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

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

A white door with a number plate, a porch with a white railing, and lush green foliage.
A bedroom with a bed, bedside lamps, a wooden nightstand, a dresser, a ceiling fan, a framed picture, and a window with blinds.
A two-story house with a porch, surrounded by a white picket fence and tropical plants.
A dining area with a round glass table, wicker chairs, and a painting on the wall.
A narrow sidewalk flanked by a white picket fence and lush tropical plants, leading to a yellow building with a balcony.

Reviews

9.8 out of 10
Exceptional

Highlights

  • The great outdoors
    Guests love the outdoor space here.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Walk to Duval Street

Popular amenities

  • Balcony
  • Swimming pool
  • Air-conditioning
  • Pet-friendly
  • Refrigerator
  • Washing machine

Explore the area

View in a 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

1 bedroom (sleeps 2)

Bedroom 1

1 King Bed

1 bathroom

Bathroom 1

Toilet · Shower only

Spaces

Deck or patio
Kitchen
Balcony
Dining area

Add dates for prices

Similar properties

Property grounds
Key West, Gated Truman Annex Condo, new Waterfront Park, and Ft. Zach Beach.
Truman Annex
  • Pool
  • Kitchen
  • Washing machine
  • Dryer
9.6 out of 10, Exceptional, (42 reviews)
Key West, Gated Truman Annex Condo, new Waterfront Park, and Ft. Zach Beach.

About the area

Key West

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.
Map
Key West, FL

What's nearby

  • 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
  • Mallory Square - 12 min walk - 1.1 km

Getting around

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

Restaurants

  • ‪Green Parrot Bar - ‬4 min walk
  • ‪Blue Heaven - ‬8 min walk
  • ‪Moondog Cafe & Bakery - ‬8 min walk
  • ‪Mangoes Restaurant - ‬7 min walk
  • ‪Bourbon Street Pub - ‬8 min walk

Frequently asked questions

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.

How much does it cost to stay at THE GOOD LIFE ~ Charming 2nd Floor 1 Bedroom, 1 Bath Truman Annex Condo!?

As of 3 Nov 2026, prices found for a 1-night stay for 2 adults at THE GOOD LIFE ~ Charming 2nd Floor 1 Bedroom, 1 Bath Truman Annex Condo! on 3 Aug 2027 start from £3,364, 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 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.

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 40 out of 43 reviews
Rating 8 - Good. 1 out of 43 reviews
Rating 6 - Okay. 1 out of 43 reviews
Rating 4 - Poor. 0 out of 43 reviews
Rating 2 - Terrible. 1 out of 43 reviews

9.8/10

Cleanliness

9.8/10

Check-in

10/10

Communication

10/10

Location

9.8/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great, clean and centrally located
Stayed 9 nights in May 2025
Verified review

10/10 Excellent

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

Great spot

Great location
Stayed 10 nights in Oct 2024
From a partner site

10/10 Excellent

Shipyard in Truman Annex! Best location in Key West!

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: The best location in Key West! Free gated parking! Huge Truman Park 200 feet away! Great Pool steps from “The Good Life” condo. Large deck on back of unit. 2 blocks from Duval. Well appointed and furnished unit with everything you need. Excellent communication with rental team. Allie was specifically very helpful and quick to respond to any questions. Price was right.
Response from VrboOwner on 3 Nov 2026
Your kind words mean the world to us! Hosting you was an honor, and we can’t wait for the chance to welcome you back to our little slice of paradise.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location and amenities. The property manager had great communication and the check-in and check-out processes were well timed and easy.
Stayed 12 nights in Jul 2025
Response from VrboOwner on 25 Sept 2025
Christian, we’re grateful for your glowing review! It was such a pleasure to host you, and we’re already looking forward to your return to the island.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 7 nights in Oct 2025
Response from VrboOwner on 28 Nov 2025
Your kind words mean the world to us! Hosting you was an honor, and we can’t wait for the chance to welcome you back to our little slice of paradise.
Verified review

