Entire condo

Poolside Palms - Truman Annex 2/2 Shipyard Condo

Condo with kitchen, 6-minute walk to Duval Street

Photo gallery for Poolside Palms - Truman Annex 2/2 Shipyard Condo

Terrace/patio - Poolside Palms - Truman Annex 2/2 Shipyard Condo (Key West)
TV, DVD player - Poolside Palms - Truman Annex 2/2 Shipyard Condo (Key West)
Exterior detail - Poolside Palms - Truman Annex 2/2 Shipyard Condo (Key West)
2 bedrooms, iron/ironing board, free WiFi, bed sheets - Poolside Palms - Truman Annex 2/2 Shipyard Condo (Key West)
A heated pool - Poolside Palms - Truman Annex 2/2 Shipyard Condo (Key West)
Close to Duval Street and Ernest Hemingway Home and Museum, Poolside Palms - Truman Annex 2/2 Shipyard Condo provides amenities like laundry facilities. Stay connected with free in-room WiFi.

Reviews

10 out of 10
Exceptional

Entire condo

2 bedrooms2 bathrooms780 sq ft

Popular amenities

  • Pool
  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning

Add dates for prices

About this property

Entire place

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

Poolside Palms - Truman Annex 2/2 Shipyard Condo

If island living in a verdant park setting sounds appealing, this 2 bedroom, 2 bath condo fits the bill perfectly. Nestled in Truman Annex, Key West’s most exclusive gated waterfront community, this second-floor residence named Poolside Palms is centrally located for easy walking or biking to all there is to do and see. Plus it offers loads of amenities: reserved parking; a spacious balcony that lets you enjoy what locals call “the sweet weather”; and close access to a residences-only pool with lots of comfy lounge chairs. Yet impact doors and windows guarantee you absolute peace and quiet inside the residence.

Located down a garden path past wooden structures reminiscent of 17th century New England architecture are double-story condos called The Shipyard. Poolside Palms is located on the second story which creates more privacy and better views. Behind a coded security lock and up a short flight of stairs, the first thing you notice is the striking abundance of natural light from windows and doors. The living, dining, and kitchen flow together in an open floor plan with high ceilings. The eye is immediately drawn to the French doors at the living room end that open onto a balcony with chairs, table for two, and an inviting lounge recliner. The balcony is so spacious it can be accessed from the Master bedroom as well. The tree-top view is of vibrant green palm trees swaying in a warm ocean breeze which begins to explain the condo’s apt name. From here you can even smell the refreshing crispness of salt water close by.

The living room area provides what you need for comfortable seating whether you want to have a conversation, read your vacation book or magazine, or watch sports and movies on the large flatscreen TV conveniently located for viewing. Choose the large, comfy couch or one of the equally comfy chairs. A rattan and glass coffee table make it easy to imagine having beverages and snacks here. Under the TV is a rattan, white-washed wood cabinet with three drawers and two doors that is not only decorative but also great for storing stuff out of sight. Of course there’s central AC, cable, high-speed internet, DVD player, three flat-screen TVs, hardwood floors, and ceiling fans throughout. The whole residence is immaculate.

Whether you choose to dine alfresco on the balcony or inside, a dining table and four rattan chairs are located very conveniently between the living and kitchen areas. It’s the ideal spot to enjoy a morning pastry or lunch plate of leftovers warmed in the microwave from a meal out the night before. The galley kitchen is extremely ergonomic with key functions clustered near each other. Cabinets above and below store all the accoutrements you’d need to prepare a four-course meal or make a simple sandwich. The essential appliances are at your fingertips: refrigerator, stove, microwave, dishwasher, disposal, coffee maker, and more. And with cabinets above and below, there’s plenty of storage. Two artisan stools at the far end of the kitchen counter provide a perfect informal place for sitting, snacking, or sipping any kind of beverage you can think of. At the other end is a large window overlooking tropical landscaping and the inviting pool below that is for the exclusive use of Shipyard guests.

In a closet just off the kitchen is Whirlpool’s latest style stacked washer/dryer in case you need to do a load or fluff some beach towels. To the right is the King bedroom where the bed can easily be separated into two twins if that configuration suits your needs. This bedroom has a generous window looking out at tropical foliage and down at the sparkling pool. But remember that the impact glass means full sight but no sound echoes. There’s a ceiling fan, a flatscreen TV perfectly located for viewing from the bed, bedside tables with lamps and drawers, and a closet with plenty of space for hanging items and folded items. The full bath is adjacent and perfectly laid out in terms of floor plan. The other bedroom, the queen bedroom that opens onto the balcony, offers similar amenities: very comfy bed, ceiling fan, flat screen TV, side tables, closet storage for hanging and for folded items, and a full ensuite bathroom.

When you’re ready to explore Key West, leave your car in its reserved space because world-famous Duval Street is only two blocks away. Stroll through the manicured landscaping, verdant palms, and interconnecting pathways that give this Truman Annex neighborhood its park-like atmosphere. Then head out through the wrought iron privacy gate to find yourself immersed in the sights and sounds of Duval’s attractions.

