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THE GOOD LIFE ~ Charming 2nd Floor 1 Bedroom, 1 Bath Truman Annex Condo!

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Property grounds
A heated pool
TV
Fridge, microwave, oven, stovetop
Exterior

Reviews

10 out of 10
Exceptional

Entire condo

1 bedroom1 bathroomSleeps 2580 sq ft

Popular amenities

  • Dryer
  • Washer
  • Parking available
  • Kitchen
  • Pool
  • Outdoor Space

Explore the area

Map
Key West, Florida
  • Duval Street
    ‪6 min walk‬
  • Mallory Square
    ‪11 min walk‬
  • Southernmost Point
    ‪14 min walk‬
  • Key West, FL (EYW-Key West Intl.)
    ‪10 min drive‬

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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. We Cycle Key West and USCGC Ingham Maritime Museum are also within half a mile (1 km).
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What's nearby

  • Ernest Hemingway Home and Museum - 6 min walk - 0.4 miles
  • Duval Street - 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
  • Southernmost Point - 14 min walk - 0.8 miles

Getting around

  • Key West Intl. Airport (EYW) - 14 min drive

Restaurants

  • ‪Margaritaville - ‬7 min walk
  • ‪Blue Heaven - ‬8 min walk
  • ‪Green Parrot Bar - ‬6 min walk
  • ‪Bourbon Street Pub - ‬8 min walk
  • ‪Mangoes Restaurant & Island Cuisine - ‬7 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.

THE GOOD LIFE ~ Charming 2nd Floor 1 Bedroom, 1 Bath Truman Annex Condo!

COZY VALUE IN TRUMAN ANNEX…
This 2nd Floor one bedroom, one bath condo is located in The Shipyard, a neighborhood of the coveted Truman Annex in the heart of Old Town Key West! You will be in walking distance from Fort Zachary’s gorgeous beach and picnic area, Duval Street, Mallory Square and more! Throw your cares to the wind as you unwind in this charming, tree-shrouded neighborhood with walking paths and lanes. This small but sensational gem is an upstairs unit with all of the creature comforts you will need in paradise!
***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGE

DETAILS AND AMENITIES...
Easy breezy comfort greets you as you enter this charming home. Travel up the carpeted stairs to a bright and cheerful open living room and kitchen/dining space. Unwind on the plush furnishings as cheerful sunlight floods the living room and creates a happy and carefree environment. A smart TV offers a wide array of programming for your viewing indulgence. The dining/kitchen area is adjacent to the living room, with a dining table nearby. The kitchen is fully equipped with a dishwasher, stove, microwave, refrigerator and both a Keurig and drip coffee maker. The cabinets are stocked with every kitchen tool you will need to craft delicious meals.

SLEEPING ARRANGEMENTS…
Unwind from your day of island fun in the king bedroom. A wall-mounted smart tv is available for lazy days when it just feels right to linger in your cozy bedding and binge on your favorite shows. The storage closet houses a fold-up twin bed and extra bath linens for your enjoyment. The bathroom is next door with a glass-door shower and a washer/dryer closet is adjacent to it for your convenience.

OUTDOOR LIVING…
The Shipyard offers a beautiful community pool lined with lounge chairs perfect for soaking up the sun. Open the French door to the roomy private terrace, inviting sultry breezes and Key West sunshine inside. This wonderful extension to the living space has a table for 2 where you can have your morning coffee or enjoy a cocktail after a long day of exploring. There are also 2 more cushioned wicker chairs for lounging outdoors.

PARKING...
This home does offer parking for one vehicle (vehicle cannot exceed 18 ft), but oversized trucks and extra large SUVs are not permitted and will have to park outside of this community.

PETS...
This is not a pet friendly home.

CANCELLATION...
Bookings canceled at least 30 days before the start of stay will receive a 100% refund. Bookings canceled at least 14 days before the start of stay will receive a 50% refund.

CONCIERGE SERVICES...
Enjoy our concierge service to assist you with planning activities for your trip, from bike/scooter/golf cart rentals to any excursion you can think of including snorkeling and sunset cruises, jet ski rentals, parasailing, kayaking, fishing, paddle boarding and much more. They can also have your fridge stocked with all the necessities in advance of your arrival!

COME STAY A WHILE...

Property manager

Wendy Zintsmaster & Team

Languages

English

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THE PELICAN PEARL ~ Charming 2 BR/1 Ba Condo in Truman Annex!

  • Pool
  • Kitchen
  • Washer
  • Dryer
4.9 out of 5, Exceptional, 18 reviews
THE PELICAN PEARL ~ Charming 2 BR/1 Ba Condo in Truman Annex!

