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Upscale end unit home @ Truman Annex close to Duval St

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Property grounds
A heated pool
TV
Exterior
Fridge, microwave, oven, stovetop

Reviews

10 out of 10
Exceptional

Entire condo

1 bedroom1 bathroomSleeps 3

Popular amenities

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

About this property

Entire place

You'll have the entire condo to yourself and will only share it with other guests in your party.

Upscale end unit home @ Truman Annex close to Duval St

Now more than ever it is important it is important to choose a home that is thoroughly cleaned and well maintained. We inspect our homes multiple times each month and follow the AHLA Stay Safe Guidelines to ensure your stay is safe and comfortable. You will also find an initial supply of cleaning and paper products along with handsoap and toiletries. The home has a private entrance and contactless Check-In/Out.

Need to stay connected during your trip? We offer high speed cable internet.

This upscale home has been meticulously renovated with our guests' complete comfort in mind. Located in the gated community of Truman Annex: a popular and beautifully landscaped community in Old Town Key West. Enjoy the peaceful tropical landscape and pool while only 2 blocks from the excitement of Duval St. We are just outside the entrance to Ft Zachary Taylor State Park and Beach and so close to many of Key West’s popular attractions. After a full day of taking in many of the island's wonderful experiences, come back to all the comforts of home. This open airy home offers a fully furnished kitchen, eating area, living room and bedroom with a queen size bed and full bath. There are televisions in both the bedroom and living room along with wireless internet access. Two sets of French doors bring in lots of light and open to a large balcony where you can enjoy a meal or relax and sip umbrella drinks on the chaise lounges in your own private tropical paradise. Gated parking lot with one reserved space. (For reviews on our other homes, please see Listing # 877318 Sunset on Southard)

Amenities

- Televisions in bedroom and living area
- 2 Bicycles for Guests to use during their stay
- Bed Linens, Bath & Beach Towels
- Hairdryer
- Beach Chairs & Cooler
- Access to Shipyard Pool
- Partially covered oversize deck
- Reserved parking place
- Secure high speed wireless internet in condo
- Only a few short blocks from Duval Street and Mallory Square
- Short walk to the Fort Zachary Taylor State Park Beach
- Fully equipped Kitchen with Silestone counter and eat in bar- Silverware, Dishes, Cooking Utensils Provided, Stove/Oven, Refrigerator, Microwave, Dishwasher, Coffee Maker & Blender

Property manager

Key West Property Services, LLC

Languages

English

Add dates for prices

Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Communal pool
  • Heated pool

Internet

  • Available in the condo: Internet access

Parking and transportation

  • Parking on site

Kitchen

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

Bedrooms

  • Bedroom
  • Bedsheets provided
  • Sofa bed

Bathroom

  • 1 bathroom
  • Hair dryer
  • Shower
  • Towels provided

Living spaces

  • Living room
  • Wood stove

Entertainment

  • TV with cable/satellite channels

Outdoor areas

  • Balcony

Laundry

  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Housekeeping (limited availability)
  • Iron/ironing board
  • Phone

Location highlights

  • Near a hospital
  • Near the sea

Things to do

  • Bicycles
  • Golf
  • Heated pool
  • Basketball nearby
  • Birdwatching nearby
  • Cycling nearby
  • Fishing nearby
  • Golfing nearby
  • Jet skiing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkeling nearby
  • Swimming nearby

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

  • Bicycles

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LIST_ALT

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

Pets

Pets not allowed

Children and extra beds

Children are welcome
MONETIZATION_ON

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

Property is also known as

New Upscale Rental Truman Annex Condo Key West
New Upscale Rental Truman Annex Condo
New Upscale Rental Truman Annex Key West
Upscale Rental Truman Annex
New Upscale Rental in Truman Annex!
¡nuevo Alquiler de Lujo en Truman Annex!
Upscale end Unit Home in Truman Annex Close to Duval St
Upscale end Unit Home @ Truman Annex Close to Duval St Condo
Upscale end Unit Home @ Truman Annex Close to Duval St Key West
2509-167209

About the neighborhood

Map
Key West, Florida

What's nearby

  • Duval Street - 6 min walk - 0.5 km
  • Fort Zachary Taylor Historic State Park - 9 min walk - 0.8 km
  • Ernest Hemingway Home and Museum - 9 min walk - 0.8 km
  • Mallory Square - 11 min walk - 1.0 km
  • Southernmost Point - 16 min walk - 1.4 km

Getting around

  • Key West Intl. Airport (EYW) - 15 min drive

Restaurants

  • ‪Margaritaville - ‬7 min walk
  • ‪Blue Heaven - ‬9 min walk
  • ‪Green Parrot Bar - ‬6 min walk
  • ‪Willie T's - ‬6 min walk
  • ‪Mangoes Restaurant & Island Cuisine - ‬7 min walk

Frequently asked questions

Is Upscale end unit home @ Truman Annex close to Duval St pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Upscale end unit home @ Truman Annex close to Duval St?

