Entire condo

Keys to Paradise - Shipyard Truman Annex 2 Bedroom / 1 Bathroom

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Where to?

Dates

November 2025

December 2025

Overview
Amenities
Policies
Location

Exceptional

Entire condo

2 bedrooms1 bathroomSleeps 463 sq m

Popular amenities

Dryer
Washer
Parking available
Kitchen
Outdoor space

Explore the area

Key West, FL

Place, Duval Street
‪6 min walk‬
Place, Mallory Square
‪9 min walk‬
Place, Southernmost Point
‪15 min walk‬
Airport, Key West, FL (EYW-Key West Intl.)
‪9 min drive‬

Room options

Similar properties

Beach nearby, sun-loungers, beach towels

Pool
Kitchen
Washer
Dryer

About this property

Entire place

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

Keys to Paradise - Shipyard Truman Annex 2 Bedroom / 1 Bathroom

Welcome to Keys to Paradise – Your Cozy Retreat in the Heart of Key West!

Located in the charming Shipyard Condominium Complex at Truman Annex, this quaint and well-appointed first-floor condo offers the perfect blend of comfort and convenience. Featuring two bedrooms and one bathroom, it’s ideal for families or friends looking to explore Key West’s best attractions just steps away!

Inside Your Home Away From Home:

Spacious Living Area: Relax on new full-size sofa (sleeper included), two comfy chairs, and enjoy your favorite shows on the 50” flat screen TV.

Dining Room: Full-size table with seating for four—perfect for meals or game nights.

Fully Equipped Kitchen: Includes refrigerator, dishwasher, oven, coffee maker, blender, toaster, and all the essentials you need.

Guest Bedroom: Two twin beds that can convert into a king on request, a closet, dresser, full-length mirror, and a flat screen Firestick TV.

Master Bedroom: Queen bed, 50” flat screen TV, closet, dresser, and full-length mirror.

Bathroom: Full-size shower/tub combo, vanity, and toilet.

Laundry Closet: Washer, dryer, and cleaning supplies for your convenience.

Step Outside:

Enjoy a huge back deck with seating, a table, umbrella, and two cruiser bikes to explore the island. Lush, mature landscaping surrounds the condo, creating a serene environment with walking paths and easy pedestrian access through Truman Annex.

Community Perks:

Assigned parking spot right in front of your unit.

Secure gated community with code entry.

Pool area with loungers, towels, and restroom access.

Access to Truman Annex pedestrian gates via foot gate keys.

Prime Location:

Walk or bike less than 2 blocks to Truman’s Little Whitehouse and the iconic Green Parrot. Less than 1 mile from Fort Zachary Taylor Beach, Mallory Square, Duval Street, the Southernmost Point, Hemingway House, and more!

Leave your car behind and enjoy Key West at your own pace. Whether it’s your first visit or a beloved return, Keys to Paradise offers the ideal home base for your unforgettable island getaway.

During your stay at this condo building, you're just a quick walk from Duval Street. Enjoy features like an outdoor pool, concierge services, 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
Services include a concierge
Onsite recreation includes a playground
Within a 10-minute walk of Duval Street and Fort Zachary Taylor Historic State Park

As a guest of this condo, you'll find an outdoor pool, concierge services, and laundry facilities. The front desk is open around the clock.

This Key West condo is smoke free.

Property amenities

Beach

Beach loungers
Beach towels

Pool/Spa

Communal pool
Fenced private pool
Outdoor pool

Internet

Available in the condo: Free WiFi

Parking and transport

Parking on site

Kitchen

Blender
Coffee/tea maker
Cookware, dishware, and utensils
Dishwasher
Hob
Ice maker
Microwave
Oven
Refrigerator
Toaster

Dining

Dining table

Bedrooms

2 bedrooms
Bedsheets provided

Bathroom

1 bathroom
Bathtub or shower
Hair dryer
Toilet paper
Towels provided

Living spaces

Dining table
Living room

Entertainment

Smart TV

Outdoor areas

Fenced yard
Outdoor furniture
Patio

Laundry

Laundry facilities
Washing machine

Comfort

Air conditioning
Heating

Pets

No pets allowed

Suitability/Accessibility

Smoke-free property

Services and conveniences

Concierge services
Iron/ironing board

Location highlights

In the city centre
Near the marina
Near the sea

Things to do

Bicycles
Birdwatching nearby
Cycling nearby
Ecotours nearby
Fishing nearby
Golfing nearby
Kayaking nearby
Motor boating nearby
Parasailing nearby
Sailing nearby
Scuba diving nearby
Snorkelling nearby
Swimming nearby
Theme park nearby
Wildlife walks 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
Unit size: 680 square feet

