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A SUNSET BREEZE Beautiful private home with pool!

Top rated by guests

Pool

Private kitchen

Interior

Private kitchen

Interior

9.2Outstanding

(44 Ratings)

Great location and spacious property with a nice secluded pool. Responsive host and easy access to nearby attractions. Perfect for enjoying sunsets and shopping.

From real guest reviews summarized by AI

Don't miss out! Price and availability may change

9.2 / 10.0

Outstanding(44 Ratings)

House in Key West, FL

8 guests · 3 bedrooms · 2 baths

Reasons to book

Guests love it hereGuests give this property a top rating

Top-tier experienceA high end property in this area

Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

About this house rental

Enjoy a beautiful private home located in the Historic Truman Gated Community Old Town Key West. 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 private bathroom plus an enclosed attached Den with seating area and a queen pull out sofa bed. Guest Bedrooms each have queen beds and share a full bathroom and open to a wrap around porch. W/D, pots, pans, kitchen utensils, towels ; bedding central air, ceiling fans, WiFi, cable and a private Carport for one car. 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.
“Beginning January 2026, all properties in the Truman Annex will require a minimum of a 28 night stay”

Amenities at A SUNSET BREEZE Beautiful private home with pool!

Family friendly

Map of Key West, FL

city location on map

Nearby attractions

The Key West Butterfly and Nature Conservatory

Southernmost Point of the Continental U.S.A.

The Hemingway Home and Museum

Things to know

Additional fees to expect

Cleaning & other feesWe include all stay related fees in the Cleaning Fee line, which may include cleaning, property manager, resort, tourism and other stay related fees. All Vrbo properties are professionally cleaned after each stay.

Booking feeNo booking fees, easy credit card payments.

Service feeThis helps Vrbo provide a safer and more secure booking experience.

TaxesTaxes on accommodation such as Occupancy Tax, VAT, or GST. May also include tourism fees.

Customer support

Customer support is handled by our partner Vrbo

$$$$

Top rated by guests

9.2Outstanding

(44 Ratings)

Great location and spacious property with a nice secluded pool. Responsive host and easy access to nearby attractions. Perfect for enjoying sunsets and shopping.

From real guest reviews summarized by AI

Don't miss out! Price and availability may change

$$$$

9.2 / 10.0

Outstanding(44 Ratings)

House in Key West, FL

8 guests · 3 bedrooms · 2 baths

Reasons to book

Guests love it hereGuests give this property a top rating

Top-tier experienceA high end property in this area

Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

Map of Key West, FL

city location on map

Nearby attractions

The Key West Butterfly and Nature Conservatory

Southernmost Point of the Continental U.S.A.

The Hemingway Home and Museum

About this house rental

Enjoy a beautiful private home located in the Historic Truman Gated Community Old Town Key West. 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 private bathroom plus an enclosed attached Den with seating area and a queen pull out sofa bed. Guest Bedrooms each have queen beds and share a full bathroom and open to a wrap around porch. W/D, pots, pans, kitchen utensils, towels ; bedding central air, ceiling fans, WiFi, cable and a private Carport for one car. 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.
“Beginning January 2026, all properties in the Truman Annex will require a minimum of a 28 night stay”

Amenities

Family friendly

Things to know

Additional fees to expect

Cleaning & other feesWe include all stay related fees in the Cleaning Fee line, which may include cleaning, property manager, resort, tourism and other stay related fees. All Vrbo properties are professionally cleaned after each stay.

Booking feeNo booking fees, easy credit card payments.

Service feeThis helps Vrbo provide a safer and more secure booking experience.

TaxesTaxes on accommodation such as Occupancy Tax, VAT, or GST. May also include tourism fees.

Customer support

Customer support is handled by our partner Vrbo

Ratings and reviews

9.2 / 10.0

Outstanding(44 Ratings)

Summary of reviews

Great location and spacious property with a nice secluded pool. Responsive host and easy access to nearby attractions. Perfect for enjoying sunsets and shopping.

From real guest reviews summarized by AI

10.0 / 10.0

Nice house. Very convenient to lots of activities, restaurants and shopping.

8.0 / 10.0

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.

6.0 / 10.0

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.

10.0 / 10.0

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.

10.0 / 10.0

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.

10.0 / 10.0

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

10.0 / 10.0

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

10.0 / 10.0

Nice place and excellent location. Rental team is great…def stay with them again

6.0 / 10.0

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.

10.0 / 10.0

Great listing

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.

10.0 / 10.0

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

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.

10.0 / 10.0

April 22 Best Ever Vaca in Key West

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!

10.0 / 10.0

Excellent location

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.

6.0 / 10.0

Great location, Needs some work

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.

10.0 / 10.0

Great location

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

10.0 / 10.0

KW 25

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!!!

10.0 / 10.0

Truman annex Gem

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.

6.0 / 10.0

Pool needs work

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.

10.0 / 10.0

Excellent property in an amazing location

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.

8.0 / 10.0

Location

Location

The good, lot of up to date flat screens including one on deck. Fantastic location. Decent amenities although sofas are very worn, carpet is dirty, worn, pool shows it’s age. Bed is comfortable. The extra bedrooms are really small.

10.0 / 10.0

Fantastic location and place

Fantastic location and place

We came down with our family. We had enough room to enjoy yourselves at our private pool. And walking distance to everything.

