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Ocean Breeze at The Truman Annex in Key West

Photo gallery for Ocean Breeze at The Truman Annex in Key West

Outdoor dining
Terrace/patio
Living area
Living area
Pool

Reviews

8.8 out of 10
Excellent
2 bedrooms2+ bathroomsSleeps 5125.4 sq m

Popular amenities

  • Heated pool
  • Onsite parking available
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Deck or patio

Explore the area

View map
Key West, FL
  • Place, Harry S. Truman Little White House
    ‪3 min walk‬
  • Place, Duval Street
    ‪6 min walk‬
  • Place, Mallory Square
    ‪8 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪14 min drive‬

Rooms & beds

2 bedrooms (sleeps 5)

Bedroom 1

1 King Bed

Bedroom 2

2 Single Beds

2 bathrooms, 1 half bathroom

Bathroom 1

Toilet · Shower only

Bathroom 2

Toilet

Bathroom 3

Toilet · Shower only

Spaces

Deck or patio
Kitchen
Separate dining area

About this property

Ocean Breeze at The Truman Annex in Key West

Gorgeous open water views from this 2-bedroom, 2.5 bath condominium in Harbour Place in the award-winning Truman Annex! | Directly facing the ocean, where the Gulf of Mexico and Atlantic Ocean meet, this nicely furnished condominium enjoys a large waterfront plaza with chaise lounges and front row seating for sunset. | There is a beautiful community pool, covered off street parking and convenient access to Mallory Square! | The Truman Annex is a gated community, in the heart of Old Town with a quick walk to Duval Street, shopping, dining and watersports!

Please note: This property has a 28 night minimum stay

Add dates for prices

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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

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
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 deadlock

About the area

Key West

Located on the waterfront, this condo is in Old Town Key West, a neighbourhood in Key West. 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 Mel Fisher Maritime Museum are also worth visiting. Jet skiing and scuba diving offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling and ecotours nearby.
Map
Key West, FL

What's nearby

  • Harry S. Truman Little White House - 3 min walk - 0.3 km
  • Duval Street - 6 min walk - 0.5 km
  • Mallory Square - 8 min walk - 0.7 km
  • Florida Keys National Marine Sanctuary - 8 min walk - 0.7 km
  • Fort Zachary Taylor Historic State Park - 11 min walk - 0.9 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 14 min drive

Restaurants

  • ‪Key Lime Pie Factory - ‬5 min walk
  • ‪Captain Tony's Saloon - ‬5 min walk
  • ‪Fogarty's and Flying Monkey's - ‬5 min walk
  • ‪The Bull & Whistle Bar - ‬5 min walk
  • ‪Caroline's Cafe - ‬8 min walk

Frequently asked questions

Does Ocean Breeze at The Truman Annex in Key West have a pool?

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

How much does it cost to stay at Ocean Breeze at The Truman Annex in Key West?

As of 12 Apr 2026, prices found for a 1-night stay for 2 adults at Ocean Breeze at The Truman Annex in Key West on 29 Apr 2026 start from AU$511, 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 Ocean Breeze at The Truman Annex in Key West pet-friendly?

No, pets are not allowed at this property.

How much is parking at Ocean Breeze at The Truman Annex in Key West?

On-site parking is available at the property.

What time is check-in at Ocean Breeze at The Truman Annex in Key West?

Check-in begins at 4:00 PM.

What time is check-out at Ocean Breeze at The Truman Annex in Key West?

Checkout is at 10:00 AM.

Where is Ocean Breeze at The Truman Annex in Key West located?

Located in Old Town Key West, this condo building is within a 5-minute walk of Harry S. Truman Little White House and Duval Street. Mallory Square and Florida Keys Beaches are also within 10 minutes.

Reviews

8.8

Excellent

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 12 out of 20 reviews
Rating 8 - Good. 5 out of 20 reviews
Rating 6 - Okay. 1 out of 20 reviews
Rating 4 - Poor. 2 out of 20 reviews
Rating 2 - Terrible. 0 out of 20 reviews

10/10

Cleanliness

9.0/10

Check-in

9.0/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

From a partner site

8/10 Good

Manuel C.

Ocean Breeze 1/2/23

Rating Details: The property manager was very helpful. The vacation rental was clean. I was very happy with the location. I was satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Excellent
From a partner site

10/10 Excellent

Carl W.

great - as expected

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: perfect location - great security - all amenities - quiet - good parking - perfect location - westerly water view - three-minute walk to Duval - perfect location
Verified

10/10 Excellent

Sharon J.

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

Perfect Place to Enjoy Key West

Awesome patio to look over the the boardwalk. The condo was super clean and nicely appointed with everything we needed. Short walk to fabulous restaurants, a grocery store, musemums, and Duval Street. The neighborhood is super quiet at night. Covered place to park your vehicle. Very good secuity to get into the neighborhood and complex. The hosts went out of their way to make everything easy to understand. Highly recommend.
Stayed 7 nights in Apr 2025
From a partner site

8/10 Good

Angie D.

Ocean breeze stay

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Our stay at Ocean Breeze was Great! The condo was clean and set up perfectly for our family of 5. The location was accessible to Duval Street and many restaurants and shops. The only negative thing about the condo was the bedroom with the king size bed did not have window coverings to block out the parking lot street lights at night.
From a partner site

10/10 Excellent

Debbie E.

Paradise!

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Beautiful condo!! Great location! The view from the pool and the deck outside the condo is breathtaking. Realtor office was east to work with. The only problem we had was the night we got there. There has to be a better way!! Dropped off in the dark in a unfamiliar place. After going the wrong way a person who lives there came out and helped us find the office. Then in the dark we had to find the condo. Needs to be easier to find. Other than that the trip was amazing.
From a partner site

4/10 Poor

Jennifer D.

