Entire condo

A PLEASANT STAY at The Truman Annex in Key West

Condo near Duval Street in Key West

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Photo gallery for A PLEASANT STAY at The Truman Annex in Key West

A heated pool
Living area
Fridge, microwave, oven, stovetop
Outdoor dining
Exterior detail

Reviews

9.2 out of 10
Wonderful

Entire condo

1 bedroom1 bathroomSleeps 21 sq ft

Popular amenities

  • Dryer
  • Washer
  • Parking available
  • Kitchen
  • Pool
  • Free WiFi

Explore the area

View in a map
Key West, FL
  • Place, Duval Street
    ‪6 min walk‬
  • Place, Ernest Hemingway Home and Museum
    ‪6 min walk‬
  • Place, Fort Zachary Taylor Historic State Park
    ‪8 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪9 min drive‬

Room options

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About the neighborhood

Key West

Seaside stay .Within a 10-minute walk of this Old Town Key West condo, you'll find Duval Street and Ernest Hemingway Home and Museum. Also, Mallory Square is within half a mile (1 km) and Southernmost Point is within 2 miles (3 km).

What's nearby

  • Duval Street - 6 min walk - 0.4 miles
  • Ernest Hemingway Home and Museum - 6 min walk - 0.4 miles
  • Harry S. Truman Little White House - 6 min walk - 0.4 miles
  • Fort Zachary Taylor Historic State Park - 8 min walk - 0.4 miles
  • Mallory Square - 11 min walk - 0.6 miles

Getting around

  • Key West Intl. Airport (EYW) - 19 min drive

Restaurants

  • ‪Green Parrot Bar - ‬4 min walk
  • ‪Blue Heaven - ‬8 min walk
  • ‪Moondog Cafe & Bakery - ‬8 min walk
  • ‪Kaya Island Eats - ‬7 min walk
  • ‪Santiago's Bodega - ‬6 min walk

About this property

Entire place

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

A PLEASANT STAY at The Truman Annex in Key West

Shipyard Condominiums are located in the prestigious gated community of Truman Annex in Key West’s old town area. The condos are located 2 blocks from Duval Street and all the Old Town Key West attractions. The properties are also ¼ mile from Fort Zachary Taylor State Park. The property is outfitted with washer/dryer, pots/pans, towels, linens, have central air conditioning, off street parking, and pool access. Just inside the Truman Annex's main gate on Southard Street this well-appointed, one-bedroom, second floor features tropical views and breezes. Yet it's only two blocks from the heart of Old Town Key West, with an easy walk to restaurants, shops and many other Key West attractions. A Pleasant Stay boasts a large rear deck with a 50% overhang to protect you from the elements while enjoying the shade of lush palm trees and other vegetation. You'll stroll through floral-lined lanes to Shipyard's around-the-corner private pool.
“Beginning January 2026, all properties in the Truman Annex will require a minimum of a 28 night stay”

Similar properties

Property amenities

Pool/Spa

  • Communal pool
  • Heated pool
  • Private pool

Internet

  • Available in the condo: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • Bedroom
  • Bedsheets provided

Bathroom

  • 1 bathroom
  • Bathtub or shower
  • Towels provided

Living spaces

  • Dining table
  • Living room

Outdoor areas

  • Balcony

Laundry

  • Laundry facilities
  • Washer/dryer

Comfort

  • Air conditioning

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • In the city center
  • Near the marina
  • Near the sea

Things to do

  • Golf
  • Heated pool
  • Fishing nearby
  • Golfing nearby
  • Jet skiing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkeling nearby
  • Swimming nearby

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher

General

  • Gated community
  • Unit size: 1 square foot

Policies

Check-in

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

Check-out

Check-out before 10:00 AM

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

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
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. 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. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a fire extinguisher and a smoke detector in each accommodation.

Property is also known as

Pleasant Stay Truman Annex House Key West
Pleasant Stay Truman Annex House
Pleasant Stay Truman Annex Key West
Pleasant Stay Truman Annex
A Pleasant Stay in the Truman Annex
A Pleasant Stay @ the Truman Annex Key West
A Pleasant Stay @ the Truman Annex Private vacation home
20% off Summer Special A Pleasant Stay @ the Truman Annex
2698-193239

Frequently asked questions

How close is A PLEASANT STAY at The Truman Annex in Key West to the airport?

This condo is 4.1 mi (19-min drive) away from the Key West Intl. Airport (EYW) airport, the closest popular airport to the property.

Does A PLEASANT STAY at The Truman Annex in Key West have an airport shuttle?

Airport shuttle services are not available at this condo.

How close is A PLEASANT STAY at The Truman Annex in Key West to the beach?

This condo is a short 12-minute walk from Florida Keys Beaches and 2.5 mi (15-min drive) from Smathers Beach. Don't forget your sunscreen!

Does A PLEASANT STAY at The Truman Annex in Key West offer free breakfast?

This condo does not offer free breakfast.

Is there a casino at A PLEASANT STAY at The Truman Annex in Key West?

No, there is no casino at this condo.

What time is check-in at A PLEASANT STAY at The Truman Annex in Key West?

Check-in begins at 4:00 PM.

Is there free parking at A PLEASANT STAY at The Truman Annex in Key West?

Free parking is not available at this condo.

Does A PLEASANT STAY at The Truman Annex in Key West have a pool?

Yes, there's a private pool.

Does A PLEASANT STAY at The Truman Annex in Key West have a spa?

There are no spa services available at this condo.

How close is A PLEASANT STAY at The Truman Annex in Key West to downtown Key West?

This condo is 0.2 mi away from Key West.