Experience the essence of Key West at AAH PARADISE, a charming Bostonian style townhouse located in Old Town's Truman Annex. This beautifully renovated two-bedroom home offers private bedroom suites with full baths and comfortably sleeps up to six guests. Stroll through the gated community or take a short walk to Duval Street, Mallory Square, and Fort Zachary Taylor State Park for endless entertainment options.
Reviews
9.89.8 out of 10
Exceptional
Entire home
2 bedrooms3 bathroomsSleeps 41216 sq ft
Popular amenities
Pool
Kitchen
Washing machine
Dryer
Free Wi-Fi
Air-conditioning
Add dates for prices
About this property
Entire place
You'll have the entire home to yourself and will only share it with other guests in your party.
1 Island Time Escape at the Truman Annex in Key West
1 ISLAND TIME ESCAPE at the Truman Annex
This Foundry townhome is a Bostonian style 3 level home located in Old Town Key West. This home has been recently renovated to accommodate an individual couple, family, or vacationing couples that each desires the privacy of their own bedroom suite with full, private baths. This two-bedroom, two and one half bath unit will comfortably sleep up to six, and is located in the beautiful community of Truman Annex.
If driving down through the scenic Florida keys and keeping the vehicle for your stay, you have the luxury of a reserved, covered private parking space during your stay. If not, bicycle and golf cart rentals are aplenty!
The welcoming first floor includes an impeccably appointed kitchen, with all of your basic houseware items such as pots, pans, coffee pot and toaster. The living area includes a SmartTV, books, games, and a comfortable sofa that pulls out into a Queen bed. If you’re heading to the beach or the pool, beach towels are hanging on hooks by the front door, ready for your use.
Enjoy the convenience of a dedicated outdoor grill, perfect for cooking up delicious meals in the fresh air. Whether you're preparing a casual family dinner or hosting a relaxed gathering, the grill offers an easy and enjoyable way to make the most of your outdoor space. It’s clean, easy to use, and ideal for everything from quick weeknight grilling to weekend barbecues.
The second floor Primary Suite has king-sized bed, en-suite bath and French doors that open to a private balcony overlooking the tropical landscaping on Front Street, including palm, mango, and avocado trees. The suite also includes a washer/dryer.
The third floor suite features two twin beds which can be converted to king size bed, depending on your needs, and its own en-suite bath.
Location, location. location!! This townhome is in the Truman Annex gated community, which offers the security and tranquility that you would expect on a vacation; yet you are just steps from exploring all that Key West has to offer! The Harry Truman Little White House, where President Truman spent many summer days vacationing during his Presidency, is just steps away, as is the private heated pool. The famous Duval Street scene and surrounding blocks encompassing hundreds of restaurants/pubs/shops are only minutes away by foot. Mallory Square, with its nightly entertainment and picturesque sunsets are just three blocks away. Swimming, snorkeling, parasailing, and fishing are also nearby for your enjoyment. Fort Zachary Taylor State Park, with one of the best beaches in Key West, is just 1/4 mile away.
Please note: This property has a 28 night minimum stay
Property amenities
Beach
Beach nearby
Pool/Spa
Communal pool
Heated pool
Internet
Available in the house: Free WiFi
Parking and transport
Parking on site
Kitchen
Coffee/tea maker
Cookware, dishware, and utensils
Dishwasher
Hob
Ice maker
Microwave
Oven
Refrigerator
Toaster
Dining
Dining table
Bedrooms
2 bedrooms
Bedsheets provided
Bathroom
2.5 bathrooms
Bathtub or shower
Hair dryer
Towels provided
Living spaces
Dining table
Living room
Entertainment
Smart TV with cable/satellite channels
Outdoor areas
Balcony
Barbecue grill
Fenced yard
Laundry
Laundry facilities
Washer/dryer
Comfort
Air conditioning
Pets
No pets allowed
Suitability/Accessibility
Smoke-free property
Services and conveniences
Iron/ironing board
Location highlights
In the city centre
Near the marina
Near the ocean
On the waterfront
Things to do
Heated pool
Water park
Birdwatching nearby
Cycling nearby
Fishing nearby
Golfing 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)
Fire extinguisher
Deadbolt lock
General
Gated community
Unit size: 1,216 square feet
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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.
