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MAJESTIC PARADISE II Luxury living in Truman Annex. Downtown, pool, 2 blks

Holiday home with a water park, a short walk to Duval Street

Photo gallery for MAJESTIC PARADISE II Luxury living in Truman Annex. Downtown, pool, 2 blks

Beautiful new kitchen with granite, stainless steel and wood flooring.
Very spacious and inviting.
Living room opens onto private courtyard. 55" smart TV and entertainment center
Interior
Dining

Reviews

10 out of 10
Exceptional
2 bedrooms2+ bathroomsSleeps 692.9 sq m

Popular amenities

  • Dryer
  • Washer
  • Parking available
  • Kitchen
  • Outdoor space

Explore the area

View map
Key West, FL
  • Place, Duval Street
    ‪4 min walk‬
  • Place, Mallory Square
    ‪11 min walk‬
  • Place, Southernmost Point
    ‪14 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪10 min drive‬

Rooms & beds

2 bedrooms (sleeps 6)

Guest Bedroom

2 Single Beds

Master Bedroom

1 Queen Bed

2 bathrooms, 1 half bathroom

1/2 Bathroom

Toilet

Bathroom 2

Toilet · Shower only

Master Bathroom

Toilet · Shower only

Spaces

Deck or patio
Porch or lanai
Kitchen
Balcony
Dining area

About this property

MAJESTIC PARADISE II Luxury living in Truman Annex. Downtown, pool, 2 blks

Featured in The Key West Citizen Home of the Week. Perfect location, and newly renovated with fresh paint, new kitchen with stainless appliances and granite tops. New hardwood downstairs and tile floors upstairs, all new furnishings and accessories, and private courtyard with sundeck overlooking a private park. The 2 Bedrooms are upstairs and each have their own private bath. Queen bed in owner's suite and two twins in second bedroom. Both bedrooms have a private balcony. Living room sofa makes into a queen. 1/2 bath downstairs in the living area. Free WIFI and three tvs and stereo. The outdoor courtyard is perfect for relaxing, you will not want to go inside. Lush landscaping. Just steps to the heated pool. All located in the beautiful private community of Truman Annex. Please also check out our other condo in this same community number is 3956691 same location.

You are located 2 blocks to Duval Street and the beach is at the end of the street. You can walk or ride a bike to everything in Old Town Key West, including Mallory Square where "FREE" nightly entertainment is provided prior to the famous sunsets.

Fantasy Fest parade rolls in front of the property so you have front row seats. Ft. Zachary Taylor is at the end of the street and has an awesome beach, perfect for snorkeling and fishing.

All types of watersports are nearby; snorkeling, fishing, diving, paddle boarding, kayaking, sailing, and sunset dinner cruises.

Night life starts just one block away with The Green Parrot, the first and last bar on US 1. Duval is another block away and this is where you will find fantastic dining, bars with live music, shopping, and plenty of sights to see. You never know when you will dine with a pirate or a mermaid. Key West is full of colorful characters and street performers. Feel free to call Jim for more information.

Add dates for prices

Amenities

Pool
Kitchen
Washing machine
Dryer
Free WiFi
Air conditioning

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Beautifully Designed Kitchen with all stainless steel appliances.

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

  • Pool
  • Kitchen
  • Washer
  • Dryer
10.0 out of 10, (187 reviews)
MAJESTIC PARADISE @ Truman Annex - Heart of Old Town, Key West

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
Long-term renters welcome
Host has indicated that there are no carbon monoxide detectors or gas appliances 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 holiday home 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 South Beach and Smathers Beach. USCGC Ingham Maritime Museum and Florida Keys Eco - Discovery Center are also worth visiting. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling and ecotours nearby.
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Map
Key West, FL

What's nearby

  • Duval Street - 4 min walk - 0.4 km
  • Ernest Hemingway Home and Museum - 6 min walk - 0.5 km
  • Fort Zachary Taylor Historic State Park - 9 min walk - 0.8 km
  • Mallory Square - 11 min walk - 0.9 km
  • Southernmost Point - 14 min walk - 1.2 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 8 min drive

Restaurants

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

Frequently asked questions

Does MAJESTIC PARADISE II Luxury living in Truman Annex. Downtown, pool, 2 blks have a pool?