Property amenities

Pool/Spa

  • Communal pool
  • Heated pool

Internet

  • Available in the condo: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

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

Dining

  • Dining table

Bedrooms

  • Bedroom
  • Bedsheets provided

Bathroom

  • 1 bathroom
  • Hair dryer
  • Shower
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Terrace

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Concierge services
  • Iron/ironing board

Location highlights

  • In the city center
  • 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
  • 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
  • Deadbolt lock

General

  • Unit size: 580 square feet

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.

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 and a deadbolt lock
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. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a fire extinguisher, a smoke detector, and a deadbolt lock in each accommodation.

Property Registration Number 25230-133035

Property is also known as

2450-249477

Frequently asked questions

How close is THE GOOD LIFE ~ Charming 2nd Floor 1 Bedroom, 1 Bath Truman Annex Condo! to the airport?

This condo is 4.1 mi (14-min drive) away from the Key West Intl. Airport (EYW) airport, the closest popular airport to the property.

Does THE GOOD LIFE ~ Charming 2nd Floor 1 Bedroom, 1 Bath Truman Annex Condo! have an airport shuttle?

Airport shuttle services are not available at this condo.

How close is THE GOOD LIFE ~ Charming 2nd Floor 1 Bedroom, 1 Bath Truman Annex Condo! to the beach?

This condo is a short 14-minute walk from Florida Keys Beaches and 9-minute walk from Truman Beach. Don't forget your sunscreen!

Does THE GOOD LIFE ~ Charming 2nd Floor 1 Bedroom, 1 Bath Truman Annex Condo! offer free breakfast?

This condo does not offer free breakfast.

Is there a casino at THE GOOD LIFE ~ Charming 2nd Floor 1 Bedroom, 1 Bath Truman Annex Condo!?

No, there is no casino at this condo.

What time is check-in at THE GOOD LIFE ~ Charming 2nd Floor 1 Bedroom, 1 Bath Truman Annex Condo!?

Check-in begins at 4:00 PM.

Is there free parking at THE GOOD LIFE ~ Charming 2nd Floor 1 Bedroom, 1 Bath Truman Annex Condo!?

Free parking is not available at this condo.

Does THE GOOD LIFE ~ Charming 2nd Floor 1 Bedroom, 1 Bath Truman Annex Condo! have a pool?

Yes, there's a heated pool.

Does THE GOOD LIFE ~ Charming 2nd Floor 1 Bedroom, 1 Bath Truman Annex Condo! have a spa?

There are no spa services available at this condo.

How close is THE GOOD LIFE ~ Charming 2nd Floor 1 Bedroom, 1 Bath Truman Annex Condo! to downtown Key West?

This condo is 0.2 mi away from Key West.

THE GOOD LIFE ~ Charming 2nd Floor 1 Bedroom, 1 Bath Truman Annex Condo! Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 29 out of 31 reviews
Rating 8 - Good. 1 out of 31 reviews
Rating 6 - Okay. 1 out of 31 reviews
Rating 4 - Poor. 0 out of 31 reviews
Rating 2 - Terrible. 0 out of 31 reviews

9.8/10

Cleanliness

Reviews

10/10 Excellent

Tom F.

Liked: Cleanliness
Loved the condo and the location!! Very clean and great AC. Communication with the host was perfect and promptly. We rented bikes and they were delivered and picked up at our condo. Location was close to everything! Would definitely stay here again.
Stayed 7 nights in May 2025

10/10 Excellent

Lynn F.

Liked: Cleanliness

Amazing

The Good Life is a hidden gem! Clean and comfortable. Location couldn't be any better to walk to everything on Duval. Gated community with a designated parking spot was a plus. WwilTrumanAnnex m
Stayed 7 nights in Apr 2025

10/10 Excellent

Arthur H.

Liked: Cleanliness

KW Good Life

Our stay at The Good Life was just that! The location was perfect with an easy walk to Old Town and a quick golf cart ride to the beaches. We are looking forward to our next trip to Key West.
Stayed 7 nights in Mar 2025

10/10 Excellent

Lindsey M.

Liked: Cleanliness

Great spot

Great location
Stayed 10 nights in Oct 2024

6/10 Okay

Felicia C.

Could be improved

The place is ok if you’re looking for the basics and no frills. Nice location. Needs a deep cleaning and a remodel. Would have preferred not to be solicited (twice) by the management company for their real estate pitches. There are similar properties in the area at a better price. Side note: owner had me pay off of Vrbo which made me very uncomfortable and I don’t think it’s within their policies. Just a heads up.
Stayed 7 nights in Sep 2024

10/10 Excellent

leGay C., Melbourne, Florida, USA

Liked: Cleanliness

26th Anniversary

5th stay @Truman Annex and this was the best by far! Looks even happier in person. Perfectly appointed with everything we needed to feel at home for the week!
Stayed 7 nights in Aug 2024

10/10 Excellent

Greg G.

