Located in Old Town Key West, this condo is within a 10-minute walk of popular sights such as Duval Street and Ernest Hemingway Home and Museum. The condo includes a kitchen, a balcony, and a refrigerator.
Ernest Hemingway Home and Museum - 6 min walk - 0.4 miles
Duval Street - 6 min walk - 0.4 miles
Fort Zachary Taylor Historic State Park - 8 min walk - 0.4 miles
Mallory Square - 11 min walk - 0.6 miles
Southernmost Point - 14 min walk - 0.8 miles
Getting around
Key West Intl. Airport (EYW) - 14 min drive
Restaurants
Margaritaville - 7 min walk
Blue Heaven - 8 min walk
Green Parrot Bar - 6 min walk
Bourbon Street Pub - 8 min walk
Mangoes Restaurant & Island Cuisine - 7 min walk
About this property
Entire place
You'll have the entire condo to yourself and will only share it with other guests in your party.
THE PELICAN PEARL ~ Charming 2 BR/1 Ba Condo in Truman Annex!
***PARDON OUR DUST! This building is being re-roofed the week of 5/27/25. We have discounted the home to offset any inconvenience. The unit will be fully accessible but there could be some noise, and construction crews will be present from 8-6 Mon through Fri.
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 not not a pet friendly home for weekly guests, however, monthly stays may bring a pet (a required $150 pet fee will be applied) that must be registered with the HOA prior to approval.
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...
The condo is air-conditioned and features a kitchen and a balcony, and there's space to spread out with 2 bedrooms. Guests can enjoy a TV and stay connected with free WiFi. Other standard amenities include a washing machine, a coffee maker, and an ironing board.
Property manager
Wendy Zintsmaster & Team
Languages
English
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THE SWEET LIFE ~ Charming First Floor 2 BR/1 Ba Condo w/ Community Pool!
THE SWEET LIFE ~ Charming First Floor 2 BR/1 Ba Condo w/ Community Pool!
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 (host has indicated there is a smoke detector on the property)
Fire extinguisher
Deadbolt lock
General
Unit size: 680 square feet
Policies
Check-in
Check-in time starts at 4:00 PM
Minimum check-in age: 25
Check-out
Check-out before 10:00 AM
Special check-in instructions
You will receive an email from the host with check-in and check-out instructions
Pets
This property doesn't allow pets
Important information
You need to know
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
Onsite 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 there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadbolt lock
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
Check-in: 4:00 PM
Check-out: 10:00 AM
Minimum check-in age: 25
Property Registration Number 25230-138472
We should mention
Details about charges, deposits, or other important information:
This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
Charges for extra guests may apply and vary depending on the property's policy.
A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
Onsite parties or group events are strictly prohibited.
Onsite safety features include a fire extinguisher, a smoke detector, and a deadbolt lock.
Property is also known as
2450-259285
Frequently asked questions
What's there to see around this condo?
This condo is situated in Old Town Key West within a 10-minute walk of Duval Street and Ernest Hemingway Home and Museum. You'll also find Mallory Square and Fort Zachary Taylor Historic State Park less than a mile away.
Is parking available on site at this condo?
No, this condo doesn't offer parking.
Is this condo next to a casino?
No, this condo is not connected to a casino.
Is there an indoor pool at this condo?
No, there is no indoor pool at this condo.
Is THE PELICAN PEARL ~ Charming 2 BR/1 Ba Condo in Truman Annex! a good place to stay for couples?
Couples staying at this condo will value amenities like a kitchen, kitchens in some condo units, as well as concierge services.
Are there hot tubs at THE PELICAN PEARL ~ Charming 2 BR/1 Ba Condo in Truman Annex!?
No, this condo doesn't have a spa tub.
Does this condo include breakfast service?
No, this condo doesn't offer breakfast.
Does this condo allow pets to stay free of charge?
No, pets aren't allowed at this condo.
Are there connecting rooms at this condo?
No, this condo doesn't feature connecting guestrooms.
What is the closest airport to this condo?
The closest major airport to this condo is Key West Intl. Airport (EYW), which is 4.1 mi away (14 minutes by car).
Can I book a room with a balcony at THE PELICAN PEARL ~ Charming 2 BR/1 Ba Condo in Truman Annex!?
Yes, every condo unit at THE PELICAN PEARL ~ Charming 2 BR/1 Ba Condo in Truman Annex! comes with a balcony.
THE PELICAN PEARL ~ Charming 2 BR/1 Ba Condo in Truman Annex! Reviews
Reviews
9.8
Exceptional
All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
Rating 10 - Excellent. 17 out of 18 reviews
10 - Excellent
17
Rating 8 - Good. 0 out of 18 reviews
8 - Good
0
Rating 6 - Okay. 0 out of 18 reviews
6 - Okay
0
Rating 4 - Poor. 1 out of 18 reviews
4 - Poor
1
Rating 2 - Terrible. 0 out of 18 reviews
2 - Terrible
0
10/10
Cleanliness
Reviews
10/10 Excellent
LINDA O.
May 9, 2025
Liked: Cleanliness
GREAT LOCATION
Shipyard condos are great location in key west.one of my favs
LINDA O.
Stayed 10 nights in Apr 2025
10/10 Excellent
Charles K.
May 4, 2025
Liked: Cleanliness
Great price, Central location
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.
Charles K.
Stayed 8 nights in Apr 2025
10/10 Excellent
Jocelyn T.
Jan 9, 2025
Liked: Cleanliness
Jocelyn T.
Stayed 18 nights in Dec 2024
10/10 Excellent
Nancy H.
Nov 17, 2024
Liked: Cleanliness
Great location
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.
Nancy H.
Stayed 7 nights in Oct 2024
10/10 Excellent
George B.
Sep 26, 2024
Liked: Cleanliness
Great location
Everything was perfect.
George B.
Stayed 10 nights in Sep 2024
10/10 Excellent
Mark S., Hamilton Ohio United States
Sep 24, 2024
Liked: Cleanliness
Clean, quiet second floor condo
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.
Mark S.
Stayed 7 nights in Sep 2024
10/10 Excellent
theresa r.
Sep 5, 2024
Liked: Cleanliness
Excellent location
This is a great location. The unit is exactly as pictured.
theresa r.
Stayed 9 nights in Aug 2024
10/10 Excellent
Barbara A.
Jul 13, 2024
Liked: Cleanliness
Vacay 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.
Barbara A.
Stayed 7 nights in Jul 2024
10/10 Excellent
Mia W.
Jul 3, 2024
Liked: Cleanliness
Excellent home and even better location
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.
Mia W.
Stayed 7 nights in Jun 2024
10/10 Excellent
Susie R.
May 8, 2024
Liked: Cleanliness
Lovely Stay
This place has everything you need. So close to restaurants and entertainment but so quiet. The pool is great. Free parking was a plus. Easy check in and out process. Natalie was very helpful. Would definitely stay here again.