In the heart of Old Town, this charming town home at Truman Annex offers a blend of old-world charm and high-end amenities. Enjoy a fully equipped kitchen, large sectional-sleeper, and 65-inch television on the main floor while upstairs you'll find two en suites with updated full bathrooms.
Reviews
9.69.6 out of 10
Exceptional
Entire home
2 bedrooms2 bathroomsSleeps 4
Popular amenities
Pool
Kitchen
Washing machine
Dryer
Free Wi-Fi
Air-conditioning
Add dates for prices
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
Property amenities
Pool/Spa
Communal pool
Heated pool
Internet
Available in the house: Free WiFi
Parking and transport
Free offsite parking
Parking on site
Kitchen
Coffee/tea maker
Cookware, dishware, and utensils
Dishwasher
Hob
Microwave
Oven
Refrigerator
Spices
Toaster
Dining
Dining table
Bedrooms
2 bedrooms
Bedsheets provided
Bathroom
2 bathrooms
Shower
Towels provided
Living spaces
Dining table
Living room
Entertainment
Smart TV with cable/satellite channels
Outdoor areas
Balcony
Laundry
Laundry facilities
Washer/dryer
Work spaces
Desk
Comfort
Air conditioning
Pets
No pets allowed
Suitability/Accessibility
Smoke-free property
Services and conveniences
Iron/ironing board
Location highlights
In the city centre
Things to do
Heated pool
Birdwatching nearby
Ecotours nearby
Fishing nearby
Jet skiing nearby
Sailing nearby
Scuba diving nearby
Snorkelling 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)
You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools
Pets
Pets not allowed
Children and extra beds
Children are welcome
Events
No events allowed
Smoking
Smoking is not permitted
Important information
You need to know
This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
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
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal.
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.
Is Ascension at the Truman Annex in Key West pet-friendly?
No, pets are not allowed at this property.
How much is parking at Ascension at the Truman Annex in Key West?
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?
Checkout is at 10:00 AM.
Where is Ascension at the Truman Annex in Key West located?
Located in Old Town Key West, this holiday home is within a 10-minute walk of Truman Waterfront Park, Duval Street and Florida Keys Beaches. Fort Zachary Taylor Historic State Park and Ernest Hemingway Home and Museum are also within 10 minutes.
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Reviews
Reviews
Exceptional
All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
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.
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.
Eleanor L.
Stayed 7 nights in Mar 2024
From a partner site
10/10 Excellent
Steve S.
1 Jul 2025
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.
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.
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!
Glenda C.
Stayed 8 nights in May 2024
From a partner site
10/10 Excellent
Erin R.
30 Jun 2024
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.
Erin R.
From a partner site
10/10 Excellent
Jerry S.
20 Feb 2024
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.
Jerry S.
From a partner site
10/10 Excellent
Lynn W.
15 Nov 2023
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.
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.
Location is awesome, close to Duval but not too close. Quiet neighborhood.
Verified traveller
Stayed 7 nights in Jan 2023
From a partner site
8/10 Good
Paula G.
18 May 2022
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!
Paula G.
From a partner site
10/10 Excellent
Tina K.
24 Jan 2023
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.
Tina K.
From a partner site
10/10 Excellent
Dennis D.
25 Jul 2023
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!
Dennis D.
From a partner site
10/10 Excellent
Robert K.
11 Jul 2023
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.
Robert K.
From a partner site
10/10 Excellent
A guest from Kitty Hawk, NC
18 May 2023
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
A guest from Kitty Hawk, NC
From a partner site
10/10 Excellent
A guest from Ocala, FL
21 Mar 2023
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
A guest from Ocala, FL
From a partner site
10/10 Excellent
A guest from Kitty Hawk, NC
13 Nov 2022
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.
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.
Dale L.
Stayed 7 nights in Oct 2022
From a partner site
6/10 Okay
George K.
28 Jun 2022
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?
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.
douglas j.
Stayed 7 nights in May 2022
From a partner site
8/10 Good
Christina D.
18 May 2022
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!
Christina D.
From a partner site
6/10 Okay
Kathy P.
18 May 2022
Ascension in the Truman Annex
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 do not recommend this vacation rental.
Reviewer Comments:
Ascension is a nice property in the perfect location. It had everything we needed, except for the beds, they were terribly uncomfortable! My husband and I switched beds and both the beds in each room were very uncomfortable. We would have booked this property again for our trip in the fall if it weren't for the beds. Like I said the property had just about everything we needed and it's in a great location.