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

Ultimate Key West Location at Truman Annex. Penthouse Condo With Ocean View

Bedrooms 2
Space 1,500 sq ft
Property type condo
Minimum Stay 7 nights


About the property

2 Bedrooms 2 Baths With Views Of The Ocean And Close Shopping, Dining And Beach

This amazing penthouse condo has one of the best view in Key West. Located in historic Mills Place in the main part of Truman Annex, you have the views of the Gulf and ships that pass by the windows as they arrive and leave port. The apartment has four exposures and three of them with balconies. You can see the sunset over the ocean every evening as you drink your favorite beverages in the living room or have dinner with friends or loved ones on the main balcony.

The giant size living area features 18ft ceiling at the highest point and large windows on three sides on the room for breathtaking ocean view. There is a full kitchen, dining area and large living room.

You can see the fully equipped pool on the eastern facing windows and the area is easily accessed via walking downstairs. Fort Zachary Taylor State Park is less than half mile away, easy walking or biking distance and Duval St is only few blocks away.

The master bedroom has an in suite bathroom with windows facing the ocean, separate shower and Jacuzzi bath. It also has a private balcony and direct access to the main balcony. Second bedroom has a built in bed that can be folded into the wall if you need a separate office space.

Condo association does not allow less than six night stays or pets.

We do not offer discounts. Thank you.

Notes: First post on Sept 8, 2014

More Details

Elliot Che
Member since: 2014
Speaks: english
Response time:
Within 12 hours
Response rate:
Calendar last updated:
April 23, 2018

About Elliot Che

Managed by Elliot Che, licensed real estate agent in NY, NJ and FL.

Elliot Che purchased this condo in 2003

Why Elliot Che chose Old Town

One of the best view in Key West. Perhaps only better views are from the Southern Most House at 400 South St.

What makes this condo unique

Very central to all the hot spots in Key West.


Old Town Condo Accommodation and Amenities

Property Type:
  • condo
  • floor 3
Building Type:
  • building
  • Guests provide their own meals
Floor Area:
  • 1500 sq ft
House Rules:
  • Check-in: 4:00 PM / Check-out: 11:00 AM
  • Max. occupancy: 4
  • Minimum Age Limit for Renters ...
  • children welcome
  • pets not allowed
  • non smoking only
Location Type:
  • Near The Ocean
  • Ocean View ...
  • Adventure
  • Away From It All
  • Family
  • Historic
  • Romantic
  • Sports & Activities
  • Tourist Attractions
  • Air Conditioning
  • Clothes Dryer
  • Garage ...
  • Heating
  • Internet
  • Iron & Board
  • Linens Provided
  • Living Room
  • Parking
  • Towels Provided
  • Washing Machine
  • Coffee Maker
  • Dishes & Utensils
  • Dishwasher
  • Kitchen
  • Microwave
  • Oven
  • Refrigerator
  • Stove
  • Toaster
  • Dining
  • Dining Area
  • seating for 6 people
  • 2 Bathrooms
  • Bathroom 1 - toilet , tub , shower , jetted tub
    Bathroom 2 - toilet , shower
  • 2 Bedrooms, Sleeps 4
  • Bedroom 1 - 1 queen
    Bedroom 2 - 1 queen
  • Books
  • Satellite / Cable
  • Television
  • Balcony ...
  • Long-term Renters Welcome
  • wheelchair inaccessible
Pool / Spa:
  • Communal Pool
  • churches
  • cinemas
  • festivals
  • health/beauty spa
  • library
  • live theater
  • marina
  • museums
  • restaurants
Leisure Activities:
  • antiquing
  • beachcombing
  • boating
  • outlet shopping
  • paddle boating
  • photography
  • scenic drives
  • shopping
  • sight seeing
  • walking
  • wildlife viewing
Local Services & Businesses:
  • ATM/bank
  • groceries
  • hospital
  • laundromat
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • cycling
  • deepsea fishing
  • fishing
  • golf
  • jet skiing
  • kayaking
  • mountain biking
  • parasailing
  • pier fishing
  • scuba diving or snorkeling
  • snorkeling
  • swimming
  • tennis
  • water skiing
  • wind-surfing


Wonderful! 4.9/5 -
(21 traveler reviews)

85% Complete
14% Complete
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Ultimate Key West Location at Truman Annex. Penthouse Condo With Ocean View
average rating of 4.857143 based on 21 reviews

Beautiful unit. No beach, no walkway, limited view.