About the area
Located on the waterfront, this holiday home is in Old Town Key West, a neighbourhood in Key West. Southernmost Point and Ernest Hemingway Home and Museum are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and Fort Zachary Taylor Historic State Park. USCGC Ingham Maritime Museum and Mel Fisher Maritime Museum are also worth visiting. Jet skiing, scuba diving and snorkelling 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
Does 1 Island Time Escape at the Truman Annex in Key West have a pool?
Yes, this property has a pool. Pool types include heated pools.
Is 1 Island Time Escape at the Truman Annex in Key West pet-friendly?
No, pets are not allowed at this property.
How much is parking at 1 Island Time Escape at the Truman Annex in Key West?
On-site parking is available at the property.
What time is check-in at 1 Island Time Escape at the Truman Annex in Key West?
Check-in begins at 4:00 PM.
What time is check-out at 1 Island Time Escape at the Truman Annex in Key West?
Checkout is at 10:00 AM.
Where is 1 Island Time Escape at the Truman Annex in Key West located?
Located in Old Town Key West, this holiday home is within a 5-minute walk of Harry S. Truman Little White House and Duval Street. Florida Keys Beaches and Mallory Square are also within 10 minutes.
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1 Island Time Escape at the Truman Annex in Key West 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.
I can't say enough about this place. It was well appointed, clean and comfy. The location was perfect. We enjoyed sitting on the porch and in the living room. Absolutely would recommend.
Deborah A.
Stayed 7 nights in Feb 2025
From a partner site
10/10 Excellent
Thomas K.
16 Feb 2025
KW Getaway
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 really enjoyed the very comfortable Aah Paradise! Fully stocked kitchen for any type of meal prep. Very comfortable and private bedroom accommodations with bathrooms in each.
Thomas K.
From a partner site
10/10 Excellent
Jessica U.
16 Nov 2023
Perfect Stay
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:
Staying at this property for a week for the first time in Key west was phenomenal. The property was clean and well maintained on the inside within each room , as well as the incredible cleanliness and upkeep of the streets and buildings around. The location was perfect for our stay here, it was within walking and biking distance to all attractions and activities during our time. I would highly recommend these condos and cannot wait to book for our next trip.
Jessica U.
From a partner site
10/10 Excellent
Dennis G.
1 Dec 2024
Thanksgiving Key West, Truman Annex
Rating Details:
The property manager was more than helpful.
The vacation rental was spotless.
I was more than happy with the location.
I was more than satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
Thanksgiving break
Dennis G.
Stayed 7 nights in Nov 2024
From a partner site
8/10 Good
Steven D.
2 Apr 2024
VACA
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 our stay at Aah Paradise. We spent a month there and things went really well. Just for info the kitchen could use a few amenities like (tupperware containers, chip clips. Better beach chairs. Improve master bed mattress. Improve insect control. Would stay here again!!
Steven D.
From a partner site
10/10 Excellent
Patricia C.
11 Mar 2024
Perfect!
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:
Was just what we wanted: clean, perfect location, beautiful area!
Patricia C.
From a partner site
10/10 Excellent
Mike M.
4 Mar 2024
Great Place
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:
No problems, no issues, no worries.
Mike M.
From a partner site
10/10 Excellent
Mary s.
11 Dec 2023
Aah paradise key Truman annex
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 is a great condo. Clean, well stocked and perfect location. Check in and check out process was easy .
This was such a fantastic unit. It was very clean and centrally located to everything in Old Town. There are LOTS of stairs, so that is something to consider for anyone with limited mobility. The community is gated and feels very safe, even at night.
We could walk everywhere!! Very well stocked and would stay here any night!!!
Angela M.
From a partner site
10/10 Excellent
Mike M.