Check-in begins at 4:00 PM.

What time is check-out at Upscale end unit home @ Truman Annex close to Duval St?

Check-out is at 10:00 AM.

Where is Upscale end unit home @ Truman Annex close to Duval St located?

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

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Upscale end unit home @ Truman Annex close to Duval St Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 109 out of 115 reviews
Rating 8 - Good. 6 out of 115 reviews
Rating 6 - Okay. 0 out of 115 reviews
Rating 4 - Poor. 0 out of 115 reviews
Rating 2 - Terrible. 0 out of 115 reviews

10/10

Cleanliness

10/10

Staff & service

10/10

Amenities

8.8/10

Property conditions & facilities

10/10

Eco-friendliness

Reviews

10/10 Excellent

Michelle

Liked: Cleanliness, amenities, property conditions & facilities, communication
Nice unit, good location & well maintained
Stayed 7 nights in Mar 2025

10/10 Excellent

Michael L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Southard Breeze
Loved our stay here, super clean, super convenient to walk everywhere and comes with 2 bikes if you dont want to walk. Very comfortable place to stay and would definitely stay here again
Stayed 7 nights in Dec 2024

10/10 Excellent

Tim S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Nice place, great location
Enjoyed our stay at the Truman Annex. Short walk to Duval street and the park and beach behind the annex are nice too. Would stay again - no complaints!
Stayed 7 nights in Jun 2024

10/10 Excellent

Leslie R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Key west vaca
Loved the condo. Close to everything. Really enjoyed having the bikes. Comfortable bed. We had a great week!
Stayed 7 nights in Sep 2024

10/10 Excellent

Jen H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great choice for 2 people
Southard Breezes was very nice for me and my husband. The deck was large and had both shade and sun so it was convenient to have coffee or an afternoon cocktail. Bed and pillows were comfortable. The washer and dryer were a little loud but we would do the laundry when we were not in the bedroom! Having laundry available was a plus, though! Truman Annex is close to everything but just far enough away! Thanks for the great week!
Stayed 7 nights in Nov 2024

10/10 Excellent

Kathy J.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect location
Great location-10 minute walk to Duval Street, Mallory Square, Fort Zachary Taylor park, southernmost point. Rental had everything we needed. Would definitely go back!
Stayed 7 nights in Aug 2024

10/10 Excellent

John M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location in Key West
Great vacation in Key West at a great condo that worked very well for my wife and I. Location is close to everything in Old Town and having bikes was great as well !
Stayed 7 nights in May 2024

10/10 Excellent

Tom and Valerie W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Awesome unit and location
The unit was in a perfect location and was very nice. The entire unit has been updated with new appliances and furnishings. All the action on Duval St is close but not too close. And Ft. Zachary Taylor is in close walking distance or a short bike ride using the nice bikes that were supplied. We would definitely stay here again!
Stayed 7 nights in Aug 2024

10/10 Excellent

Katie Todd F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
25th Anniversary Trip
Southward Breezes was perfect for our trip! Close in distance to everything we wanted to do on the west end of the island! Easy in and out and great access to pool and bikes. Definitely a place we would come back to!
Stayed 7 nights in Apr 2024

10/10 Excellent

Teresa C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Cozy Condo
This cozy condo is ideally located and is great for two people. The area is generally safe and quieter than two blocks away on Duval. Fort Zach Beach and restaurants are only minutes away. Upon arrival, the house was immaculate, and contactless check-in was easy. The house has quality finishes and is well-appointed. Two bicycles and Tommy Bahama beach chairs are available, which is a nice touch. The queen bed was comfy. There are wood blinds on the bedroom window but no blackout curtains, so I will bring an eye mask if we go again. Having the washer/dryer available is convenient, and starter amounts of products are provided. The partially covered balcony expands the living space and was a nice spot on a rainy morning. There is a designated parking space, but we did not use it. We would stay there again if it were a couple's trip.
Stayed 7 nights in Nov 2024

10/10 Excellent

Michelle S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
November 25 2023
Enjoyed our stay & we'll be back! Property is amazing, condo clean & beautiful, location fantastic.
Stayed 7 nights in Nov 2023