  • 4 of 5

Prettier than the pictures! Clean, comfortable, well equipped. Easy access from parking area. The manager was excellent! Prompt communication and complete instructions made for a relaxing arrival. NB: in front of the unit there is sand but no beach, a concrete walkway but no access. Further, the gorgeous view was obscured by a navy freighter docked directly in front of the unit. Sunsets were partially visible from the left side of the deck if we craned our necks. Nonetheless we enjoyed watching the delightful arrival and departure of cruise ships, sailboats and yachts. Overall we recommend this unit for couples who want a quiet getaway.

  • Submitted: Dec 30, 2017
  • Stayed: December 2017
  • Source: VRBO, from HomeAway
Owner's Response: Thank you for your review Susan. I am not sure why you did could not see the sunset from the main deck or from the bed in the bed room, bath room, kitchen, living room, dining room or the sitting room? This unit faces west and have direct view of the water facing WEST with no other structure in front. I have enjoyed sunset every day when I lived there, except in the second bedroom and the second bath which only has eastern exposure. The sand is actually part of the pier renovation that is happening on the entire water front area. Closest beach is Fort Zackery which is connected to Truman Annex. Sorry about the freighter, they sometime perform naval exercises in the Keys.
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Great location

  • 5 of 5

Well stocked kitchen and easy access to restaurants. Everything is walking distance. Beautiful view from the porch. Enjoyed our stay.

  • Submitted: Jul 29, 2017
  • Stayed: July 2017
  • Source: VRBO, from HomeAway
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0 0
Denver, NC

Emma Street Is Perfection

  • 5 of 5

This condo is situated on the most beautiful street in Key West. The tall palms make Emma Street look like a scene out of Beverly Hills. The unit is ultra private (with only two condos total sharing the stairs). The deck overlooking Sunset Key offers the best view on the island for the sunsets. The pool is beautiful, and there are rarely any people there, so it is almost like a private pool. (There is no swimming after sunset, though.) The condo is well-appointed, and it had everything we needed for a week-long stay (including cooking meals). The proximity of the condo in walking distance to everything (including Ft. Zach Beach, Mallory Square, Hemingway's House and all the downtown bars) is perfect. Yet somehow the privacy of Truman Annex keeps all of the noise of downtown at bay. We didn't hear a peep from anyone or anything while we were there. One minor drawback is there is only parking for one vehicle per unit, and there are no other options around. Overall, though, I am convinced that you won't find a prettier more relaxing place to stay on the island.

  • Submitted: May 17, 2017
  • Stayed: April 2017
  • Source: VRBO, from HomeAway
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2 0

Better sunset then Mallory Square without the crowds

  • 5 of 5

We visited with another couple and found the unit to be perfect for two couples. Plenty of room well maintained and clean. Plenty of sitting areas both inside and out. Great access to the Fort Zachary Beach as well as Duval street area if that's your thing. One of the better pool areas in a private setting we have visited. And certain you will not find a better private view to view the sunset each evening. Highly recommend a visit.

  • Submitted: Mar 18, 2017
  • Stayed: March 2017
  • Source: VRBO, from HomeAway
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1 0

Great view

  • 4 of 5

The unit and sunset view is the best. The only draw back for us was, staying a month we had lots of stuff and we are 70 years old. carrying everything up two flights of stairs was tuff.

Other than that the property was great and if there was a problem the property manager was very responsive.

  • Submitted: Feb 22, 2017
  • Stayed: January 2017
  • Source: VRBO, from HomeAway
Owner's Response: Thank you for the review, unfortunately most of Key West do not have elevators since they are limited to about 3 floors.
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2 0

Excellent property

  • 5 of 5

We had a great visit and we highly recommend this property for a very special Key West vacation! The location is great and an easy walk to virtually all points of interest, a nice place with plenty of room for 4 to spread out, and a great view of the water also makes it special. The area was very nice, safe, and secluded. The owner was especially responsive and flexible - the Friday before our planned visit he was surprised to learn some roof work needed to occur while we were going to be there. Net effect is instead of cancelling at the last minute we were able to work out a plan where we could stay at a reduced rate as a compromise for the relatively minor inconvenience of workers equipment outside and some work being done on the roof. A great win-win situation!


  • Submitted: Aug 15, 2016
  • Stayed: July 2016
  • Source: VRBO, from HomeAway
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Car: not necessary


Rates & Availability

Taxes and fees are additional

Additional information about rental rates

Refundable damage deposit $3,000
Cleaning $250 + Tax
Tax Rate 12.5%

Please consider getting vacation insurance and damage protection to protect your trip.

If your expected stay is less than a week please contact me for arrangements.

Owner's Cancellation Policy

  • 100% refund if canceled at least 60 days before arrival date.
  • Service Fee fully refunded on cancellations that qualify for 100% refund.