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A Sunset Breeze at the Truman Annex in Key West

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A covered outdoor area with a pool, lounge chairs, and a table with chairs. - A Sunset Breeze at the Truman Annex in Key West (Key West)
A kitchen with granite countertops, stainless steel sinks, a chandelier, and a ceiling fan. - A Sunset Breeze at the Truman Annex in Key West (Key West)
A dining area with a wooden table and chairs, a chandelier, and a sofa. - A Sunset Breeze at the Truman Annex in Key West (Key West)
A water park with a slide, a water fountain, and palm trees at sunset. - A Sunset Breeze at the Truman Annex in Key West (Key West)
A two-story building with a balcony, surrounded by lush greenery and a white fence. - A Sunset Breeze at the Truman Annex in Key West (Key West)
Close to Duval Street and Mallory Square, A Sunset Breeze at the Truman Annex in Key West provides amenities like laundry facilities. Stay connected with free in-room WiFi.

Reviews

9.2 out of 10
Wonderful

Popular amenities

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

Add dates for prices

About this property

A Sunset Breeze at the Truman Annex in Key West

  • Enjoy a beautiful private home located in the Historic Truman Gated Community in Old Town Key West. This beauty if only steps away from Duval Street and all the activities and restaurants of Key West. Swim in the private heated pool with spa jets, large outdoor patio and back deck with grill. Relax on the upstairs wrap around porch. Master Bedroom suite is furnished with a King bed, ensuite bathroom plus an enclosed attached Den with seating area and a queen pull out sofa bed. 2 charming Guest Bedrooms each have queen beds and share a full bathroom and open to a wrap around porch. Downstairs features open floor plan with a spacious kitchen dining area and living room, half bath and French doors open to the private back yard and pool area.
    Washer/Dryer, full kitchen setup, towels, bedding, central air, ceiling fans, WiFi, cable and a private carport for one car.

    Please note: This property is monthly rental -This property has a 28 night minimum stay

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About the neighborhood

Located on the waterfront, this vacation home is in Old Town Key West, a neighborhood 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 Florida Keys Eco - Discovery Center are also worth visiting. Jet skiing, scuba diving, and snorkeling offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling nearby. Visit our Key West travel guide
View more Vacation Homes in Key West
Map
Key West, FL

What's nearby

  • A street with a pharmacy, a theater, and a yellow building.
    Duval Street
    6 min walk - 0.5 km
  • A coastal fortification with a staircase leading to a higher platform, overlooking the sea.
    Fort Zachary Taylor Historic State Park
    8 min walk - 0.7 km
  • A two-story colonial-style building with a balcony, surrounded by lush greenery and palm trees.
    Ernest Hemingway Home and Museum
    9 min walk - 0.8 km
  • A sign reading "Welcome to Mallory Square" with an American flag, a red and white striped awning, and a statue of a man in a blue shirt and straw hat.
    Mallory Square
    11 min walk - 0.9 km
  • Florida Keys National Marine Sanctuary
    5 min walk - 0.4 km

Getting around

  • Key West Intl. Airport (EYW)
    14 min drive

Restaurants

  • Margaritaville
    7 min walk
  • Green Parrot Bar
    4 min walk
  • Blue Heaven
    8 min walk
  • Mangoes Restaurant
    7 min walk
  • Jack Flats
    7 min walk

Frequently asked questions

Is A Sunset Breeze at the Truman Annex in Key West 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 A Sunset Breeze at the Truman Annex in Key West?

Check-in begins at 4:00 PM.

What time is check-out at A Sunset Breeze at the Truman Annex in Key West?

Check-out is at 10:00 AM.

Where is A Sunset Breeze at the Truman Annex in Key West located?

Located in Old Town Key West, this vacation home is within a 10-minute walk of Truman Waterfront Park, Duval Street, and Mallory Square. Fort Zachary Taylor Historic State Park and Ernest Hemingway Home and Museum are also within 10 minutes.

