HomeAway uses cookies to improve your site experience. Learn more. By continuing, you consent to our use of cookies.
HomeAway uses cookies to improve your site experience. Learn more. By continuing, you consent to our use of cookies.
Verified Review icon check navigate-up navigate-left navigate-right expand mail svg-lightning svg-24hr svg-house svg-sleeps svg-bedrooms svg-bathrooms svg-stay svg-toilet calendar svg-report-flag pet-dog svg-multiunit Default Owner Icon heart-filled
Book Online or call HomeAway Booking Assistance +44 (0) 800 917 5992
Book Online or call HomeAway Booking Assistance +44 (0) 800 917 5992

:: SOUTHERNMOST COMFORT @ THE ANNEX :: Spacious Home + Pool / By Duval & Beach..

Bedrooms 5
Property type house
Minimum Stay 7 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
Speaks English, Spanish
Manager indicates their response time is:
Within 12 hours
Calendar last updated:
24 April, 2017


Accommodation and facilities for this holiday house in Truman Annex in Key West

Property Type:
  • house
  • Self-catering
House Rules:
  • Max. occupancy: 8
  • non smoking only
  • pets considered
  • Minimum Age Limit for Renters
  • children welcome
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
  • 5 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
    Third Floor Bedroom - 2 Single Bed , Twins convert to King upon request; 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


Exceptional! 5/5 -
(7 traveller reviews)

:: SOUTHERNMOST COMFORT @ THE ANNEX :: Spacious Home + Pool / By Duval & Beach..
average rating of 5.0 based on 7 reviews

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: Nov 8, 2016
  • Date of Stay: Oct 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.
Did you find this review helpful?
1 0

Wonderful family vacation home

  • 5 of 5

This home was beautiful and exactly what we were looking for. The location was perfect. We were within walking distance of just about everything. The only time we used the rental cars were to go to the grocery store. We biked and walked everywhere. The neighborhood was great. Very quiet and beautiful.

The house was very spacious and comfortable. We had anywhere from 8 to 20 people there at any given time and there was plenty of room. The master bedroom was the only disappointment. Because the owners had the closet locked, which is where most of the natural light would have come in, it was very dark and uninviting. It was comfortable but not very cozy like the rest of the house.

The staff was wonderful. Anything that we needed was just a phone call away. Everyone I dealt with was very accommodating.

I would definitely recommend this property to anyone who is going to Key West. I don't think I will ever stay in a hotel again if I can avoid it.

  • Review Submitted: Jun 2, 2016
  • Date of Stay: May 2016
  • Source: HomeAway
Did you find this review helpful?
0 1

Great property and awesome staff.

  • 5 of 5

Great property and awesome staff!!

  • Review Submitted: Apr 14, 2016
  • Date of Stay: Mar 2016
  • Source: HomeAway
Did you find this review helpful?
0 1

Outstanding family vacation

  • 5 of 5

The property exceeded expectations. Clean, comfortable, plenty of room. Excellent amenities. Dennis Bentley met us at the curb and was an excellent host.

Great location! Short comfortable walk to all the site, attractions, restaurants, etc. We never used the car once. I would go again.

  • Review Submitted: Feb 1, 2016
  • Date of Stay: Dec 2015
  • Source: HomeAway
Owner's Response: We are so glad to hear that you enjoyed your stay at "Southernmost Comfort". We take pride in delivering a memorable Key West experience to our guests. Thank you for taking the time to submit this review!
Did you find this review helpful?
1 0

Beautiful getaway home

  • 5 of 5

This property was absolutely beautiful. It was clean, comfortable, and close to everything. The house manager was very accommodating and made sure our stay was perfect. I will be renting this property again soon!

  • Review Submitted: Aug 13, 2015
  • Date of Stay: Aug 2015
  • Source: HomeAway
Did you find this review helpful?
0 0

Sothernmost comfort

  • 5 of 5

A great home, roomier than we expected. Truman Annex adds the extra comfort of security. Close to everythng but dont forgt the key to the gates if you are out in the evening, otherwise your walks may be longer than you anticipated. Dennis was a terrific host.

  • Review Submitted: Aug 4, 2015
  • Date of Stay: Jul 2015
  • Source: VRBO, from HomeAway
Did you find this review helpful?
0 0


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

Enter dates for accurate pricing

Enquire Now Enquire Now