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Tropical Breezes at The Truman Annex in Key West

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Pool
Outdoor dining
TV
Property grounds
Exterior

Reviews

9.0 out of 10
Wonderful

Entire condo

2 bedrooms1 bathroomSleeps 4680 sq ft

Popular amenities

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

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, Fort Zachary Taylor Historic State Park
    ‪8 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪13 min drive‬

Room options

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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 kitchen, a balcony, and a refrigerator.
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What's nearby

  • Florida Keys Eco - Discovery Center - 3 min walk - 0.2 miles
  • Florida Keys National Marine Sanctuary - 5 min walk - 0.3 miles
  • Duval Street - 6 min walk - 0.4 miles
  • Ernest Hemingway Home and Museum - 8 min walk - 0.4 miles
  • Fort Zachary Taylor Historic State Park - 8 min walk - 0.4 miles

Getting around

  • Key West Intl. Airport (EYW) - 19 min drive

Restaurants

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

Tropical Breezes at The Truman Annex in Key West

Shipyard Condominiums are located in the prestigious gated community of Truman Annex in Key West’s old town area. The condos are located 2 blocks from Duval Street and all the Old Town Key West attractions. The properties are also ¼ mile from Fort Zachary Taylor State Park. The property is outfitted with washer/dryer, pots/pans, towels, linens, have central air conditioning, off street parking, and pool access. This Shipyard home is a single level condominium on the 2nd floor with balconies. This property also has an awning for coverage from the sun.
Please note: This property is monthly rental - the minimum rental period is 28 nights
The condo is air-conditioned and features a kitchen and a balcony, and there's space to spread out with 2 bedrooms. Guests can enjoy a TV and stay connected with free WiFi. Other standard amenities include a washer/dryer, a coffee maker, and an ironing board.

Similar properties

Property grounds
Craig & Cindy Key West Truman Annex Shipyard Condo with balcony at Mile Marker 0
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  • Pool
  • Kitchen
  • Washer
  • Dryer
10.0 out of 10, Exceptional, 17 reviews
Craig & Cindy Key West Truman Annex Shipyard Condo with balcony at Mile Marker 0

Property amenities

Pool/Spa

  • Communal pool

Internet

  • Available in the condo: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

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

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 1 bathroom
  • Bathtub or shower
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • TV with cable/satellite channels

Outdoor areas

  • Balcony

Laundry

  • Laundry facilities
  • Washer/dryer

Comfort

  • Air conditioning

Pets

  • No pets allowed

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Single level property
  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

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)
  • Fire extinguisher
  • Deadbolt lock

General

  • Gated community
  • Unit size: 680 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
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
Information provided by the property may be translated using automated translation tools

Pets

  • This property doesn't allow pets

Children and extra beds

Children allowed: ages 0-17

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
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 deadbolt lock
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
  • Check-out: 10:00 AM
  • 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 fire extinguisher, a smoke detector, and a deadbolt lock.

Property is also known as

Tropical Breezes in the Truman Annex
Tropical Breezes @ the Truman Annex Key West
Tropical Breezes @ the Truman Annex Private vacation home
20% Off Summer Special Tropical Breezes @ the Truman Annex
2698-193344

Frequently asked questions

What is there to do around 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 Florida Keys Beaches and Fort Zachary Taylor Historic State Park less than a mile away.

Is there parking available at Tropical Breezes at The Truman Annex in Key West?

No, there isn't parking available at the condo.

Is this condo next to a casino?

No, this condo is not connected to a casino.

Is there an indoor pool at this condo?

No, there is no indoor pool at this condo.

Is Tropical Breezes at The Truman Annex in Key West good for couples?

Couples will appreciate amenities at this condo, including a kitchen in each condo plus a kitchen and free WiFi in some.

Are there hot tubs at Tropical Breezes at The Truman Annex in Key West?

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

Does this condo offer breakfast?

No, this condo doesn't offer breakfast.

Does this condo allow pets to stay for free?

No, pets aren't allowed at this condo.

Are there connecting rooms at Tropical Breezes at The Truman Annex in Key West?

No, this condo doesn't feature connecting guestrooms.

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 at Tropical Breezes at The Truman Annex in Key West?

Yes, every condo at Tropical Breezes at The Truman Annex in Key West comes with a balcony.

