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Bedrooms 4
Property type house
Minimum Stay 6 nights


About the property

Grand Truman Annex Mansion + Private Pool, 4 Bedrooms, 4 Bathrooms.

“Southernmost Comfort” is a spacious home with a main living level ideal for entertaining and enjoying time together, including a backyard retreat complete with private swimming pool. This fabulous home, combined with Last Key Realty’s Five-Star Guest Services, will make your group’s stay in Key West a memorable one.


Truman Annex is the most exclusive private residence community in Old Town Key West. Located just off the main drag of Duval Street, Truman Annex is an oasis of calm, quiet streets lined with palm trees and beautiful Floridian homes. Within Truman Annex, Admiral’s Lane is even further tucked away down a small cul-de-sac with ultimate privacy.


This grand home offers several living and entertaining areas on the main floor. The main open living area has a beautiful sectional sofa in front of a very large flat screen HD TV. The sectional sofa pulls out to a Queen sized sleeper for extra guests in a pinch. The back wall of the main living area is lined with French doors that can be left open to create an indoor-outdoor living space. Off the main living area is a unique sun room with additional seating surrounded by sliding glass doors that can all be left open to create a covered lanai or can be closed off for another interior living space. Even more seating can be found in the separate sitting room, a bright and airy space surrounded by windows with two sofas, one of which pulls out to a sleeper sofa. The main floor also has a full bathroom for convenience.

Beside the main living area is a the recently renovated gourmet kitchen, complete with plenty of counter and cabinet space and all of the tools & utensils you will need for a meal at home. The kitchen has bar seating for a quick bite, as well as a dinette built in a nook beside the kitchen. There is also a full formal dining room off the kitchen, with seating for 8. The combination of indoor and outdoor dining space makes this home ideal for entertaining a large group.


Through the French doors of the living area out to the back yard you’ll find a beautifully landscaped retreat with a private swimming pool. There are various seating options around the pool including comfortable chaise lounges and an outdoor dining set. A large BBQ grill tops off the preparation of a poolside meal. The outdoor shower is the perfect place to rinse off after a day at Ft. Zachary Taylor Beach just up the road.


The Master Suite is located on the second floor, with a King sized bed and upscale en-suite bathroom. Also on the second floor are the three other bedrooms, all with flat screen TVs. The first guest room has a Queen sized bed and a second entrance directly into the Master. The second guest room also has a Queen sized bed and a private balcony. The third guest room at the end of the hall has a Queen sized bed. These three guest rooms share a full bathroom in the hallway. The third floor has an additional bedroom with two twin beds that convert to a King bed upon request, and its own en-suite bathroom. There are also two Queen sized sleeper sofas for additional guests on the first floor, one in the living room and one in the sitting room.


Private Pool with available Pool Heat, Outdoor Shower, Washer & Dryer, Central Heat and A/C, Ceiling Fans, Off-Street Parking in Private Garage, Flat Screen State-of-the Art HD TVs in all bedrooms and main living area, DVD & BluRay Player, iPod/iPhone Docking Station, Fully Equipped Chef’s Kitchen with Gourmet Appliances, Linens and Towels provided. Interim housekeeping provided upon request. Wireless high-speed Internet access and full cable is included.


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
Premier Partner

This partner has demonstrated and is committed to fast response times, the best rates, and a great guest experience.

Speaks English, Spanish
Manager indicates their response time is:
Within a few hours
Calendar last updated:
21 April, 2018