10/10 Excellent

June L., Hanover Park, IL

Liked: Cleanliness, check-in, communication, location, listing accuracy
Key West vacation
The condo was exactly like the photos. The porch was perfect for morning coffee!
Stayed 7 nights in Oct 2023

10/10 Excellent

Sarah V.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful
Property was clean, great location, we enjoyed it thoroughly.
Stayed 7 nights in Jul 2022

10/10 Excellent

Verified traveler

Liked: Cleanliness, check-in, communication, location, listing accuracy
Fantastic location, bonus to have use of bicycles
The condo is within walking distance to everything that we wanted; Beach, restaurants, and shops. The bikes were in great shape and we used them to get to the beach, just used the picnic tables there.
Stayed 7 nights in Oct 2023

10/10 Excellent

Thomas C., Cleveland

Liked: Cleanliness, check-in, communication, location, listing accuracy
Awesome stay
Great location, very clean and updated. I would love to make this a regular stay. I have stayed in the same complex for years with friends, this time it was just my wife and I this condo was perfect.
Stayed 7 nights in Nov 2022

10/10 Excellent

tammy e.

Liked: Cleanliness, check-in, communication, location, listing accuracy
kids first trip to key west
We loved this property. Loved the deco and furnishings and it had all the conveniences of home. We would definitely rent this condo again!! loved the whole neighborhood and pool amenities and closeness to the beach also!!
Stayed 7 nights in Jul 2021

10/10 Excellent

Michelle Beaumont O.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great week in Key West
The condo was adorable and within walking distance to all the fun places on Duval. Truman Annex neighborhood was very pretty and quiet, loved the pool to cool off. Great communication with Tracey. Thank you, we will be back!
Stayed 7 nights in Sep 2022

10/10 Excellent

Dawn W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect location
This condo is central to everything Key West. Bicycles made it super easy to get around, but everything is close enough to walk. Beautiful property. Easy access. Great communication with owners.
Stayed 7 nights in Jul 2021

10/10 Excellent

Angelene A., Grant, Michigan

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect 2🌟🌟🌟🌟
Everything you would ever need is in this condo. It's clean and well maintained. The deck is a beautiful area to have your morning coffee or just relax. The location is excellent. Within walking distance to many sights. Highly recommend and cannot wait to come back.
Stayed 7 nights in Oct 2021

10/10 Excellent

AMBI B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Paradise!
We thoroughly enjoyed our stay. The condo was exactly as describe….beautifully decorated and stocked with everything you would need. The LOCATION was perfect! A huge plus was the bikes that were provided. We rode them everywhere and really enjoyed living the Key West lifestyle while we were there. If we ever return to Key West I will definitely book this property again!
Stayed 7 nights in Jun 2021
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

linda s.

Key West
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: Condo was wonderful! So cute and comfortable with everything you need for your stay. Perfect location in Key West-walked to everywhere we needed to go. A very relaxing vacation. Cant wait to go back and stay!! Thank You!!
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Larry and Joann H.

Southard
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: It was great as usual. We love Tracy's properties. Had to call maintenance regarding not able to regulate the hot water in the shower. They were very prompt to address the issue.

10/10 Excellent

Dean G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful oasis in a beautiful oasis
The condo was smartly arranged, making excellent use of the space, and had a very welcoming feel. We also loved the deck -- it was much larger than we had expected and was partially covered (protecting us from a rainstorm our first day). It also faced toward the complex rather than the street, and provided a view of the moon and stars as well. The location was superb -- a 5-minute bike ride from Ft. Zachary beach and very close to the rest of town without being too loud. To top it all off, our host, Tracy, was super helpful and accommodating.
Stayed 7 nights in Dec 2021
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Deidre T.

Christmas get away
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 was our 3rd stay at Southard Breezes and it once again was awesome! Very clean property and walking distance to everything there is to do in Key West. The owners responded quickly to our concerns. I would highly recommend this property to friends. We enjoyed Crusin Tiki and Dry Tourtugas National Park this visit. Breakfast at Moondog and Blue Heaven was delicious as expected.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Key West Trip
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 was our second stay at Southard Breezes. We love the location. We are two blocks from Duvall Street and a short bike ride to Truman waterfront park and Zachary Taylor State Park. The sunsets at Truman Waterfront Park are beautiful. We also seen a pod of Manatees. You are a short bike ride to all the restaurants and bars. Tracy was very responsive to any questions we had. Southard Breezes was as described very nice and clean. We will definitely be back to Southard Breezes again.