Condo

MAJESTIC PARADISE @ Truman Annex - Heart of Old Town, Key West

Photo gallery for MAJESTIC PARADISE @ Truman Annex - Heart of Old Town, Key West

Beautifully Designed Kitchen with all stainless steel appliances.
This kitchen is fully equipped with pots, pans and Breakfast Bar.
In fact the entire condo has been remodeled and it is very accommodating.
The Living and Dining Area
The Living Room has French doors that open onto the rear deck.

Reviews

10 out of 10
Exceptional
2 bedrooms1 bathroomSleeps 565.0 sq m

Popular amenities

  • Dryer
  • Washer
  • Parking available
  • Kitchen
  • Pool
  • Barbecue grill

Explore the area

Map
Key West, FL
  • Duval Street
    ‪6 min walk‬
  • Ernest Hemingway Home and Museum
    ‪10 min walk‬
  • Mallory Square
    ‪12 min walk‬
  • Key West, FL (EYW-Key West Intl.)
    ‪14 min drive‬

Rooms & beds

2 bedrooms (sleeps 5)

Bedroom 2

2 Single Beds

Master Bedroom

1 Queen Bed

1 bathroom

Bathroom 1

Bathtub or shower · Toilet

Spaces

Deck or patio
Kitchen
Garden
Dining area

About this property

MAJESTIC PARADISE @ Truman Annex - Heart of Old Town, Key West

This wonderful 2 bedroom downstairs unit is owner's second home and has just been beautifully and professionally decorated. Fresh paint throughout, all new hardwood flooring, new kitchen with granite counter tops, stainless steel appliances, and brand new designer furnishings make this a home away from home. A large rear courtyard with a wood sun deck and outdoor grill is perfect for entertaining. Located in the heart of old town Key West, Truman Annex is a gated community of private homes and condominiums. There is an inviting heated swimming pool on premises.

All dining, shopping, and night life are within walking distance from your door. One of the highest-rated national park and beach area in America is just a short walk away. The Master bedroom has a Queen size bed. 2nd bedroom has 2 single beds. There is a studio couch in the living room. This unit is fully equipped for long, enjoyable stays. All you need is your clothes and toothbrush. Life is good in the Keys!

Walk to the beach, gorgeous sunsets and all of the attractions that Old Town Key West has to offer.

Tons of restaurants and bars are within walking distance.

Property manager

Jim Bowman
Premier Host

Languages

English

Add dates for prices

Amenities

Pool
Kitchen
Washer
Dryer
Free WiFi
Air conditioning

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House Rules

Check in after 4:00 PM
Minimum age to rent: 26
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
Renters must make voice contact with owner within 72 hours after booking. Owner will send renter a rental agreement that must be signed

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 indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock

We should mention

A car is not required for transport to and from this property

About the area

Key West

Located by the sea, this condo is in Old Town Key West, a neighbourhood in Key West. 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. Jet skiing and scuba diving offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling and ecotours nearby.
Map
Key West, FL

What's nearby

  • Duval Street - 6 min walk - 0.6 km
  • Fort Zachary Taylor Historic State Park - 9 min walk - 0.8 km
  • Ernest Hemingway Home and Museum - 10 min walk - 0.9 km
  • Mallory Square - 12 min walk - 1.0 km
  • Southernmost Point - 17 min walk - 1.5 km

Getting around

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

Restaurants

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

Frequently asked questions

Does MAJESTIC PARADISE @ Truman Annex - Heart of Old Town, Key West have a pool?

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

Is MAJESTIC PARADISE @ Truman Annex - Heart of Old Town, Key West pet-friendly?

No, pets are not allowed at this property.

What time is check-in at MAJESTIC PARADISE @ Truman Annex - Heart of Old Town, Key West?

Check-in begins at 4:00 PM.

What time is check-out at MAJESTIC PARADISE @ Truman Annex - Heart of Old Town, Key West?

Checkout is at 11:00 AM.

Where is MAJESTIC PARADISE @ Truman Annex - Heart of Old Town, Key West located?

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

Reviews

10

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. 173 out of 178 reviews
Rating 8 - Good. 5 out of 178 reviews
Rating 6 - Okay. 0 out of 178 reviews
Rating 4 - Poor. 0 out of 178 reviews
Rating 2 - Terrible. 0 out of 178 reviews

10/10

Cleanliness

8.8/10

Amenities

10/10

Property conditions & facilities

10/10

Eco-friendliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Lisa P.

