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

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

Beach towels
Outdoor pool, a heated pool
Property grounds
Marina
Smart TV, DVD player, books, stereo

Reviews

10 out of 10
Exceptional

Entire condo

2 bedrooms1 bathroomSleeps 565 sq m

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Air-conditioning

Explore the area

View in a map
Key West, FL
  • Place, Duval Street
    ‪4 min walk‬
  • Place, Florida Keys National Marine Sanctuary
    ‪6 min walk‬
  • Place, Ernest Hemingway Home and Museum
    ‪8 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪15 min drive‬

Room options

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includes taxes & fees
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About this property

Entire place

You'll have the entire condo to yourself and will only share it with other guests in your party.

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.
During your stay at this condo building, you're just a quick walk from Duval Street. You'll find features such as an outdoor pool and laundry facilities. Enjoy your stay with amenities like free WiFi and a kitchen in the condo.
  • Air-conditioned condo with kitchen, washing machine and patio
  • Free WiFi
  • Take a swim in the outdoor pool
  • Amenities include laundry facilities
  • Within a 10-minute walk of Duval Street and Florida Keys Beaches
MAJESTIC PARADISE @ Truman Annex - Heart of Old Town, Key West offers its guests an outdoor pool, barbecue grills, and a garden. The front desk is open around the clock.

This Key West condo is smoke free.

Property amenities

Beach

  • Beach towels

Pool/Spa

  • Communal pool
  • Heated pool
  • Outdoor pool

Internet

  • Available in the condo: Free WiFi

Parking and transport

  • Car not required
  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Hob
  • Ice maker
  • Kitchen island
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Toaster

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 1 bathroom
  • Bathtub or shower
  • Hair dryer
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • Books
  • DVD player
  • Smart TV with cable/satellite channels
  • Stereo

Outdoor areas

  • Barbecue grill
  • Garden
  • Outdoor furniture
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Cobblestone flooring in public areas
  • Hardwood flooring in public areas
  • Smoke-free property

Services and conveniences

  • Iron/ironing board
  • Phone
  • Safe

Location highlights

  • In the city centre
  • Near a hospital
  • Near the bay
  • Near the marina
  • Near the sea

Things to do

  • Bicycles
  • Heated pool
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Jet skiing nearby
  • Motor boating nearby
  • Parasailing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkelling nearby
  • Swimming nearby
  • Water skiing nearby
  • Water tubing nearby
  • Windsurfing nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

General

  • Bicycles
  • Garden
  • Gated community
  • Unit size: 700 square feet

Policies

Check-in

Check-in time starts at 4:00 PM

Contactless check-in and check-out are available

Minimum check-in age - 26

Check-out

Check-out before 11:00 AM

Contactless check-out

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

Rules

Renters must make voice contact with owner within 72 hours after booking. Owner will send renter a rental agreement that must be signed

Pets

  • No pets 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 private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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
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
You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account, which will enable you to manage your booking.

Property is also known as

Majestic Paradise @ Truman Annex Heart Old Town Key West Condo

Majestic Paradise @ Truman Annex Heart Old Town Key West

Majestic Paradise @ Truman Annex Heart Old Town Key West Condo

Majestic Paradise @ Truman Annex Heart Old Town Key West

Majestic Paradise @ Truman Annex Heart Old

Majestic Paradise @ Truman Annex Heart of Old Town Key West

Majestic Paradise @ Truman Annex Heart Old

Majestic Paradise @ Truman Annex Heart Old Condo

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

Reviews

10

Exceptional

Rating 10 - Excellent. 187 out of 192 reviews
Rating 8 - Good. 5 out of 192 reviews
Rating 6 - Okay. 0 out of 192 reviews
Rating 4 - Poor. 0 out of 192 reviews
Rating 2 - Terrible. 0 out of 192 reviews

10/10

Cleanliness

8.8/10

Amenities

10/10

Property conditions & facilities

Reviews

10/10 Excellent

Gregg S.

