THE PELICAN PEARL ~ Charming 2 BR/1 Ba Condo in Truman Annex!

Key West, Florida
$189 avg/night
Bed 2

Bed

Bath 1

Bath

Home Condo

Property Type

Sleep 4

Max Sleeps

PLEASE BE ADVISED IF BOOKING THIS UNIT FOR AUGUST 2026: The Shipyard Pool will be closed starting August 1, 2026, for the Pool Deck Replacement Project. The HOA expects the project to take 30 days, with the goal of having the work completed and the pool reopened by September 1, 2026. There is no other pool available at the Shipyard, so we have adjusted our rates to offset the inconvenience.

CHARMING 2ND FLOOR CONDO IN STUNNING SHIPYARD COMMUNITY OF TRUMAN ANNEX…
Delight in this cozy gem of southernmost island living, a 2 bedroom, 1 bath second floor dwelling with a balcony that overlooks verdant landscaping and a sparkling shared pool! Slide on your comfiest sandals and immerse yourself in the excitement of Duval Street, just 2 blocks away. You are walking distance to the island's hot spots: Fort Zachary State Park Beach, The Green Parrot, Sloppy Joe's, Hemingway's Home and Mallory Square - home of the famous nightly Sunset Celebration.
***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGE

DETAILS AND AMENITIES...
Enter this light and airy open living area that is colorfully and tastefully decorated to ease you into a sense of well-being and tropical tranquility. You and your loved ones will enjoy a cool respite after a day in the sultry sun, sharing relaxed conversation on the cozy furnishings or decompressing with your favorite movies on the wall-mounted TV. The fully equipped and well-stocked kitchen will inspire you to practice your culinary skills, complete with granite countertops, stainless steel appliances and all the tools a chef will need. Dine or play your favorite board game at the table for 4.

SLEEPING ARRANGEMENTS…
Slip into a peaceful sleep in one of the two bedrooms with plush queen beds. Both rooms offer flat screenTVs, cooling ceiling fans, clothing dressers and nightstands with power ports. The shared bathroom has been updated with a walk-in shower and there is a full washer/dryer closet for your convenience.

OUTDOOR LIVING…
Open the French doors of the coastal living room to your balcony with umbrella table and chairs, a superb spot for morning coffee or dining outdoors. a second balcony resides just off the kitchen, with a lounge chair for napping or reading your favorite novel. The Shipyard in Truman Annex is a charming, tree-shrouded hideaway with serene walking paths and lanes. The beautiful community pool is lined with lounge chairs and is perfect for soaking up the Key West sun.

PARKING...
This home does offer parking for one vehicle, just steps from the front door - (vehicle cannot exceed 18 ft), but oversized trucks and extra large SUVs are not permitted and will have to park outside of this community.

PETS...
This is a pet friendly home with a required pet fee. Please include the size and breed when inquiring.

MULTI MONTH RESERVATIONS...
For monthly reservations, the following fees will be added PER MONTH:
Mid-stay clean
Pet fee (if applicable)

BOOKING DATES...
This home is only available as a monthly rental (28 night minimum). We prefer to book by the calendar month (first day of the month to the last). We may consider alternate dates if the calendar allows or if the owner will make an exception.

CANCELLATION...
Bookings canceled at least 30 days before the start of stay will receive a 100% refund. Bookings canceled at least 14 days before the start of stay will receive a 50% refund.

CONCIERGE SERVICES...
Enjoy our concierge service to assist you with planning activities for your trip, from bike/scooter/golf cart rentals to any excursion you can think of including snorkeling and sunset cruises, jet ski rentals, parasailing, kayaking, fishing, paddle boarding and much more. They can also have your fridge stocked with all the necessities in advance of your arrival!

YOUR SLICE OF PARADISE IS CALLING...

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

Feature Features

  • PETS

    Pet Friendly
  • 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) Deadbolt Lock 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: 680 Sq Ft (63 Sq M)
  • KITCHEN

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

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Onsite Parking
  • INTERNET

    Free WiFi
  • OUTDOORS

    Balcony
  • POOL/SPA

    Shared/communal Pool
  • BATHROOMS

    1 Bathroom Hair Dryer Shower Towels Provided
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Basketball Nearby Birdwatching Nearby Cycling Nearby Ecotours Nearby Fishing Nearby Fitness Facilities Nearby Jet Skiing Nearby Marina Nearby Sailing Nearby Snorkeling Nearby
  • ENTERTAINMENT

    TV With Cable/satellite Service
  • LIVING SPACES

    Living Room
  • CLIMATE CONTROL

    Air Conditioning
  • LOCATION HIGHLIGHTS

    In The City Center Near A Hospital Near The Sea
  • SERVICES AND CONVENIENCES

    Concierge Services 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

  • Stephen X.

    Submitted Dec 22, 2025

    Stayed Dec 15, 2025

    Great location, great house, and great island vibes. What else can you ask for!!!