10.0 / 10.0

Great place for price

Great place for price

We booked this property as it was significantly less then other listings. we were not disappointed. the property is excellent. the location is perfect. Short walks to beach, Mallory Square, or Duval Street. We enjoyed the (very) high end coffee maker more then we thought we would.

8.0 / 10.0

in truman annex

in truman annex

nice property but 2 of the bedrooms were too small to fit a dresser or shelves to put clothes that did not hang up. the office to get the keys is .4 of a mile away from the property so get your taxi or uber to take you to the office or you will have to walk 8 tenths of a mile to get the keys and return to the property and and the same to return them.

10.0 / 10.0

A Well Needed Getaway!

A Well Needed Getaway!

We had a wonderful time! Great location to the beach, Duval St and surrounding areas We flew in and had a rental car the parking spot/port was a definite plus The pool BBQ and deck were great for hanging out and relaxing and the kitchen was nice the few nights we made dinner. We would definitely stay here again!!

10.0 / 10.0

Perfect Location

Perfect Location

Loved this house for our family vacay. Private pool was key to beating the heat.

10.0 / 10.0

Family Reunion

Family Reunion

We chose this house for its location and were not disappointed. It is close to everything that you come to Key West to do. The house is a great size for a family of 6. The only thing I will say is that the pool is in need of some updating. Otherwise highly recommend

10.0 / 10.0

511 Noah

511 Noah

Nice property, great pool and great location. Could use some upgrading of furnishings. Needs a writing desk and desk lighting. Needs some reading lights indoors.

10.0 / 10.0

House is in a great location; house needs some repairs; interior lighting was insufficient

House is in a great location; house needs some repairs; interior lighting was insufficient

We had fun

10.0 / 10.0

Close to Amphitheater Close to Duval

Close to Amphitheater Close to Duval

This is a great property in a very beautiful and safe neighborhood. It has the perfect size pool for the size of house. The room off of the master bedroom is a little quirky

10.0 / 10.0

Great stay

Great stay

Definitely would book again

10.0 / 10.0

Great

Great

Fantastic

10.0 / 10.0

Convenient and quiet.

Convenient and quiet.

The rental agency did a really nice job with the efficiency of their touch less rental process. Their communication was excellent when we had questions. They were quick to respond via email and were extremely helpful. The property itself was very nice. Open and airy downstairs with good sleeping arrangement upstairs. Just the right size for the 7 of us that stayed in the property. Truman Annex is conveniently located to everything in old town Key West so we were largely able to walk everywhere. The property did have a little wear and tear but this is to be expected in such a high traffic destination. All in all we would stay here again as it was a great experience.

10.0 / 10.0

Great vacation

Great vacation

We love this location. We spend a lot of time at the Fort’a beach and Duvall and this is the PERFECT location. The house was wonderful and fit our needs. Nicely equip with kitchen supplies and amenities such as games and pool supplies. We will be back!

8.0 / 10.0

Sunset breeze

Sunset breeze

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

10.0 / 10.0

Great location in Truman Annex

Great location in Truman Annex

House was very nice for our party of 6, the pool was refreshing and the location perfect for walking everywhere. The home had some wear and tear, but overall very nice

10.0 / 10.0

Family vacation

Family vacation

We had a wonderful time in this home! It was beautiful and comfortable and within great walking distance to everything.

10.0 / 10.0

A beautiful home in a central location.

A beautiful home in a central location.

This home was the perfect setting for our family of four adults. The heated pool and sunset on the widow’s walk were favorites. The home is a short walk from restaurants and bars in Bahama Village and Duvall.

10.0 / 10.0

Beautiful house in quite area. Reality agency fantastic.

Beautiful house in quite area. Reality agency fantastic.

Master bedroom really big with sitting room. Other two bedrooms smaller with shared bathroom. Very nice house and porch flows well into the house. Good layout. Close to coast guard park would be awesome for little kids. Would stay here again.

8.0 / 10.0

Beautiful area and easy access to town

Beautiful area and easy access to town

The house, on the Truman Annex, was lovely. The swimming pool, though small, was a very welcome sight at the end of a busy day of walking around the town. The main bedroom was beautiful with an en-suite, lounge area(extra bedroom) and access to the roof top 'captains walk'. The other two bedrooms, each with a double bed, were a little on the small size with limited storage. The centre of Duval St is only a few mins walk while Mallory Sq is an equal walk the other way passed the Little White House. (Worth a visit) We were a party of three couples and enjoyed our stay and would recommend the house.

8.0 / 10.0

Lovely Home is Stectacular Setting and Convenient Location.

Lovely Home is Stectacular Setting and Convenient Location.

The Annex is in a class by itself for Key West, quiet, immaculately manicured, uber-convenient, bike everywhere +++. House is as represented in the photos. Some wear-n-tear as expected in a rental property but really lovely.

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12 guests · 4 bedrooms · 4 baths

Pets allowed · Family friendly

Business stays, family stays, couples stay, getaway vacation, and rental in Key West at Commodore's Cove - One block from Duval St for $1,364 for your next trip.

8.4 / 10.0

Excellent(17 Ratings)

Commodore's Cove - One block from Duval St

12 guests · 4 bedrooms · 4 baths

Pets allowed · Family friendly

This attractive Apartment in Key West, $1,364 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

Two Vibrant Suites on Duval - Custom House Inn

8 guests · 2 bedrooms · 2 baths

Family friendly

Experience vacation in Key West with our Apartment, Two Vibrant Suites on Duval - Custom House Inn. Enjoy amenities such as Family friendly, and more.