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Location, Location, Location!!! Downtown Key West - Truman Annex!!!

Photo gallery for Location, Location, Location!!! Downtown Key West - Truman Annex!!!

Exterior
Property grounds
Property grounds
Property grounds
Living area

Reviews

9.4 out of 10, Loved by Guests
Top 10% of guest reviews in this area
2 bedrooms1 bathroomSleeps 4646 sq ft

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning

Explore the area

View in a map
Key West, FL
  • Place, Florida Keys National Marine Sanctuary
    ‪5 min walk‬
  • Place, Duval Street
    ‪6 min walk‬
  • Place, Ernest Hemingway Home and Museum
    ‪6 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪13 min drive‬

Rooms & beds

2 bedrooms (sleeps 4)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Queen Bed

1 bathroom

Bathroom 1

Towels provided · Toilet · Shower only · Hair dryer

Spaces

Deck or patio
Kitchen
Balcony
Dining area

About this property

Location, Location, Location!!! Downtown Key West - Truman Annex!!!

All the amenities of a fantastic resort suite and free assigned parking in the middle of everything in Key West...2/1 that is 1 min away from the beach and 2 blocks off Duval surrounded by amazing entertainment Green Parrot is across the street) and some of the best and most famous Key West Restaurants and Landmarks...you will love it!!!
Southermost Point and Mallory Square are within walking distance and so is The Grand Cafe (my fav) restaurant...Enjoy and hope to hear from you soon!!!
PLEASE keep in mind that this is a weekly vacation rental and all the booking and reservations should be done in multiple of 7...Thank you in advance!!!
Our prices include all fees. No hidden fees.

Add dates for prices

Amenities

Pool
Kitchen
Washer
Dryer
Free WiFi
Air conditioning

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  • Washer
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House Rules

Check in after 3:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0-17
THERE ARE STAIRS
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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
THIS HOUSE CAN ONLY BE BOOKED WEEKLY BECAUSE OF THE KEY WEST CITY RULES FOR TRANSIENT LICENSES...PLEASE BOOK YOUR STAYING BY 7 OR 14 DAYS OR 21 OR 28!
STRICT NO SMOKING POLICY- DURING SPRING BREAK MONTHS THERE WILL BE A DAMAGE DEPOSIT REQUIRED

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
Safety features at this property include a deadbolt lock

We should mention

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

About the neighborhood

Key West

Located near the beach, this condo is in Old Town Key West, a neighborhood in Key West. 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. Discover the area's water adventures with jet skiing, kayaking, and scuba diving nearby, or enjoy the great outdoors with cycling.
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 Intl. Airport (EYW) - 19 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 Location, Location, Location!!! Downtown Key West - Truman Annex!!! have a pool?

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

How much does it cost to stay at Location, Location, Location!!! Downtown Key West - Truman Annex!!!?

As of Mar 26, 2026, prices found for a 1-night stay for 2 adults at Location, Location, Location!!! Downtown Key West - Truman Annex!!! on May 25, 2026 start from $241, 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 Location, Location, Location!!! Downtown Key West - Truman Annex!!! pet-friendly?

No, pets are not allowed at this property.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Location, Location, Location!!! Downtown Key West - Truman Annex!!!?

Check-in begins at 3:00 PM.

What time is check-out at Location, Location, Location!!! Downtown Key West - Truman Annex!!!?

Check-out is at 10:00 AM.

Where is Location, Location, Location!!! Downtown Key West - Truman Annex!!! located?

Located in Old Town Key West, this condo building is within a 10-minute walk of Truman Waterfront Park, Duval Street, and Ernest Hemingway Home and Museum. Florida Keys Beaches and Fort Zachary Taylor Historic State Park are also within 15 minutes.

Reviews

9.4

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 30 out of 38 reviews
Rating 8 - Good. 5 out of 38 reviews
Rating 6 - Okay. 2 out of 38 reviews
Rating 4 - Poor. 1 out of 38 reviews
Rating 2 - Terrible. 0 out of 38 reviews

9.8/10

Cleanliness

9.6/10

Check-in

9.6/10

Communication

9.8/10

Location

9.4/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Lorraine K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Conditions were great! Love the location
Stayed 7 nights in Jan 2026
Verified

10/10 Excellent

Terri C.

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

Wonderful week stay!