Liked: Cleanliness

Perfect

What a delightful vacation. Melanie was so helpful and responsive. The condo was clean, comfy, quiet and in the perfect location. We will only stay at Truman Annex from now on! Looking forward to our next visit.
Stayed 8 nights in Aug 2024

10/10 Excellent

Rita W.

Liked: Cleanliness

Peaceful and Close to Everything

We really loved this well-appointed condo in the Truman Annex. The neighborhood was beautiful, the place clean and comfortable, and the location was great—close to Duval St, beaches and historic sites. Would definitely stay here again!
Stayed 7 nights in Jul 2024

10/10 Excellent

Dale L.

Liked: Cleanliness

Quiet and convenient

Very quiet and beautiful property. Liked the added touches. Pool is a little small with the number of people staying there. It’s a 3 minute walk to The Green Parrot. Easy walk to most places.
Stayed 7 nights in Jun 2024

10/10 Excellent

Christy K.

Liked: Cleanliness

Great location

The condo was very small, but fine for two people. The kitchen and bath were updated and very nice. Carpeting needs to go away. And the furnishings are in bad need of updating. We loved the balcony. It was so spacious. The bed was very comfortable. Headboard is the wrong size. Our property manager, Melanie, was so helpful and was quick to return our calls. Thank you! We love the Truman Annex and always stay there. This was our first time in the Shipyard Condos. We enjoyed it very much.
Stayed 7 nights in Apr 2024

10/10 Excellent

Kelly R., Milwaukee WI

Liked: Cleanliness

Great location in Key West

We’ve been to the Keys a dozen times and this is the best location so far. If you like a short walk to Duvall, this is the place to stay. It’s a quiet complex and the balcony view is spectacular, not to mention the roominess out there. The condo is clean and updated as well. Fort Zachary is a 15 minute walk or a quick bike ride. We would stay again.
Stayed 7 nights in Apr 2024

10/10 Excellent

Larry B.

Liked: Cleanliness

Loved it!

Great place and location. Very clean and comfy King Bed
Stayed 7 nights in Mar 2024

10/10 Excellent

Connie R., Odon indiana

Liked: Cleanliness

The Good life

Loved the location as we have stayed in this area before. Was able to walk to entertainment, events and great food. Great place to relax but close to many favorite spots.
Stayed 7 nights in Mar 2024

10/10 Excellent

Joyce M.

Liked: Cleanliness

Delightful getaway

We thoroughly enjoyed our time in this beautiful little condo. We loved the decor and especially the fabulous, large porch. The Property Manager was very responsive. The only hitch was that we had a hard time finding the unit initially, but after that it was smooth sailing!
Stayed 7 nights in Feb 2024

10/10 Excellent

Denise A.

Liked: Cleanliness

Total relaxation

Great spot near the park and Duval. Was totally relaxed the whole week.
Stayed 7 nights in Feb 2024

8/10 Good

Jim J.

Liked: Cleanliness

OK

No
Stayed 42 nights in Dec 2023

10/10 Excellent

James F.

Liked: Cleanliness

The good life

Lovely condo! Huge and very nice back deck! Great KW location! Love the Shipyard condos and Truman Annex is perfect location for all things Key West Old Towne!
Stayed 7 nights in Jan 2024

10/10 Excellent

Lori L.

Liked: Cleanliness

The Good Life

The Good Life is a great name for the property. The Truman Annex is beautiful and in a great location. All details of property are accurate and the deck is so nice to have. Would definitely book again.
Stayed 7 nights in Jan 2024

10/10 Excellent

Laura P.

Liked: Cleanliness

Cozy and quiet, yet close to everything

Truman Annex is gorgeous with a friendly neighborhood feel. The apartment is just perfect for 2.
Stayed 9 nights in Nov 2023

10/10 Excellent

Kevin M.

Liked: Cleanliness

First time but not the last

This was our first time in Key West and we could not have asked for a better location. The town is very walkable and the condo was centrally-located to all major (tourist) activities in Old Town! The unit was perfect for an active couple (second floor unit). Everything was as described / photographed. Great communication with the property manager. Will definitely consider this unit for a return visit if we travel alone.
Stayed 7 nights in Oct 2023

10/10 Excellent

Karen

Liked: Cleanliness

Great place

The condo was beautifully decorated and well equipped. We loved the privacy. May stay here again!
Stayed 7 nights in May 2023

10/10 Excellent

Timothy S.

Liked: Cleanliness

Excellent Key West Vacation

This was my first trip to Key West, but not my last. We really enjoyed the property in the Truman Annex area. Everything was perfect. The accommodations exceeded our expectations. The location allowed us to walk everywhere, whether it was sunsets or night life, or a quiet dinner. The rental unit was very clean, and fit our needs perfectly. The property manager was readily available to answer questions and resolve any issues. Overall this was a fantastic experience for us. I definitely recommend the rental unit.
Stayed 7 nights in May 2023