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

Key West, Florida
$240 avg/night Minimum Stay 28 Nights
Bed 2

Bed

Bath 1

Bath

Home Condo

Property Type

Sleep 4

Max Sleeps

Night 28 nights

Min Stay

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.

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  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    No Pets Allowed
  • BEACH

    Beach Sun Loungers Beach Towels
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Deadbolt Lock Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    2 Bedrooms Bed Sheets Provided
  • GENERAL

    Unit Size: 680 Sq Ft (63 Sq M)
  • KITCHEN

    Blender Coffee/tea Maker Cookware/dishes/utensils Dishwasher Microwave Oven Refrigerator Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Onsite Parking
  • INTERNET

    Free WiFi
  • OUTDOORS

    Fenced Yard Outdoor Furniture Patio
  • POOL/SPA

    Fence Around The Pool Outdoor Pool Shared/communal Pool
  • BATHROOMS

    1 Bathroom Bathtub Or Shower Hair Dryer Toilet Paper Towels Provided
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Bicycle On Site Birdwatching Nearby Cycling Nearby Ecotours Nearby Golf Nearby Kayaking Nearby Marina Nearby Parasailing Nearby Snorkeling Nearby Theme Parks Nearby
  • ENTERTAINMENT

    Smart TV
  • LIVING SPACES

    Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Playground
  • LOCATION HIGHLIGHTS

    In The City Center Near The Sea
  • SERVICES AND CONVENIENCES

    Concierge Services Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    No Elevators Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 4

Map Map

School District Rates & Availability

Review Review

  • Moore F.

    Submitted Feb 7, 2026

    Stayed Jan 31, 2026

    We had a wonderful stay. The condo was clean and well supplied with towels, bikes and beach gear. We had no issues and would definitely recommend this to anyone who is looking for a place to getaway.

  • Anita L.

    Submitted Feb 2, 2026

    Stayed Jan 17, 2026

    We enjoyed our two week stay at Keys to Paradise.Pros: location couldnt be better; walkable to everything, nice patio, bikes were a plus, comfortable mattresses, clean and well stocked.Cons: the unit could use a bit of an update; a bit tired. Some new beach towels would be nice, another skillet and new microwave would be nice. A great addition would be a grill but I do understand its just another thing to have to care for. Overall it was a comfortable stay.

  • DAVID C.

    Submitted Oct 25, 2025

    Stayed Oct 17, 2025

    Nice place

  • Aaron P.

    Submitted Mar 7, 2025

    Stayed Feb 14, 2025

    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.

  • Benjamin P.

    Submitted Jan 22, 2025

    Stayed Jan 3, 2025

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

  • Laura S.

    Submitted Nov 6, 2024

    Stayed Oct 17, 2024

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

  • BRANDI S.

    Submitted Sep 12, 2024

    Stayed Sep 3, 2024

    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.

  • Anne B.

    Submitted May 22, 2024

    Stayed May 14, 2024

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

  • Jan M.

    Submitted Apr 19, 2024

    Stayed Apr 12, 2024

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

  • Karen R.

    Submitted Mar 12, 2024

    Stayed Mar 3, 2024

    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!

Your dates are Available!

Total

Includes taxes and fees
$240+
View details