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Archipelago at the Truman Annex in Key West

Photo gallery for Archipelago at the Truman Annex in Key West

Private kitchen
Pool
Living area
Private kitchen
Private kitchen

Reviews

9.4 out of 10
Exceptional
4 bedrooms4+ bathroomsSleeps 12

Popular amenities

  • Outdoor space
  • Parking available

Explore the area

View map
Key West, FL
  • Place, Duval Street
    ‪5 min walk‬
  • Place, Florida Keys National Marine Sanctuary
    ‪5 min walk‬
  • Place, Fort Zachary Taylor Historic State Park
    ‪8 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪14 min drive‬

Rooms & beds

4 bedrooms (sleeps 12)

4 bathrooms, 1 half bathroom

Bathroom 1

Bathroom 2

Bathroom 3

Bathroom 4

Bathroom 5

Spaces

Deck or patio

About this property

Archipelago at the Truman Annex in Key West

This gorgeous townhouse has 4 bedrooms, 4 full Bathrooms, and 2 half bathrooms. It is unique in that it has 2 of everything, 2 kitchens, 2 living rooms, 2 dining areas, and back patios. Two of the bedrooms have queen size beds, two bedrooms have 2 twin beds,which can be converted to King beds with a converter kit upon request and there are 2 sleeper sofas. The community pool is just out your back door.

Please note: This property has a 28 night minimum stay

Add dates for prices

Amenities

Outdoor space
Parking available

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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
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

About the area

Key West

Located in Key West, this holiday home is in the city centre. 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.
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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, FL (EYW-Key West Intl.) - 14 min drive

Restaurants

  • ‪Green Parrot Bar - ‬5 min walk
  • ‪Margaritaville - ‬8 min walk
  • ‪Willie T's - ‬7 min walk
  • ‪Mangoes Restaurant - ‬8 min walk
  • ‪Blue Heaven - ‬9 min walk

Frequently asked questions

Is Archipelago at the Truman Annex in Key West pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Archipelago at the Truman Annex in Key West?

As of 30 March 2026, prices found for a 1-night stay for 2 adults at Archipelago at the Truman Annex in Key West on 30 April 2026 start from NZ$686, 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.

How much is parking at Archipelago at the Truman Annex in Key West?

On-site parking is available at the property.

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

Check-in begins at 4:00 PM.

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

Checkout is at 10:00 AM.

Where is Archipelago 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 Fort Zachary Taylor Historic State Park. Florida Keys Beaches and Ernest Hemingway Home and Museum are also within 15 minutes.

Reviews

9.4

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 23 out of 29 reviews
Rating 8 - Good. 4 out of 29 reviews
Rating 6 - Okay. 1 out of 29 reviews
Rating 4 - Poor. 1 out of 29 reviews
Rating 2 - Terrible. 0 out of 29 reviews

10/10

Cleanliness

9.6/10

Check-in

10/10

Communication

10/10

Location

9.4/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Daniel R.

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

Great event, Friend played at the Green Parrot

We had 6 family, friends staying....we loved the location!!
Stayed 7 nights in Apr 2023
Verified

10/10 Excellent

alice s.

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

Perfect accommodation!

We had not a single problem and never had to call for anything!!!!!
Stayed 7 nights in Jul 2023
From a partner site

10/10 Excellent

Roxanne V.

Beyond Expectations!!!

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: Archipelago was absolutely perfect for our family vacation. This unit easily accommodated a large group. The location is ideal. Within walking distance to most everything. The pool is right out the back door. I highly recommend this property.
Verified

8/10 Good

Verified traveller

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

Truman

Location is everything and this place could not have been in a better location
Stayed 7 nights in Jul 2022
Verified

10/10 Excellent

Barbara H.

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

Best Place to Stay on the Key!

This was a four-sister plus families reunion. We do it almost every year. My sisters agreed—this stay cannot be topped! The Truman Annex is close to everything, whether walking, golf cart, or rental car. Four bedrooms allowed everyone “private time.” Pool, patios, well-stocked @nd equipped kitchens were icing on the cake!
Stayed 7 nights in May 2024
From a partner site

10/10 Excellent

Jon G.

Thanksgiving 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: Great property and great fit for a family vacation over the Thanksgiving holiday! The property was just as described, 2 condo unit situated just off the beaten path that allowed easy access to Duval St but far enough away for peace and quiet.
Stayed 7 nights in Nov 2023
Verified

8/10 Good

Knut H.

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

Gettogether

The place was great, clean and had what was expected. Parking situation wasn’t very clear. Guards were at no help but the management was able to swap parking place.
Stayed 7 nights in Jul 2023
Verified

10/10 Excellent

Dave C.

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

Excellent Property & Location

This is an excellent property and location for a family trip to Key West. We traveled with my wife, adults son, his girlfriend and our teenage daughter. There was lots of room for everyone. Everyone had their own bathroom as well. This property is very close to the property are grocery and liquor stores as well as the Green Parrot bar. We Cycle is just down the block and rents bikes for $10.00 per day and will deliver to the property. The WiFi is super fast. We conducted a speed test and it was running at +200 MBPS.
Stayed 7 nights in Jan 2021
From a partner site

10/10 Excellent

George W.

The perfect rental spot!!

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: We had a group of seven adults staying in the unit and it was perfect for our needs. It’s actually two townhomes that are connected so there is two of everything which worked out great for us. We didn’t feel like we were in top of each other. The location couldn’t be any better!! You are close to everything. Only two blocks off of Duval and very close to Fort Zachary beach. And the pool is right out your back door!! I definitely would rent this place again.
Verified

4/10 Poor

Carolyn M.

