~ SEAS THE DAY ~ Nestled in a gated community by Fort Zachary Taylor beach!

Key West, Florida
$261 avg/night
Bed 2

Bed

Bath 1

Bath

Home Condo

Property Type

Sleep 4

Max Sleeps

**Beginning 12/22/25, Seas the Day! will be a MONTHLY RENTAL (28 nights within the same month). Stay a month and live like a local!

THE PROPERTY: This 2-bedroom 1 bathroom condo with an oversized shared pool is a wonderful place to kick back and relax after exploring the island. Located near the excitement of Duval Street yet tucked back near the water, this tree-lined community is in a perfect location. For history buffs, the Truman Annex is where the winter White House of PresidentHarry Truman is located.

Enjoy morning coffee on your covered front porch with seating for two. Inside, the cozy kitchen with pass-through to the dining area has everything you need to prepare meals or midnight snacks. Stainless steel appliances and solid-surface countertops complete the space. The living room has plenty of seating and a large screen TV. Each queen bedroom is decorated in shades of navy blue and white and adorned with nightstands, bedside lighting, and closet storage. The bathroom has a white vanity and walk in, travertine tiled shower. This condo includes your own washer and dryer. French doors lead out to the private patio area with a dining table and chairs, gas grill and loungers.

Your island options are endless. Sit back and enjoy the sunshine and a dip in the shared pool. Revel in a stroll through the lushly landscaped community. The Annex also leads to a waterfront park, playground, and amphitheater. Walk to Fort Zachary State Park’s sandy beaches and turquoise waters. Or enjoy a short walk to shops, restaurants, and bars. Either way, Seas the Day!

BED CONFIGURATION: Each bedroom has a queen size bed and shares the full bath.

OUTDOOR AMENITIES: The Shipyard has an oversized shared pool for its guests with plenty of lounge chairs for sunbathing. Your condo has a private patio with dining table and chairs, loungers, and a gas grill.

PARKING: A designated parking spot comes with this condo. Please note that the vehicle’s size may not exceed 18’long by 80” wide and that this is strictly enforced.

LOCATION: The Truman Annex is in Old Town and faces Southard Street, in Key West’s premiere gated waterfront community.

PETS: This home is NOT pet friendly. (If you have pets, please browse through our many homes that are pet-friendly).

SMOKING: This is a non-smoking home and property.

***Guests must be 25 years of age or older unless accompanied by an adult.

***Please note that the cleaning fee includes a full mid-stay clean***

***Managed by Historic Key West Vacation Rentals.***

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

Feature Features

  • PETS

    No Pets Allowed
  • 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

    2 Bedrooms Bed Sheets Provided
  • GENERAL

    Unit Size: 605 Sq Ft (56 Sq M)
  • KITCHEN

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

    Laundry Facilities Near Laundromat Washing Machine And Dryer
  • PARKING

    Onsite Parking
  • INTERNET

    Free WiFi
  • OUTDOORS

    Gas Grill Patio
  • POOL/SPA

    Shared/communal Pool
  • BATHROOMS

    1 Bathroom Hair Dryer Shower Towels Provided
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Birdwatching Nearby Ecotours Nearby Fitness Facilities Nearby Marina Nearby
  • ENTERTAINMENT

    TV With Cable/satellite Service
  • LIVING SPACES

    Living Room
  • CLIMATE CONTROL

    Air Conditioning
  • LOCATION HIGHLIGHTS

    In The City Center Near A Hospital
  • 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 : 4

Map Map

School District Rates & Availability

Review Review

  • Shelby L.

    Submitted Jan 4, 2026

    Stayed Dec 13, 2025

    Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: This place was beautiful and right by Duval street. We walked everywhere and it was in a great location. The only downside was the furniture wasn’t very comfortable. The beds were very squeaky and uncomfortable. Otherwise we loved it here.

  • Kelsey C.

    Submitted Jul 10, 2025

    Stayed Jun 20, 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: Our rental was perfectly located and supplied with all we needed to get started for the week! The pool was a wonderful amenity as we didn't realize how the beaches were in Key West. We did a LOT of walking and took advantage of bikes that HKWVR helped us reserve. It was a very easy process! Being so close to Duval Street with shopping and a huge variety of places to eat was perfect for our family!The place itself kept cool in the heat of the summer and we had no problems with anything in the condo. Be aware that the kitchen packs all your needs in pretty tight! The back porch was an added bonus. Everyone from Historic Key West Vacation Rentals who texted/messaged/called us were very helpful and kind for us first-timers!We would definitely come back to this area and condo!

  • Submitted May 11, 2025

    Stayed May 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: We had a great visit to our favorite place. The condo in the Truman Annex had everything we needed and was in a perfect location. We walked to everything and came back to a quiet, peaceful and safe location in the evenings.

  • Fredrick K.

    Submitted Mar 19, 2025

    Stayed Feb 27, 2025

    The property appeared as advertised. It was clean and well stocked with paper supplies and linens. It is centrally located. Easy walking to most places. Communication with property manager was excellent pre, post and during our stay. It was quiet and safe. Good value. I would definitely stay here again.

  • Judith M.

    Submitted Feb 4, 2025

    Stayed Jan 1, 2025

    Rating Details: The property manager was somewhat unhelpful. The vacation rental was very clean. I was more than happy with the location. I was somewhat dissatisfied with the condition of the vacation rental. Overall, I do not recommend this vacation rental. Reviewer Comments: not good. no real privacy and too much noise from the upstairs condo

  • LARISSA H.

    Submitted Dec 28, 2024

    Stayed Dec 10, 2024

    Great location

  • Aaron d.

    Submitted Jun 3, 2024

    Stayed May 22, 2024

    very clean and a great location.

  • Doreen M.

    Submitted Mar 3, 2024

    Stayed Feb 23, 2024

    Beautiful property and timely communications!

  • Jennifer M.

    Submitted Jan 31, 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 is such a cute and cozy condo. Patio is fantastic for relaxing. Great location. Walkable to most everything. Quiet escape at the end of the night.

  • Ronald G.

    Submitted Jan 23, 2024

    Stayed Jan 13, 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: Awesome!Condo is small but as nice as can be. Everything you need is there and no more. No dressers in either bedroom so you basically live out of the suitcase but I think this is typical of Key West. Outside deck is big and gorgeous with plenty of vegetation and lots of privacy. Only 1/10th of a mile from Truman Annex park to walk in and just a few blocks from Duval. Close to everything but quiet at night. HKWVR was great. They let us drop our bags off when we got there until we could check in. Check in was available an hour early. Had and issue with water backing up in the dishwasher. Called and they had if fixed in no time while we were out and about.

Your dates are Available!

Total

Includes taxes and fees
$261+
View details