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Condo in Old Town Key West's Truman Annex - Pool, Bicycle, Free Parking and WiFi

Top rated by guests

Italian leather furniture in your living room.

Kitchen has dishwasher, quartz countertops and fiestaware!

Pool

Outdoor dining

Truman waterfront park is right next to Truman Annex.

10.0Outstanding

(289 Ratings)

"The place was just right for us -- great location, great bikes, and a very communicative owner. Sherri also was extremely accommodating when we asked for non-fragrant cleaning products, which made a h..."

Dean G.

Don't miss out! Price and availability may change

10.0 / 10.0

Outstanding(289 Ratings)

Apartment in Key West, FL

2 guests · 1 bedroom · 1 bath

Reasons to book

Guests love it hereGuests give this property a top rating

Well priced for this locationPriced under area average

Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

About this apartment rental

Nice quiet landing a few blocks from the action on Duval Street. This is a Saturday-Saturday weekly home for the rest of 2025. Enjoy one week for the rest of this year. January 2026, this beautiful condo will become monthly! Rentals will begin on the first day of the month and end on the last day of a month in 2026. Make plans to stay longer and really relax or work remotely from paradise for a full month in 2026. Either way you will enjoy:
- 2 bicycles
- 1 large private corner balcony
- Free high speed wifi
- Secure parking place (you don't need a car)
- Water park across the street
- World class entertainment and cuisine in easy walking distance
- Fully equipped kitchen with dishwasher and ice maker
- Close proximity to Fort Zachary Taylor State Park and Beach, Key West's most beautiful beach
- A few blocks from Mallory Square
- Washer/Dryer
- Large beautiful pool
- Towels, Linens, Beach Chairs. All you need is love.
Keywords: Condo

Amenities at Condo in Old Town Key West's Truman Annex - Pool, Bicycle, Free Parking and WiFi

Family friendly

Map of Key West, FL

city location on map

Nearby attractions

The Key West Butterfly and Nature Conservatory

Southernmost Point of the Continental U.S.A.

The Hemingway Home and Museum

Things to know

Additional fees to expect

Cleaning & other feesWe include all stay related fees in the Cleaning Fee line, which may include cleaning, property manager, resort, tourism and other stay related fees. All Expedia properties are professionally cleaned after each stay.

Booking feeNo booking fees, easy credit card payments.

Service feeThis helps Expedia provide a safer and more secure booking experience.

TaxesTaxes on accommodation such as Occupancy Tax, VAT, or GST. May also include tourism fees.

Customer support

Customer support is handled by our partner Expedia

$$$$

Top rated by guests

10.0Outstanding

(289 Ratings)

"The place was just right for us -- great location, great bikes, and a very communicative owner. Sherri also was extremely accommodating when we asked for non-fragrant cleaning products, which made a h..."

Dean G.

Don't miss out! Price and availability may change

$$$$

10.0 / 10.0

Outstanding(289 Ratings)

Apartment in Key West, FL

2 guests · 1 bedroom · 1 bath

Reasons to book

Guests love it hereGuests give this property a top rating

Well priced for this locationPriced under area average

Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

Map of Key West, FL

city location on map

Nearby attractions

The Key West Butterfly and Nature Conservatory

Southernmost Point of the Continental U.S.A.

The Hemingway Home and Museum

About this apartment rental

Nice quiet landing a few blocks from the action on Duval Street. This is a Saturday-Saturday weekly home for the rest of 2025. Enjoy one week for the rest of this year. January 2026, this beautiful condo will become monthly! Rentals will begin on the first day of the month and end on the last day of a month in 2026. Make plans to stay longer and really relax or work remotely from paradise for a full month in 2026. Either way you will enjoy:
- 2 bicycles
- 1 large private corner balcony
- Free high speed wifi
- Secure parking place (you don't need a car)
- Water park across the street
- World class entertainment and cuisine in easy walking distance
- Fully equipped kitchen with dishwasher and ice maker
- Close proximity to Fort Zachary Taylor State Park and Beach, Key West's most beautiful beach
- A few blocks from Mallory Square
- Washer/Dryer
- Large beautiful pool
- Towels, Linens, Beach Chairs. All you need is love.
Keywords: Condo

Amenities

Family friendly

Things to know

Additional fees to expect

Cleaning & other feesWe include all stay related fees in the Cleaning Fee line, which may include cleaning, property manager, resort, tourism and other stay related fees. All Expedia properties are professionally cleaned after each stay.

