Condo

Amazing Penthouse

Photo gallery for Amazing Penthouse

Outdoor dining
Miscellaneous
Outdoor dining
Interior
Living area

Reviews

9.6 out of 10
Exceptional
2 bedrooms2 bathroomsSleeps 4

Popular amenities

  • Dryer
  • Parking available
  • Washer
  • Pool
  • Air conditioning

Explore the area

Map
Naval Air Station Key West, FL
  • Duval Street
    ‪6 min walk‬
  • Mallory Square
    ‪9 min walk‬
  • Fort Zachary Taylor Historic State Park
    ‪10 min walk‬
  • Key West, FL (EYW-Key West Intl.)
    ‪14 min drive‬

Rooms & beds

2 bedrooms (sleeps 4)

Bedroom 1

1 King Bed and 1 Double Sofa Bed

Bedroom 2

1 Queen Bed

Living Room 1

1 Double Sofa Bed

2 bathrooms

Bathroom 1

Bathtub

Bathroom 2

Shower only

Spaces

About this property

Amazing Penthouse

This amazing penthouse condo has one of the best view in Key West. Located in historic Mills Place in the main part of Truman Annex, you have the views of the Gulf and ships that pass by the windows as they arrive and leave port. The apartment has four exposures and three of them with balconies. You can see the sunset over the ocean every evening as you drink your favorite beverages in the living room or have dinner with friends or loved ones on the main balcony.

The giant size living area features 18ft ceiling at the highest point and large windows on three sides on the room for breathtaking ocean view. There is a full kitchen, dining area and large living room.

You can see the fully equipped pool on the eastern facing windows and the area is easily accessed via walking downstairs. Fort Zachary Taylor State Park is less than half mile away, easy walking or biking distance and Duval St is only few blocks away.

The master bedroom has a king size memory foam mattress, in suite bathroom with windows facing the ocean, separate shower and Jacuzzi bath. It also has a private balcony and direct access to the main balcony. The couch in the main bedroom pulls out to a bed if needed.

The second bedroom has a queen size memory foam mattress; we recently removed the murphy bed from the room opening up the space much more.

There are two sleeper sofa located in the unit for additional guests sleeping.

Condo association does NOT allow less than six night stays or pets.

This unit is on the third floor with NO elevator access

We do not offer discounts. Thank you.

Property manager

Jack
Premier Host

Add dates for prices

Amenities

Pool
Washer
Dryer
Air conditioning
Parking available

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House Rules

Check in after 4:00 PM
Minimum age to rent: 21
Check out before 11:00 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 not indicated whether there is a smoke detector on the property

About the area

Key West

Old Town Key West, a neighbourhood in Key West, is home to this condo. 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.
Map
Naval Air Station Key West, FL

What's nearby

  • Duval Street - 6 min walk - 0.5 km
  • Mallory Square - 9 min walk - 0.8 km
  • Fort Zachary Taylor Historic State Park - 10 min walk - 0.9 km
  • Ernest Hemingway Home and Museum - 11 min walk - 0.9 km
  • Southernmost Point - 18 min walk - 1.5 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 14 min drive

Restaurants

  • ‪Margaritaville - ‬6 min walk
  • ‪Blue Heaven - ‬10 min walk
  • ‪Green Parrot Bar - ‬7 min walk
  • ‪Willie T's - ‬7 min walk
  • ‪Caroline's Cafe - ‬7 min walk

Frequently asked questions

Does Amazing Penthouse have a pool?

Yes, this property has an outdoor pool. Pool types include heated pools.

Is Amazing Penthouse pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Amazing Penthouse?

Check-in begins at 4:00 PM.

What time is check-out at Amazing Penthouse?

Checkout is at 11:00 AM.

Where is Amazing Penthouse located?

Located in Old Town Key West, this condo building is within a 10-minute walk of We Cycle Key West, Duval Street and Mallory Square. Fort Zachary Taylor Historic State Park and Ernest Hemingway Home and Museum are also within 15 minutes.

Reviews

9.6

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. 17 out of 20 reviews
Rating 8 - Good. 2 out of 20 reviews
Rating 6 - Okay. 0 out of 20 reviews
Rating 4 - Poor. 1 out of 20 reviews
Rating 2 - Terrible. 0 out of 20 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

9.2/10

Listing accuracy

Reviews

10/10 Excellent

Bob D.

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

Beautiful Penthouse Condo !

Absolutely wonderful stay! The location could not have been better for Duval Street strolling and Fort Zachary State Park! The sunset view from the balcony was excellent and, if you want to, a quick walk to Mallory Square for the sunset "party" there! We will definitely stay there again. Thank you Jack!
Stayed 7 nights in Apr 2025

10/10 Excellent

Audie O.

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

Beats Mallory Square for Sunset

Loved our stay! Can't beat the location. Had a minor issue with the television(user error) and Jack was quick to respond! Highly recommend this rental.
Stayed 15 nights in Nov 2024

10/10 Excellent

Tom G.

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

Fantasy Week

The place is great! Clean, great location, plenty of space, easy access to Duvall and other areas. View is phenomenal. Very clean / safe area. Can't say enough good things about it.
Stayed 7 nights in Oct 2024

8/10 Good

John B.

