A Pleasant Stay at The Truman Annex in Key West | Condo in Key West

9.2 (69 Reviews) |   1 Bedroom  1 Bathroom  2 Guests
Truman Annex Condo | A Pleasant Stay at The Truman Annex in Key West

1 Bedroom Condo in Truman Annex, Key West

Just inside the Truman Annex's main gate on Southard Street, this well-appointed, very popular one-bedroom, second floor features tropical views and breezes. 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

A Pleasant Stay at The Truman Annex in Key West is located in Truman Annex. A Pleasant Stay at The Truman Annex in Key West provides accommodation, featuring View, Ocean View, Pool, among other amenities. This Condo features View, Ocean View, Pool, to make your stay a comfortable one.

A Pleasant Stay at The Truman Annex in Key West has 1 Bedroom , 1 Bathroom, and max occupancy of 2 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated Condo because of the excellent services rendered by the owner or manager of this Condo, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. Condo has a friendly neighborhood, and the Truman Annex has interesting places to visit. If you want to learn more about the Condo in Truman Annex, such as places to visit and things to do nearby, you can check below to learn more.

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Amenities

Air Conditioner
Parking
Pool
View
Private Pool
Ocean View
Balcony/Terrace
Oceanfront
Security/Safety
Bedding/Linens
Child Friendly
Internet
Kitchen
Laundry

Facility Overview

Air Conditioner
  • Air conditioning
Bathrooms
  • Bathtub or shower
  • Towels provided
  • 1 bathroom
Bedroom
  • 1 bedroom
  • Bed sheets provided
  • Dining table
  • Living room
Kitchen
  • Refrigerator
  • Microwave
  • Cookware/dishes/utensils
  • Coffee/tea maker
  • Toaster
  • Oven
  • Stovetop
Laundry
  • Laundry facilities
  • Washing machine and dryer
Parking
  • Onsite parking
Pet Friendly
  • No pets allowed
Accessibility
  • Smoke-free property
Activities
  • Jet skiing nearby
  • Marina nearby
  • Swimming nearby
  • Scuba diving nearby
  • Sailing nearby
  • Snorkeling nearby
  • Fishing nearby
  • Golfing on site
  • Golf nearby
General
  • Gated community
  • English
  • Near the sea
  • In the city center
Guest Services
  • Iron/ironing board
Internet
  • Free WiFi
Outdoors
  • Balcony
Security/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)
  • Smoke detector installed (host has indicated there is a smoke detector on the property)
  • Fire extinguisher
Spa
  • Heated pool
  • Private pool
  • Shared/communal pool

Policies

Check-in
Check-in time starts at 4:00 pm minimum check-in age: 25
Check-out
Check-out before 10:00 am
Child Policy
Children are welcome.
Event Policy
No events allowed
Pet Policy
Pets not allowed
Smoking Policy
Smoking is not permitted

Extra-person charges may apply and vary depending on property policy government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges host has indicated there is a smoke detector on the property host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip onsite parties or group events are strictly prohibited safety features at this property include a fire extinguisher special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed this property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room this property is managed through our partner, vrbo. you will receive an email from vrbo with a link to a vrbo account, where you can change or cancel your reservation

Reviews

Keith M.
Oct 12, 2025 05:50:00 PM
Review Score:   10
Summary: 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 !!!
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FAQ's

Is this Truman Annex condo pet-friendly for guests?

No, pets are not allowed at this property. Check the guest reviews to learn what guests had to share.

Does the Truman Annex condo have a swimming pool?

Yes, this Truman Annex condo has a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.

How much does it cost per night to stay in Truman Annex condo?

Best-rates for the Truman Annex condo starts from $313 per night with includes Air Conditioner, Parking, Security/Safety, Laundry, Child Friendly, Internet, Kitchen, Private Pool, Balcony/Terrace, Oceanfront, Bedding/Linens, Pool, View, Ocean View with all other facilities. matches every traveler with their perfect accommodation, whether you are traveling with a group, friends, family, or pets.

Is Truman Annex condo a family-friendly place to stay?

Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this condo Good or guests have recommended them suitable for families. As reported by the owner or manager, the condo has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.

Is the Truman Annex condo wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the Truman Annex condo has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.

What is the minimum night stay policy for the Truman Annex condo?

Based on the information reported by the owner or manager, the Truman Annex condo indicates 1 day stay policy at this condo. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.

What cancellation policy is in place for Truman Annex condo?

Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

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