Booking feeNo booking fees, easy credit card payments.

Service feeThis helps Expedia provide a safer and more secure booking experience.

TaxesTaxes on accommodation such as Occupancy Tax, VAT, or GST. May also include tourism fees.

Customer support

Customer support is handled by our partner Expedia

Ratings and reviews

10.0 / 10.0

Outstanding(289 Ratings)

10.0 / 10.0

The place was just right for us -- great location, great bikes, and a very communicative owner. Sherri also was extremely accommodating when we asked for non-fragrant cleaning products, which made a huge difference. All in all a great stay. Thanks!

10.0 / 10.0

Ĝreat stay. Careful attention to every detail

10.0 / 10.0

Shipyard condos is the place to be in Key West. It’s a quiet peaceful community in the Truman Annex yet just three blocks from Duval. This condo is perfect for a couple with one bedroom on bath. Fully equipped with a lovely deck off the Living area. You’re just steps away from the community pool. The condo comes with two bikes for your use. Highly recommended!

10.0 / 10.0

Wonderful and quiet.

10.0 / 10.0

The condo is perfect for a couple, super clean, convenient for walking to everything from Mallory Square to the Southernmost Point to Fort Zach. Susan was the best and always available. The Karma cabinet was a lifesaver and such a great idea.

10.0 / 10.0

We love the Truman Annex area and have stayed here several times. This condo was great and Susan is great if you need anything. We highly recommend here, just be ready for high prices for everything in Key West but it is fun.

10.0 / 10.0

We’ve been to KW many times, first time staying in the Truman Annex. Truly the best location! Brucie’s is perfect for two. Susan is a great host, great communication. Everything we needed was provided. Location, pool, bikes, shareware to Fort Zack Beach, short walk to water front. We loved it all. Hoping we can book this again in 2025❤️❤️

10.0 / 10.0

My husband and I stayed for our 10th anniversary. Our host thoughtfully left us a bottle of champagne upon our arrival. She also quickly/effectively responded to any questions we had. Great suggestions were made about things to do- with a sense of having an “inside scoop” known best to locals. The location is walking distance to everything, but also nestled within the safety of a gated community at night. Everything was well maintained. Would definitely go again. Pool area well maintained and very close to condo.

10.0 / 10.0

Susan was amazing! This was a wonderful trip, great location!

10.0 / 10.0

Condo was in a great location! It was very nice to have the bikes, used them several times. The complex was overall very quite and landscape was cute. Enjoyed the “karma” cabinet , very nice! Great communication with the host. Thank you for a wonderful week!

10.0 / 10.0

This condo was super clean, comfortable and had an amazing location. The balcony had a covered area with comfortable chairs where we had coffee, tea and breakfast every morning surrounded by tropical blooming trees and waving palm trees. The bikes they let us use helped us explore and get around. We would definitely stay here again! The pool in the Truman complex was a lovely place as well as the ocean swimming. Stay here if you want an amazing Key West experience. The hosts could not be sweeter or more accommodating. They are amazing people!

10.0 / 10.0

Cute and tidy condo in the perfect location to the pool, down town and Fort Zach. Host had excellent communication and made the whole experience first rate.

10.0 / 10.0

My wife and I loved our stay at Susan’s condo. It has everything you need; clean sheets, clean towels, beach chairs, and the best part is the fantastic location! It is within walking distance to just about everything. We did drive down from Central Florida but only used our car once to get groceries. We had one tiny hiccup on check-in but it was quickly rectified with a call to Susan. She answered right away and resolved the problem for us. She is fantastic to work with! We will definitely be back!!