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

Parrott Heads

Place was clean, great location, stocked with everything you need on vacation!
Stayed 7 nights in Feb 2025

10/10 Excellent

Julia B.

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

Felt like home

Conveniently located and quiet.
Stayed 7 nights in Jan 2025

10/10 Excellent

Katherine S.

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

Great visit to Key West

The weather was perfect and the condo was perfectly located and satisfied all of our needs while we were there. We especially enjoyed the outside area to relax in after enjoying a day touring Key West. We appreciated the fact that the kitchen was very well equipped.Best of all, the owner provided us with all of the information that we could possibly need making it a very relaxing trip. Thank you!
Stayed 13 nights in Mar 2025

10/10 Excellent

Becky K.

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

Ideal Location

This property was in the heart of Key West. Convenient to the waterfront, Duvall Street, Fort Zachary and many more wonderful locations. The outdoor patio was a plus from having coffee in the morning to having dinner, reading a book or just relaxing. The owner was extremely attentive making everything from check-in to check-out very smooth.
Stayed 14 nights in Mar 2025

10/10 Excellent

Brian I.

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

Great condo in a fantastic location

Fun and well appointed condo in the heart of Key West. Walkable to all the main sights and restaurants. Perfect for a small family without being on top of one another. Excellent communication by owner.
Stayed 7 nights in Feb 2025

10/10 Excellent

Pam C.

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

Clean and cozy, convenient to everything. Great hosts.

Clean and cozy, convenient to everything. Quiet and beautiful back deck. Hosts great and informative.
Stayed 7 nights in Jan 2025

10/10 Excellent

Kevin R.

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

Fantastic Stay!

My wife and I stayed here and loved everything about the condo. The owners are kind, responsive and have equipped with condo with everything you need. The condo is beautiful, clean, and in a great location, short walk to Duval and all of the nightlife. The deck is an amazing space where you can relax. Will definitely stay there again! Thank you Jim and Colleen!
Stayed 7 nights in Jan 2025

10/10 Excellent

Thomas G.

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

Majestic Paradise is a Great Condo!

The property is in a great location. The pool is awesome and the condo very comfortable!
Stayed 7 nights in Aug 2024

10/10 Excellent

Arthur P.

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

Great condo

Great location. Quiet but close to everything. Host was very responsive, professional and helpful.
Stayed 7 nights in Oct 2024

10/10 Excellent

Betty M.

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

Vacation

It was fantastic
Stayed 14 nights in Oct 2024

10/10 Excellent

Rudolph S.

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

Wonderful!

Everything was perfect! Beautiful condo in a perfect location.
Stayed 7 nights in Sep 2024

10/10 Excellent

Carol S.

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

All the 10's for this property are well-deserved

The condo is as pictured and is clean and well-stocked. We loved spending time on the patio and at the pool. Jim is the perfect host, personable and responsive, and he provided many suggestions and recommendations that enhanced our visit. The location is great, we could walk to most things, but also rode the free Duval Loop bus a few times. We would rent here again in a minute--don't pass this one up!
Stayed 14 nights in Dec 2024

10/10 Excellent

Lora E.

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

Key West Trip

Property was conveniently located to everything
Stayed 7 nights in Jun 2024

8/10 Good

Malcolm (Mac) C.

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

Great walkable Key West Location

Just a few blocks from Mallory Square and Duval Street, this is a great condo for seeing all that Key West has by foot. Great pool are to cool off and bike able to the beach. Would definitely recommend!!
Stayed 7 nights in Aug 2024

10/10 Excellent

Jessica B.

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

Nice little spot in the Truman Annex

We enjoyed our stay. Great location!
Stayed 7 nights in Apr 2023

10/10 Excellent

theresa r.

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

Great location

Really enjoyed our stay. Condo has everything you need, including 2 bicycles you can borrow. Owners are very responsive and helpful. I would definitely stay here again.
Stayed 8 nights in May 2024

10/10 Excellent

Kathleen M.

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

Location Location

It was a pleasure staying at Jim and Colleen's condo in Truman Annex. A great condo with wonderful amenities provided by Jim and Colleen: grill, bikes, beach chair, towels, parking spot etc. The condo was lovely, clean, neat and nicely decorated. The condo is in a great location, convenient and quiet. Jim was proactive in chatting with me and flexible per my arrival to Key West, allowing me to drop my bag at the condo early. Thank you.
Stayed 7 nights in Dec 2024

10/10 Excellent

david c.

