Entire home

1 Island Time Escape at the Truman Annex in Key West

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A heated pool - 1 Island Time Escape at the Truman Annex in Key West (Key West)
Interior - 1 Island Time Escape at the Truman Annex in Key West (Key West)
Interior - 1 Island Time Escape at the Truman Annex in Key West (Key West)
Property grounds - 1 Island Time Escape at the Truman Annex in Key West (Key West)
Exterior - 1 Island Time Escape at the Truman Annex in Key West (Key West)
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

9.8 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

  • Golf
  • 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

Similar properties

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in and check-out are 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
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.

Property is also known as

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2698-193245

About the area

Located on the waterfront, this holiday home is in Old Town Key West, a neighbourhood in Key West. Ernest Hemingway Home and Museum and Fort Zachary Taylor Historic State Park are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and South Beach. 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
View more Holiday homes in Key West
Map
Key West, FL

What's nearby

  • Harry S. Truman Little White House
    Harry S. Truman Little White House
    2 min walk - 0.1 miles
  • Duval Street
    Duval Street
    4 min walk - 0.3 miles
  • Mallory Square
    Mallory Square
    8 min walk - 0.4 miles
  • Ernest Hemingway Home and Museum
    Ernest Hemingway Home and Museum
    11 min walk - 0.6 miles
  • Fort Zachary Taylor Historic State Park
    Fort Zachary Taylor Historic State Park
    12 min walk - 0.7 miles

Getting around

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

Restaurants

  • Key Lime Pie Factory
    5 min walk
  • The Bull & Whistle Bar
    5 min walk
  • Caroline's Cafe
    6 min walk
  • La Concha Bar
    5 min walk
  • First Flight Island Restaurant & Brewery
    4 min walk

Frequently asked questions

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.
More informationOpens in a new window
Rating 10 - Excellent. 36 out of 41 reviews
Rating 8 - Good. 4 out of 41 reviews
Rating 6 - Okay. 1 out of 41 reviews
Rating 4 - Poor. 0 out of 41 reviews
Rating 2 - Terrible. 0 out of 41 reviews

9.8

Cleanliness

10

Location

Reviews

Verified

10/10 Excellent

Deborah A.

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

Best Place We Have Ever Stayed

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.
Stayed 7 nights in Feb 2025
From a partner site

10/10 Excellent

Thomas K.

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.
From a partner site

10/10 Excellent

Jessica U.

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.
From a partner site

10/10 Excellent

Dennis G.

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
Stayed 7 nights in Nov 2024
From a partner site

8/10 Good

Steven D.

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!!
From a partner site

10/10 Excellent

Patricia C.

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!
From a partner site

10/10 Excellent

Mike M.

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.
From a partner site

10/10 Excellent

Mary s.

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 .
Verified

10/10 Excellent

KRISTIN T.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 14 nights in Dec 2025
Verified

10/10 Excellent

Tom S.

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

Perfect!

Great place and great location.
Stayed 7 nights in Apr 2022
Verified

10/10 Excellent

Angela M.

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

Perfect

We could walk everywhere!! Very well stocked and would stay here any night!!!
From a partner site

10/10 Excellent

Mike M.

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.
From a partner site

10/10 Excellent

Anthony L.

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
From a partner site

10/10 Excellent

A guest from Boyne City, MI

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.
From a partner site

10/10 Excellent

David H.

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.
From a partner site

10/10 Excellent

Corliss B.

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.
Verified

10/10 Excellent

Sue P.

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

Key West

First property was not cleaned & Compass made it right by moving us to a Very beautiful property.
Stayed 7 nights in Jul 2022
From a partner site

10/10 Excellent

J Derrill R.

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
Verified

10/10 Excellent

Brenda E.

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

Key West Trip

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.
Stayed 7 nights in May 2022
From a partner site

10/10 Excellent

Jon H.

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
From a partner site

8/10 Good

A guest from Rumson, NJ

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.
From a partner site

10/10 Excellent

Christopher D.

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.
From a partner site

10/10 Excellent

John T.

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.
From a partner site

10/10 Excellent

Cheryl F.

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
From a partner site

6/10 Okay

Dan B.

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.