We were there the last week of June and thoroughly enjoyed the property and its amenities. It was very clean and comfortable. The rental agents were always quick to respond and very willing to please. We would gladly pick this place to stay again. Thanks for a wonderful vacation and the memories we made.
The end of Hwy 1.
Fort Zachary Taylor beach
More Fort Zachary Taylor beach
Fort Zachary Taylor
Stayed 7 nights in Jun 2025
Verified

10/10 Excellent

Bethany P.

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

Location on Key!

Wonderful location, very close to everything! Had a great time!
Stayed 7 nights in Apr 2024
Verified

10/10 Excellent

Rhiannon C.

Liked: Cleanliness, communication, location, listing accuracy

Perfect Spot

This property is in a lovely gated community and is in a perfect spot for visiting Key West. The condo has everything you need for a great stay. Lovely pool.
Stayed 7 nights in Nov 2023
Verified

10/10 Excellent

Andrew R.

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

Love that place!

We have family members that used to stay at the Shipyard condos every year. So we were already familiar with the property. There’s really nowhere else in Key West that we would want to stay!
Stayed 7 nights in Mar 2024
Verified

10/10 Excellent

Nicholas O.

Great spot

Perfect spot for what we needed. Would have been better with tickets to mile zero fest closeby!
Stayed 7 nights in Jan 2019
Verified

10/10 Excellent

Megan S.

Super comfortable, had everything we needed!!!

This property was perfect for our family! It had everything we needed! We were able to do laundry, cook, and relax. We will definitely come back!
Stayed 7 nights in Mar 2018
Verified

10/10 Excellent

Karen K.

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

Summer Vacation

It was a great location and apartment - clean, comfortable and all the necessities.
Stayed 7 nights in Jun 2023
Verified

8/10 Good

Wayne G.

Liked: Cleanliness, communication, location, listing accuracy

Visitors from the North

Loved the condo. Very clean, proximity to Duvall, waterfront & Ft Zachary Taylor beach was excellent. Would definitely rent again.
Stayed 9 nights in Jan 2023
Verified

10/10 Excellent

Kevin K.

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

Sweet spot

Stayed here for our beach wedding. Best location!! Close to everything but secure neighborhood feels like a different world when you go to bed. Jody the prop mngr was great!
Stayed 7 nights in Feb 2024
Verified

10/10 Excellent

Rosemary G.

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

Awesome service and place

There were balloons to greet us for my husbands birthday. Letting us book mid week and extend our stay a few hours!
Stayed 10 nights in Nov 2023
Verified

10/10 Excellent

Verified traveler

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

Great condo, location and service

Location was great, walking distance to restaurants, bars, entertainment, and beach. Condo was newly remodeled and it had all the conveniences of home. Very clean and comfortable! Jodi and Lee did a great job taking care of us during our stay. They were available and attentive to any needs. I would highly recomend this condo and management service.
Stayed 7 nights in Oct 2024
Verified

10/10 Excellent

Jamie H.

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

Fantasy fest 2021

Awesome place, perfect location, walking distance to anywhere. Dan is great to rent from, very responsive. We’ll be returning renters. Thank you Dan
Stayed 9 nights in Oct 2021
Verified

10/10 Excellent

Amy W.

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

Happy New Year!!

We came down from 12/27-1/4. We had a great, relaxing time. The condo had all the necessary amenities for a great stay. Welcoming and available management. We have and will stay in the Shipyard again. Love the area. Close to everything for walking if needed.
Stayed 10 nights in Dec 2023
Verified

10/10 Excellent

Mark M.

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

Key West

The condo is in a great location and the condo complex is very nice. This is our 4th year staying in this complex. The condo needs a little updating. If you are going to do any cooking, bring hot pads and plastic bowls for leftovers, there were none of either in the unit. We would definitely stay here again.
Stayed 19 nights in Feb 2024
Verified

10/10 Excellent

Adrienne D.

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

The location was superb, within a 2 block walk to Duval, restaurants, CVS, shops…very walkable locat

The internet was spotty AND WOULD FAIL late in a major FB game OR news broadcast, Updates/sprucing is needed Besides location, the 2nd floor porch overlooking Ft Zachary Taylor was great for morning java or evening wine. The daily playing of Reveille in the am reminded me of my fondness military and presence in KW We liked our 7 nights and would enjoy returning…moved the car 2x to attend Mass at the Basilica of St Mary’s
Stayed 7 nights in Dec 2022
Verified

4/10 Poor

Missy C.