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

Is MAJESTIC PARADISE II Luxury living in Truman Annex. Downtown, pool, 2 blks pet-friendly?

No, pets are not allowed at this property.

What time is check-in at MAJESTIC PARADISE II Luxury living in Truman Annex. Downtown, pool, 2 blks ?

Check-in begins at 4:00 PM.

What time is check-out at MAJESTIC PARADISE II Luxury living in Truman Annex. Downtown, pool, 2 blks ?

Checkout is at 11:00 AM.

Where is MAJESTIC PARADISE II Luxury living in Truman Annex. Downtown, pool, 2 blks located?

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

Reviews

10

Exceptional

10/10

Cleanliness

10/10

Property conditions & facilities

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy
Rating 10 - Excellent. 128 out of 129 reviews
Rating 8 - Good. 1 out of 129 reviews
Rating 6 - Okay. 0 out of 129 reviews
Rating 4 - Poor. 0 out of 129 reviews
Rating 2 - Terrible. 0 out of 129 reviews

Reviews

10/10 Excellent

Rick D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was the second time staying for my family and we were just as satisfied as the first. Great property and great location, perfect for a family of four!
Stayed 7 nights in Jul 2025

10/10 Excellent

Rebecca Z.

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

Great family vacation rental

Jim went above and beyond for us on this trip. Everything you need is in this vacation rental! We would definitely stay here again.
Stayed 7 nights in May 2025

10/10 Excellent

Dee C.

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

Great Place

Great place with great Host!
Stayed 7 nights in Oct 2024

10/10 Excellent

Steve D.

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

Loved Key west

Great rental! Owners were great in communication before trip to help prepare to make most of time. Unit is close to EVERYTHING…State Park beach, Duvall Street, restaurants, bars, shopping. 2 available bikes were a fantastic bonus! We will be back to Key West and this unit!
Stayed 7 nights in Jun 2025

10/10 Excellent

Jeff M.

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

Awesome vacation stay

Highly recommended. Jim is a great host. Easy to communicate with and always accessible. Properly is amazing and even better than the pictures. Best location in all of Key West
Stayed 7 nights in Jun 2025

10/10 Excellent

Laura W.

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

Family respite gathering

Our family gathered from throughout US to relax in sunshine and along shore and to enjoy each other. Great location in Key West and the townhouse was magnificant...very clean, numerous sitting areas-both in and outside...extremely comfortable.
Stayed 11 nights in Dec 2024

10/10 Excellent

Susan S.

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

Visiting family in Key West

This was the perfect location for riding bikes to the beach and walking to restaurants and shops. Definitely would love to stay here again!
Stayed 7 nights in Dec 2022

10/10 Excellent

Melanie L.

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

Key West

Perfect location. Very nice place in a great neighborhood. Great amenities. Would definitely stay again.
Stayed 7 nights in Jun 2023

10/10 Excellent

angela c.

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

Perfect vacation

Great communication with the owners. Lots of amenities. Clean, spacious property. Perfect place for our vacation.
Stayed 7 nights in Jun 2024

10/10 Excellent

Adam H.

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

Family Trip to Key West

Awesome Host
Stayed 7 nights in Jul 2024

10/10 Excellent

Kristopher O.

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

Loved the condo!!!!

The pictures don’t do it justice! Great place and location!! Checking in and out was super easy and the owner was quick to answer any questions we had and extremely friendly!!! Highly recommend staying here!
Stayed 7 nights in Oct 2023

10/10 Excellent

Patrick W.

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

Key West Truman Annex

Great house, great location to most of the Key West Old Town attractions. Easy walking distance to good restaurants and bars, close to Ft Zach park. The owner was great to work with. Definitely would stay again.
Stayed 7 nights in Sep 2023

10/10 Excellent

Charlie M.