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Reviews

A Sunset Breeze at the Truman Annex in Key West Reviews

9.2

Wonderful

9.0

Cleanliness

10

Location

4.0

Property conditions & facilities
Rating 10 - Excellent. 32 out of 46 reviews
Rating 8 - Good. 8 out of 46 reviews
Rating 6 - Okay. 5 out of 46 reviews
Rating 4 - Poor. 0 out of 46 reviews
Rating 2 - Terrible. 1 out of 46 reviews

Reviews

Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location

Great location for all of Key West

The location is private and secure. Felt very safe. Short walk or bike ride to everything while still being out of the way to enjoy peace and quiet. Would highly recommend the area we stayed in.
Stayed 8 nights in Jul 2024
Verified review

10/10 Excellent

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

Great Key West stay in prime location

Great location, close to everything. Plenty of space for everyone including nice secluded pool. Easy walk to Truman Waterfront for great sunsets or Duval St for shopping and eating. Host was responsive to questions.
Stayed 8 nights in Jun 2024
Verified review

10/10 Excellent

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

Gorgeous house

This was our fifth Christmas in Key West and our second time staying in the Truman Annex. We were spoiled by this property by having a private, heated pool with gorgeous outdoor deck and patio. I was worried about the furnishings and state of the home, based on past reviews, but we found the home in a perfectly acceptable manner. It is an older home that had a few challenges, such as a leaky roof during hard rain, and the kitchen could have used a few additional cooking/baking tools to fix dinner, but it was all serviceable. The location can’t be beat! I’d definitely stay here again.
Stayed 7 nights in Dec 2023
From a partner site

6/10 Okay

For over $800 a night owners should have some maintenance done

Rating Details: The property manager was adequately helpful. The vacation rental was 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: I rented this home because it is listed for 8 people but the sofa bed is located just off the Master bedroom with only sliding doors for privacy. You can't shut the doors are there is no air conditioning to that room. That room was warm but the 2 queen rooms were cold. The sofa bed mattress is very thin and uncomfortable. There's no instructions in the home on operating TV's, appliances, etc. The TV on the pool patio never did work. There is no shampoo so when you get off the plane you will have to make a trip immediately to CVS. We believed there were no paper towels but found them later in the expresso machine cabinet (didn't know to look there). There was no working lights in the pool or on the rooftop lookout but I did email management concerning my safety concerns so they did fix the rooftop lights. If you have younger children you will need to keep an eye in the pool area in the evening because there is no landscaping or pool lights so it is very dark. The air vents have some black stuff around them, probably from moisture, but it needs to be cleaned. A property that charges over $800 a night should be maintained better than this property is in my opinion. The location is the best thing about it. It is in the Truman Annex which is within walking distance to Duvall street. There are other homes in the area though so unless you just have to have 8 guest I would choose another home. Management emailed me back when I listed my complaints early in my stay but only addressed a couple of the issues. I don't believe that I've ever written a bad review for a rental but for this amount of money some of the things listed need to be addressed.
Stayed 7 nights in Jul 2024
From a partner site

10/10 Excellent

Very clean, great location, safe

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: House was very personable. Don’t feel like a rental at all. Safe, secure location with security guards close by. Gated community. Only 2 blocks from Duval. Lots of towels and room for everyone to enjoy breakfast and coffee outside. Pool was deep. Lawn chairs provided. Bbq grill did not have propane.
Stayed 7 nights in Oct 2023
Verified review

10/10 Excellent

Nice house. Very convenient to lots of activities, restaurants and shopping.
Stayed 8 nights in Jun 2025
Verified review

10/10 Excellent

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

511 Noah

Nice place and excellent location. Rental team is great…def stay with them again
Stayed 7 nights in May 2023
From a partner site

10/10 Excellent

AWESOME VACATION

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 HOME , GREAT LOCATION , GREAT OVERALL EXPERIENCE
From a partner site

8/10 Good

Short but Sweet

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 short six-day stay here, and it was a wonderful place! The pool and backyard offered both sunshine and shade, with lounge chairs and cushions for relaxing. The first floor has a spacious open plan with a half bath and a modern kitchen equipped with all appliances. Upstairs, there are three bedrooms—the oversized master features a private bath, an extended sitting area, and a wraparound porch. The two other bedrooms each have queen beds and share a bathroom located in the hall next to the laundry. They also have access to the wraparound porch. It’s just a 10-minute walk to Mallory Square and three blocks from Duval. Street.
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location

Sunset breeze

Had a problem with the air conditioning, but was handled quickly and professionally.
From a partner site

