Oyster's Pearl at The Truman Annex in Key West

Key West, Florida
$159 avg/night Minimum Stay 28 Nights
Bed 1

Bed

Bath 1

Bath

Home Condo

Property Type

Sleep 2

Max Sleeps

Night 28 nights

Min Stay

Live steps from everything that makes Key West unforgettable. This first‑floor Shipyard condo blends comfort with island charm, offering a bright interior, tile floors, and seamless indoor‑outdoor living through double doors that open to a lush private patio. The gated Truman Annex community provides resort‑style amenities, including a sparkling pool and dedicated parking. From morning walks to the beach to evenings on Duval Street, this location puts the best of Old Town right outside your door.
Please note: This property requires 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
  • 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

    Unit Size: 680 Sq Ft (63 Sq M)
  • KITCHEN

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

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Onsite Parking
  • INTERNET

    Free WiFi
  • OUTDOORS

    Fenced Yard Patio
  • POOL/SPA

    Shared/communal Pool
  • BATHROOMS

    1 Bathroom Shower Towels Provided
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Water Park
  • ENTERTAINMENT

    Stereo TV
  • LIVING SPACES

    Living Room
  • CLIMATE CONTROL

    Air Conditioning
  • LOCATION HIGHLIGHTS

    In The City Center
  • 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

  • Mitch B.

    Submitted Dec 10, 2025

    Stayed Nov 22, 2025

    Great location and property

  • Randy L.

    Submitted Nov 24, 2025

    Stayed Nov 12, 2025

    It was very clean. Location was awesome by the pool and short walk to Duval St. Kitchen was well stocked. Nice Tv's.Back patio was nice. I would have liked a table and chairs on the patio though. Would definitely stay here again Great property.

  • Debi A.

    Submitted Nov 9, 2025

    Stayed Oct 18, 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 do not recommend this vacation rental. Reviewer Comments: We love Key West and aim to attend Fantasy Fest each year. This was our first time renting this condo. Overall the location is great, easy walking distance to Duval, however we found it sparsely equipped in the kitchen, the only bed filled the room, and there is no patio cover , or heavy drape so the sun heats up the living space. The shower head is fabulous!

  • Sharon G.

    Submitted Oct 28, 2025

    Stayed Oct 3, 2025

    Compass changed our unit which was disappointing, but the stay was good, unit well equipped & loved the front door opening onto Southard

  • Anthony D.

    Submitted Sep 15, 2025

    Stayed Sep 7, 2025

    My wife and i stayed here for a week and it was great. The check-in process was seamless. The location was perfect. Newer appliances and bathroom was everything we could ask for. We will definitely stay here again.

  • Andrea S.

    Submitted Jul 22, 2025

    Stayed Jul 15, 2025

    It was pretty good. Could have been little cleaner with updates.

  • Christi R.

    Submitted Jun 27, 2025

    Stayed Jun 19, 2025

    My husband and I spent a little over a week here exploring Key West. We loved the pool and the closeness to everything. The grounds were beautiful and we made friends with the lizards.

  • Mark B.

    Submitted Jun 5, 2025

    Stayed May 28, 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: great location, safe, clean, nice pool, everything you want.

  • Bradley K.

    Submitted May 16, 2025

    Stayed May 6, 2025

    The owner was great to work with from reservation to checkout. The location of the unit is perfect for a stay in Key West, easy walk or Duval Loop bus to all locations. The complex is tropical and well maintained, we loved sitting on the porch watching the activities below us. Pool less than a minute walk. Short 1/2 mile walk to the state park beach with new sand. Hopefully after Jan 1st they can still rent weekly. Thanks Pam for a great stay!

  • Barry G.

    Submitted May 6, 2025

    Stayed Apr 28, 2025

    Great place

  • Kevin C.

    Submitted Apr 29, 2025

    Stayed Apr 19, 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: Had no real problems. Communicated with rental company via email. Good instructions on how to check in & check out. Very nice place. Small but that’s all we needed. Only minor issue was the amount of construction going on. Sidewalks closed. Looking forward to returning next year

  • Renay G.

    Submitted Apr 28, 2025

    Stayed Apr 5, 2025

    Lovely community. Very clean, close to everything. Highly recommend!! Thank you for everything. :)

  • Larry R.

    Submitted Apr 5, 2025

    Stayed Mar 29, 2025

    Although the location was good and the kitchen and the bathroom were new, the living room furniture is worn and should be on the curb. The bed mattress should also be tossed! did not get a good nights sleep in the whole week we there.

  • Stef L.

    Submitted Mar 24, 2025

    Stayed Mar 15, 2025

    The apartment is very well appointed and spacious. The bed is comfy, the kitchen well stocked for cooking, and everything is really close.Lovely to be able to take a walk to see the ocean, just minutes away, or pop up to Duval, which is just 5 minutes away.The deck and pool are very sunny too

  • Nancy R.

    Submitted Mar 16, 2025

    Stayed Feb 22, 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: The condo was nice, clean and modern, with a comfortable bed. It would have been nice to have more dishes though.

  • Margaret C.

    Submitted Mar 11, 2025

    Stayed Mar 1, 2025

    Everything was as advertised. Lovely spot. We has to leave early and received an unexpected partial refund.

  • Jennifer W.

    Submitted Feb 16, 2025

    Stayed Feb 8, 2025

    The most convenient place to stay to take advantage of beach and town. It’s a beautiful and quiet area of condos. Just a couple of suggestions: 1. The listing said that we would have bikes which we did, but without baskets on them they were worthless for a ride to the beach. If we had backpacks we could have managed, but we did not. Also there were no locks for the bikes. We did not want to have them stolen and be held accountable 2. The front porch had a very bright light which we could not turn off. It shone directly into the bedroom window. The blinds on the window did little to keep out the light. Fortunately there was a curtain rod above the window and we hung a blanket from it. 3. The back deck was mostly I useable during daylight hours. There was no table umbrella to block direct sun

  • April P.

    Submitted Nov 4, 2024

    Stayed Oct 28, 2024

    We enjoyed staying at the Southard Pearl in Key West Truman Annex. We stay stay in Truman Annex every year during the October Trop Rock event. Great music and great fun.

  • John E.

    Submitted Oct 1, 2024

    Stayed Sep 10, 2024

    The property was quiet and well maintained. The stay was truncated due to maintenance on adjoining properties. For a 1-bedroom property it has plenty of space, and great appliances.

  • Jody H.

    Submitted Aug 17, 2024

    Stayed Aug 10, 2024

    Property was very nice and clean and well located to all Key West has to offer. Safe off street assigned parking is a huge luxury in key west!

  • Jason R.

    Submitted Jun 26, 2024

    Stayed Jun 15, 2024

    Very well maintained property and everyone was extremely nice

  • Lance D.

    Submitted May 31, 2024

    Stayed May 8, 2024

    Our last Key West vacation was 2007. When I priced out week stay at same hotel the prices were insane so checked out VRBO and found the perfect accommodation. The condo provided the privacy we prefer, and the unit fit our style perfectly. We rented a golf cart for the whole week and covered every inch of key west . We even took several trips over to Stock Island for Kayak tour. We especially liked the community swimming pool and the property management staff.

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Total

Includes taxes and fees
$159+
View details