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Shipyard: 2 Bedroom Place for Rent on Vacation in Key West Florida

Condo Rental in Key West Florida

Experience an unforgettable vacation in our Shipyard Condo. Relax in this 2-bedroom accommodation located in Key West, FL. With a fully-equipped kitchen, community pool access, and a variety of nearby activities, this is the perfect choice

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Historic Hideaways
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Rates from
$116 / night
Additional fees may apply
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Rental overview

Why You'll Love This Rental

Shipyard is a 2-bedroom, 1-bath condo in Key West’s Truman Annex area, within the Shipyard Condos complex. This 780-square-foot, upper-level unit sleeps 4 and is set in a gated community with a waterfront-nearby setting and near-beach access. Two balconies (front and back) add outdoor space, and reserved parking is included.

Inside, the condo has a two-story entry with stairs leading to an open plan that combines the kitchen, dining area, and living room. Sleeping is arranged with one queen bed and two twin beds. Amenities include central air conditioning, ceiling fans, internet access, a washer/dryer, dishwasher, microwave, and television. Guests also have access to a heated pool and patio area within the complex, and the listing notes beach distance as walking.

Good fit for
Honeymoon Family Vacations
Sleeps Four Two bedrooms sleep up to 4 guests with a queen bed and two twin beds.
Two Balconies Upper-level condo includes both front and back balconies.
Heated Pool Access Guests have access to a heated pool and patio area in the complex.
Reserved Parking The condo includes reserved parking.
In-Unit Washer/Dryer Washer/dryer is provided inside the condo.
At a glance

Property Highlights

Waterfront - NearbyLocation Setting
Near a BeachBeach Access
2 BedroomsBedrooms
1 Full BathroomBathrooms
Sleeps 4Guest Capacity
780 sq. ft.Living Space
PoolPool
Internet AccessInternet
TelevisionTelevision
YesWasher / Dryer
Key West Florida
Location & nearby Explore the Area

Located in Key West’s Truman Annex within the Shipyard Condos complex, this condo is in a gated community with a waterfront-nearby setting. The listing indicates it is near a beach, with beach distance described as walking. The source description also notes Duval Street is two blocks away.

Plan your stay

Rates & Availability (USD)

Rates from
$116 per night
30-day minimum stay
Check current rates & availability

Live booking details are maintained by Historic Hideaways.

Check Availability

Availability Calendar

Use the calendar as a guide, then confirm current availability directly with the manager.

Available Booked
Season Nightly Weekly Monthly
PMS Rate
Nov 12, 2026 - Dec 31, 2026
Minimum Stay: 30 Days
$116 $812 $3,480
PMS Rate
Jan 01, 2027 - Jan 30, 2027
Minimum Stay: 30 Days
$200 $1,400 $6,000
PMS Rate
Jan 31, 2027 - Mar 02, 2027
Minimum Stay: 30 Days
$317 $2,219 $9,510
PMS Rate
Mar 03, 2027 - Mar 31, 2027
Minimum Stay: 30 Days
$267 $1,869 $7,943
PMS Rate
Apr 01, 2027 - Apr 30, 2027
Minimum Stay: 30 Days
$200 $1,400 $6,000
PMS Rate
May 01, 2027 - Sep 30, 2027
Minimum Stay: 30 Days
$116 $812 $3,480
PMS Rate
Oct 01, 2027 - Oct 31, 2027
Minimum Stay: 30 Days
$134 $938 $4,020
About this rental

About This Rental

Shipyard is an upper-level condo in the Shipyard Condos complex within Key West’s Truman Annex neighborhood. The home offers 2 bedrooms, 1 full bathroom, and approximately 780 square feet of interior space, with accommodations for up to 4 guests. The setting is described as waterfront-nearby and near a beach, and the property includes reserved parking.

The entry begins at the front porch, with an interior staircase leading up to the main living level. Upstairs, the layout is an open floor plan that connects the kitchen, dining area, and living room. The kitchen is arranged in a galley style and is equipped with key appliances and conveniences including a dishwasher and microwave. A dining table seats four, and the living area includes a television.

Outdoor space is a notable feature: the condo has both front and back balconies, with access points from the kitchen and living room. For on-site recreation, guests have access to a heated pool and patio area within the complex.

Sleeping arrangements include a queen bed in the primary bedroom and two twin beds in the second bedroom. Additional in-home amenities include central air conditioning, ceiling fans, internet access, and an in-unit washer/dryer, supporting longer stays as well as shorter visits.

This cozy two-bedroom, one-bath condo lies hidden behind wrought iron gates and down a winding pathway. The Shipyard, part of the Truman Annex neighborhood named for President Harry Truman, is Old Town's premiere gated waterfront community. The manicured landscaping, verdant palms, and white picket fences give the Annex a lovely park-like atmosphere. Don't be surprised if you see exotic birds like the snowy egret taking a stroll right in the Shipyard gardens. All this tranquility makes it hard to imagine that Duval Street, Key West's central artery of entertainment is a mere two blocks away.

