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

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Italian leather furniture in your living room.
Pool
The master bedroom has french doors which open to the balcony.
Outdoor dining
Bathroom

Reviews

10 out of 10
Exceptional
1 bedroom1 bathroomSleeps 2600 sq ft

Popular amenities

  • Ocean view
  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi

Rooms & beds

1 bedroom (sleeps 2)

Bedroom 1

1 Queen Bed

1 bathroom

Bathroom 1

Shower only

Spaces

Deck or patio
Porch or lanai
Kitchen
Balcony
Outdoor play area
Garden
Dining area

About this property

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

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

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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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
Travelers arrive and depart on Saturdays. Arrival and departure cannot take place any other day of the week.

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
Long-term renters welcome
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
Safety features at this property include a fire extinguisher and a first aid kit

We should mention

A car is not required for transport to and from this property

About the area

Key West

Located in Old Town Key West, a neighbourhood in Key West, this condo is near a water park and near the beach. Fort Zachary Taylor Historic State Park and Ernest Hemingway Home and Museum 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. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
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 - 6 min walk - 0.5 km
  • Fort Zachary Taylor Historic State Park - 8 min walk - 0.7 km
  • Mallory Square - 11 min walk - 1.0 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 15 min drive

Restaurants

  • ‪Green Parrot Bar - ‬4 min walk
  • ‪Willie T's - ‬6 min walk
  • ‪Mangoes Restaurant - ‬7 min walk
  • ‪Blue Heaven - ‬8 min walk
  • ‪Rams Head Southernmost - ‬7 min walk

Frequently asked questions

Does Condo in Old Town Key West's Truman Annex - Pool, Bicycle, Free Parking and WiFi have a pool?

Yes, this property has an outdoor pool. Pool types include heated pools.

How much does it cost to stay at Condo in Old Town Key West's Truman Annex - Pool, Bicycle, Free Parking and WiFi?

As of 14 Mar, 2026, prices found for a 1-night stay for 2 adults at Condo in Old Town Key West's Truman Annex - Pool, Bicycle, Free Parking and WiFi on 4 Oct, 2025 start from S$230, 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 Condo in Old Town Key West's Truman Annex - Pool, Bicycle, Free Parking and WiFi pet-friendly?

No, pets are not allowed at this property.

How much is parking at Condo in Old Town Key West's Truman Annex - Pool, Bicycle, Free Parking and WiFi?

On-site parking is available at the property.

What time is check-in at Condo in Old Town Key West's Truman Annex - Pool, Bicycle, Free Parking and WiFi?

Check-in begins at 4:00 PM.

What time is check-out at Condo in Old Town Key West's Truman Annex - Pool, Bicycle, Free Parking and WiFi?

Checkout is at 10:00 AM.

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

Located in Old Town Key West, this condo building is within a 10-minute walk of Truman Waterfront Park, Duval Street and Fort Zachary Taylor Historic State Park. Ernest Hemingway Home and Museum and Florida Keys Beaches are also within 10 minutes.

Reviews

10

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. 282 out of 302 reviews
Rating 8 - Good. 18 out of 302 reviews
Rating 6 - Okay. 1 out of 302 reviews
Rating 4 - Poor. 0 out of 302 reviews
Rating 2 - Terrible. 1 out of 302 reviews

9.8/10

Cleanliness

10/10

Staff & service

9.0/10

Amenities

8.0/10

Property conditions & facilities

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Mary M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We enjoyed our stay. Comfortable and all necessities required were available. Susan was a wonderful host, very welcoming and responsive.
Stayed 9 nights in Dec 2025

10/10 Excellent

Susan S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Location, clean condo
Stayed 7 nights in Nov 2025

10/10 Excellent

Rhiannon C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
A lovely apartment with everything we needed. Safe and quiet. A great location for visiting Duval Street.
Stayed 7 nights in Nov 2025

10/10 Excellent

Pamela L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Loved our stay here! Beautiful, quiet place. Especially loved the deck drinking wine, eating lunch etc. Easy access to downtown walking. Proximity is perfect. Susan was a gracious host. She dropped by some champagne knowing we’re just married. The bikes were a fun addition to getting around.
Stayed 10 nights in Nov 2025

10/10 Excellent

Philip K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Susan is a great host, and the condo was perfect. I hope in the future they can get back to weekly rentals.
Stayed 7 nights in Oct 2025

10/10 Excellent

Brad L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect LocationCleanHost very responsive
Stayed 7 nights in Sep 2025