28 Feb 2023
Best 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:
Compass Realty was great to deal with. We had an issue upon arrival and they fixed it quickly. I can’t wait to use them for a vacation rental again.
Mike M.
From a partner site
10/10 Excellent
Anthony L.
18 May 2022
Our Week in Key West
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:
First the negative: We arrived after sunset and had a hard time locating the lockbox for the Keys to the unit. I had to use the flashlight on my phone to see where I was and locate the lockbox because the area was so dark. We were expecting a pullout bed or fold away bed for our 5th person. In my opinion the couch itself wouldn't qualify as a bed. There was not much if any cupboard space to place our grocery items we bought. I am not sure how thoroughly this place was inspected prior to arrival for cleanliness. We found someone's used Facemask in the seat couching of the couch when we were trying to figure out if it was a pullout bed The Positive: This was our 1st experience in Key West. It was decorated beautifully. We loved the location of the unit. We rented bikes for the week and used them to travel everywhere we went. Finding access to the Truman Annex Park was a great surprise and spent a couple nights there watching the sunset and flying our Drone. It was only a couple minute bike ride to Mallory Square and Duval Street. I would defiantly stay at this location again if and when we return to Key West
Anthony L.
From a partner site
10/10 Excellent
A guest from Boyne City, MI
9 Mar 2023
Wonderful 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:
We were very pleased with the unit. Very clean. It was perfect for our stay. The A/C in the 3rd floor bedroom wasn't the best. It was working good in the bathroom but the bedroom wasn't getting cooled as well. Location was perfect. Close to everything we wanted to do.
A guest from Boyne City, MI
From a partner site
10/10 Excellent
David H.
1 Mar 2023
Aah Paradise
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:
Good experience. Comfortable stay. The living room furniture may need cleaning in the future. The arms felt a little like sun tan lotion.We plan to come back.
David H.
From a partner site
10/10 Excellent
Corliss B.
9 Feb 2023
Christmas Joy
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 Christmas vacation in Key West. This town house is located within walking distance to many restaurants and most attractions. The property was pleasant to stay in and met all of our needs. Also, the property managers were great to work with. I would recommend this property for most people.
First property was not cleaned &
Compass made it right by moving us to a
Very beautiful property.
Sue P.
Stayed 7 nights in Jul 2022
From a partner site
10/10 Excellent
J Derrill R.
15 Jun 2022
Feedback
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:
Excellent
We booked our vacation at Aah Paradise. One day 2, we were told there was a major water leak at our property. Compass Realty did a nice job finding us another spot (not very far away). Although it was a bit of a hassle to move, Compass Realty made the process as easy as possible. We would book with them again.
Brenda E.
Stayed 7 nights in May 2022
From a partner site
10/10 Excellent
Jon H.
18 May 2022
our stay at Aah Paradise
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:
very nice, everything was great
Jon H.
From a partner site
8/10 Good
A guest from Rumson, NJ
18 May 2022
Location was ideal
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 recommend this vacation rental.
Reviewer Comments:
The location was ideal; quiet and peaceful. The unit was clean however the furniture and rugs were dated. The bed in the master was uncomfortable (lumpy), and the bedding could use and upgrade and an update. We would stay in Truman annex again but would look at a different unit.
A guest from Rumson, NJ
From a partner site
10/10 Excellent
John T.
18 May 2022
Great House and 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 house was exactly as described and in excellent condition. Checking in and out was simple and the location is perfect - close to everything but still quiet. Compass is great to work with and was very accommodating when we had to reschedule our reservation.
John T.
From a partner site
10/10 Excellent
Christopher D.
18 May 2022
Aah Paradise
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:
Nice condo, great location, have stayed in others at the Annex and this was well appointed. Would definitely stay again.
Christopher D.
From a partner site
10/10 Excellent
Cheryl F.
18 May 2022
Truman Annex 2021
Rating Details:
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:
Excellent
Cheryl F.
From a partner site
6/10 Okay
Dan B.
18 May 2022
Tired
Rating Details:
The property manager was very helpful.
The vacation rental was somewhat dirty.
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:
Great location.