Check out the tours, museums, shopping, and over four hundred restaurants/bars, many with open-air seating, some on the first floor, some on the second, and some right on the water. If you’re interested in watersports, there’s all kinds: diving, fishing, parasailing, snorkeling, and jet skiing to name a few. Don’t miss the Butterfly & Nature Conservatory at the Atlantic Ocean end of Duval and the nightly sunset celebration at Mallory Square on the Gulf of Mexico. Gather with other visitors and locals alike to applaud as the sun slips below the horizon. After sunset, stick around for the street party that follows.

If this is your first trip to the Conch Republic, a guidebook from Books & Books on Eaton Street or a stop at the Chamber of Commerce Information Center on Greene Street will help make sure you don’t miss anything. Other info on the current music scene, movies, plays, gallery openings, and charitable events can be found at milezerokeywest.com (calendar section). Historic Hideaways' informative Area Guide/Events page located on our website also has a Calendar of Events. We DO NOT guarantee that the information VRBO (and affiliated sites) scrapes from our site to display on theirs is 100% accurate, particularly the amenities. If you come to us through them, be sure to look at all the information on our site related to your rental once you book to be sure you have accurate and up to date information.

Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Communal pool
  • Heated pool

Internet

  • Available in the condo: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Blender
  • Dishwasher
  • Ice maker
  • Microwave
  • Paper towels
  • Refrigerator
  • Toaster

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Hair dryer
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table

Entertainment

  • DVD player
  • TV with cable/satellite channels

Outdoor areas

  • Outdoor furniture
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Area rugs in public areas
  • Hardwood flooring in public areas
  • Tile flooring in public areas
  • Upper floors accessible by stairs only
  • Smoking not allowed
  • Note from host: Smoking is not allowed.

Services and conveniences

  • Iron/ironing board

Location highlights

  • In the city center
  • Near a health/beauty spa
  • Near a hospital
  • Near the marina
  • Near the sea

Things to do

  • Heated pool
  • Basketball nearby
  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Parasailing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkeling nearby
  • Swimming nearby
  • Wildlife walks 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)
  • Fire extinguisher

General

  • Unit size: 780 square feet

Similar properties

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 25

Check-out

Check-out before 11:00 AM
Contactless check-out available

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

Pets not allowed

Children and extra beds

Children are welcome
Note from host: Children Allowed

Events

No events allowed

Smoking

Smoking is not permitted
Smoking is not allowed.

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
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
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
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

We should mention

This property does not have elevators

Property is also known as

51129

About the neighborhood

Located near the beach, this condo is in Old Town Key West, a neighborhood 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 Florida Keys Beaches and South Beach. USCGC Ingham Maritime Museum and Florida Keys Eco - Discovery Center are also worth visiting. Be sure to check out the area's animals with activities such as game walks and birdwatching. Visit our Key West travel guide
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Map
Key West, FL

What's nearby

  • Duval Street featuring signage
    Duval Street
    6 min walk - 0.4 miles
  • Ernest Hemingway Home and Museum featuring heritage elements and a house
    Ernest Hemingway Home and Museum
    6 min walk - 0.4 miles
  • Fort Zachary Taylor Historic State Park showing military items, heritage elements and interior views
    Fort Zachary Taylor Historic State Park
    8 min walk - 0.4 miles
  • Mallory Square featuring outdoor art, a square or plaza and signage
    Mallory Square
    11 min walk - 0.6 miles
  • Florida Keys National Marine Sanctuary
    5 min walk - 0.3 miles

Getting around

  • Key West Intl. Airport (EYW)
    17 min drive

Restaurants

  • Green Parrot Bar
    5 min walk
  • Willie T's
    7 min walk
  • Bourbon Street Pub
    9 min walk
  • Blue Heaven
    9 min walk
  • Mangoes Restaurant
    7 min walk

Frequently asked questions

Does Poolside Palms - Truman Annex 2/2 Shipyard Condo have a pool?

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

Is Poolside Palms - Truman Annex 2/2 Shipyard Condo pet-friendly?

No, pets are not allowed at this property.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Poolside Palms - Truman Annex 2/2 Shipyard Condo?

Check-in begins at 4:00 PM.

What time is check-out at Poolside Palms - Truman Annex 2/2 Shipyard Condo?

Check-out is at 11:00 AM.

Where is Poolside Palms - Truman Annex 2/2 Shipyard Condo located?

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

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Poolside Palms - Truman Annex 2/2 Shipyard Condo Reviews

Reviews

Exceptional

All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
More informationOpens in a new window
Rating 10 - Excellent. 2 out of 2 reviews
Rating 8 - Good. 0 out of 2 reviews
Rating 6 - Okay. 0 out of 2 reviews
Rating 4 - Poor. 0 out of 2 reviews
Rating 2 - Terrible. 0 out of 2 reviews

10

Cleanliness

10

Location

Reviews

10/10 Excellent

Jennifer C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect area to stay with everything near by
Stayed 7 nights in Nov 2025

10/10 Excellent

George P.

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

Great location

The place was clean and well taken care of. Great location, I was able to walk everywhere in old town.
Stayed 7 nights in Jul 2025