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Ascension at the Truman Annex in Key West

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Private kitchen
Private kitchen
Interior
Interior
Private kitchen

Reviews

9.6 out of 10
Exceptional
2 bedrooms2 bathroomsSleeps 4

Popular amenities

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

Rooms & beds

2 bedrooms (sleeps 4)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Queen Bed

2 bathrooms

Bathroom 1

Toilet · Shower only

Bathroom 2

Toilet · Shower only

Spaces

Deck or patio
Kitchen
Balcony

About this property

Ascension at the Truman Annex in Key West

Stepping through the white picket gate into this town home located in the gated Truman Annex community, in the heart of Old Town, you will find old-world charm along with high-end amenities. The open main floor has a beautifully renovated kitchen, a large sectional-sleeper and a 65 inch television. Upstairs are 2 ensuites each with well appointed recently updated full bathroom. A full size washer, dryer and gas grill are available. Just one hundred feet from the pool, this town home boasts 4 separate outdoor spaces. You will find the spot-on location to all Old Town Key West has to offer. An off street parking spot is included.

Please note: This is a monthly only rental- 28 nights or more
Our prices include all fees. No hidden fees.

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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
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 has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room

About the neighborhood

Key West

Located in Key West, this vacation home is in the city center. 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. Discover the area's water adventures with jet skiing, scuba diving, and snorkeling nearby, or enjoy the great outdoors with ecotours.
View more Vacation Homes in Key WestOpens in a new window
Map
Key West, FL

What's nearby

  • Duval Street - 5 min walk - 0.4 km
  • Florida Keys National Marine Sanctuary - 5 min walk - 0.4 km
  • Ernest Hemingway Home and Museum - 7 min walk - 0.7 km
  • Fort Zachary Taylor Historic State Park - 8 min walk - 0.7 km
  • Mallory Square - 9 min walk - 0.8 km

Getting around

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

Restaurants

  • ‪Green Parrot Bar - ‬4 min walk
  • ‪Margaritaville - ‬7 min walk
  • ‪Willie T's - ‬6 min walk
  • ‪Mangoes Restaurant - ‬7 min walk
  • ‪Blue Heaven - ‬8 min walk

Frequently asked questions

Does Ascension 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 Ascension at the Truman Annex in Key West?

As of Apr 4, 2026, prices found for a 1-night stay for 2 adults at Ascension at the Truman Annex in Key West on Apr 27, 2026 start from $278, 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 Ascension at the Truman Annex in Key West pet-friendly?

No, pets are not allowed at this property.

How much is parking?

There is free parking nearby.

What time is check-in at Ascension at the Truman Annex in Key West?

Check-in begins at 4:00 PM.

What time is check-out at Ascension at the Truman Annex in Key West?

Check-out is at 10:00 AM.

Where is Ascension 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 Fort Zachary Taylor Historic State Park. Florida Keys Beaches and Ernest Hemingway Home and Museum are also within 10 minutes.

Reviews

9.6

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 30 out of 36 reviews
Rating 8 - Good. 2 out of 36 reviews
Rating 6 - Okay. 4 out of 36 reviews
Rating 4 - Poor. 0 out of 36 reviews
Rating 2 - Terrible. 0 out of 36 reviews

10/10

Cleanliness

9.0/10

Check-in

10/10

Communication

10/10

Location

9.8/10

Listing accuracy

Reviews

Verified

10/10 Excellent

gordon c.

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

Truman annex

Great location and plenty of room for our party of 4.
Stayed 7 nights in Feb 2023
Verified

10/10 Excellent

Marjorie T.

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

Truman Annex

The property was clean and amazingly convenient. We had a great time.
Stayed 8 nights in Apr 2024
Verified

10/10 Excellent

Randy T.