Policies

Check-in

Check-in time starts at 4:00 PM

Contactless check-in available

Minimum check-in age: 28

Check-out

Check-out before 10:00 AM

Contactless check-out available

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

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 professional host. The provision of housing is linked to their trade, business, or profession.

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

Onsite parties or group events are strictly prohibited

Long-term renters welcome

Host has indicated there is a carbon monoxide detector on the property

Host has indicated there is a smoke detector on the property

Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock

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.

If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with EU regulations about consumer rights, property booking services are not subject to the right of withdrawal.

Property is also known as

Keys to Paradise - Shipyard Truman Annex Key West

Keys to Paradise - Shipyard Truman Annex Private vacation home

Keys to Paradise - Shipyard Truman Annex 2 Bedroom / 1 Bathroom Reviews

9.4

Exceptional

9.4/10

Cleanliness

6.0/10

Amenities

4.0/10

Property conditions & facilities

8/10 Good

Andrea T.

8 Apr 2025

Stayed 10 nights in Mar 2025

8/10 Good

Aaron P.

7 Mar 2025

Liked: Cleanliness

Location Location Location

Nice 2 bedroom ground floor condominium. Walking distance from Fort Zachary state park, Truman waterfront, and tons of restaurants and bars. Really nice backyard space, quiet and beautiful. Furniture and appliances are a bit dated but the grounds are great and well maintained. People are friendly and the location cannot be beat in Key West.

Stayed 21 nights in Feb 2025

10/10 Excellent

Benjamin P.

22 Jan 2025

Liked: Cleanliness

Great Location

Very clean, modern and great location to everything you want to see. Four bikes on premises to use makes it extremely easy to explore.

Stayed 8 nights in Jan 2025

10/10 Excellent

Laura S.

6 Nov 2024

Liked: Cleanliness

Wonderful Stay

Cute, clean condo and great location. Enjoyed it very much and would book again.

Stayed 9 nights in Oct 2024

10/10 Excellent

BRANDI S.

12 Sept 2024

Liked: Cleanliness

Great communication and clean unit

If you are looking for good communication, a clean unit and easy walking distance to Duval street. This is for you. Stayed for 9 nights.

Stayed 9 nights in Sep 2024

10/10 Excellent

Anne B.

22 May 2024

Liked: Cleanliness

Cozy & close to a lot

Nice place, great location, enjoyed the stay, thanks.

Stayed 7 nights in May 2024

10/10 Excellent

Jan M.

19 Apr 2024

Liked: Cleanliness

Key West

Great location! Beautiful grounds! Nice condo with nice amenities! The owner was attentive to our needs!

Stayed 7 nights in Apr 2024

10/10 Excellent

Karen R.

12 Mar 2024

Liked: Cleanliness

Great Condo

This property is perfect for a small group. It was clean throughout and the back yard was nice to sit in the morning with our tea. Perfect location - can walk to everything!

Stayed 7 nights in Mar 2024

8/10 Good

Linda B.

3 Mar 2024

Some improvements

Location is wonderful. Interior of unit needs some upgrades.

Stayed 9 nights in Feb 2024

10/10 Excellent

Kerri M.

3 Sept 2023

Liked: Cleanliness

Work vacation

Great time

Stayed 7 nights in Aug 2023

10/10 Excellent

Kerri M.