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

January Stay in Key West

Everything was good but saying it is two floors up is not quite the same as the reality of 40 or so steps to reach the unit. Otherwise this was an excellent unit, location and met all our needs. Quiet but a short walk to a lot of the major venues for food, entertainment, water activities and the state park. Overall rating would have been 5 stars but the steps were a distraction at times.
Stayed 7 nights in Jan 2025

10/10 Excellent

Victoria M.

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

Key West Gem

One of the best places to stay in Key West!
Stayed 9 nights in Jun 2023

10/10 Excellent

Steven W., Houston, TX

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

Great Stay

Clean organized rental with simple and efficient check-in. Would stay again. Parking is a bit tight, but that’s part of staying in the annex.
Stayed 9 nights in Jun 2023

10/10 Excellent

Erica C.

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

Wonderful stay!

We loved this Truman Annex property! The condo was clean and comfortable. The views are great! We also really enjoyed the pool- it’s huge, super clean and no one was ever there!
Stayed 7 nights in Jul 2023

10/10 Excellent

Nery C.

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

Key West

Very nice unit, beautiful location. Was very convenient to all parts of Key West. We walked everywhere. The beautiful beach was a short distance from the unit. The pool was very nice and never crowded.
Stayed 7 nights in Apr 2024

10/10 Excellent

Mark W.

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

Mark

Wonderful property with great location and well managed. First time in Key West and would stay again.
Stayed 7 nights in Jan 2023

10/10 Excellent

Eugene D.

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

Truman Annex

Beautiful clean quiet condo
Stayed 14 nights in Mar 2023

10/10 Excellent

Marie M.

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

Recent stay Jan 2023

We had a wonderful stay at this property. Very accurately described. Beds comfortable and amenities great. We hope to return.
Stayed 7 nights in Dec 2022

10/10 Excellent

Eugene D.

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

Waterfront penthouse

We have stated this condo several years in a row and are never disappointed. Wonderful views of the Key West sunset from your private deck, as well as the waterfront and Truman waterfront park!
Stayed 14 nights in Mar 2024

10/10 Excellent

Susan B.

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

A great readers and writers retreat

I spent most of my time on the terraces reading and writing. Absolutely lovely!
Stayed 10 nights in Feb 2023

10/10 Excellent

Ruth D.

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

Great get away

This was our second time staying 2 weeks at this property. The new owner made a few upgrades that made this already great property perfect. I certainly would recommend it. We were able to walk to restaurants very easily.
Stayed 14 nights in Jan 2023

10/10 Excellent

Tim T.

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

Penthouse view

Great place to stay with the Truman Annex location. Jack was easy to contact and quick to respond to our questions. Our plane arrived early and he let us access the condo a little early to accommodate that situation. Main balcony overlooking the park and water is a high light. Pool is one of the best in Key West I would imagine.
Stayed 9 nights in Apr 2023

10/10 Excellent

Stacie B.

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

25th Anniversary Celebration

We celebrated our 25th anniversary with our friends here, our first at this location, our second at Truman Annex. It is close to Mallory Square and Duval and within walking distance if you wish to do so. The large pool was never busy. In the morning you can hear the Coast Guard play the Star Spangled Banner from the balcony. Beautiful sunsets also from the balcony. Yes, the trees are tall but you can’t help that and can still see the views. We would definitely go again.
Stayed 7 nights in Apr 2024

4/10 Poor

Terri M.

Liked: Cleanliness, check-in, communication, location
Disliked: Listing accuracy

Read before booking

There are several things the listing failed to mention. The TV's are useless because you need a 4 digit code (which we asked for but were not given) to access major networks or even streaming services. There are two narrow, steep, winding staircases up to the unit (36 total stairs). Only one parking space for a two bedroom unit. Although you can see the park and the water you can not access them due to a high fence around the entire community. The unit is directly in the airport flight path so very noisy when the Navy is practicing it jet landings. The deck is very nice at sunset but the rest of the day it is un-useable because there is no shade except for a table umbrella. Would I recommend this unit - No.
Stayed 10 nights in Jan 2025

10/10 Excellent

Cameron P.

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

Beautiful Property

Spacious clean and modern unit in convenient Truman Annex neighborhood with gorgeous views!
Stayed 7 nights in Dec 2022

10/10 Excellent

Barbara F.

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

Beautiful Condo in a Peaceful Location

A great place with a responsive owner. A little disappointed that the power boat races were happening while we were there - very noisy and messed with our view - but we should have checked before picking that timeframe. The 2 flights of stairs to get into and out of the unit were a pain moving in and out with our stuff.
Stayed 14 nights in Nov 2022

8/10 Good

Dale F., Charlotte, NC

Liked: Cleanliness, check-in, communication, location

Cathedral ceilings and very spacious

This is one of the nicest condos I have stayed in Truman Annex and I've been staying there for years... Everything was clean and plenty of linens. I only wish the outside pics on the listing were updated to truly reflect the current limited view from all the palms being planted in Truman Waterfront Park. They have really affected the view from all the condos located behind the park. Overall, excellent condo.
Stayed 7 nights in Jul 2022

About the host

Hosted by Jack

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Premier Host

They consistently provide great experiences for their guests