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

Great time in the Truman annex

Our place was very nice that we stayed in. Had everything that we needed to be able to cook for ourselves including the grill that came in very handy for a couple of dinners. The pool for this property is fabulous heated I might add just said overall great experience.
Stayed 7 nights in Feb 2023
Verified

10/10 Excellent

Don M.

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

Fun in the sun

Great time.
Stayed 7 nights in Jan 2023
Verified

10/10 Excellent

Verified traveler

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

Very convenient

Location is awesome, close to Duval but not too close. Quiet neighborhood.
Stayed 7 nights in Jan 2023
From a partner site

10/10 Excellent

Steve S.

Amazing Experience

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 to the main attractions in Key West. House provided comforts of home and was in a beautiful private neighborhood. The pool was a bonus feature that provided a couple of relaxing afternoons.
From a partner site

10/10 Excellent

Claudine S.

Great week, great rental!

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: Great experience, start to finish. Location was perfect.
Stayed 7 nights in Apr 2024
Verified

10/10 Excellent

Eleanor L.

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

Perfect location and home

Two couples who always wanted to experience Key West finally got their act together and booked this home for one week. The quiet location away from the Duval Street highlights was perfect. The shared pool was just a few steps from the lovely back deck. Would highly recommend to anyone.
Stayed 7 nights in Mar 2024
From a partner site

8/10 Good

Paula G.

Ascension's Happy Place

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 had an absolutely wonderful experience at Ascension! It was a warm and cozy home that was very comfortable! Walking distance to Duval Street, right outside the community pool, and close to the guard shack. We would definitely stay here again!
Verified

6/10 Okay

Nancy J.

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

Truman Anex

The condo was clean and convenient to area attractions. However there were a few issues … for the price we wish bikes and beach chairs were included as well as TV’s in the bedrooms . The bed mattress were very hard and uncomfortable . The back French doors were extremely hard to lock as we spent much time on getting them to lock correctly. The pool area and water was unpleasant. Overall we did love the location. Truman Anex grounds were lovely.
Stayed 7 nights in May 2025
From a partner site

10/10 Excellent

Tina K.

Great Key West location

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: The location of this condo was wonderful! Condo was very clean & comfortable. The front room’s bed was very noisy every toss & turn during the night. The back bedroom is small so kept hitting knees on the platform bed. It would be nice if the back bedroom had brighter lighting. Those aren’t deal breakers, so I would likely stay there again.
Verified

6/10 Okay

Glenda C.

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

Beds and Keys

The property was in a great secured location. Fully equipped. Plenty of room for 4 adults. Our complaints: They need to invest in some mattresses and pillows. They were awful !! When booking the townhouse it did not state we had to go to the real estate office to get the keys for check in and return them when checking out. That was a huge inconvenience!
Stayed 8 nights in May 2024
From a partner site

10/10 Excellent

Erin R.

AMAZING Location Super Clean Condo!

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 family LOVED this rental! 3 doors down from a quiet pool and a short walk to all the shops and restaurants. Quick walk/bike ride to the state park too. Very clean and came with lots of extras in the kitchen (spices/coffee/foil/Ziplocs). I love to cook, so the sharp knives and grill were perfect! The staff at Compass were very accommodating with our requests and questions.Our family will definitely rent this unit again.
From a partner site

10/10 Excellent

Jerry S.

Fun in 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: We thought the place had been beautifully decorated. Would have preferred twin beds in one of the bedrooms.
From a partner site

10/10 Excellent

Lynn W.

Perfect 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: We had a wonderful time in Key West with a week long stay. Our time at 225 Southard was perfect. The location cannot be beat. We were within walking distance to most things and if not the Duval Bus Loop stop was near. It was close enough for all the Key West action but far enough away in a more quiet community. The condo was well stocked for our needs. And the pool being close was a plus. Our favorite was the outdoor patio for morning coffee. Not having a downstairs 1/2 bath would make it easier for those who were older, but we were able to manage. The upstairs front bedroom was a bit noisy due to it being close to the road but seemed to quiet down after 10pm most nights. We visited during race week and I know Southard is a direct route to the race area. Thus, increasing traffic. In the past I had heard that the gates to the annex are closed to through traffic after 10pm. Maybe this is now not the case.
From a partner site

10/10 Excellent

Dennis D.

