Close to Duval Street and Mallory Square, THE GOOD LIFE ~ Charming 2nd Floor 1 Bedroom, 1 Bath Truman Annex Condo! provides a terrace, laundry facilities and more. Guests can connect to free in-room WiFi.
Reviews
9.89.8 out of 10
Exceptional
Popular amenities
Pool
Kitchen
Washing machine
Dryer
Pet-friendly
Free Wi-Fi
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About this property
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 area 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 area 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 cosy bedding and binge on your favourite 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 washing machine/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 a pet friendly home with a required pet fee. Please include the size and breed when enquiring.
MULTI MONTH RESERVATIONS... For monthly reservations, the following fees will be added PER MONTH: Mid-stay clean Pet fee
BOOKING DATES... This home is only available as a monthly rental (28 night minimum). We prefer to book by the calendar month (first day of the month to the last). We may consider alternative dates if the calendar allows or if the owner will make an exception.
CANCELLATION... Bookings cancelled at least 30 days before the start of stay will receive a 100% refund. Bookings cancelled 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 snorkelling 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... Virtual Tour Url: https://my.matterport.com/show/?m=MCgBVjDXZA2
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Located by the sea, this condo is in Old Town Key West, a neighbourhood in Key West. 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. Jet skiing and scuba diving offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling and ecotours nearby. Visit our Key West travel guide
Does THE GOOD LIFE ~ Charming 2nd Floor 1 Bedroom, 1 Bath Truman Annex Condo! have a pool?
Yes, this property has a pool. Pool types include heated pools.
Is THE GOOD LIFE ~ Charming 2nd Floor 1 Bedroom, 1 Bath Truman Annex Condo! pet-friendly?
Yes, pets are allowed at this property.
How much is parking at THE GOOD LIFE ~ Charming 2nd Floor 1 Bedroom, 1 Bath Truman Annex Condo!?
On-site parking is available at the property.
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.
What time is check-out at THE GOOD LIFE ~ Charming 2nd Floor 1 Bedroom, 1 Bath Truman Annex Condo!?
Checkout is at 10:00 AM.
Where is THE GOOD LIFE ~ Charming 2nd Floor 1 Bedroom, 1 Bath Truman Annex Condo! 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. Mallory Square and Florida Keys Beaches are also within 15 minutes.
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Reviews
THE GOOD LIFE ~ Charming 2nd Floor 1 Bedroom, 1 Bath Truman Annex Condo! Reviews
9.8
Exceptional
All reviews shown are from real guest experiences. Only travellers 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
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.
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!
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.
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!
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.
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.
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
From a partner site
10/10 Excellent
Patricia C.
6 Apr 2025
Cozy, clean Truman Annex condo, just right !
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
We so enjoyed our stay in this clean, comfortable , bright, quiet home in the beautiful Truman Annex neighborhood of just close enough to the beach and downtown , and the folks we met at the community pool were warm and pleasant.
From a partner site
10/10 Excellent
Mary C.
16 Feb 2025
Cozy retreat
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
We spent three weeks at the good life and thoroughly enjoyed it. Our favorite spot, the balcony, very private, and very comfortable. A great location for Key West Key West
From a partner site
10/10 Excellent
Agnes A.
13 Jun 2024
Th Good Life
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
This condo was perfect and just the right size for us. The location was perfect and close to everything. It was clean and they had everything we needed for our week stay! We will stay again if we come back to Key West!
Stayed 8 nights in Jun 2024
From a partner site
10/10 Excellent
Melissa M.
15 Apr 2024
Key West Getaway
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
We had an amazing trip! The condo was perfect. The pool was great. The Property Manager, Melanie, went above and beyond to help up! We back!!
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
From a partner site
10/10 Excellent
Charles L.
20 Sept 2024
A Good Trip to The Good Life
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
Staying in the Truman Annex is an easy way to experience Key West. Great location, quiet and well maintained property. The unit was excellent for the 2 of us on a week stay. This is slow season because of the brutal heat, potential for storms and lots of places are closed for the month. Plenty to do though, so if smaller crowds are your thing, this would be a great time.
From a partner site
10/10 Excellent
Cindy C.
11 Dec 2024
Super Great!
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
This unit is very comfortable and offers all the comforts of home. The deck is huge and allows privacy due to all of the beautiful landscaping at Truman Annex. The management team and staff honestly are over the top in their attention and response from the time I booked the property until I checked out. I was absolutely 110% satisfied and I am not usually easy to please.
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
Verified review
6/10 Okay
Felicia C.
8 Oct 2024
Liked: Check-in, communication, location
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
From a partner site
10/10 Excellent
Pete Y.
13 May 2024
Great Stay
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
We've stayed in Truman Annex the last four years and it is a great location. This was perfect for the 2 of us. everything was as described and we loved it. We did have an issue with the electronic lock on the last day, and while the electronic lock is great - don't have to worry about forgetting a key - when it doesn't work you are locked out with no recourse. Fortunately it was the morning of our departure and we were just getting ready to leave, so we can't comment on how long it might take for something like that to get resolved.
The accommodations and amenities were wonderful! The balcony was very large and nice. Would have like a couple loungers up there but it was very accommodating. The location was a short walk to Duval but it was also very private and quiet. We highly recommend this place.
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.