  • Larry S.

    Submitted Nov 5, 2025

    Stayed Oct 17, 2025

    Good experience, nice place. I would rent again

  • Jeff M.

    Submitted Nov 4, 2025

    Stayed Oct 25, 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: Location is about three or four blocks off of Duval so it is quiet but still quick to get to where everything is happening. It is to bad the Shipyard condos will no longer be able to do short term rentals at the end of the year. I would definitely stay here again.

  • Jim H.

    Submitted Oct 17, 2025

    Stayed Oct 7, 2025

    Location is good for walking to restaurants, shops, bars&beach

  • laura g.

    Submitted Oct 7, 2025

    Stayed Sep 22, 2025

    The property was very nice, clean, good size for 3 people; close to the pool but quiet, no loud noise anywhere. Just a couple of blocks from Duval St, walking distance to many restaurants, shops, and activities.

  • Charles V.

    Submitted Aug 10, 2025

    Stayed Aug 2, 2025

    Very clean and location was great to get around many places nearby

  • Anne C.

    Submitted Aug 2, 2025

    Stayed Jul 15, 2025

    We were so pleased with the location- close to shops/restaurants and the best beach and sunset at Fort Zachary. We walked everywhere we wanted to go, and enjoyed the pool on hot afternoons. The condo was clean and well maintained, we were very comfortable during our stay. We’d for sure stay here again when we return!

  • Alan W.

    Submitted Jun 26, 2025

    Stayed Jun 15, 2025

    Close to Duval very peaceful close to fort Zackary Taylor I’ll be back!!!

  • Tracy A.

    Submitted Jun 23, 2025

    Stayed May 27, 2025

    Awesomeness!

  • LINDA O.

    Submitted May 9, 2025

    Stayed Apr 9, 2025

    Shipyard condos are great location in key west.one of my favs

  • Charles K.

    Submitted May 4, 2025

    Stayed Apr 26, 2025

    Gated, secure, clean, close to all the action. Much better price than all the normal resorts.Rent bicycles at WeCycle, one block away.Have a Pina Colada at Green Parrot, one block away. Just next door, behind that, at the Big Cheeses Pub and Grub, have a really great simple smash burger.Breakfast just two or so blocks south at La Creperie or across the street from that at the historic Blue Heaven.Head back through the state park, in the opposite direction and enjoy a shaded beach and a great place to enjoy sunset.

  • Chris C.

    Submitted Mar 31, 2025

    Stayed Mar 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: We had a great time staying in Truman Annex and The Pelican Pearl. We were a short walk from everything, the location worked great for us. The community was clean and quiet. We enjoyed many quiet mornings and evenings on the deck out back. The hosts were wonderful, couldn’t have asked for anything more.

  • Nancy H.

    Submitted Nov 17, 2024

    Stayed Oct 29, 2024

    We had a wonderful stay and would love to have stayed longer but unfortunately we had to come home. Being there felt like home because everything was so nice. Enjoyed the 2 decks,just sitting watching the palm trees sway in the wind. Would definitely recommend to stay there.

  • Anthony T.

    Submitted Oct 17, 2024

    Stayed Oct 6, 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: Met all expectations.

  • George B.

    Submitted Sep 26, 2024

    Stayed Sep 5, 2024

    Everything was perfect.

  • Mark S.

    Submitted Sep 24, 2024

    Stayed Sep 17, 2024

    Very nice condo in walkable part of Key West close to shopping, restaurants and entertainment. Only suggestion would be to include bicycles but rental location is only a block away.

  • Sherri G.

    Submitted Sep 6, 2024

    Stayed Aug 28, 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: My sister and I rented the Pelican Pearl for a weeks get away.. it was absolutely perfect for us. The property is well maintained, gated for security, and other guests were friendly and courteous. The pool is chilled which means it’s a very welcomed relief from the heat!! Close to Duval but far enough you leave the madness behind. We loved it and plan on booking next year.

  • theresa r.

    Submitted Sep 5, 2024

    Stayed Aug 16, 2024

    This is a great location. The unit is exactly as pictured.

  • Barbara A.

    Submitted Jul 13, 2024

    Stayed Jul 6, 2024

    The condo was well appointed, property management was quick to respond to the one small issue we reported. Close to everything but far enough to not be bothered with any noise. Our only complaint would be the beds - they were not comfortable at all.

  • Mia W.

    Submitted Jul 3, 2024

    Stayed Jun 14, 2024

    This unit was amazing. The unit was stocked with amenities to get us started and some lasted the whole week. This unit is beautifully decorated, extremely clean, and well maintained. The Truman Annex is the best place to stay in Key West. We come here regularly and love the ease of walking to all of our favorite spots. This unit is definitely one of our favorites.

Your dates are Available!

Total

Includes taxes and fees
$189+
View details