What a great vacation destination!

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 third time staying at Ascension Truman Annex. We love the unit, the layout and the location. We are seniors, yet when we come to Ascension we don't rent a car. Everything is within walking distance, or we can use the Duval Loop, free of charge. It's a nice walking City, although on this trip it was warmer than usual.we had a great time, and will probably be back again!
From a partner site

10/10 Excellent

Robert K.

Truman Annex, a Quiet Oasis So Close to Everything

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 loved our stay in a townhome off Southard Street in the Truman Annex. Only two issues, unit has no downstairs bathroom, pool had very little shade available and water in July very hot. Other than that, the charming, clean, quiet and well-kept spaces were exactly what he hoped for. We would definitely rent again, in a cooler month.
From a partner site

10/10 Excellent

A guest from Kitty Hawk, NC

Really nice

Rating Details: The property manager was very helpful. The vacation rental was very clean. 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: Overall very nice location. A lot of activity around which we like. Only issue was pest control company showed up and entered we had no notice of this. Glad we were there don’t like someone coming in if we are not there since we have cash credit cards etc around there is no safe
From a partner site

10/10 Excellent

A guest from Ocala, FL

Ascension Stay 3/4-3-11

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: We had a hard time with back door even after reading instructions. Door was just hard to close Many dust bunnies under both beds. Floors downstairs should have been cleaner
From a partner site

10/10 Excellent

A guest from Kitty Hawk, NC

Wonderful week

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: Wonderful week. This is our third time at ascension that says it all.
Verified

10/10 Excellent

Dale L.

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

Perfect Location

VERY Spacious first floor, along with a spacious deck in the back, and a small porch on the front. Kitchen was well equipped with all necessities. Two upstairs bedrooms were unfortunately NOT spacious, but each did have a balcony. No TV's in the bedrooms only down stairs. It was necessary to buy toilet paper and paper towels, we stayed a week. A call to the office informed us they only provide these items for ONE night. There was insufficient drawer space in both bedrooms. The closets only had shelving for storage, it was impossible to hang any clothes or garments. The excellent location of this unit is it's biggest asset. We were located just a few steps from the main entrance, and Duval Street was a 10 minute walk. The lack of covered parking was a disappointment.
Stayed 7 nights in Oct 2022
From a partner site

6/10 Okay

George K.

Key West Fun

Rating Details: The property manager was adequately 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: Great location, nice layout and very clean. No first floor bathroom was a bit of a pain and small beds were a challenge but we made it work. The owner did not provide codes to unlock the bicycles that they mentioned were available?
Stayed 7 nights in Jun 2022
Verified

10/10 Excellent

douglas j.

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

Well needed vacation!

This property is well located to beaches and Duval street without the noise. Well equipped with anything you might need to cook a meal. Only suggestion would be a grill for barbecuing and lounge chairs on the back patio. Also a fan on the patio would have been awesome. But even without these things it was a great place that we would definitely consider again.
Stayed 7 nights in May 2022
From a partner site

8/10 Good

Christina D.

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 was a wonderful, comfy, clean unit with a great location! Do not rent a car. Within walking distance to beach, marina, Southernmost Point, restaurants, bars, grocery store, Truman's Little White House and the Hemingway House. We loved it so much we booked again for next year while we were there. Great vacation spot!
From a partner site

10/10 Excellent

Pat and Andy S.

Ascension

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: Property was very nice. Really liked that both bedrooms had their own balcony. Would have rebooked had the owner not decided to take Jan and Feb for themselves in 2023. Great location, and very quiet, close to the pool. Overall a very nice property..

About the host

Hosted by Compass Realty Vacation Rentals & Property Management

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