Condo

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

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

A covered outdoor dining area with a table and chairs, surrounded by a white railing and lush greenery.
A bedroom with a bed, nightstands, a ceiling fan, a TV, a mirror, and a window with blinds.
A modern kitchen with white cabinets, a granite countertop, stainless steel appliances, and a view to the outside.
A modern living room with a blue sofa, wicker chairs, a glass coffee table, and a ceiling fan.
A modern kitchen with a washing machine, a dining area with a table and chairs, and a view into the living area.

Reviews

10 out of 10
Exceptional

Highlights

  • Dive into relaxation
    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

Popular amenities

  • Balcony
  • Swimming pool
  • Air-conditioning
  • Pet-friendly
  • Refrigerator
  • Washing machine

Explore the area

View in a map
Key West, FL
  • Place, Duval Street
    ‪6 min walk‬
  • Place, Ernest Hemingway Home and Museum
    ‪8 min walk‬
  • Place, Fort Zachary Taylor Historic State Park
    ‪8 min walk‬
  • 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

Add dates for prices

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  • Kitchen
  • Washing machine
  • Dryer
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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 South 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 ecotours and cycling.
Map
Key West, FL

What's nearby

  • 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
  • Mallory Square - 12 min walk - 1.1 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 14 min drive

Restaurants

  • ‪Blue Heaven - ‬8 min walk
  • ‪Green Parrot Bar - ‬4 min walk
  • ‪Moondog Cafe & Bakery - ‬8 min walk
  • ‪Bourbon Street Pub - ‬8 min walk
  • ‪Mangoes Restaurant - ‬7 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 4 Nov 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 1 Sept 2027 start from £4,070, 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. Mallory Square and Florida Keys Beaches are also within 15 minutes.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 27 out of 27 reviews
Rating 8 - Good. 0 out of 27 reviews
Rating 6 - Okay. 0 out of 27 reviews
Rating 4 - Poor. 0 out of 27 reviews
Rating 2 - Terrible. 0 out of 27 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Location is good for walking to restaurants, shops, bars&beach
Stayed 10 nights in Oct 2025
Response from VrboOwner on 3 Nov 2025
Jim, we truly appreciate your review! It makes us happy to know you loved this home, and we’d be delighted to host you again anytime.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very clean and location was great to get around many places nearby
Stayed 7 nights in Aug 2025
Response from VrboOwner on 1 Sept 2025
Thanks so much for the lovely feedback! We’re happy to hear you enjoyed the property and would love to host you again in the future.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Good experience, nice place. I would rent again
Stayed 8 nights in Oct 2025
Response from VrboOwner on 28 Nov 2025
Thanks so much for the lovely feedback! We’re happy to hear you enjoyed the property and would love to host you again in the future.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

GREAT LOCATION

Shipyard condos are great location in key west.one of my favs
Stayed 10 nights in Apr 2025
Response from VrboOwner on 1 Sept 2025
What a joy to read your review—thank you so much! We’re so glad you loved your time in Key West and can’t wait to have you back on the island soon.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location, great house, and great island vibes. What else can you ask for!!!
Stayed 7 nights in Dec 2025
Response from VrboOwner on 6 Jan 2026
Thanks so much for the lovely feedback Stephen! We’re happy to hear you enjoyed the property and would love to host you again in the future.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location

Everything was perfect.
Stayed 10 nights in Sep 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 7 nights in Sep 2025
Response from VrboOwner on 23 Oct 2025
Laura, what a joy to read your review—thank you so much! We’re so glad you loved your time in Key West and can’t wait to have you back on the island soon.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent location

This is a great location. The unit is exactly as pictured.
Stayed 9 nights in Aug 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

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.
Stayed 7 nights in Oct 2024
Response from VrboOwner on 1 Sept 2025
Thank you for your kind review! We’re so glad you felt right at home and enjoyed the comfort of the property, especially relaxing on the decks and taking in the palm trees. We wish your stay could have been longer too, and we’d love to welcome you back anytime you return to Key West!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect location