10/10 Excellent

Sunset 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: Compass is the best and Sunset Breeze was lovely. Enjoyed the pool and location was perfect. Easy access to wherever we wanted to go. If I need a 3 bedroom, I would definitely rent again
Verified review

6/10 Okay

Disliked: Amenities, property conditions & facilities
I rented this home because it is listed for 8 people but the sofa bed is located just off the Master bedroom with only sliding doors for privacy. If you shut the doors there is no air conditioning to that room. That room was warm but the 2 queen rooms were cold. The sofa bed mattress is very thin and uncomfortable. There's no instructions in the home on operating TV's, appliances, etc. The TV on the pool patio never did work. There is no shampoo so when you get off the plane you will have to make a trip immediately to CVS. We believed there were no paper towels but found them later in the expresso cabinet. There was no working lights in the pool or on the rooftop lookout but I did email management concerning my safety concerns so they did fix the rooftop lights. If you have younger children you will need to keep an eye in the pool area in the evening because there is no landscaping or pool lights so it is very dark. The air vents have some black stuff around them, probably from moisture, but it needs to be cleaned. A property that charges over $800 a night should be maintained better than this property is in my opinion. The location is the best thing about it. It is in the Truman Annex which is within walking distance to Duvall street. There are other homes in the area though so unless you just have to have 8 guest I would choose another home. Management emailed me back when I listed my complaints early in my stay but only addressed a couple of issues then no follow-up.
Stayed 7 nights in Jul 2024
From a partner site

2/10 Terrible

This property should never be rented especially for 43k a month

Rating Details: 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 house was a rundown mess pool was green when we got there. We had no hot water and we had water dripping out of ceiling from broken AC into our guests heads. We finally got everything fixed and was only given 6,300$ back to compensate when we rented it for 43,000$ couch was ripped the upstairs pull out mattress was stained. Very bad experience and was told by neighbors there that this house is the slum of the neighborhood and should never of been rented.
Verified review

6/10 Okay

Liked: Check-in, communication, location
Disliked: Cleanliness

Good location but mid grade accommodations

Love the Truman Complex. This property has the potential to be really great with nice setting and it’s own pool. But for the price, I was disappointed. The carpet was filthy and the furniture was worn and not clean. The couch needs to be replaced as it is uncomfortable. The carpet was coming off the stairs and the management company was quick to resolve. They were great. I couldn’t find baking pans/dishes which was only a challenge for our thanksgiving meal. Otherwise we enjoyed all of the food available very close by. The location was great. Just need to upgrade this property.
Stayed 7 nights in Nov 2022
Verified review

10/10 Excellent

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

Great listing

Our family had a great time at this home! Welcome welcoming and comforting home! I can’t wait to stay here again real soon! Close location to everything..close as in walking everywhere.
Stayed 9 nights in Jun 2022
Verified review

10/10 Excellent

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

Great home, lots of amenities. Check/In and out was a breeze. Extremely secure, gated community.

We enjoyed our trip. The home is beautiful. Pool, spa, nice bathrooms and showers. Beautiful upper level wrap around porch. Great flat screen TV's in every room, including the outside pool area. Easy walk to Duvall St. and all the entertainment, great food and shopping. Very secure, locked door leading from carport to back yard and locked gate leading to front door. Unfortunately, while we were there the sea grass was overwhelming at all the beaches, no reflection on the home. We were able to go to Zachary Taylor State Park, on the Annex, $8 a day to enter for 4 adults, $7 per car with 2 adults, 50 cents for each after. It had the most tolerable beach, sea grass at waterline and in the water, but no stench. We rented chaise lounges and umbrella as well. Nice Snack Bar with pretty good food and restrooms. We visited the 2 other public beaches close by, but the smell and amount of sea grass on the beach and in the water prevented us from staying. Overall we would stay at Noah again in the future.
Stayed 7 nights in Jun 2022
From a partner site