Liked: Cleanliness
This condo was ideally located. Very clean and well equipped. Nicely decorated and remodeled. Truman Annex is quiet and safe yet only a few minutes walk from all the action on Duval St. Our hosts thought of everything, making it easy to access the place, park, and enjoy the community amenities. Our communication with Jim was outstanding and he reached out ahead of trip to make sure we had everything we needed.
Stayed 7 nights in Jan 2026

10/10 Excellent

William S.

Liked: Cleanliness
Just a fantastic week with all the comforts of home. Easy walking the historic area.
Stayed 7 nights in Dec 2025

10/10 Excellent

Mari T.

Liked: Cleanliness
Host was welcoming and communication was great. The condo is wonderful and a great location.
Stayed 7 nights in Jan 2026

10/10 Excellent

Vicky S., Roseville, Ohio

Liked: Cleanliness
Fully equipped kitchen but we didn't cook in but definitely can if you choose to. We love the location and feel safe in Truman Annex. It was comfortable for us four adults.
Stayed 7 nights in Dec 2025

10/10 Excellent

Lorraine B., St. Cloud Florida

Liked: Cleanliness
Everything ready for a good visit. Great location, near to downtown Key West. Taxi and Uber readily available. Foilage at condo stunning. We are return visitors and it never disappoints. Thank you Jim and Colleen! Hoping to return.
Stayed 21 nights in Sep 2025

10/10 Excellent

Joan C.

Liked: Cleanliness
Thank you for a most awesome week at your place...so close to everything on our bucket listand our surroundings wetr peaceful and beautiful Thanks Jim for being so accommodating to our needsJoan & Nina
Stayed 7 nights in Sep 2025

10/10 Excellent

Doug Z.

Liked: Cleanliness
Very nice place. Close to everything, very convenient.
Stayed 7 nights in Aug 2025

10/10 Excellent

Jacob N.

Liked: Cleanliness
Perfect location, extremely gracious host.
Stayed 7 nights in Aug 2025

10/10 Excellent

Hilary B.

Liked: Cleanliness
We had a great stay and everything we needed for an awesome family vacation in Key West! The location was perfect and very walkable to everything!
Stayed 7 nights in Jul 2025

10/10 Excellent

michael l.

Liked: Cleanliness
Everything was beautiful lovely place. Location was great best place I have stayed at
Stayed 14 nights in Jul 2025

10/10 Excellent

Kimberly P.

Stayed 7 nights in May 2025

10/10 Excellent

Jessie C., Marianna, Florida

Liked: Cleanliness

Beginning of Truman

Great walking distance to everything. You are in the middle of it all at this location. Fantastic temporary home away from home.
Stayed 7 nights in Jun 2025

10/10 Excellent

richard m.

Liked: Cleanliness

Fantastic condo

Real nice place and everything was great.
Stayed 7 nights in Jun 2025

10/10 Excellent

Christine K.

Liked: Cleanliness

Vacation in Key West

Highly recommended. Perfect accommodations in a perfect location!
Stayed 7 nights in May 2025

10/10 Excellent

Katherine S., SANDWICH

Liked: Cleanliness

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

Verified traveller

Liked: Cleanliness
Stayed 7 nights in Feb 2025

10/10 Excellent

Becky K.

Liked: Cleanliness

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

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

Kathleen M.

Stayed 14 nights in Jan 2025

10/10 Excellent

Lisa P.

Liked: Cleanliness

Parrott Heads

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

10/10 Excellent

Kevin R.

Liked: Cleanliness

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

Julia B.

Liked: Cleanliness

Felt like home

Conveniently located and quiet.
Stayed 7 nights in Jan 2025

10/10 Excellent

Pam C.

Liked: Cleanliness

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

Kathleen M.

Liked: Cleanliness

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

Carol S.

Liked: Cleanliness

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