Tropical Breezes at The Truman Annex in Key West Reviews

Reviews

9.0

Wonderful

Rating 10 - Excellent. 17 out of 26 reviews
Rating 8 - Good. 6 out of 26 reviews
Rating 6 - Okay. 2 out of 26 reviews
Rating 4 - Poor. 0 out of 26 reviews
Rating 2 - Terrible. 1 out of 26 reviews

9.2/10

Cleanliness

Reviews

10/10 Excellent

Jami P.

Liked: Cleanliness
The condo was great for our stay. The beds were comfortable and the kitchen was well equipped.
Stayed 7 nights in Nov 2025

10/10 Excellent

Lori B.

Liked: Cleanliness

April 2025

The condo was set up perfect. Very nice set up with a back deck and a front deck. Beach chairs we were able to use. So many extras. Washer, Dryer, Dishwasher. The kitchen was well equipped. Pretty much had everything we needed for the meals we cooked in the condo.The roof was being replaced while we were there which was very noisy. I wished the management had extended the courtesy of notifying us the roof was being replaced during our vacation. It was never mentioned.
Stayed 7 nights in Apr 2025

8/10 Good

Elizabeth J.

Disliked: Cleanliness

Quick get away

Upon our arrival we were met with a yet to be cleaned unit. The management did respond quickly and dispatched a cleaning crew right away. Ongoing construction in the unit below our rental was completely annoying.
Stayed 7 nights in Mar 2025

10/10 Excellent

Lili C., Brooklyn, NY

Liked: Cleanliness

Clean, quiet, comfortable & convenient

The apartment is conveniently located in the Truman Annex area of Key West. Apt looks just like pics. Furniture & decoration is a little dated but overall it was very clean and comfortable and had all the basics to make for an easy family vacation. Keyless entry made it easy to check in and when we had a slight issue with missing pool gate keys the realty office is a quick 5min walk away. Quiet area but only a few minutes to all the restaurants and shops of Duval etc.
Stayed 14 nights in Dec 2024

8/10 Good

Bill V.

Liked: Cleanliness

Great place

Perfect location. Quiet but close to everything. Clean, safe. Would stay again.
Stayed 7 nights in Feb 2023

8/10 Good

Bob C.

Liked: Cleanliness

Verbo is a rip off

We love Key West. Been here many times. ALWAYS call the local real estate offices. Don’t pay the Verbo adders
Stayed 7 nights in May 2022

8/10 Good

Matt S.

Liked: Cleanliness

Great stay at the adorable Truman Annex

Perfect location to walk everywhere. Nice to have a condo with more room and pool rather than a hotel room with a family of 4 for the week. Wish we had a second bathroom, but the place was great. Would definitely book in Truman Annex again and recommend. Walls are thin so we could hear the people downstairs and they could hear us (man downstairs was unkind about that, but hopefully enjoyed his vacation nonetheless since we were not at the condo for most of the day every day).
Stayed 7 nights in Apr 2022

8/10 Good

Mike S.

Liked: Cleanliness

Relaxing Stay in Key West

Nice location for taking in everything Old Town Key West has to offer.
Stayed 8 nights in Dec 2021

10/10 Excellent

Colton L.

Liked: Cleanliness

Great experience

The property is very clean and well-kept. Checking in and out were very easy. The location is great for all entertainment. I would certainly stay again!
Stayed 7 nights in Oct 2021

10/10 Excellent

Shaun M.

Liked: Cleanliness

Amazing location

Beautiful grounds, close to everything. Would stay again. Rent a bike a got to the Fort Taylor beach or walk over to Duvall. AC was cold to beat the heat. Wish my stay had been longer.
Stayed 7 nights in Jul 2021

10/10 Excellent

PETE M.

Liked: Cleanliness

Well worth it!

The neighborhood, the place itself, everything was perfect! My wife and two kids had a great time exploring all Key West had to offer. The room was a perfect spot to return to each night. The pool was a nice addition as well.
Stayed 7 nights in Jun 2021

10/10 Excellent

Terry B., canton

Liked: Cleanliness

Just Awesome

Renting from compass realty is a must whenever staying in Key West. The condo was well cleaned and up to date. They do their best to try and get you in early if you happen to arrive early. Their locations of property put you right where you wanna be.
Stayed 7 nights in May 2021

10/10 Excellent

Betty M.

Liked: Cleanliness

Tropical Paradise was paradise!

Perfect location and great stay at this property. It had everything that we wanted or needed and was close to all of our favorite places. Very clean and the beds were really comfortable. Would definitely stay again.
Stayed 7 nights in Mar 2021

10/10 Excellent

angella p., Where do you live?

Amazing

Amazing. Enjoy so much!!!
Stayed 7 nights in Apr 2018