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OYSTER'S PEARL at The Truman Annex in Key West

Photo gallery for OYSTER'S PEARL at The Truman Annex in Key West

Private kitchen
Private kitchen
Private kitchen
Interior
Exterior

Reviews

9.4 out of 10
Exceptional
1 bedroom1 bathroomSleeps 2680 sq ft

Popular amenities

  • Parking available
  • Dryer
  • Washer
  • Air conditioning
  • Outdoor space

Explore the area

Map
Key West, FL
  • Duval Street
    ‪6 min walk‬
  • Ernest Hemingway Home and Museum
    ‪9 min walk‬
  • Mallory Square
    ‪11 min walk‬
  • Key West, FL (EYW-Key West Intl.)
    ‪19 min drive‬

Rooms & beds

1 bedroom (sleeps 2)

Bedroom 1

1 Queen Bed

1 bathroom

Bathroom 1

Bathtub · Toilet · Shower only

Spaces

Deck or patio

About this property

OYSTER'S PEARL at The Truman Annex in Key West

This 1BR 1BA condo has an extra large living room with a big screen TV. It sits nestled in the back of the Shipyard backing up to the entrance to Ft Zachary Taylor State Park, which has the nicest beach in Key West. New renovated kitchen & bathroom.

Property manager

Compass Realty Vacation Rentals & Property Management
Premier Host

Languages

English
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Amenities

Pool
Washer
Dryer
Free WiFi
Air conditioning
Outdoor space

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Similar properties

Ft. Zachary Taylor Beach

Upscale end unit home @ Truman Annex close to Duval St

  • Pool
  • Kitchen
  • Washer
  • Dryer
10.0 out of 10, (115 reviews)
Upscale end unit home @ Truman Annex close to Duval St

House Rules

Check in after 4:00 PM
Minimum age to rent: 25
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted

Important information

You need to know

This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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

About the area

Key West

Located in Key West, this condo is in the city centre. 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 Mel Fisher Maritime Museum are also worth visiting.
Map
Key West, FL

What's nearby

  • Duval Street - 6 min walk - 0.5 km
  • Ernest Hemingway Home and Museum - 9 min walk - 0.8 km
  • Fort Zachary Taylor Historic State Park - 11 min walk - 1.0 km
  • Mallory Square - 11 min walk - 1.0 km
  • Southernmost Point - 16 min walk - 1.4 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 19 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

Frequently asked questions

Does OYSTER'S PEARL at The Truman Annex in Key West have a pool?

Yes, this property has a pool.

Is OYSTER'S PEARL at The Truman Annex in Key West pet-friendly?

No, pets are not allowed at this property.

What time is check-in at OYSTER'S PEARL at The Truman Annex in Key West?

Check-in begins at 4:00 PM.

Where is OYSTER'S PEARL at The Truman Annex in Key West located?

Located in Old Town Key West, this condo building is within a 10-minute walk of We Cycle Key West, Duval Street and Ernest Hemingway Home and Museum. Fort Zachary Taylor Historic State Park and Mallory Square are also within 15 minutes.

Reviews

9.4

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 37 out of 49 reviews
Rating 8 - Good. 8 out of 49 reviews
Rating 6 - Okay. 2 out of 49 reviews
Rating 4 - Poor. 1 out of 49 reviews
Rating 2 - Terrible. 1 out of 49 reviews

9.8/10

Cleanliness

9.8/10

Check-in

9.6/10

Communication

10/10

Location

9.8/10

Listing accuracy

Reviews

10/10 Excellent

Stef L.

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

Really perfect!

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
Stayed 7 nights in Mar 2025

10/10 Excellent

Margaret C.

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

Great stay

Everything was as advertised. Lovely spot. We has to leave early and received an unexpected partial refund.
Stayed 7 nights in Mar 2025
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Nancy R.

Great location in Key West

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.

6/10 Okay

Larry R.

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

Looks good but!

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.
Stayed 7 nights in Mar 2025

10/10 Excellent

April P.

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

Loving Key West

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.
Stayed 7 nights in Oct 2024

10/10 Excellent

Jody H.

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

Lobster Season Vacation

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!
Stayed 7 nights in Aug 2024

8/10 Good

Jennifer W.

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

Lovely well equipped condo

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
Stayed 7 nights in Feb 2025

10/10 Excellent

John E.

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

Post Cruise

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.
Stayed 6 nights in Sep 2024

10/10 Excellent

Jason R.

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

Nice getaway

Very well maintained property and everyone was extremely nice
Stayed 10 nights in Jun 2024

10/10 Excellent

S

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

Felt like home!

Highly recommend, we absolutely loved stay!
Stayed 7 nights in Mar 2024

10/10 Excellent

Joni K.

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

Wonderful Key West Vacation

Awesome!
Stayed 7 nights in Apr 2024

10/10 Excellent

Shelley H.

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

Hemingway house wedding

Perfect … location, weather, decor!
Stayed 7 nights in Mar 2024

10/10 Excellent

Lance D.

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

Return to Key West

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.
Stayed 7 nights in May 2024

8/10 Good

Dan S.

Liked: Cleanliness, location, listing accuracy

Nice stay

Enjoyed the property and location to area activities. Place was clean. Wish I was given more complete check in instructions
Stayed 7 nights in Apr 2023

10/10 Excellent

Taylor M.

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

Perfect week in Truman annex

This 1 bedroom gem in the best location on the island did everything we needed. It even had free bikes included! Beautiful kitchen. Clean and had a strong AC unit. Nicely done bathroom. The only small nit picks I could maybe say is that the tv’s are older and don’t have smart TV capability. And the bed could’ve been a bit softer. But we had a fantastic time. No real complaints here! The closet was stocked with beach chairs, bike chains, extra sun tan lotion. Would absolutely re rent here!
Stayed 7 nights in Apr 2024
This review comes from a trusted partner site and has not been verified.