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

Excellent

Had a great time, Jim is an excellent host!
Stayed 7 nights in Jun 2023

10/10 Excellent

Mark C.

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

Great Vacation

The property is gorgeous and the location is perfect. Everything you would ever want to do and see is within walking distance. Our kids are ages 14, and 15 and they had a terrific time whether it was walking to varios attractions or going out on the many excusions we did. We couldnt have asked for a better place to stay.
Stayed 7 nights in Jul 2024

10/10 Excellent

Anne H.

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

Quaint neighborhood, great location

You cannot go wrong renting at the Truman Annex. We have stayed here many times and this particular properry was one of our favorites. Plus, the owners are very accommodating.
Stayed 7 nights in May 2023

10/10 Excellent

Rich S.

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

Great Location!

Beautiful, well maintained unit. In the Truman Annex and only a short walk to Old Town, the state park, Fort Zachary Taylor, and other attractions.
Stayed 8 nights in Dec 2022

10/10 Excellent

Alexander K.

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

Key West paradise

Great property, best location in Key West. Comfortable beds and upscale furnishings. Have stayed in Key West at least a few dozen times and this is the best experience I’ve had. The owner is very responsive and friendly. True 5 star experience.
Stayed 7 nights in Jun 2024

10/10 Excellent

Pamela C.

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

Great location!

This is a great location for access to tours and good eats. Also, easy access to the beach. Townhouse was comfortable and had all the necessities. Homeowner was very communicative.
Stayed 7 nights in Oct 2022

10/10 Excellent

Christe M.

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

Wonderful stay @ Truman Annex 212

House is well stocked, clean & easy access to all the sights of Key West. The pool was a very welcomed treat after a great day of sight seeing. The condo is centrally located to many bars and restaurants, Fort Zachary, Duval Street and many museums.
Stayed 7 nights in Aug 2023

10/10 Excellent

Marsha H.

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

June in Key West

We had a fantastic time in Key West. Lots to do and the property was centrally located so very easy to get to all the sites. Property was very relaxing after a day of site seeing, snorkeling, or shopping. Kitchen had everything you needed to cook. Thanks
Stayed 7 nights in Jun 2024

10/10 Excellent

rick P.

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

A 5 star rental property

We were extremely pleased with the property and it was pleasure to meet and talk with Jim who was more than accommodating with regards to any of our concerns!
Stayed 7 nights in Apr 2023

10/10 Excellent

Tisha C.

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

Excellent

Jim and Collen were amazing hosts, answering all our questions. The property is in a perfect corner spot and beautifully decorated. Everything you need to feel at home is provided.
Stayed 7 nights in Mar 2024

10/10 Excellent

Wes M.

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

Wonderful Property!

This condo, at a great location in the Truman Annex, is beautiful. It has been newly updated, is very clean, and the owners are fantastic. We've already booked it again for next year!
Stayed 14 nights in Feb 2020

10/10 Excellent

Melissa S.

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

Loved it!

Beautiful condo and great location! Queen mattress was so comfortable. Bikes were a great bonus- saved us from having to rent them while here. Thanks for sharing your home with us!
Stayed 7 nights in Mar 2024

10/10 Excellent

Mike S.

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

Awesome place!

Really enjoyed the property and location. Jim was great as a host. The unit was decorated nice with many extras, including bikes.
Stayed 7 nights in Jul 2022

About the host

Hosted by Jim Bowman

Host profile image
My wife and I purchased this Town House after owning the Condo next door. Key West 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. This can be your home away from home also.

We purchased here because we 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 Town House in 2018

Why they chose this property

This wonderful 2 bedroom 2 & 1/2 Bathroom Town House 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 brick deck 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

There are many museums within walking distance including Hemingway, Mel Fisher's Treasure, Audubon House, The Oldest House, and Fort Zachary Taylor. Watersports of all variations of fishing, snorkeling, diving, wave running, lobstering, and sunset and reef cruises.

Languages:

English

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