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

Excellent location

Five minute walk to Green Parrot. The whole rental process was easy. The only complaint ( it’s a tiny one) is the internet cable was unplugged so we didn’t have tv or cable for two days. We didn’t realize the box is in the one bedroom without a television easy fix once found. It’s a beautiful rental in a beaut Place.
Stayed 7 nights in Mar 2023
Verified

10/10 Excellent

GLENN M.

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

Nice sized condo. Comfortable and clean.

Happy with condo. Only complaint was the TV didn't work. Said it was connecting with box and never did.
Stayed 7 nights in Nov 2022
Verified

10/10 Excellent

Sharon P.

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

Perfect locations in a quiet complex

First, the condo was very clean and comfortable with Two decks! Quiet location with a very nice pool. I went for a swim early and had the pool all to myself. The location was perfect being two streets from Duval with a couple of of really fun bars/restaurants even closer in the neighborhood. Communication was quick and easy with the owners and rental agent. Our questions were answered right away and the check in/check out process was flawless! Would highly recommend this condo to everyone, (just don’t take our week! 😊
Stayed 7 nights in Apr 2024
Verified

8/10 Good

Evelyn S.

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

Shipyard

The condo was clean and was as described. The problems we experienced were no cookie sheets or any casserole dishes. Our television and internet were out about three days. This was very inconvenient. Overall it was a great location.
Stayed 28 nights in Feb 2023
Verified

8/10 Good

Benjamin R.

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

Good value, Good location

We stayed a week and had a great time. Everything was as described. Great communication with the property management. Only critique would have to be the unit needs some maintenance. A fresh coat of paint would really help the place. We actually tightened up the ceiling fan blades they were so loose we thought they would come off of the fan while in use. So we bought a screwdriver just for that. We would stay again for the price we paid.
Stayed 7 nights in May 2023
Verified

6/10 Okay

Charles F.

Liked: Cleanliness, communication, location
Disliked: Listing accuracy

Key West great, location good, TV and Internet Terrible

Key West fun place and the location close to major area. However, internet and tv spotty when arrived and after tech guy worked on it went dead.. The result is we left a day early which if TV and internet worked we would have stayed. The agent gave an allowance of $211 which I feel is adequate The lose of 1 day should be worth closer to $330 and the lack of tv and internet should be worth worth another100 to $200. Feel that would be somewhat fair
Stayed 7 nights in Jan 2023
Verified

8/10 Good

Betty G.

Very clean, safe, and lovely.

Dan was absolutely the best!!! He was always very quick to reaping when we texted him with a question. The condo was very nice and only a couple of blocks off Duvall. I think most of the people there were actual residents of the condos and I was not so sure they liked vacationers being there. The pool was very close and there was plenty of seating with a bathroom. The only complaint was that we were not allowed to charge our golf cart that we had rented for the week. We had an assigned parking spot. We had to park our small golf cart in front of the condo door so we could plug it in for a couple of hours. One of the condo owners called security and complained, security came over and threatened to have it towed. It was a thing ....ugghhhh. We didn’t know that would be a problem obviously. There were lots of rules. This was a lovely place to spend with children or if you are 70 plus years old. Again... loved working with Dan. He is the best.
Stayed 7 nights in Apr 2018
Verified

6/10 Okay

James & Linda M.

Liked: Cleanliness, check-in, communication, location
Disliked: Listing accuracy

Stayed 27 days

My wife and I stayed 27 days. Leasing agent was prompt when we had an issue. Unit has recently had some remodeling. Nice looking doesn’t always mean it functions. There is very little storage available. One closet with all shelves full of linens. No drawer storage. I had to put my underwear in a corner. Nice TV, but none in bedroom even though listing photo show one there. Living room love seats like sitting on concrete. We took pillows from 2nd bdrm to sit on. Nice front porch, but nothing to sit on. Short walk to the beach, BUT no beach chairs, umbrella, cooler, or non glass drinkware. Nice dishwasher, BUT run it when you are going to be gone from unit. No garbage disposal. Nice frig. No storage in kitchen for groceries. Unit backs up to a large park with lots of chicken. Roosters start crowing continuously 3 hours before daylight. Navy plays National Anthem everyday at 8:00am and that is nice. That is your alarm to head to the pool if you intend to get a chair Kitchen and living area has 17 pictures on the walls…BUT only clock in unit is the microwave
Stayed 26 nights in Mar 2025
Verified

8/10 Good

Scott H.

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

Location and convenience

Location of unit is convenient to many attractions and Duval. Unit is dated and could use some TLC. However it is clean and affordable.
Stayed 7 nights in Nov 2022

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