10/10 Excellent

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

Great place

The condo was beautifully decorated and well equipped. We loved the privacy. May stay here again!
Stayed 7 nights in May 2023
Response from VrboOwner on 13 Dec 2023
Thank you for your wonderful review Karen. We enjoyed hosting you and hope to see you back in Key West again soon!
Verified review

10/10 Excellent

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

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
Response from VrboOwner on 18 Jul 2024
Thank you for your wonderful review. It was a pleasure hosting you and we hope to welcome you again next time you visit paradise!
Verified review

10/10 Excellent

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

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
Verified review

10/10 Excellent

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

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
Verified review

10/10 Excellent

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

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
Response from VrboOwner on 18 Jul 2024
Thank you for your wonderful review. It was a pleasure hosting you and we hope to welcome you again next time you visit paradise!
Verified review

10/10 Excellent

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

Loved it!

Great place and location. Very clean and comfy King Bed
Stayed 7 nights in Mar 2024
Response from VrboOwner on 18 Jul 2024
Thank you for this great review! We are thrilled you enjoyed the property and hope to host you again in the future!
Verified review

10/10 Excellent

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

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
Verified review

10/10 Excellent

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

Terrific stay in Truman Annex

This condo is in the perfect location in Key West. Easy access to all the hot spots. Just rent a bike or golf cart and you’re on your way. It was a great space as well. Perfect for the two of us, and loved having a washer and dryer since we were there for 11 days.
Stayed 11 nights in Jul 2025
Verified review

10/10 Excellent

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

Total relaxation

Great spot near the park and Duval. Was totally relaxed the whole week.
Stayed 7 nights in Feb 2024
Response from VrboOwner on 18 Jul 2024
Thank you for your wonderful review. It was a pleasure hosting you and we hope to welcome you again next time you visit paradise!
Verified review

10/10 Excellent

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

10/10 Excellent

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

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
Response from VrboOwner on 18 Jul 2024
Thank you for this great review! We are thrilled you enjoyed the property and hope to host you again in the future!
Verified review

10/10 Excellent

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

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
Response from VrboOwner on 18 Jul 2024
Thank you for your fantastic review James. It was a pleasure hosting you and we look forward to welcoming you again next time you visit the island!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Whitney was awesome, she even came over to help us with the electronic door lock! Will definitely call her if we come back. Thanks for everything.
Stayed 7 nights in Nov 2025
Response from VrboOwner on 24 Dec 2025
Thanks so much for the lovely feedback David! We’re happy to hear you enjoyed the property and would love to host you again in the future.
Verified review

10/10 Excellent

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

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
Verified review

10/10 Excellent

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

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
Verified review

10/10 Excellent

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

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
Response from VrboOwner on 18 Jul 2024
Thank you for this wonderful review Kelly, we are so glad you enjoyed the property so much! We look forward to welcoming you again next time you are in Key West.
Verified review

10/10 Excellent

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

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
Response from VrboOwner on 18 Jul 2024
Thank you for your wonderful review Dale. It was a pleasure hosting you and we hope to welcome you again next time you visit paradise!
Verified review

10/10 Excellent

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

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
Response from VrboOwner on 18 Jul 2024
Thank you for this great review! We are thrilled you enjoyed the property and hope to host you again in the future!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was a fantastic place to stay. Perfect for the husband and to celebrate our anniversary! Great location, just a short walk to Duvall St. Great bars and food near by. No need to rent a car while you are everything is a pretty easy walk. You can spend the morning on Duvall or expeditions and then come back and jump into the pool for a cooling off and then you are ready for the evening. So peaceful, can't hear much noise at all. It was a perfect place. WE WILL BE BACK
Stayed 7 nights in Jun 2025
From a partner site

10/10 Excellent

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.
Response from VrboOwner on 25 Jul 2025
Thank you so much for your kind words! We're delighted to hear you enjoyed the comfort and cleanliness of the condo, as well as the peaceful charm of the Truman Annex neighborhood. It’s great to know the location was just right and that you had such a pleasant experience at the community pool. We’d love to welcome you back anytime for another relaxing Key West stay!
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