A Pleasant Stay at The Truman Annex in Key West

Key West, Florida
$159 avg/night
Bed 1

Bed

Bath 1

Bath

Home Condo

Property Type

Sleep 2

Max Sleeps

Just inside the Truman Annex's main gate on Southard Street, this well-appointed, very popular one-bedroom, second floor gem features tropical views and breezes and yet it's only two blocks from the heart of Old Town Key West, with an easy walk to restaurants, shops and many other Key West attractions. A Pleasant Stay boasts a large rear deck with a 50% overhang to protect you from the elements while enjoying the shade of lush palm trees and other vegetation. You'll stroll through floral-lined lanes to Shipyard's around-the-corner private pool. Shipyard Condominiums are located in the prestigious gated community of Truman Annex in Key West’s old town area. The condos are located 2 blocks from Duval Street and all the Old Town Key West attractions. The properties are also ¼ mile from Fort Zachary Taylor State Park. The property is outfitted with washer/dryer, pots/pans, towels, linens, central air conditioning, off street parking, and pool access.
Please note: This property has a 28 night minimum stay

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  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    No Pets Allowed
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Not Reported (host Has Not Indicated Whether There Is A Carbon Monoxide Detector On The Property; Consider Bringing A Portable Detector) Fire Extinguisher Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    1 Bedroom Bed Sheets Provided
  • GENERAL

    Gated Community
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Microwave Oven Refrigerator Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Onsite Parking
  • INTERNET

    Free WiFi
  • OUTDOORS

    Balcony
  • POOL/SPA

    Heated Pool Private Pool Shared/communal Pool
  • BATHROOMS

    1 Bathroom Bathtub Or Shower Towels Provided
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Fishing Nearby Golf Nearby Jet Skiing Nearby Marina Nearby Sailing Nearby Scuba Diving Nearby Snorkeling Nearby Swimming Nearby
  • LIVING SPACES

    Living Room
  • CLIMATE CONTROL

    Air Conditioning
  • LOCATION HIGHLIGHTS

    In The City Center Near The Sea
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 2

Map Map

School District Rates & Availability

Review Review

  • Agnes B.

    Submitted Jan 26, 2026

    Stayed Dec 20, 2025

    It was very clean , quiet and close to everything.

  • Anthony R.

    Submitted Dec 11, 2025

    Stayed Dec 1, 2025

    Wonderful stay!

  • Keith M.

    Submitted Oct 12, 2025

    Stayed Oct 3, 2025

    Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: This is a wonderful rental to stay in. This is our second time there and my wife and I love it. So nice and convenient to everything that Key West has to offer !!!

  • Susan B.

    Submitted Apr 29, 2025

    Stayed Apr 11, 2025

    perfect size with a great porch.

  • Dorothy K.

    Submitted Mar 9, 2025

    Stayed Feb 1, 2025

    Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Great location in walking distance to everything. Compass Realty people are friendly, helpful and will fix any issue that may come up.

  • Dan C.

    Submitted Jan 22, 2025

    Stayed Jan 11, 2025

    We had a wonderful week staying in unit 102-11. Very clean, nice deck, comfortable bed and couch. Kitchen had everything we needed. Made good use of the washer and dryer. All needed supplies were in the unit. Excellent location. Close to everything….including the Green Parrot!

  • Clay W.

    Submitted Dec 23, 2024

    Stayed Dec 2, 2024

    The property is in an incredible location for visiting Key West. We would stay at the property again. The unit itself was dated and a bit tired. It is in need of updating and refreshing. I would not stay in the same unit again at the price. The unit also had bugs and spiders; it is south Florida so it did not freak us out but it would some people.

  • Carolyn W.

    Submitted Dec 11, 2024

    Stayed Nov 12, 2024

    Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Perfect location and great accommodation

  • Matt S.

    Submitted Nov 30, 2024

    Stayed Nov 21, 2024

    Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: First time staying at this location and in this rental. The proximity to everything was very ideal, nice walks to Southernmost and to the Harbor Walk. The Green Parrot is very close by, and became our nightcap for the evening. Rental was clean and was just enough for us. The neighborhood is quaint and quiet. The pool area was very nice as well. We will be looking at this rental on our future KW stays. Thank you!

  • Julie J.

    Submitted Nov 22, 2024

    Stayed Dec 31, 1969

    Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: This unit is clean, extremely well located and had the most comfortable bed. Great for relaxing after a day enjoying everything Key West has to offer. It has a private deck, which is a great place to read and watch the weather. They installed new windows over the last year and they are wonderful. It's also the only property in key west I've stayed that has a bathtub/shower, which makes me very happy.

  • Julie J.

    Submitted Nov 21, 2024

    Stayed Oct 31, 2024

    Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: This unit is clean, extremely well located and had the most comfortable bed. Great for relaxing after a day enjoying everything Key West has to offer. It has a private deck, which is a great place to read and watch the weather. They installed new windows over the last year and they are wonderful. It's also the only property in key west I've stayed that has a bathtub/shower, which makes me very happy.

  • Mathew G.

    Submitted Oct 7, 2024

    Stayed Dec 31, 1969

    Rating Details: The property manager was very helpful. The vacation rental was very clean. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: It was my wife and I first time together in Key West. We got married in key west and then honeymooned there as well. Location was perfect. Short walk to anywhere.

  • Elizabeth C.

    Submitted Jul 14, 2024

    Stayed Jul 4, 2024

    Everything was within walking distance, and being so near the Truman Water park for sunsets was fantastic! We enjoyed the small neighborhood feel of the Truman annex and are planning to return next year!

  • Tommy D.

    Submitted Jul 8, 2024

    Stayed Dec 31, 1969

    Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The swimming pool closed at 6 p.m.This may be a deal breaker as we enjoy taking a swim at the end of the day

  • tony p.

    Submitted Jun 12, 2024

    Stayed Jun 2, 2024

    Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Great location to DUVAL St and Taylor beach State Park!

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Total

Includes taxes and fees
$159+
View details