Accommodation and facilities for this holiday house in Old Town in Key West

Property Type:
  • house
  • Self-catering
House Rules:
  • Check-in: 15:00
  • /
  • Check-out: 11:00
  • Max. occupancy: 8
  • Min. age of primary renter: 25
  • Children welcome
  • Pets considered
  • Non smoking only
Location Type:
  • city centre
  • resort
  • village
  • Adventure
  • Family
  • Historic
  • Romantic
  • Spa
  • Sports & Activities
  • Air Conditioning
  • Clothes Dryer
  • Garage
  • Hair Dryer
  • Heating
  • Internet
  • Iron & Board
  • Linens Provided
  • Living Room
  • Parking
  • Towels Provided
  • Washing Machine
  • Coffee Maker
  • Dishes & Utensils
  • Dishwasher
  • Kitchen
  • Microwave
  • Oven
  • Pantry Items
  • Refrigerator
  • Hob
  • Toaster
  • Dining
  • Dining Area
  • seating for 8 people
  • 4 Bathrooms
  • Master Bathroom - Toilet , Shower Enclosure
    Second Floor Bathroom - Toilet , Bath with Shower
    Third Floor Bathroom - Toilet , Shower Enclosure
    First Floor Bathroom - Toilet , Shower Enclosure
  • 4 Bedrooms, Sleeps 8
  • Master Bedroom - 1 Extra Lg. Double Bed , En-Suite Bathroom, Flat Screen TV
    Second Bedroom - 1 Large Double Bed , Flat Screen TV
    Third Bedroom - 1 Large Double Bed , Flat Screen TV, Private Balcony
    Fourth Bedroom - 1 Large Double Bed , Flat Screen TV
  • DVD Player
  • Satellite / Cable
  • Stereo
  • Television
  • Balcony
  • Terrace
  • Lanai / Gazebo
  • Garden
  • Barbecue
Pool / Spa:
  • Heated Pool
  • Private Pool
Onsite Services:
  • Concierge
  • botanical garden
  • churches
  • cinemas
  • festivals
  • library
  • live theatre
  • marina
  • museums
  • playground
  • recreation centre
  • reefs
  • restaurants
  • synagogues
Leisure Activities:
  • antique hunting
  • beachcombing
  • bird watching
  • eco tourism
  • Horseshoes
  • photography
  • scenic drives
  • sight seeing
  • walking
Local Services & Businesses:
  • ATM/bank
  • Babysitter
  • fitness centre
  • groceries
  • hospital
  • laundrette - serviced
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • Basketball Court
  • cycling
  • deepsea fishing
  • fishing
  • freshwater fishing
  • golf
  • golf pass optional
  • jet skiing
  • pier fishing
  • roller blading
  • sailing
  • diving
  • snorkelling
  • surf fishing
  • surfing
  • swimming
  • tennis
  • water skiing
  • wind-surfing


Wonderful! 4.9/5 -
(12 traveller reviews)

91% Complete
8% Complete
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average rating of 4.9166665 based on 12 reviews

Great Location, Spacious, Relaxing

  • 4 of 5

The location of this property in Truman Annex is perfect for exploring Key West, for convenient dining options, and for peace and quiet. The house is spacious and clean, offering extra rooms on the main floor for activities away from the group (conference calls, online classes, etc) and extra sleeping space (2 extra pull-out couches). The kitchen is amazing, well-stocked with plenty of room to store your own food (bring your own Keurig cups). The pool is a real luxury (be sure to call ahead to have the heater turned on), as long as the temperature is 90 or above on colder days (we were there in January) this is the perfect place for everyone to relax. There is not much privacy outside (the houses are so close together, the neighbors could hear you whisper) but the landscaping helps give a feeling of seclusion. The attic loft has twin beds and a bath, the perfect get-away for the teens in your group. The laundry in the hallway works perfectly, and there are extra sheets and towels. Rent some bikes and store them in the garage for the week, it’s easy and safe to take a quick spin to the State Park nearby. Renting and parking a golf cart (on the sidewalk just outside the house) is perfect for that quick trip across the island. The entire area is behind locked (walking) gates after 6pm, which helps with safety and is a minor inconvenience when you return each night.

Briefly on the negative side, the furniture badly needs updating. Rental wear and tear is everywhere. The master bedroom is dark and awkward, as other reviewers noted, and although we spent little time there, it downgraded our experience. The dated furniture is just uncomfortable, its not up to modern standards, even for Key West. When the weather is bad and we had to stay inside, and when one member of our group needed to lag behind, that’s when we really noticed. I hope the owners take this to heart, it’s such an easy fix. The garage is narrow (!?) so do not bring anything larger than a small SUV (no street parking). Finally, the neighbors here are, to say the least, rude. If they don’t come out and say something (they did to us) there are plenty of rude looks and behaviors, even for our quiet family group. Maybe it’s just Truman Annex, which seems a bit stuffy and “elite,” or maybe certain individuals, but this was a problem we had to just shrug off.

Overall, I highly recommend this property, it has its problems, but we had an amazing stay and would stay here again.

  • Review Submitted: 29-Jan-2018
  • Date of Stay: January 2018
  • Source: VRBO, from HomeAway
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This is a great house in a great location and we loved it

  • 5 of 5

Our family of 7 all absolutely loved this house. The bottom line reasons are: 1) it’s a well designed house with lots of room to spread out; 2) it’s an ideal location- close to all the attractions of Duval St. and Mallory Square while still in a quiet secluded area; 3) the Last Key property management team (especially Keith) was exceptionally responsive and helpful.