Beautiful View

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We have stayed in Truman Annex for several years. We love the location. On Wednesday before we were to check in on Saturday, we received a call that the unit we had chosen would not be available for check in due to owner repairs not being finished. Michelle with Compass called and said they were moving us to this unit in the Harbor Breeze condos in Truman and this would be an upgrade due to it's size and oceanfront view. It is a great location and the view is beautiful. Condo was clean and well appointed but very outdated. It was not the location or the unit that we wanted & it was pretty much all we were offered at the last minute so that kind of put a damper on our week!
From a partner site

4/10 Poor

Jim P.

"Sleepless Nights: A Disappointing Stay at This Vacation Rental

Rating Details: The property manager was very helpful. The vacation rental was very clean. I was more than happy with the location. I was somewhat dissatisfied with the condition of the vacation rental. Overall, I do not recommend this vacation rental. Reviewer Comments: We recently stayed at this vacation rental and unfortunately, we were quite disappointed with our experience based on the price. The property is in dire need of renovation as the interior was outdated and in need of some TLC. The beds were extremely uncomfortable and made it difficult to get a good night's sleep.Additionally, the outdoor furniture was dry rotted and in poor condition, making it impossible to enjoy the beautiful outdoor space. It was clear that the property had not been maintained. With a little bit of investment, and attention to detail, this property could be a nice getaway.
From a partner site

6/10 Okay

John V.

Ocean Breeze Harbor Place

Rating Details: The property manager was very helpful. The vacation rental was somewhat dirty. I was very happy with the location. I was very dissatisfied with the condition of the vacation rental. Overall, I do not recommend this vacation rental. Reviewer Comments: The layout of the unit is very good and the view is terrific, but it needs a lot of upkeep. Many of the window shades lack wands, the couches are a mess (dirty and springs/webbing are shot). throw rugs are filthy, towels, bedding and pillows are virtually thread bare, towel rack in bathroom was broken, kitchen lacks a real toaster and table ware is a cobbled together mess. In other words--unit is very good but insides are neglected and need a work.
From a partner site

10/10 Excellent

Brian S.

Beautiful spot for fun and relaxation

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Watching an unobstructed view of the sunset, followed by a short walk to all things fun in Key West. Comfortable unit with security and conveniences.
From a partner site

8/10 Good

Susan G.

Great view and location

Rating Details: The property manager was very helpful. The vacation rental was very clean. I was very happy with the location. I was satisfied with the condition of the vacation rental. Overall, I do not recommend this vacation rental. Reviewer Comments: The view was spectacular! The location was close to lots of things which was nice. The place itself was a bit tired.
From a partner site

10/10 Excellent

Charles M.

Outstanding Condo and Location

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Facility was outstanding and the sunsets from the patio were magnificent! Highly recommend.
Verified

10/10 Excellent

Thomas H.

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

Key West Experience

Great property Close to town, restaurants and a gated community
Stayed 7 nights in May 2022
From a partner site

10/10 Excellent

Chris G.

Trip to Key West in Ocean Breeze

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The location of these units is perfect. They are quiet, close to the ocean and in a gated community. 2 blocks from Duval, a very short walk to a coffee shop, and even a semi close walk to the southern shore of the island. Being two blocks from Duval I figured we'd see more traffic but that is not the case, it's very private. Access to the pool is easy, although the heater was broken for the entirety of our trip and the water was very cold. The only negative I would say is that it is a big pain to get down to the park/boardwalk below the deck. To get to it you have to walk all the way around the fence, there is no way to get through from these units. Maybe a key for a gate would be nice?Thanks for being part of the wonderful time in Key West.
From a partner site

8/10 Good

Theresa S.

OB Vaca

Rating Details: The property manager was more than helpful. The vacation rental was clean. I was very happy with the location. I was satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Awesome
From a partner site

10/10 Excellent

Edward P.

Ocean breeze

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Very nice condo
From a partner site

10/10 Excellent

Renee V.

My Happy Place

Rating Details: The property manager was very helpful. The vacation rental was clean. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The Ocean Breeze at Truman Annex was a perfect place for our January trip to Key West. My parents stayed in this unit for the winters for many years and it was fun to come back to it. The unit has not been updated but it was clean (except for the rugs needed cleaned) and comfortable with a fantastic view. It is a perfect location to enjoy the fun of Mallory Square and Duval street and then return to the quiet of the annex.
From a partner site

10/10 Excellent

Manuel C.

Great place to stay

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Wonderful as usual
From a partner site

10/10 Excellent

Mary W.

Lovely visit

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We had a wonderful 7 day stay at Harbourside in Key West.
Verified

10/10 Excellent

Steve Q.

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

Great location, helpful staff, perfect homebase

Traveled with family of 4+ mother-in-law, great pool, quick walk to most of the activities. It was a tight fit for five people but would be perfect for four. Nice balcony, very helpful to have towels and other beach gear and washer / dryer in the unit. Staff was very helpful, including coming to the condo at eight in the evening when I accidentally locked myself out.
Stayed 8 nights in Jul 2021
Verified

8/10 Good

Gary G.

Liked: Cleanliness, location, listing accuracy

Truman Annex

Beautiful property in a great location. It was really easy to get to all of the great shops and restaurants. All were in a very short walking distance. I highly recommend this location and property. Oh.... and the sunset views were off the chart!
Stayed 7 nights in Jun 2021

About the host

Hosted by Compass Realty Vacation Rentals & Property Management

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