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

6 Reviews
Bedrooms 5
Property type house
Minimum Stay 6 nights

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Minimum Stay
6 nights


Truman Annex House Rental Photos and Description

Grand Truman Annex Mansion + Private Pool, 5 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 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 bedroom has 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 Heated Pool, 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
  • Minimum Age Limit for Renters
  • children welcome
  • non smoking only
  • pets considered

Property Manager
Alex O'Donnell
Speaks: english, spanish
Manager indicates their response time is:
Within a day
Calendar last updated:
October 25, 2016
Call Manager


based on 6 traveler reviews

:: SOUTHERNMOST COMFORT @ THE ANNEX :: Spacious Home + Pool / By Duval & Beach..
average rating of 5.0 based on 6 reviews

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.

  • Submitted: Jun 2, 2016
  • Stayed: May 2016
  • Source: HomeAway
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Great property and awesome staff.

  • 5 of 5

Great property and awesome staff!!

  • Submitted: Apr 14, 2016
  • Stayed: Mar 2016
  • Source: HomeAway
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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.

  • Submitted: Feb 1, 2016
  • Stayed: 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!
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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!

  • Submitted: Aug 13, 2015
  • Stayed: Aug 2015
  • Source: HomeAway
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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.

  • Submitted: Aug 4, 2015
  • Stayed: Jul 2015
  • Source: VRBO, from HomeAway
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Highly recommend

  • 5 of 5

This home is beautiful and I would highly recommend it. It is in an excellent location - gated community in a safe, and charming neighborhood. I would come back here in a second! Our house is very well-maintained, and beautifully appointed with very comfortable sofas, seats, and beds (awesomely soft sheets!!) Great spacious kitchen and lots of different sitting areas.

Bedrooms were fine size; good upstairs layout - one just needs to be prepared to share bathrooms (we came with 4 other couples) - but good storage in halls and bathrooms.

Linens, towels, laundry was all available and plenty (very impressive).

This house looks just like the pictures!

We spent much time by the pool (could use a few more chairs around the pool.) and touring the local town.

Great location to Mallory Square and Duvall and Whitehead Streets, and just a few steps away from the Truman House, and the Naval Station.

I only used a bike for getting around but we did have a rental car for getting to the grocery stores.

Extremely clean, great customer service; highly recommend this place.

  • Submitted: Jul 21, 2014
  • Stayed: Jul 2014
  • Source: HomeAway
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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


Rates & Availability

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Truman Annex House Accommodation and Amenities

Property Type:
  • house
  • Guests provide their own meals
Location Type:
  • Downtown
  • 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
  • Stove
  • Toaster
  • Dining
  • Dining Area
  • seating for 8 people
  • 4 Bathrooms
  • Master Bathroom - toilet , shower
    Second Floor Bathroom - toilet , combination tub/shower
    Third Floor Bathroom - toilet , shower
    First Floor Bathroom - toilet , shower
  • 5 Bedrooms, Sleeps 8
  • Master Bedroom - 1 king , En-Suite Bathroom, Flat Screen TV
    Second Bedroom - 1 queen , Flat Screen TV
    Third Bedroom - 1 queen , Flat Screen TV, Private Balcony
    Fourth Bedroom - 1 queen , Flat Screen TV
    Fifth Bedroom - 2 twin/ single , Twins convert to King upon request; Flat screen TV
  • DVD Player
  • Satellite / Cable
  • Stereo
  • Television
  • Balcony
  • Deck / Patio
  • Lanai / Gazebo
  • Lawn / Garden
  • Outdoor Grill
  • Minimum Age Limit for Renters
  • children welcome
  • non smoking only
  • pets considered
Pool / Spa:
  • Heated Pool
  • Private Pool
Onsite Services:
  • Concierge
  • botanical garden
  • churches
  • cinemas
  • festivals
  • library
  • live theater
  • marina
  • museums
  • playground
  • recreation center
  • reefs
  • restaurants
  • synagogues
Leisure Activities:
  • antiquing
  • beachcombing
  • bird watching
  • eco tourism
  • horseshoes
  • 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
  • surfing
  • swimming
  • tennis
  • water skiing
  • wind-surfing

Learn more about this vacation rental at the manager's website:

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