Liked: Cleanliness, check-in, communication, location

Waited a year and so disappointed

Would NOT recommend to family or friends. The single beds were tiny and not conducive for adults. My adult children were actually saying they didn't fit in their beds. I switched beds with them and found them to beyond uncomfortable. Hard as a rock Needless to say, lots of body aches in the morning. The room would be great for toddlers with small suitcases. The duplexes were immaculate. The location was great. Interesting to read on the Compass Realty flyer that I would have saved $$$$$$ if I booked with them directly next time. This was disappointing as well . Truly not the experience I expected for my family considering the cost of the rental.
Stayed 7 nights in Dec 2023
From a partner site

10/10 Excellent

Chris C.

Perfect Location, Very Clean

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 stayed in the two townhome joined unit and everything was as described. We entered to a very clean, well kept unit and had no issues with Compass or the units during our stay. The location is PERFECT for going to the beach, Malory Square, Duval or Southernmost Point. If I had two comments for the property keeper would be to fix some of the knobs on the doors on the inside and add some landscape rocks to the backyard to cover the dirt areas. But nothing that would warrant a negative review of the place.
From a partner site

10/10 Excellent

Carolyn K.

Archipelago

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 the second time I booked the Archipelago unit in Key West and it did not disappoint! We had a party of 10 people and the unit was the perfect size to stay together and also to give some space apart if needed . Beautifully cleaned and centrally located..just a short bike ride to the beach and for those who like a pool instead, the pool was right outside the patio fence. I am definitely booking this same location and rental company for 2023!!
Verified

6/10 Okay

Barbara Jean N.

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

Excellent location

This property was perfect for kids playground and splash pad, coast guard, then easy access to all of Down town and Duvall
Stayed 7 nights in Aug 2022
From a partner site

10/10 Excellent

Maureen L.

Loves 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 more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Great set up for large family- rented both sides of duplex in Truman annex. Perfect location!! Backed up to the park & had access close to beaches. Just 2 short blocks from Duval street-couldn't beat it!
Stayed 7 nights in Jul 2022
From a partner site

10/10 Excellent

Michael V.

Family 3 generations loved it.

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: Great location, minor defects in property but overall enjoyed the stay.
Verified

10/10 Excellent

Louis T.

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

Great property

Great place to stay!
Stayed 7 nights in May 2022
From a partner site

8/10 Good

mark w.

Archipelago

Rating Details: The property manager was very helpful. The vacation rental was 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: Great trip to Key West! Back patios could have been larger for 7 people but everything else was great. Comfortable beds. Great location.
From a partner site

10/10 Excellent

Deborah P.

Awesome

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: The rental was great and we had a wonderful time. Just a note the ice makerin 245 didn't work but no worries cause we had unit 241 also. I would definitely use these units again. One of the couples that was with us said she loved it and would be bringing her family in the future. Oh, the only complaint from one of the friends that came said the coverted king/twin beds could use a good bed topper. Thank you for being awesome. See you in the future.
From a partner site

10/10 Excellent

Billy Y.

Mile0fest 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 is our 3 year to stay in the Trumanannex area. Total of 4 couples plenty of room. Back Gate was next too the pool front door to the road.Definitely would book again thru Compass Reality
From a partner site

10/10 Excellent

helen l.

Wonderful family Christmas Break

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was 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 the best time in these two townhomes. Great for our two families and close to everything but still in a family residential area.
From a partner site

10/10 Excellent

Judy K.

Parrotheads in paradise

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: We have 8 friends that rented this unit before....we were in Key West for the meeting of the minds..... this unit was nice! Location is great. The only problem was the steps...but we was clean and well equipped.1 problem no blow drier and I didn’t bring one.
Verified

10/10 Excellent

JoAnn R.

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

Fantastic Place

The entire setup of this duplex was perfect for us. We had our adult children in one half, and my wife and I with our dear friends in the other half. The best of both worlds. The place was very clean, and the beds were comfortable. It was wonderful that Compass put together the twins to form a King as advertised. They were still very comfy. Everything you could need was in the kitchens. The pool was also a very nice addition, being very close to the units but far enough away as well. The location of these units is also perfect. It is a quiet location, but you only have to walk 5 minutes to jump into the crazy fun of Duval St - again, best of both worlds - rest when you want rest - party when you want party. It seems like everything was within 5-15 minut walk. One tip: Go to the Lost and Found Restaurant (2 minutes from units) on Tuesday night for dinner - $10 Tacos/Wraps/Burgers - they were all fantastic.
Stayed 7 nights in Apr 2022
Verified

10/10 Excellent

Carolyn K.

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

Key West Paradise

Booked this rental thru the pictures on the web and I have to say the pictures were exactly like the property! The ease of check in and having Compass Realty respond to my inquiries quickly was outstanding! My family loved the property and the location and if I knew where I was going to be in a year I would have already reserved for next year!
Stayed 7 nights in Sep 2021
Verified

10/10 Excellent

Joseph N.

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

Perfect location

We were looking for a place to stay while in Key West that was within walking distance to entertainment and attractions since we weren’t planning to rent a car. This condo, located on Southhard St., in the Truman Annex was perfect.
Stayed 7 nights in May 2021
Verified

8/10 Good

Verified traveller

Liked: Cleanliness, communication, location, listing accuracy

Beautiful property and location!

We had a great stay! Would stay again. The location is fantastic! There was plenty of room. The property management company responded quickly in bringing a grill that was advertised and not there. The only draw back is the check-in process because you have to go to their offices for the key...rather than having a lock box at the door or a door with a key code.

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