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

A great week in Key West

The place is amazing !! The amenities were great and the bathroom brand new. AC kept us cool all week. Has a back deck to sit and relax as well. Enjoyed the proximity to downtown Duval street and the pier that we could walk to. We have made several trips over the years to KW and this was by far the nicest. Hope that it will be avilable the next time we go.
Stayed 7 nights in Sep 2024

10/10 Excellent

Angela C.

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

Keys Vaca 2024

We had a wonderful time. The condo was spotless and had everything we could possibly need. The location was perfect and we enjoyed the grill and outdoor area. We would definitely stay here again!
Stayed 7 nights in Jun 2024

10/10 Excellent

Mark C.

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

Ideal location with welcoming owners

The property owners reached our twice before our trip to answer any questions and share recommendations on their favorite restaurants, activities and attractions to help make sure we had an amazing trip. The condo is located close to Duvall street to be walking distance to most attractions but just far enough away to allow a buffer from the late night noise. We would definitely stay here again on a future trip.
Stayed 7 nights in Aug 2024

10/10 Excellent

Verified traveller

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

Great Condo

We had a great stay at this condo. Good location to all the activity and the complex is beautiful.
Stayed 7 nights in Jul 2023

10/10 Excellent

Michelle

Liked: Cleanliness, amenities, property conditions & facilities, communication
This was our first sisters trip and we loved every minute of it. Our condo was above expectations!!! Perfect location, so quaint and our hosts were fabulous!!! They offered everything we needed and we were so comfortable from they cosy furniture to the utmost comfortables beds. We tried as many recommendations they gave us and they did not disappoint. We will definitely be back!!!!
Stayed 7 nights in Aug 2024

10/10 Excellent

Allen E.

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

Perfect place

Everything was perfect. Beautiful condo provided everything we needed and then some. Quiet neighborhood, perfect location just a short distance from Duvall St.
Stayed 7 nights in Dec 2023

10/10 Excellent

Pattie H.

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

Perfectly balanced

The location of the unit is perfect! 3 blocks from Duvall and 10 minutes walk to the beach. Far enough away for a good nights rest. Close enough to enjoy the fun. Jim was super easy to chat with. There were no surprises, everything was exactly as stated!
Stayed 7 nights in Oct 2024

10/10 Excellent

Verified traveller

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

Exciting

Property was beautiful, had everything we needed. Would rent again
Stayed 7 nights in Aug 2023

About the host

Hosted by Jim Bowman

Host profile image
My wife and I purchased our condo after coming to Key West for nearly 20 years. This is our favorite place to escape to. You can truly get on 'island time' here. Whether you are just hanging out on the sundeck or by the pool, biking around the island, or bar hopping, Key West has something to offer everyone. There is really more to do here than most people have the time to do. Our condo has a lot of Key West character . This can be your home away from home also.

We purchased here because Shipyard Condos are located in a private community Truman Annex. We are just two blocks from Duval Street, and do not need a car when we are there. You can just hang out, or be in the heart of everything. Your choice.

We purchased this condo in 2015

Why they chose this property

This wonderful 2 bedroom downstairs unit is owner's second home and has just been beautifully and professionally decorated. Fresh paint throughout, all new hardwood flooring, new kitchen with granite and stainless steel appliances, and brand new designer furnishings make this a home away from home. A large rear courtyard with a wood sundeck and outdoor grill is perfect for entertaining. Located in the heart of old town Key West, Truman Annex is a gated community of private homes and condominiums. There is an inviting heated swimming pool on premises.

Our home has been featured on the cover of The Key West newspaper because of the 'islandy feel'.

All dining, shopping, and night life are within walking distance from your door. One of the highest-rated national park and beach areas in America is just a short walk away. The Master bedroom has a Queen size bed. 2nd bedroom has 2 single beds. There is a sleeper sofa in the living room. This unit is fully equipped for long, enjoyable stays. All you need is your clothes and toothbrush. Life is good in the Keys! Walk or bike to shopping, dining, fishing, entertainment, beaches, sunsets, Mallory Square, and Duval Street.

What makes this property unique

The large sundeck in the rear courtyard is an extension of the condo, and is lovely almost all months of the year. Nice night lighting and tropical palm trees and plants make for a lush landscape. Great for sunbathing!

Languages:

English

Premier Host

They consistently provide great experiences for their guests