OYSTER'S PEARL at The Truman Annex in Key West

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Condo

Overview
Amenities
Policies
Location
Host

Exceptional

1 bedroom1 bathroomSleeps 263.2 sq m

Popular amenities

Dryer
Parking available
Washer
Air conditioning
Outdoor space
Free WiFi

Explore the area

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

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

Add dates for prices

Amenities

Washer

Dryer

Free WiFi

Air conditioning

Outdoor space

Parking available

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Kitchen
Washer
Dryer
Air conditioning

House Rules

Check in after 4:00 PM

Minimum age to rent: 25

Children

Children allowed: ages 0–17

Events

No events allowed

Pets

No pets allowed

Smoking

Smoking is not permitted

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

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.

Key West, Florida

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.

9.4

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.

Learn more

9.8/10

Cleanliness

10/10

Check-in

9.6/10

Communication

10/10

Location

10/10

Listing accuracy

This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Kevin C.

29 April 2025

Oysters 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: Had no real problems. Communicated with rental company via email. Good instructions on how to check in & check out. Very nice place. Small but that’s all we needed. Only minor issue was the amount of construction going on. Sidewalks closed. Looking forward to returning next year

10/10 Excellent

Renay G.

28 April 2025

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

Excellent!

Lovely community. Very clean, close to everything. Highly recommend!! Thank you for everything. :)

Stayed 7 nights in Apr 2025

6/10 Okay

Larry R.

5 April 2025

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

Stef L.

24 March 2025

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

This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Nancy R.

16 March 2025

Great location in Key West

10/10 Excellent

Margaret C.

11 March 2025

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

10/10 Excellent

Verified traveller

17 February 2025

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

Stayed 7 nights in Jan 2025

8/10 Good

Jennifer W.

16 February 2025

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

April P.

4 November 2024

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

John E.

1 October 2024

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

Bob C.

16 September 2024

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

Stayed 7 nights in Aug 2024

10/10 Excellent

Jody H.

17 August 2024

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

10/10 Excellent

Jason R.

26 June 2024

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

Lance D.

31 May 2024

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

10/10 Excellent

Joni K.

30 April 2024

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

Wonderful Key West Vacation

Awesome!

Stayed 7 nights in Apr 2024

10/10 Excellent

Taylor M.

23 April 2024

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.

10/10 Excellent

Patrice L.

15 April 2024

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 April 2024

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.

30 March 2024

Shipyard

10/10 Excellent

Shelley H.

19 March 2024

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

Hemingway house wedding

Perfect … location, weather, decor!

Stayed 7 nights in Mar 2024

10/10 Excellent

S

9 March 2024

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

Felt like home!

Highly recommend, we absolutely loved stay!

Stayed 7 nights in Mar 2024

This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Fred R.

26 February 2024

Nice place for a couple

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: Very, clean, cute and great location. Needs a new couch.. Management was very very helpful. Only problem was it needs a modern (bigger) toilet bowl

This review comes from a trusted partner site and has not been verified.

6/10 Okay

Lawrence B.

4 January 2024

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

This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Myrna H.

20 December 2023

Beautiful Improvements

Rating Details: The property manager was adequately 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 were thrilled to walk into Oyster's Pearl at Shipyard and find the kitchen and bathroom remodeled. We have stayed in this same condo for several years and always found it comfortable; however, this year was the best ever.

This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Sara Z.

29 November 2023

Perfect spot to stay in KW

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: Wonderful location and the perfect condo for two. 5 ⭐️. Would definitely stay there again and we are repeat customers of the property management.

About the host

Hosted by Compass Realty Vacation Rentals & Property Management

Languages:

English

Premier Host

They consistently provide great experiences for their guests

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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

Reviews

Popular amenities

Explore the area

Rooms & beds

1 bedroom (sleeps 2)

Bedroom 1

1 bathroom

Bathroom 1

Spaces

About this property