8/10 Good

michelle d.

Convenient location

Rating Details: The property manager was very helpful. The vacation rental was very clean. 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: Walking distance to everything yet quiet. Place is in good shape and has everything you need. Having a pool is a great addition.
Stayed 7 nights in Jan 2023
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Bruce S., Murrells Inlet, SC

Very Nice 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: We loved Oyster's Pearl. Everything was as described. Perfect for a couple. We've stayed in the Shipyard many times and this condo was among the best in terms of cleaniness and complete furnishings. We'll definitely stay there again when we go back to Key West.

10/10 Excellent

Greg B.

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

Oyster's Pearl was a hit.

We rented this property for one week for a trip to Key West. We go to the Florida Keys approx every year. This year we decided to use VRBO, and rented this one BR, one BA property. It was perfect for us. Close to the hustle bustle of Key West, Duval Street, Old town, etc, but just far enough away(~ 3 blocks) to be secluded and quiet. Pool was great. Property was lush with tropical foilage. This is a residential area with some part time and permanent residents. Only negative was lack of a dishwasher, but not a deal breaker.
Stayed 7 nights in May 2023
This review comes from a trusted partner site and has not been verified.

2/10 Terrible

Louise M.

Disappointed in professional concern.

Rating Details: The property manager was very unhelpful. The vacation rental was clean. I was very happy with the location. I was very dissatisfied with the condition of the vacation rental. Overall, I do not recommend this vacation rental. Reviewer Comments: After paying $10,000 for a month's rental, I arrived to discover the kitchen is outdated, the microwave did not work, the convection oven did not work, the glass stove top was stained, the disposal is on it's last legs, the refrigerator never got cold enough and finally stopped working after only 2 weeks. Agents said how 'convenient' it was that my food could go next door in a unit for sale. Nothing was convenient for any of the above issues!I took cab rides to the market and had food I need to dispose. They credited me $532.00 for this inconvenience, after 5 days the refrigerator was replaced.For Compass to accept my $10,000, and never check the condition of the kitchen showed the complete lack of concern for their customer(s); who, pay their salary! This took the joy out of my visit to KW, and, so left one week early. I should have asked for $2,000 refund for the last week, I was exhausted with all of the continual issues and left March 17 instead of March 25.My granddaughter 31 years of age, wanted to speak on my behalf and called the office and spoke with Megan. Whose reply was, "None of the other tenants complained about the kitchen, your grandmother calls the office regularly. She was lucky to have her food moved next door, this isn't always the case." How unprofessional and childish and defensive. Instead of a professional response, "We are sorry your grandmother has had to deal with this 'outdated' kitchen, the kitchen should have been inspected. Which the agents should have said to me when I arrived.This caused great discomfort for me and took the joy out of my visit to KW.
This review comes from a trusted partner site and has not been verified.

6/10 Okay

Lawrence B.

Unpredictable Issues? not so fast

Rating Details: The property manager was adequately 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 arrived in the rain and had to figgier out a lock box that was miss marked. after some time trying to figure out, I called and left a message explaining the situation outside in the rain. I was told the number that they had given me was incorrect and the 9 box had been switched with the 6 box (wrong name on box). This took some time, and we were finally able to get into our condo rental. The next day the ceiling started leaking water in the middle of the unit Livingroom. I called and left a message though didn't get a response for some time. By the time (this was Christmas eve) they responded the lights started flashing off and on in one of the rooms (short circuit) and my wife was afraid of a possible fire. They decided to move us to a different unit though I had to go and get keys from another lock box in the rain at 9pm. I was finally able to get the new lockbox open and we moved our things to the car and drove to the new unit. When I opened the door, the unit was full of personal items like someone was there. I slowly closed the door, and we went back to our original unit. I again called and left messages until I received a call back. They explained they were at their Christmas party and were now going to move us to a 4-bedroom unit to stay at for the remainder of our stay. The unit was very nice, and we did enjoy the remainder of our stay. What stood out for me was when they said they knew of the leaking ceiling issue and the shorting lights as the water and electricity will not cause a fire and wanted us to stay in that unit. It's definitely the Christmas eve we will remember. I realize it interrupted their Christmas party, but it was a Christmas eve event that could have been handled better. The final (last) unit was verry nice (5 stars) and I would recommend it but the first unit and second unit I would not recommend to anyone and communication getting to the last unit was a disappointment......
Stayed 2 nights in Dec 2023

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 7 nights in Jan 2025

10/10 Excellent

Bob C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 7 nights in Aug 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Patrice L.

Gorgeous 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: We loved our stay in Oyster’s Pearl! The updated kitchen was truly gorgeous! Beautiful colors! I loved the updated bathroom with a magnifying mirror in the cabinet too! Lovely unit. The Truman Annex is the best location on the island. We will definitely book this unit again!
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

clare t.

10's All Around!

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 husband and I just spent a week at Oyster's Pearl and LOVED every second! The rental company is super informative, close by and attentive. The property is clean, stocked with everything that we needed, super comfortable bed, had 2 bikes, beach chairs and close to all the activities that we were into. The pool is awesome and Truman Annex is safe, clean and beautiful! We can't wait to book our next trip to Key West and stay there again!
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

james l.

Shipyard

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 unit was clean upon arrival. The surrounding units were quiet as were us

About the host

Hosted by Compass Realty Vacation Rentals & Property Management

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Languages:

English

Premier Host

They consistently provide great experiences for their guests