10/10 Excellent

Amanda K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful location close to everything! Duval street, beach, park, bars, restaurants, shopping…everything! Nice pool, quiet neighborhood, full kitchen, bath and laundry, great porch, everything you could need! Included bikes as well but we just walked everywhere. Would definitely stay again and hope to! Met the homeowner also, she was very nice!
Stayed 7 nights in Sep 2025

10/10 Excellent

Rachel H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a great stay at this condo. It is perfectly located to both the beach at Ft. Zachary Taylor and Duval Street. We did not need a car or Uber at all while we were there and made excellent use of the bikes! The owner was super communicative and so nice to work with! The pool was relaxing and a cool respite in the hot afternoons. Highly recommend this condo!
Stayed 7 nights in Aug 2025

10/10 Excellent

nancy r.

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

2nd Honeymoon

Amazing as always! We love this condo!
Stayed 7 nights in Jun 2025

10/10 Excellent

T P.

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

Lovely place

Ĝreat stay. Careful attention to every detail
Stayed 7 nights in Mar 2025

10/10 Excellent

Heidi

Liked: Cleanliness, property conditions & facilities, communication
Wonderful and quiet.
Stayed 7 nights in Feb 2025

10/10 Excellent

Amie F.

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

Anniversary getaway

Susan was amazing! This was a wonderful trip, great location!
Stayed 7 nights in Oct 2024

10/10 Excellent

Dean G.

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

Above and beyond

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!
Stayed 7 nights in Mar 2025

10/10 Excellent

Susan L.

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

Return to Key West

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.
Stayed 7 nights in Nov 2024

10/10 Excellent

Jennifer D.

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

Pleasant location

Quiet and relaxing neighborhood with a beautiful courtyard. Great location!
Stayed 7 nights in Apr 2023

10/10 Excellent

Trevor K.

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

Great place! Great host!

We’ve rented from Susan before and everything is always great. Highly recommend her to anyone traveling to Key West!
Stayed 7 nights in May 2023

10/10 Excellent

Stacy H.

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

Key West

Great location and enjoyed having bikes to ride all over the island.
Stayed 7 nights in Dec 2023

10/10 Excellent

Brian D.

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

Location location location

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.
Stayed 7 nights in Aug 2024

2/10 Terrible

Rudolph S.

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

Perfect location

Short walk to Mallory Square and Fort Zachery. Very convenient.
Stayed 7 nights in Feb 2024

10/10 Excellent

Verified traveller

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

Perfect location

We appreciated the fully equipped unit including bicycles. Just a super easy check in and check out process
Stayed 7 nights in Apr 2024

10/10 Excellent

Leigh W.

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

Birthday Getaway

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!
Stayed 7 nights in Jun 2024

10/10 Excellent

Janet G.

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

Favorite Condo in the Shipyard

This is our favorite condo in the Truman Annex. We really enjoyed the balcony, bicycles and meeting the very nice owners (Susan and Brucie). Looking forward to staying there again next July.
Stayed 14 nights in Jul 2022

10/10 Excellent

Sue P.

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

Wonderful condo in a great complex

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!
Stayed 7 nights in Mar 2025

10/10 Excellent

Sara W.

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

perfect location. Host couldn't make things easier. Loved neighbor Lois

Comfy, clean , spacious for two people. huge comfy deck. Plan on going
Stayed 7 nights in Apr 2023

10/10 Excellent

suzannah e.

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

Loved our stay!

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!
Stayed 7 nights in Aug 2024

About the host

Hosted by Susan Mitchell

Host profile image
It is a dream come true to share this slice of paradise and help our guests LOVE Key West! We are originally from Athens, Ohio where we raised our children. Bruce is founder of The Athens NEWS. We now live in Key West to be closer to paradise and make sure our guests needs are being fulfilled.

Why they chose this property

We love Truman Annex! This condo is unique because there is a peek at the ocean and if you were any closer to the pool you would be swimming laps!

What makes this property unique

We LOVE riding our bicycles all over Key West and then sitting on the balcony, swimming in the pool or ocean at Fort Zachary Taylor State Park and Beach.

You will see we have one of the highest rated condos on this VRBO site. Please read the reviews!

We have nicknamed this place our Honeymoon Suite because we have hosted more newly wedded couples than we can count.

My goal is to be attentive to every need and have you leave our island loving Key West as much as we do!

Languages:

English

Premier Host

They consistently provide great experiences for their guests
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