10.0 / 10.0

Perfect honeymoon week even with cancelled flights and lost luggage. The Listing is perfectly accurate, the communication was top shelf (thanks again Susan) and the location was in the middle of everything we wanted to do. Bikes and the pool were also a daily routine and neither disappointed. Hot week but the condo always refreshed us upon our return.

10.0 / 10.0

A truly wonderful place to stay in Key West, very central to Duval Street and other attractions. Our host was very helpful and informative and the property was top-notch. A really nice swimming pool on site as well as 2 bikes to use while we were there. Also has a very nice patio/deck which we used quite often. We had a washer and dryer as well. We didn't want for anything while we were there ! Would definitely stay there again and/or recommend to a friend.

10.0 / 10.0

This condo is tucked away in the perfect spot in Truman Annex…we were steps away from the pool, a short distance from the beautiful water and beach at Ft Zachary and just a little walk from Duval Street. It was a wonderful place to spend my birthday and celebrate America, too!

8.0 / 10.0

Perfect location to Ft. Zachary Beach, Duval, restaurants, etc. Safe area. Susan was great with communication: instructions, easy check-in, & keyless entry was a great convenience! I didn't use bikes nor beach chairs.The balcony was my favorite part! Workers were painting the condo siding & on the balcony 3 days so it was not available for my use, but the other 4 days I made up for it & really enjoyed the balcony for a.m. coffee, lunches, afternoon tea time, & evening star gazing! Condo has everything you need for a great stay in KW!

10.0 / 10.0

This is the perfect place to stay in KW! Close to everything & the place has everything you need. Host Susan was always very attentive when I reached out with a question about something. Don’t look any further. Book it now and you will be happy that you did. I had a great time!

10.0 / 10.0

We appreciated the fully equipped unit including bicycles. Just a super easy check in and check out process

10.0 / 10.0

Looking at our stay, we have nothing but smiles. Susan’s condo hits all the boxes for a perfect vacation. The location could not be better. We walked everywhere or took the Duval Loop to the other side of town. The stop is one block walk to the park south. The condo has it all and Susan is really on top of the rental. Santiago’s Bodega just around the corner was so good that we ate there twice. Sitting of the deck for coffee and breakfast every morning started the day out with a smile 😊. Using her bike to Fausto’s grocery was a great help to stock up for the week. So many other great places to eat. Grab a pizza 🍕 from Onlywoods, only a couple blocks away. Believe it or not Garbo’s food truck and bar was really good. Music included. Friday night on the USCG for the sunset 🌅 was the perfect end to a fantastic stay.

10.0 / 10.0

Loved the condo. It is clean and updated. It has a huge balcony - larger than most in the Shipyard. Great location - within walking distance to everything. Highly recommend!

10.0 / 10.0

We've stayed at Susan's place several times. Have never once needed something that wasn't provided. The bikes are the best part of the stay. Close to all the attreactions

10.0 / 10.0

This was a beautiful 1 bedroom 1 bath condo on the second floor. It’s conveniently located, near the pool- but not too close. Truman Annex location of the Shipyard condos is the perfect place to stay to be close to every thing in Key West. You are located in a gated community with one parking space( but you don’t need a car). Susan is a great host- tells you everything you need to know and more. Condo is well equipped.

10.0 / 10.0

We had a great time staying at Susan's condo last week. The location is fantastic, and we loved being able to walk everywhere. It was wonderful to be able to spend time on the deck, cook, and feel settled in for the week. We also really appreciated having protected parking. A caveat is that the parking lot itself is not well-marked and the layout of it is quite confusing. We arrived at night and finding the assigned spot, and then the condo itself, was pretty tricky after a long drive in from Miami. That said, once we found everything, we were set. It was a great stay, and we appreciate Susan's hospitality!

2.0 / 10.0

Short walk to Mallory Square and Fort Zachery. Very convenient.

