See all properties
Entire condo

OYSTER'S PEARL at The Truman Annex in Key West

Choose dates to view prices

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

Fridge, microwave, oven, stovetop
Terrace/patio
TV, stereo
Exterior
Pool

Reviews

9.4 out of 10
Exceptional

Entire condo

1 bedroom1 bathroomSleeps 2680 sq ft

Popular amenities

  • Dryer
  • Parking available
  • 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

Room options

About the neighborhood

Key West

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 patio, a fenced private yard, and a refrigerator.
View more Condo Rentals in Key WestOpens in a new window

What's nearby

  • Duval Street - 6 min walk - 0.3 miles
  • Ernest Hemingway Home and Museum - 9 min walk - 0.5 miles
  • Fort Zachary Taylor Historic State Park - 11 min walk - 0.6 miles
  • Mallory Square - 11 min walk - 0.6 miles
  • Southernmost Point - 16 min walk - 0.9 miles

Getting around

  • Key West Intl. Airport (EYW) - 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

About this property

Entire place

You'll have the entire condo to yourself and will only share it with other guests in your party.

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.
The condo is air-conditioned and features a patio and space to spread out with a separate bedroom. Guests can enjoy a TV and stay connected with free WiFi. Other standard amenities include a washing machine, a fenced private yard, and a microwave.

Property manager

Compass Realty Vacation Rentals & Property Management

Languages

English

Similar properties

Beach nearby

Upscale end unit home @ Truman Annex close to Duval St

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

Property amenities

Pool/Spa

  • Communal pool

Internet

  • Available in the condo: Free WiFi

Parking and transportation

  • Parking on site

Food and drink

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Ice maker
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Toaster

Bedrooms

  • Bedroom
  • Bedsheets provided

Bathroom

  • 1 bathroom
  • Bathtub
  • Shower
  • Towels provided

Living spaces

  • Living room

Entertainment

  • Stereo
  • TV

Outdoor areas

  • Fenced yard
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • In the city center

Things to do

  • Water park

Safety features

  • 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)

General

  • Unit size: 680 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age: 25

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
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
  • Minimum check-in age: 25

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 smoke detector.

Property is also known as

Oyster's Pearl in the Truman Annex
Oyster's Pearl @ the Truman Annex Key West
GREAT DEAL!! Oyster's Pearl @ the Truman Annex
Oyster's Pearl @ the Truman Annex Private vacation home
20% Off Summer Special Oyster's Pearl @ the Truman Annex
Oyster's Pearl @ the Truman Annex Private vacation home Key West
2698-193317

Frequently asked questions

What can I see near 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 Fort Zachary Taylor Historic State Park and Mallory Square less than a mile away.

Will I be able to park at this condo?

No, this condo doesn't offer parking.

Is this condo adjacent to a casino?

No, this condo is not connected to a casino.

Will I find an indoor pool at this condo?

No, there is no indoor pool at this condo.

Are there hot tubs at OYSTER'S PEARL at The Truman Annex in Key West?

No, this condo doesn't have a spa tub.

Does this condo include breakfast service?

No, this condo doesn't offer breakfast.

Will this condo allow pets to stay for free?

No, pets aren't allowed at this condo.

Are there connecting rooms at this condo?

No, there aren't connecting rooms at this condo.

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 (19 minutes by car).

Are there rooms with balconies that I can book at OYSTER'S PEARL at The Truman Annex in Key West?

Yes, every condo unit at OYSTER'S PEARL at The Truman Annex in Key West comes with a deck.

OYSTER'S PEARL at The Truman Annex in Key West Reviews

Reviews

9.4

Exceptional

Rating 10 - Excellent. 39 out of 51 reviews
Rating 8 - Good. 8 out of 51 reviews
Rating 6 - Okay. 2 out of 51 reviews
Rating 4 - Poor. 1 out of 51 reviews
Rating 2 - Terrible. 1 out of 51 reviews

9.8/10

Cleanliness

Reviews

10/10 Excellent

Renay G.

Liked: Cleanliness

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., Freeport

Liked: Cleanliness

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., Sutton Coldfield

Liked: Cleanliness

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

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 traveler

Liked: Cleanliness
Stayed 7 nights in Jan 2025

8/10 Good

Jennifer W.

Liked: Cleanliness

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.

Liked: Cleanliness

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.

Liked: Cleanliness

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.

Liked: Cleanliness
Stayed 7 nights in Aug 2024

10/10 Excellent

Jody H.

Liked: Cleanliness

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.

Liked: Cleanliness

Nice getaway

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

10/10 Excellent

Lance D.

Liked: Cleanliness

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.

Liked: Cleanliness

Wonderful Key West Vacation

Awesome!
Stayed 7 nights in Apr 2024

10/10 Excellent

Taylor M., United States

Liked: Cleanliness

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

10/10 Excellent

Shelley H.

Liked: Cleanliness

Hemingway house wedding

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

10/10 Excellent

S

Liked: Cleanliness

Felt like home!

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

10/10 Excellent

Greg B.

Liked: Cleanliness

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

8/10 Good

Dan S.

Liked: Cleanliness

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

Catherine W., Greenwood

Liked: Cleanliness

Cute

Beds are very firm. Too firm making them uncomfortable. However the laundry was great. The back patio was fabulous. The rattan decor cute. The kitchen is well stocked. There were also beach chairs.
Stayed 7 nights in Jul 2022

10/10 Excellent

Cat O.

Liked: Cleanliness

Quaint and great location

Although the bedroom is tight and small, the rest of the condo is extremely livable. The location is perfect, walking distance to Duvall Street and Fort Zachary State Park. The complex/neighborhood was quiet and relaxing. We would stay here again.
Stayed 7 nights in Apr 2022

10/10 Excellent

Rosemary G.

Liked: Cleanliness

Perfect for a couple

We loved it Bikes to use ,ceiling fans in every room helped when it was hot. All great
Stayed 7 nights in May 2022

10/10 Excellent

Tammy V.

Liked: Cleanliness

Great location

We have stayed in the area several times.. the condo was very comfortable, clean & location was perfect.. We used the bicycles several times .. we would stay again..
Stayed 7 nights in Apr 2022

10/10 Excellent

Irene & John S., New York

Liked: Cleanliness

Much better than described

The condo was perfect. Much bigger than the picture showed, well stocked and perfect location.
Stayed 7 nights in Feb 2022

4/10 Poor

Maribeth H.

Liked: Cleanliness

Very small with no privacy

My husband and I really wanted to love this place since we were staying for ten days. The condo is very small with an outdated kitchen and bathroom. The patio was pretty but there is zero privacy. Even when whispering, the neighbors could still hear us - upstairs condo, diagonal second-floor condos, and the neighbors to the right and left. So much for cocktails in the open air. We had wanted to cook for at least a couple of meals but the stove was very old and uninviting. We went to the pool and it was super crowded with lots of kids - which is fine - but we were hoping for a quieter vacation. The location is excellent since you can walk to Duval Street and attractions. The walk to Fort Zachary beach was far too long so we rented a golf cart so we could carry our things with us. The bedroom was very tiny. We were there during football playoffs but the cable was only basic so there were only a few channels available. On the bright side, there were plenty of towels available and the price was affordable so I guess you get what you pay for. We spent most of our time outside of the condo complex so we had a fantastic time anyway.
Stayed 9 nights in Dec 2021

10/10 Excellent

Barbara D.

Liked: Cleanliness

Great apartment in perfect area

I loved staying at Oyster's Pearl. It had everything I needed and was in a wonderful location that allowed me to walk everywhere in Key West. I highly recommend this apartment!
Stayed 7 nights in Dec 2021