The two-story white wooden structure at Shipyard has a condo below and above. Yours is above and features front and back balconies. Either is ideal for enjoying what locals call sweet weather, a cup of coffee, or that newspaper or novel you brought along. If you're thinking of a swim, a heated pool with spacious patio is just steps away. For your convenience and comfort, the "Shipyard Residents Only" pool area provides chaise lounges, high-speed internet, bathrooms, and shower. If you prefer the real beach, the sun and sea breezes at Fort Zachary Taylor are right in the neighborhood. At the beach, have a sandwich and beer at the snack bar or rent an umbrella and chairs to watch the world of swimmers, divers, sailors, kayakers, and jet skiers pass by.

But wait, you aren't even unpacked yet. Enter your vacation home from the front porch, unlock the door to your left, and head up the carpeted stair case. At the top you'll find a welcoming, fluid open floor plan that combines the kitchen, dining area, and living room. A door at the back of the kitchen opens to the front balcony and the living room door leads to the back balcony. The galley kitchen has everything you need to cook a meal at the stove. There's plenty of cupboard space above and every appliance conveniently tucked in below.

Next to the kitchen, the dining area provides a round, glass-topped table, colorful table linens, and four chairs. Sitting here you can enjoy the view out the French doors to the back balcony with blue sky and palm trees beyond. Or take your meal outside using the balcony's dining table and chairs. The living area features a bamboo couch, coffee table, and arm chair, all the same warm honey color as the Travertine tile floors. Colorful fish add tropical decoration to the walls. A "Casablanca" fan whirs above, circulating air throughout. In fact white ceiling fans cool every room whether you're using the central air conditioning or not. A corner-situated TV provides convenient viewing from the couch or chair. Need more seating? Just bring in the dining area chairs.

Just off the living/dining area are the master bedroom, which features a queen bed, chest of drawers, wall-mounted TV, and plenty of natural light from a large window; a full bath; and a second bedroom with twin beds. Each bedroom offers plenty of closet and drawer space for your flip-flops, shorts, swimwear, sunglasses, camera, hat, you name it.

Once you've settled in, the free-spirited fun of America's only Caribbean island awaits you at the Historic Seaport, on Duval, at the Southernmost Point, or at the beaches along the Atlantic. Check out the tours, museums, water sports, shopping, bars, and over two hundred restaurants, many with open-air seating, some right on the water. While your condo comes with reserved parking, you don't really need a car. From your central location, everything is easily accessible by foot, bike, pedicab, or taxi. Strolling Duval, you might find yourself posing for a photo-op with a pirate, a six-foot-tall drag queen, a Hemingway look-alike, or maybe even Jimmy Buffet in person.

When you've had enough for one day and head back to your condo to relax and plan for the next day, make one last stop at the Green Parrot for a little live music, a libation, and free popcorn among writers, artists, locals, and visitors. At the corner of Southard and Whitehead (the first and last bar on Highway 1), it's right on your way back to the Shipyard.

To know what's going on from day to day, check out Historic Hideaways' informative Events page on our website. Other information on the current music scene, movies, plays, gallery openings, and charitable events include milezerokeywest.com and Paradise, which comes out every Thursday.
Things to enjoy

Activities and Special Interests

This property provides access to the following activities and special interests:

Beach
Biking
Boating
Canoeing
Catamaran
Fishing
Deep Sea Fishing
Golfing
Honeymoon
State National Parks
Ocean
Sailing
Scuba Diving
Theatre
Fly Fishing
Wind Surfing
Family Vacations
Kayaking
Surfing
What's included

Property Amenities

Featured Amenities

Dishwasher
Internet Access
Television
Washer/Dryer
Pool

Property Features

Ceiling Fan(s)
Microwave
Parking

Other Property Amenities

Bed Size 1st/Master: Queen
Bed Size 2nd Rm: Two Twins
Number of Baths: 1 Full
Square Footage, Est.: 780
Patio
Air Conditioned: Central
Bldg. Complex Name: Shipyard Condos
Beach Distance: Walking
Helpful details

Frequently Asked Questions

Shipyard is located in Key West, Florida.

Shipyard accommodates up to 4 guests.

2 Bedrooms and 1 Full Bathroom.

The listed beach access for Shipyard is Near a Beach.

Yes. The property lists Pool.

The property lists a 30-night minimum stay.
Local management

Professionally Managed By

Historic Hideaways
In business since 1996
View Manager Profile

Questions about this rental?

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Property reference
#123649 · Shipyard
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