See all properties
Entire condo

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

Choose dates to view prices

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

Beach nearby, beach towels
Exterior detail
Outdoor pool, a heated pool
Property grounds
Children's area

Reviews

10 out of 10
Exceptional

Entire condo

1 bedroom1 bathroomSleeps 2600 sq ft

Popular amenities

  • Dryer
  • Washer
  • Kitchen
  • Air conditioning

Explore the area

View in a map
KEY WEST, FL
  • Place, Duval Street
    ‪6 min walk‬
  • Place, Mallory Square
    ‪11 min walk‬
  • Place, Southernmost Point
    ‪14 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪10 min drive‬

Room options

You may also like

Ad
Daily cooked-to-order breakfast for a fee

Oceans Edge Key West Resort, Hotel & Marina

Stock Island
  • Pool
  • Pet friendly
  • Free WiFi
  • Restaurant
4.5 out of 5, Wonderful, 1,735 reviews
$215 nightly
The price is $242
Oct 2 - Oct 3
Total with taxes and fees
Oceans Edge Key West Resort, Hotel & Marina

About the neighborhood

Key West

Oceanside stay.Within a 10-minute walk of this Old Town Key West condo, you'll find Duval Street and Fort Zachary Taylor Historic State Park. Also, Mallory Square is within half a mile (1 km) and Southernmost Point is within 2 miles (3 km).
View more Condo Rentals in Key WestOpens in a new window

What's nearby

  • Ernest Hemingway Home and Museum - 6 min walk - 0.4 miles
  • Duval Street - 6 min walk - 0.4 miles
  • Fort Zachary Taylor Historic State Park - 8 min walk - 0.4 miles
  • Mallory Square - 11 min walk - 0.6 miles
  • Southernmost Point - 14 min walk - 0.8 miles

Getting around

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

Restaurants

  • ‪Green Parrot Bar - ‬4 min walk
  • ‪Blue Heaven - ‬8 min walk
  • ‪Moondog Cafe & Bakery - ‬8 min walk
  • ‪Kaya Island Eats - ‬7 min walk
  • ‪Rams Head Southernmost - ‬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.

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

Similar properties

Beach nearby, sun loungers, beach towels

Quaint Island Escape Condo w/Spacious Balcony Deck in Beautiful Truman Annex

  • Pool
  • Kitchen
  • Washer
  • Dryer
5.0 out of 5, Exceptional, 172 reviews
Quaint Island Escape Condo w/Spacious Balcony Deck in Beautiful Truman Annex

Property amenities

Beach

  • Beach nearby
  • Beach towels

Pool/Spa

  • Communal pool
  • Heated pool
  • Outdoor pool

Internet

  • Available in the condo: Free WiFi

Parking and transportation

  • Car not required
  • Parking on site

Kitchen

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

Dining

  • Dining table

Bedrooms

  • Bedroom
  • Bedsheets provided

Bathroom

  • 1 bathroom
  • Hair dryer
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table

Entertainment

  • Books
  • DVD player
  • Stereo
  • TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Garden

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Location highlights

  • In a village
  • In the city center
  • Near the ocean

Things to do

  • Bicycles
  • Heated pool
  • Water park
  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Parasailing nearby
  • Rafting nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkeling nearby
  • Surfing/bodyboarding nearby
  • Swimming nearby
  • Water skiing nearby
  • Whale watching nearby
  • Wildlife walks nearby
  • Windsurfing nearby

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)
  • First aid kit
  • Fire extinguisher

General

  • Bicycles
  • Garden
  • Unit size: 600 square feet

Policies

Check-in

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

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Rules

Travelers arrive and depart on Saturdays. Arrival and departure cannot take place any other day of the week.

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.

Events

No events 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
Onsite 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 there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a private host, not a professional engaged in trade or business. Onsite parties or group events are strictly prohibited. Long-term renters welcome. For guests' safety, the property includes a fire extinguisher, a smoke detector, and a first aid kit in each accommodation.

Property is also known as

Old Town Key West's Truman Annex Pool Bicycle Free Parking Wifi
Old Town Key West's Truman Annex Pool Bicycle Free Parking Wifi

Frequently asked questions

How close is Condo in Old Town Key West's Truman Annex - Pool, Bicycle, Free Parking and WiFi to the airport?

