Skip to main content

Poolside Hangover at The Truman Annex in Key West

Photo gallery for Poolside Hangover at The Truman Annex in Key West

A water park with a slide, a water fountain, and palm trees at sunset.
A deck with a table and chairs, surrounded by a white picket fence, overlooking a lush garden with palm trees and other greenery.
A two-story house with a white picket fence, a front porch, and a small garden.
A gated community entrance with a sign for Shipyard Condominiums, surrounded by palm trees and a clear blue sky.
A living room with a television, sofa, armchair, and a dining area with a table and chairs.

Reviews

9.2 out of 10
Wonderful

Highlights

  • Dive into relaxation
    Unwind in the top-rated pool, your perfect spot for relaxation.
  • Onsite parking available
    Convenient and secure onsite parking, a rare amenity in the area.
  • Discover nearby landmarks
    Walk to Duval Street
2 bedrooms2 bathroomsSleeps 6

Popular amenities

  • Swimming pool
  • Onsite parking available
  • Kitchen
  • Washer/dryer
  • Air-conditioning
  • Balcony

Explore the area

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

Rooms & beds

2 bedrooms (sleeps 6)

Bedroom 1

1 King Bed

Bedroom 2

2 Single Beds

Other Space 1

1 Double Sofa Bed

2 bathrooms

Bathroom 1

Bathtub or shower · Toilet

Bathroom 2

Toilet · Shower only

Spaces

Kitchen
Balcony

About this property

Poolside Hangover at The Truman Annex in Key West

This is an amazing second floor two bedroom TWO BATH condo over by the gorgeous pool. Fully equipped for you to enjoy your time away from it all. Enjoy mornings out on the rear deck overlooking the refreshing community pool. Shipyard Condominiums are located in the Truman Annex Complex which is located 2 blocks from Duval Street and close to all of the Old Town Key West attractions. The properties are also located 1/4 mile from one of the best beaches on the island. All properties are outfitted with washer/dryer, pots & pans, towels & linens, condo has central air conditioning, off street parking and community pool access.
Please note: This property is monthly rental - the minimum rental period is 28 nights

Add dates for prices

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Similar properties

Living area
Key West Casa | Pool Access | BBQ & Patio | Near Duval Street | Month-Long Stays
Truman Annex
  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
10.0 out of 10, Exceptional, (12 reviews)
Key West Casa | Pool Access | BBQ & Patio | Near Duval Street | Month-Long Stays

House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
default

Children

Children allowed: ages 0–17
default

Events

No events allowed
default

Pets

No pets allowed
default

Smoking

Smoking is not permitted

Important information

You need to know

Property # 4696549
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
On-site 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 not indicated whether there is a smoke detector on the property
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

About the area

Key West

Located in Key West, this condo is in the city centre. Ernest Hemingway Home and Museum and Fort Zachary Taylor Historic State Park are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and South Beach. Ready for a night out? Consider The Key West Theater and Sloppy Joe's Bar. Take the opportunity to explore the area for outdoor excitement like ecotours.
Map
Key West, FL

What's nearby

  • Key West Naval Station - 3 min walk - 0.3 km
  • Florida Keys National Marine Sanctuary - 5 min walk - 0.4 km
  • Duval Street - 6 min walk - 0.5 km
  • Ernest Hemingway Home and Museum - 8 min walk - 0.7 km
  • Fort Zachary Taylor Historic State Park - 8 min walk - 0.7 km

Getting around

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

Restaurants

  • ‪Sloppy Joe's Bar - ‬11 min walk
  • ‪Green Parrot Bar - ‬4 min walk
  • ‪Blue Heaven - ‬8 min walk
  • ‪Margaritaville - ‬7 min walk
  • ‪The Bull & Whistle Bar - ‬10 min walk

Frequently asked questions

Does Poolside Hangover at The Truman Annex in Key West have a pool?

Yes, this property has a pool.

How much does it cost to stay at Poolside Hangover at The Truman Annex in Key West?

As of 23 Aug 2026, prices found for a 1-night stay for 2 adults at Poolside Hangover at The Truman Annex in Key West on 4 May 2027 start from AU$14,530, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is Poolside Hangover at The Truman Annex in Key West pet-friendly?

No, pets are not allowed at this property.

How much is parking at Poolside Hangover at The Truman Annex in Key West?

On-site parking is available at the property.

What time is check-in at Poolside Hangover at The Truman Annex in Key West?

Check-in begins at 4:00 PM.

What time is check-out at Poolside Hangover at The Truman Annex in Key West?

Checkout is at 10:00 AM.

Where is Poolside Hangover at The Truman Annex in Key West located?

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

About the host

Hosted by Compass Realty Vacation Rentals & Property Management

Host profile image

Languages:

English

Premier Host

They consistently provide great experiences for their guests
Tell us how we can improve our siteShare feedback