10/10 Excellent

April 22 Best Ever Vaca in Key West

Rating Details: The property manager was more than 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 rented the 3 bedroom Sunset Breeze for ourselves and our adult children with their partners. We picked this property because of the value in Truman Annex area, the pool and the outside grill. When we arrived we we happy to see all just as it looked in the video.One exception that the widows walk is no longer accessible for safety reasons, we understood. A couple small maintenance needs did not discourage us from fully appreciating this beautiful, convenient, and affordable home for our Family vacation. We were slightly disappointed the gas in the grill was not full for first night use as we got in later and planned on grilling but it was replaced quickly after we called the following day.We also all rented bikes and the owners bikes were kind of in the way. Other than that the Sunset Breeze was perfecr for us and we all want to go back asap!
From a partner site

10/10 Excellent

Truman annex Gem

Rating Details: The property manager was very helpful. The vacation rental was very 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: Pictures actually do not do this unit justice....The furniture was comfortable although the pictures mad it look otherwise and the box tv was replaced with a modern flat screen. In addition the rear yard/pool are was larger than anticipated.
From a partner site

8/10 Good

KY Nov 2020

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 recommend this vacation rental. Reviewer Comments: Loved the location, we have stayed in the Truman Annex many times and it doesn't disappoint. The pool was a disappointment and needs some heavy duty cleaning. The back deck with the TV was great as even when you are home you can still be outside. All in all the house is good, just could use a little maintenance such as replacing burnt out lighting.
From a partner site

6/10 Okay

Great location, Needs some work

Rating Details: The property manager was very helpful. The vacation rental was very clean. I was very 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: The home has a perfect set up for a larger group and is in the perfect location but, the home is in a state of disrepair that could be easily addressed. There are sparkle patches all over the house, toilet paper and towel holders barely hanging on the walls, a deadbolt broken on the second story porch, all of the towels are stained there are no shower liners so the shower curtains are also all stained the pool has seen better days, the waterfall doesn’t work the filter is constantly gurgling, and the captains watch(one of the better bonus amenities to the home is now locked off and inaccessible.the home also no longer provides beach towels(we purchased some and left them there hopefully the owners will leave them for the next renters) We stayed in the house a few years ago and it needed work then, I never complained because I figured they’d get to it and I didn’t want to leave a negative review, but none of that work has been done and it’s only gotten worse. Don’t get me wrong the house isn’t falling down and everything kind of works I suppose, but when renting in Truman’s Annex and paying a premium, I expect a little more. I would still rent here again if nothing else in the neighborhood was available but it wouldn’t be my first choice.
From a partner site

10/10 Excellent

KW 25

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: We enjoyed the house and pool. Great location, nicely decorated and nice open floor plan on main level. On a personal preference, I like thicker pillows and a little more closest space for clothes, but certainly didn't hinder the great time we had. I would stay here again in a heart beat!!!
From a partner site

10/10 Excellent

Excellent location

Rating Details: The property manager was very helpful. The vacation rental was very 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: This was a great vacation for us. Besides there being a pool at the house, there was a spray park, state park with a beach & snorkeling, shops and restaurants all within walking distance. We stayed here with 2 small kids, so we rented a cargo bike and took them all over. We didn't drive at all.As far as the house, the pool was a bit dirty, not sure if it was stained but a bit worse for wear. It needs a good scrubbing. The house met all our needs, 2.5 baths was very nice.
Stayed 8 nights in Oct 2021
From a partner site

6/10 Okay

Pool needs work

Rating Details: The property manager was somewhat unhelpful. The vacation rental was 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: It's a beautiful house; however, the carpet on the stairs and in the bedrooms is stained. The pool needs a lot of work as the concrete is pitted.
From a partner site

10/10 Excellent

Great 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: This property is in a great location between the amphitheater and Duvall street. Clean, nice size pool. We were down to Key West for a music festival and this property provided easy walking distances to the amphitheater, sunset pier, Hanks, the Smoking Tuna and all of Duvall street
Verified review

10/10 Excellent

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

Excellent property in an amazing location

Our family enjoyed our stay at this amazing Truman Annex property. The location is perfect. Access Fort Zachary Beach and it’s amazing sunsets on foot or by bike. It’s so close. Walk to Truman Park water front. There is a splash pad and playground for the little ones. The property provides parking for one vehicle, either a golf cart rental or rental car. It’s so simple to get to Duval street and other area attractions by foot, bike, or golf cart. This home is a great size to Host a family or even three couples. We will definitely rent again if the property is available.
Stayed 7 nights in Apr 2022