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!
Stayed 7 nights in Jul 2025
Response from VrboOwner on 1 Sept 2025
Thank you for your wonderful review! We’re so glad you enjoyed the unbeatable location, with easy access to shops, restaurants, Fort Zachary beach, and those beautiful sunsets. It’s great to hear the condo was clean, comfortable, and well maintained, and that you could cool off in the pool after your walks. We’d be delighted to host you again on your next visit to Key West!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing location

Close to Duval very peaceful close to fort Zackary Taylor I’ll be back!!!
Stayed 11 nights in Jun 2025
Response from VrboOwner on 1 Sept 2025
Thanks for the great review! It’s always wonderful to hear when guests plan to return, and we can’t wait to welcome you again to Key West.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Awesome! Will be back!

Awesomeness!
Stayed 7 nights in May 2025
Response from VrboOwner on 1 Sept 2025
No, YOU are awesome Tracy! Key West misses you already!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

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.
Stayed 10 nights in Apr 2024
Response from VrboOwner on 23 Jul 2024
We are so happy to read you had such a good stay with us Susie! We would love to welcome you back!
From a partner site

10/10 Excellent

Vacation 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: Pleasant stay and good atmosphere
Response from VrboOwner on 24 Jul 2024
Kin, thank you for this short and sweet five star review, we hope to have the pleasure to host you again next time you visit the island.
From a partner site

10/10 Excellent

Pelican Pearl

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: Enjoyed our stay. Very professional and responsive company.
Response from VrboOwner on 24 Jul 2024
Thank you for your review Lynn. We are so thrilled to hear how much you loved this home and hope to see you again!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

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.
Stayed 7 nights in Sep 2024
From a partner site

10/10 Excellent

Nice condo in a great location

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.
Response from VrboOwner on 7 Nov 2025
Jeff, we’re so glad you had a great time with us, it was truly a pleasure having you! We’d be delighted to welcome you back the next time your travels bring you to paradise.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

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.
Stayed 7 nights in Jun 2024
Response from VrboOwner on 23 Jul 2024
Thank you for your wonderful review Mia. We enjoyed hosting you and hope to see you back in Key West again soon!
From a partner site

10/10 Excellent

Awesome Condo

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: Loved Pelican Pearl. Spent lots of time on the front porch and the back balcony when we were there. Beds very comfortable and the condo was nicely decorated. Would definitely stay here again.
Response from VrboOwner on 24 Jul 2024
Thank you for your review Jeanie, we are so glad the property met your needs while staying with us. We hope you'll stay with us again next time you visit Key West.
From a partner site

10/10 Excellent

Great location

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.
Response from VrboOwner on 2 Sept 2025
Thank you for your kind words! We’re so glad you enjoyed your stay at The Pelican Pearl and that the location, peaceful community, and relaxing deck made your trip so enjoyable. It’s wonderful to hear our team could help make your stay seamless, and we’d love to welcome you back anytime!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

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.
Stayed 8 nights in Apr 2025
Response from VrboOwner on 1 Sept 2025
Thank you for your great review! We’re so glad you enjoyed the convenient location, the value compared to resorts, and all the wonderful nearby spots you discovered. From bike rentals to local restaurants and sunsets at the state park, it sounds like you made the most of your Key West stay. We’d love to welcome you back for another visit!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

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.
Stayed 7 nights in Jul 2024
From a partner site

10/10 Excellent

February 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: Truman and Company was very quick to respond when we had a few little problems. The staff was very friendly and helpful.If only there was a way to eliminate 13 steps to the second floor!
Response from VrboOwner on 2 Mar 2024
Thank you for your wonderful review Marianna. It was a pleasure hosting you and we hope to welcome you again next time you visit paradise!
From a partner site

10/10 Excellent

Key West Getaway

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.
Stayed 7 nights in Oct 2024
From a partner site

10/10 Excellent

Perfection in Paradise

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.
Stayed 7 nights in Aug 2024
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