For those who like details (like me), here’s more info:

FIRST, IT’S A GREAT HOUSE- It has tons of room with a second living room that we used for a kids play room. It also has a great sun room that can open up to the outside or close up for another place for lounging (a great place for morning coffee). The kitchen is very large and well equipped. And it has a 3rd floor bedroom with twin beds and its own bathroom – our two youngest grandchildren were thrilled about staying there as they saw it as their own apartment. And the pool is not large, but it is heated and worked great for our 3 youngsters. The houses are close to each other (like most of Key West), but the heavy tropical vegetation provided good privacy (as well as great scenery).

SECOND, THE LOCATION IS IDEAL- It is only 2 blocks from Duval and 2 blocks from Mallory Square with all their attractions. It’s a bit further to the other end of Duval by the Southernmost Point. We rented a Golf Cart for 24 hours for that, but if you are not interested in that and you’re not up for a little longer walk, you can catch the free hop on hop off bus (Google “Duval Loop bus” for details). This house is located in the Truman Annex which is a gated community with beautiful tropical vegetation, impressive buildings, and a quiet, secluded feel. This was our 4th trip to Key West, but the first time we stayed in the Annex - It is now our favorite spot to stay.

THIRD, THE LAST KEY REALTY PROPERTY MANAGEMENT TEAM WAS OUTSTANDING- I arranged our stay with the managing partner, Chris Santry, who was very responsive and great to work with. And we can’t say enough about the property manager for this house, Keith Steinbach. He contacted us in advance to find out our requirements and then made sure everything was set up exactly right for us when we arrived. He met us at the house to show us the details and then when anything about the house needed attention during our stay, he responded immediately with a solution. We couldn’t ask for better support.

We would definitely recommend this house for a great rental experience in Key West.

  • Review Submitted: 12-Jan-2018
  • Date of Stay: December 2017
  • Source: HomeAway
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Beautiful house, excellent location!

  • 5 of 5

This was the perfect house for our group of 8! It's very roomy, beautifully furnished, and in the perfect location to get to Duval Street and Mallory Square. Our concierge, Keith, was also awesome! He made sure everything was good with our stay even with Irma on the way. Would definitely recommend this property!

  • Review Submitted: 18-Sep-2017
  • Date of Stay: August 2017
  • Source: VRBO, from HomeAway
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great house! great location

  • 5 of 5

just 2 blocks from everything but very secluded location. A++ house. Keith was the best!!!

  • Review Submitted: 27-Aug-2017
  • Date of Stay: August 2017
  • Source: VRBO, from HomeAway
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Alpharetta, GA

Beautiful home

  • 5 of 5

Great location with beautiful home. Concierge service was great.

  • Review Submitted: 29-Jul-2017
  • Date of Stay: July 2017
  • Source: VRBO, from HomeAway
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Beautiful home, AMAZING location to all you want to do in Key West!

  • 5 of 5

We just wrapped up a week long stay at the Southernmost Comfort house. We had a wonderful time! Keith was great to work with and even came through with some of our last minute requests! We highly recommend this house as your next vacation spot! We walked everywhere (Duval St, Ft. Zachary Taylor State Park for the beach, etc). The location could not have been better! The house exceeded our expectations, and the pool was great as well! It came fully equipped with everything we needed for our stay, including bikes!

  • Review Submitted: 08-Nov-2016
  • Date of Stay: October 2016
  • Source: VRBO, from HomeAway
Owner's Response: It is the highest compliment we can receive from a guest wrapping up a great vacation to leave a 5-star glowing review for both their vacation home and the service provided by their Guest Services Coordinator (in this case, Keith.) Thank you for choosing to spend your week in Key West in a Last Key vacation home and we are so happy to hear it exceeded your expectations! To avoid any confusion, we want to clarify that bicycles are not included in the rental of this home. Our full time concierge is available to coordinate bike rentals for your group and we will have those rentals delivered right to your doorstep, so they will certainly FEEL like they are part of the whole package. If you have any questions about bike rentals or any other parts of our rental program, please do not hesitate to contact us directly.
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Nearest Airport
3.1 Miles
Key West International Airport
Nearest Barpub
0.1 Miles
Kelly's Caribbean Bar
Nearest Ferry
0.5 Miles
Key West Bight Ferry Terminal
Nearest Golf
4.2 Miles
Key West Golf Club
Nearest Motorway
0.3 Miles
US 1
Nearest Restaurant
0.1 Miles
Braza Lena
Nearest Beach
0.5 Miles
Fort Zachary Taylor State Park
Car: not necessary


Prices & Availability

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