This condo is 4.3 mi (15-min drive) away from the Key West Intl. Airport (EYW) airport, the closest popular airport to the property.

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

Airport shuttle services are not available at this condo.

How close is Condo in Old Town Key West's Truman Annex - Pool, Bicycle, Free Parking and WiFi to the beach?

This condo is a short 10-minute walk from Florida Keys Beaches and 12-minute walk from Truman Beach. Don't forget your sunscreen!

Does Condo in Old Town Key West's Truman Annex - Pool, Bicycle, Free Parking and WiFi offer free breakfast?

This condo does not offer free breakfast.

Is there a casino at Condo in Old Town Key West's Truman Annex - Pool, Bicycle, Free Parking and WiFi?

No, there is no casino at this condo.

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.

Is there free parking at Condo in Old Town Key West's Truman Annex - Pool, Bicycle, Free Parking and WiFi?

Free parking is not available at this condo.

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

This condo features an outdoor pool.

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

There are no spa services available at this condo.

How close is Condo in Old Town Key West's Truman Annex - Pool, Bicycle, Free Parking and WiFi to downtown Key West?

This condo is 0.3 mi away from Key West.

Reviews

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

10

Exceptional

9.8/10

Cleanliness

10/10

Staff & service

9.0/10

Amenities

8.0/10

Property conditions & facilities
Rating 10 - Excellent. 274 out of 294 reviews
Rating 8 - Good. 18 out of 294 reviews
Rating 6 - Okay. 1 out of 294 reviews
Rating 4 - Poor. 0 out of 294 reviews
Rating 2 - Terrible. 1 out of 294 reviews

Reviews

10/10 Excellent

Brad L.

Liked: Cleanliness
Perfect LocationCleanHost very responsive
Stayed 7 nights in Sep 2025

10/10 Excellent

Rachel H.

Liked: Cleanliness
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

Allison W.

Stayed 7 nights in Jun 2025

10/10 Excellent

nancy r.

Liked: Cleanliness

2nd Honeymoon

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

10/10 Excellent

Dean G.

Liked: Cleanliness

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

T P.

Liked: Cleanliness

Lovely place

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

10/10 Excellent

Carol B.

Liked: Cleanliness
Stayed 7 nights in Mar 2025

10/10 Excellent

Sue P., Tinley Park, IL

Liked: Cleanliness

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

Heidi

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

10/10 Excellent

Melissa M.

Liked: Cleanliness

Amazing!

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.
Stayed 7 nights in Dec 2024

10/10 Excellent

Susan L., Loveland, OH USA

Liked: Cleanliness

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

Tom B.

Liked: Cleanliness

A retreat for the two of us!

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❤️❤️
Stayed 7 nights in Nov 2024

10/10 Excellent

walter d.

Stayed 7 nights in Oct 2024

10/10 Excellent

Debra H., Saline, MI

Liked: Cleanliness

Adorable, functional, comfortable, amazing location!

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.
Stayed 7 nights in Oct 2024

10/10 Excellent

Amie F.

Liked: Cleanliness

Anniversary getaway

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

10/10 Excellent

suzannah e.

Liked: Cleanliness

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

10/10 Excellent

Penny S.

Liked: Cleanliness

Beautiful condo in a great location

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!
Stayed 8 nights in Aug 2024

10/10 Excellent

Brian D.

Liked: Cleanliness

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

10/10 Excellent

Russell G., Rockledge, FL

Liked: Cleanliness

Great condo, perfect location!

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!!
Stayed 7 nights in Jul 2024

10/10 Excellent

Rob R.

Liked: Cleanliness

Beautiful condo and perfect location

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.
Stayed 7 nights in Jul 2024

10/10 Excellent

Matt A.

Liked: Cleanliness

A Great Experience

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.
Stayed 7 nights in Jun 2024

10/10 Excellent

Leigh W.

Liked: Cleanliness

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

8/10 Good

Suellen B., St.Pete, FL

Liked: Cleanliness

Location, location, location!

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!
Stayed 7 nights in Jun 2024

10/10 Excellent

Mark H.

Liked: Cleanliness

Perfect Place

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!
Stayed 7 nights in Apr 2024

10/10 Excellent

Verified traveler

Liked: Cleanliness

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