27 Aug 2023

Liked: Cleanliness

Mrs

Good

Stayed 8 nights in Aug 2023

6/10 Okay

Jeff G., Noblesville, USA

29 May 2023

Liked: Cleanliness

Anniversary Trip

The Shipyard Truman Annex was a great location for a seven day stay in Key West. The area is quiet, but close to all that is offered in Key West. If you enjoy walking, you can watch the sunrise in the morning, walk to a State Park, shop in the afternoon, have a nice dinner along the water, and watch a beautiful sunset in the evening. The condo was nice but had a few issues that will cause us to give the unit a overall score of 3.5. The queen bed in the master bedroom was horrible and we could survive one night in the bed. On the second night we tried the sleeper sofa and were forced out of the bed after one night due to another worn out mattress. By the third night we were forced to the second bedroom and used the twin beds for the rest of our stay. The condo provided bikes and beach chairs that we used on our trip to the State Park. The bikes are in need of minor work but served the purpose. The unit above ours had guests the first two nights and we could hear them into the early hours of the morning. After they left the unit was vacant the rest of the week and noice was not a problem. For our first time to Key West this area was enjoyable.

Stayed 7 nights in May 2023

10/10 Excellent

Cheryl C.

4 Feb 2023

Liked: Cleanliness

Great

We had a great time!

Stayed 10 nights in Jan 2023

10/10 Excellent

Lee O.

7 Jan 2023

Liked: Cleanliness

Nice christmas

Had granddaughters fly down for one of our three weeks. Great tome and great location.

Stayed 20 nights in Dec 2022

10/10 Excellent

Nanci K., Midwest

4 Dec 2022

Liked: Cleanliness

Great place and location!

Near downtown and the beach at Zachary state park! Cute place. Nice patio.

Stayed 8 nights in Nov 2022

10/10 Excellent

Alexis B.

22 Nov 2022

Liked: Cleanliness

Great stay

Great place, great location, great stay!!

Stayed 7 nights in Nov 2022

10/10 Excellent

Paul S.

30 Oct 2022

Liked: Cleanliness

Wonderful

Would happily stay again

Stayed 7 nights in Oct 2022

10/10 Excellent

jeffry k.

22 Oct 2022

Liked: Cleanliness

Great Location

Convenient to everything. Nice pool. Bikes needed some work. Very clean. Enjoyed our stay

Stayed 7 nights in Oct 2022

4/10 Poor

Jan

21 Aug 2022

Disliked: Property conditions & facilities

Stayed 7 nights in Aug 2022

10/10 Excellent

Les M., Waldorf, MD

24 May 2022

Liked: Cleanliness

Close to it all!

Excellent location close to everything we like. Safe area only a block from the courthouse. Good sized TVs and everything worked.

Stayed 7 nights in May 2022

10/10 Excellent

Dennis M.

5 May 2022

Liked: Cleanliness

Excellent property!

2nd visit. The cleanliness was superb. Also, appreciated the new washer/dryer, the beach chairs, bicycles, liquid hand soap at both kitchen (with new sponge) and bath, quality bath towels, beach towels, paper towels, and laundry and dish detergent. The only noticeable issue (which has nothing to do with owner) was the quality of the pool water which seemed dirty with little evidence of being circulated through filtration.

Stayed 9 nights in Apr 2022

10/10 Excellent

Pam S.

2 May 2022

Liked: Cleanliness

Great location, beautiful neighborhood

Best location on Key West - Walking distance to everything, and the state park beach was our favorite. The owner provided bikes, which was such a pleasant perk. The beds/bedding were comfortable. The only recommendation I have is for the owner to provide one or two more beach chairs, but that’s being me being picky.

Stayed 7 nights in Apr 2022

10/10 Excellent

Rebecca D.

30 Mar 2022

Liked: Cleanliness

Great location

Located in the Shipyard, this condo is convenient to most activities on the island. The included bikes were a fun perk. The coffeemaker was a nice surprise. It takes both k cups and filters. The beds were comfortable and we enjoyed our stay.

Stayed 14 nights in Mar 2022

10/10 Excellent

Sandra W.

27 Mar 2022

Liked: Cleanliness

Perfect For 2 People!

The unit was perfect for us! It was just minutes from the downtown area. How thoughtful there were bikes for us to use during our stay. The patio was charming. The pool area was very clean. We hope to look for this unit again when we return again.

Stayed 7 nights in Mar 2022

10/10 Excellent

Frederick M.

11 Mar 2022

Liked: Cleanliness

Lovely location and weather!

We had a wonderful time. Pool area was great. Beds for 4 but only three bikes... Appliances were noisy. Management responded immediately to replace coffee pot with broken switch. We would stay here again.

Stayed 7 nights in Feb 2022