
  • jet skiing
  • pier fishing
  • roller blading
  • sailing
  • scuba diving or snorkeling
  • snorkeling
  • surf fishing
  • swimming
  • tennis
  • wind-surfing


Wonderful! 4.9/5 -
(27 traveler reviews)

92% Complete
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average rating of 4.9259257 based on 27 reviews

Service above & beyond

  • 5 of 5

Wow, were to start: This is our third rental with Last Key Realty.

The houses always look like the photos usually better in person.

The house manager 'Shel' is the best, there for check in, mail delivery

just anything you may need he has the answer. During this particular stay we had to depart prior to the end of our stay due to hurricane

'Irma'. Hoping to return I left some items behind, well everyone know the rest of the story on Hurricane 'Irma' we were unable to return.

Within a day of the road opening and postal service etc. restored.

Shel had my items packed and shipped to me, even though everyone in Key West was still getting themselves put back together with clean up etc.. I would give Shel and this company 10 stars.

We travel world wide, I have never had any service or individual top

the friendship & service of 'Shel at Last Key Realty.

Hope all is back together in Key West.

See you in the future. The Roes

  • Submitted: Jan 10, 2018
  • Stayed: August 2017
  • Source: HomeAway
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Snellville, GA

Amazing Vacation Home!

  • 5 of 5

This was our second year staying at this property. Again it exceeded all of our expectations. We came to town on the tail of Irma and Shel and the staff at Last Key Realty went above and beyond to make sure our vacation home was ready and in perfect order for us. Southernmost Bliss is furnished with top notch appliances and gas grill. The home is centrally located so easy to walk pretty much anywhere in Old Town. Can not emphasize enough the amazing service you receive when you stay at a property that Shel is overseeing!! Will see you again next year Shel!!

  • Submitted: Dec 20, 2017
  • Stayed: September 2017
  • Source: HomeAway
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Perfectly Peaceful Retreat in Oldtown Key West

  • 5 of 5

We have been vacationing in Key West for the month of November for about 8 years now. We have always stayed on Sunset Key. This year, we decided to stay in Oldtown, and Alex O'Donnell, of Last Key Realty, found the most perfect paradise home for my family! Southernmost Bliss was absolutely everything that we could have hoped for, both inside and out. We did not see the property before our stay, but the listing and the photos were completely accurate. It actually exceeded our expectations. Upon arrival we were met by Shel Segel, our Guest Services Coordinator. In our opinion, Shel holds the distinction as the perfect guest coordinator, and more importantly, we are now proud to call him "friend." Shel was ALWAYS available for our every question or need! As a matter of fact, we have already booked our Key West home for November, 2018, and we are so pleased that Shel will once again be our Key West coordinator! We cannot wait to relax completely for another November, knowing everything we could wish for in a vacation home is waiting for our return!

Beverly Jennings

  • Submitted: Dec 19, 2017
  • Stayed: October 2017
  • Source: HomeAway
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Another heavenly trip!

  • 5 of 5

This was my second year in a row to stay at Southernmost Bliss, and I liked it even more that last year if that's possible. Once again, the location is perfect. It's in the center of Old Town, so close to everything, but peaceful a quiet tucked down Love Lane. The house itself is well laid out and maintained, perfect for guests to have a little privacy if they want. The pool is great, with good light and just the right size. All of the appliances are up-to-date and the kitchen is fully stocked. They have everything. The upgrades to the master bath and the outdoor shower are terrific. And Shel and Last Key Realty were wonderfully helpful without being intrusive. Southernmost Bliss is pretty much ideal. I hope to be back next year.

  • Submitted: Aug 10, 2017
  • Stayed: July 2017
  • Source: HomeAway
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Excellent service provided by Last Key Realty

  • 5 of 5

Great location, walking distance to the best places in old town. The manager of the property, Shel, from Key Realty is a friendly and efficient person ready to resolve any issues related with the house. We expected a bigger pool, but it was not a problem.

  • Submitted: May 17, 2017
  • Stayed: January 2017
  • Source: HomeAway
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Boulder, CO

Clean, well appointed, excellent service

  • 5 of 5

We had a wonderful stay at Southernmost Bliss. The home is clean & well appointed. It feels much larger than we imagined. It was very comfortable even with eight people in the house. We hosted some friends for dinner one evening. Again, the house was comfortable and well appointed enough for a casual meal at home with several friends. The service from Shel at Last Key was amazing, as well. Thank you!

  • Submitted: Jan 21, 2017
  • Stayed: December 2016
  • Source: HomeAway
Owner's Response: Thank you Cheryl! The highest compliment we can receive from our guests is a five-star review. It’s wonderful to hear that you enjoyed the home and Shel’s service. We look forward to hosting you again in the future.
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Nearest Airport
2.6 Miles
Key West International Airport
Nearest Barpub
0.2 Miles
Krawl off Duval
Nearest Ferry
0.4 Miles
Key West Bight Ferry Terminal
Nearest Golf
3.8 Miles
Key West Golf Club
Nearest Motorway
0.5 Miles
US 1
Nearest Restaurant
0.1 Miles
Sarabeth's Kitchen
Nearest Beach
1 Miles
Fort Zachary Taylor State Park Beach
Car: not necessary


Rates & Availability

Taxes and fees are additional

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