Unwind in the top-rated pool, your perfect spot for relaxation.
Centrally-located
You're never far from where you need to be with this convenient location.
Discover nearby landmarks
Near Duval Street
2 bedrooms1 bathroomSleeps 4
Popular amenities
Swimming pool
Onsite parking available
Pet-friendly
Kitchen
Washing machine
Air-conditioning
Explore the area
Key West, FL
Duval Street
Place, Duval Street
6 min walk
Ernest Hemingway Home and Museum
Place, Ernest Hemingway Home and Museum
8 min walk
Fort Zachary Taylor Historic State Park
Place, Fort Zachary Taylor Historic State Park
8 min walk
Key West, FL (EYW-Key West Intl.)
Airport, Key West, FL (EYW-Key West Intl.)
11 min drive
Rooms & beds
2 bedrooms (sleeps 4)
Bedroom 1
1 Queen Bed
Bedroom 2
1 Queen Bed
1 bathroom
Bathroom 1
Toilet · Shower only
Spaces
Kitchen
Balcony
Dining area
About this property
THE PELICAN PEARL ~ Charming 2 BR/1 Ba Condo in Truman Annex!
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... Virtual Tour Url: https://my.matterport.com/show/?m=jMpgVMxsCnD
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Rent a Piece of Paradise, Best Location on the Island!
Truman Annex
Rent a Piece of Paradise, Best Location on the Island!
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
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock
About the area
Key West
Located by the sea, this condo is in Old Town Key West, a neighbourhood in Key West. Ernest Hemingway Home and Museum and Fort Zachary Taylor Historic State Park are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and Smathers Beach. USCGC Ingham Maritime Museum and Florida Keys Eco - Discovery Center are also worth visiting. Discover the area's water adventures with jet skiing and scuba diving nearby, or enjoy the great outdoors with cycling and ecotours.
Key West, FL
What's nearby
Key West Naval Station - 3 min walk - 0.3 km
Florida Keys National Marine Sanctuary - 5 min walk - 0.4 km
Duval Street - 6 min walk - 0.5 km
Ernest Hemingway Home and Museum - 8 min walk - 0.7 km
Fort Zachary Taylor Historic State Park - 8 min walk - 0.7 km
Getting around
Key West, FL (EYW-Key West Intl.) - 14 min drive
Restaurants
Green Parrot Bar - 4 min walk
Blue Heaven - 8 min walk
Margaritaville - 7 min walk
Moondog Cafe & Bakery - 8 min walk
Wendy's - 9 min walk
Frequently asked questions
Does THE PELICAN PEARL ~ Charming 2 BR/1 Ba Condo in Truman Annex! have a pool?
Yes, this property has a pool.
How much does it cost to stay at THE PELICAN PEARL ~ Charming 2 BR/1 Ba Condo in Truman Annex!?
As of 21 August 2026, prices found for a 1-night stay for 2 adults at THE PELICAN PEARL ~ Charming 2 BR/1 Ba Condo in Truman Annex! on 4 May 2027 start from NZ$9,743, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
Is THE PELICAN PEARL ~ Charming 2 BR/1 Ba Condo in Truman Annex! pet-friendly?
Yes, pets are allowed at this property.
How much is parking at THE PELICAN PEARL ~ Charming 2 BR/1 Ba Condo in Truman Annex!?
On-site parking is available at the property.
What time is check-in at THE PELICAN PEARL ~ Charming 2 BR/1 Ba Condo in Truman Annex!?
Check-in begins at 4:00 PM.
What time is check-out at THE PELICAN PEARL ~ Charming 2 BR/1 Ba Condo in Truman Annex!?
Checkout is at 10:00 AM.
Where is THE PELICAN PEARL ~ Charming 2 BR/1 Ba Condo in Truman Annex! located?
Located in Old Town Key West, this condo building is within a 10-minute walk of Truman Waterfront Park, Duval Street and Ernest Hemingway Home and Museum. Florida Keys Beaches and Mallory Square are also within 15 minutes.
About the host
Hosted by Wendy Zintsmaster & Team
Languages:
English
Premier Host
They consistently provide great experiences for their guests