8.0 / 10.0

Wonderful quiet location in the Truman Annex area. Nice outdoor deck, close to pool, easy walk to Duval Street and lots of restaurants and bars. Reasonably well equipped. Good communication with owner.

10.0 / 10.0

We loved the one bedroom condo. Close to everything and very quiet. The patio was very private surrounded by trees. We loved the door in the bedroom which we could leave open at night and get a nice breeze. The hostess was very responsive to any need. Also we used the bikes quite a bit….a nice extra!

10.0 / 10.0

We loved the large deck and decor. We have spent many years coming to different condos in Truman Annex.This was by far one of the best for decor and location. The bikes included and beach supplies such a plus. Best of all Communication with owner excellent!

10.0 / 10.0

The condo was very comfortable and I appreciated the keyless entry being my phone number. The owner was most accessible and left excellent instructions. Locations could have been more clear: initial difficulty finding unit from parking lot upon arrival, and needed help locating the garbage/recycling bins. The area was very quiet and much time was spent on the balcony; it was delightful.

10.0 / 10.0

This was the perfect place to stay! We felt at home right away, spent much of our time relaxing on the balcony which overlooked beautiful trees. We spent the days walking everywhere and relaxed with light dinners at the condo in the evenings, streaming our music on the Victrola. It was so nice to get away to celebrate our golden anniversary, but we met a lot of nice people everywhere we went. We highly recommend the Zachary Taylor fort tour (and the beach), the Art and History Museum, and a tour of the historic cemetery, but we saw and learned even more by walking everywhere. Even our fitbits are happy! Thank you so much, Susan, for your kindness and for our stay!

10.0 / 10.0

Great location and enjoyed having bikes to ride all over the island.

10.0 / 10.0

Susan's quaint home was perfect for our relaxing vacation. Everything was clean and in good working order. The location is unbeatable , access to the restaurants and shopping , groceries and beaches were all very handy. The two bikes that come with the condo came in very handy also! Nice clean pool area to relax or meet other travlers. I would highly recommend .

10.0 / 10.0

Everything was perfect

8.0 / 10.0

Property is as described. I overlooked it is on a 2nd floor with no elevator access. Hard to get luggage and ourselves upstairs. Parking lot is confusing as spaces are not in numerical building order. Parking space is not a short walk to the unit.

10.0 / 10.0

This is a great rental unit with plenty of room for a couple, convenient amenities including reserved parking, 2 bikes, beach chair, umbrella, full size laundry, walk-in shower and located right across from a community swimming pool and steps away from street and walking distance to the beach as well as Duval street and Malory Square. Will be back for sure.

10.0 / 10.0

The property was perfectly located to the action of Duval Street but far enough away to take a break. We celebrated my husbands 60th birthday and the condo was perfect! Awesome deck … so close to pool … clean, comfortable, perfect!!! We will be back for sure.

10.0 / 10.0

The condo was perfect for our 30th anniversary trip. It was clean, had everything we needed and was in a great location. The Truman Annex is quiet and beautiful, and close to everywhere we wanted to go. We walked or biked everywhere. We enjoyed the pool, the bikes that were included with the condo, and a special anniversary gift from our host, Susan.

10.0 / 10.0

Susan’s Key West condo is perfect! The location and condo are close to everything, and the two bikes make getting places even easier. Susan is attentive and willing to help in any way possible. You won’t be disappointed!

10.0 / 10.0

This was a wonderful place!! Would not change a thing!! Perfect!!!!!

10.0 / 10.0

How do I begin? There are so many WONDERFUL things I could say about or stay here, but to start I must compliment Susan 🤗. Long before our trip Susan was so attentive and super easy to reach with any questions we had. She even went so far as to provide us with a little welcome honeymoon gift. The location of the condo is perfect. Truman Annex is just close enough to have a relaxing and romantic walk to all the restaurants and entertainment without the nonstop noise of Duval. We enjoyed every minute and will be booking a future trip soon. Thank you for everything!

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