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

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Property grounds - THE GOOD LIFE ~ Charming 2nd Floor 1 Bedroom, 1 Bath Truman Annex Condo! (Key West)
Dining - THE GOOD LIFE ~ Charming 2nd Floor 1 Bedroom, 1 Bath Truman Annex Condo! (Key West)
A heated pool - THE GOOD LIFE ~ Charming 2nd Floor 1 Bedroom, 1 Bath Truman Annex Condo! (Key West)
Property grounds - THE GOOD LIFE ~ Charming 2nd Floor 1 Bedroom, 1 Bath Truman Annex Condo! (Key West)
Exterior - THE GOOD LIFE ~ Charming 2nd Floor 1 Bedroom, 1 Bath Truman Annex Condo! (Key West)
Experience the best of Key West in this charming, tree-shrouded Truman Annex condo. Unwind on plush furnishings and soak up the sun by the beautiful community pool or private terrace with lounge chairs. With a smart TV, fully equipped kitchen and washer/dryer closet nearby, you'll feel right at home.

Reviews

9.8 out of 10
Exceptional

Entire condo

1 bedroom1 bathroomSleeps 2580 sq ft

Popular amenities

  • Pool
  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
  • Free Wi-Fi

Add dates for prices

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!

Concierge services and laundry facilities are available at this smoke-free condo building. The condo provides a kitchen with a fridge, an oven, a stovetop and a microwave. Guests can appreciate conveniences, such as a washing machine and a coffee/tea maker, and other amenities include free WiFi and a balcony.
Air-conditioned accommodation at this condo offers coffee/tea makers and a hairdryer. Rooms open to balconies. Kitchens offer fridges, stovetops, microwaves and kitchenware and utensils.

Bathrooms include a shower. This Key West condo provides complimentary wireless Internet access.

The recreational activities listed below are available either on-site or nearby; fees may apply.

Property amenities

Pool/Spa

  • Communal pool
  • Heated pool

Internet

  • Available in the condo: Free WiFi

Parking and transport

  • Parking on site

Kitchen

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

  • Pet friendly

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Concierge services
  • Iron/ironing board

Location highlights

  • In the city centre
  • 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
  • Snorkelling 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

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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
Information provided by the property may be translated using automated translation tools

Pets

Pets are allowed
Service animals are welcome, and are exempt from fees

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
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 indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock
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
Property Registration Number 25230-133035

Property is also known as

2450-249477

About the area

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. USCGC Ingham Maritime Museum and Florida Keys Eco - Discovery Center are also worth visiting. Jet skiing and scuba diving offer great chances to get out on the surrounding water, or you can seek out an adventure with ecotours and cycling nearby. Visit our Key West travel guide
View more Condo rentals in Key West
Map
Key West, FL

What's nearby

  • Duval Street featuring signage
    Duval Street
    6 min walk - 0.5 km
  • Ernest Hemingway Home and Museum featuring heritage elements and a house
    Ernest Hemingway Home and Museum
    6 min walk - 0.5 km
  • Fort Zachary Taylor Historic State Park showing military items, heritage elements and interior views
    Fort Zachary Taylor Historic State Park
    8 min walk - 0.7 km
  • Mallory Square showing a square or plaza, outdoor art and signage
    Mallory Square
    11 min walk - 1.0 km
  • Florida Keys National Marine Sanctuary
    5 min walk - 0.4 km

Getting around

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

Restaurants

  • Green Parrot Bar
    4 min walk
  • Willie T's
    6 min walk
  • Mangoes Restaurant
    7 min walk
  • Blue Heaven
    8 min walk
  • Rams Head Southernmost
    7 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.

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 Fort Zachary Taylor Historic State Park are also within 15 minutes.

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

Reviews

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
Rating 10 - Excellent. 39 out of 42 reviews
Rating 8 - Good. 1 out of 42 reviews
Rating 6 - Okay. 1 out of 42 reviews
Rating 4 - Poor. 0 out of 42 reviews
Rating 2 - Terrible. 1 out of 42 reviews

9.8

Cleanliness

10

Location

Reviews

Verified

10/10 Excellent

Lindsey M.

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

Great spot

Great location
Stayed 10 nights in Oct 2024
Verified

10/10 Excellent

Connie R.

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
Verified

10/10 Excellent

Rita W.

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

10/10 Excellent

Larry B.

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
Verified

10/10 Excellent

Denise A.

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
Verified

10/10 Excellent

Lori L.

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
Verified

10/10 Excellent

James F.

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
From a partner site

10/10 Excellent

Patricia C.

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.
Verified

10/10 Excellent

Greg G.

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
From a partner site

10/10 Excellent

Mary C.

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
Verified

10/10 Excellent

Kelly R.

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
Verified

10/10 Excellent

Joyce M.

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
From a partner site

10/10 Excellent

Agnes A.

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.

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!!
Verified

10/10 Excellent

Kevin M.

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

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
From a partner site

10/10 Excellent

Cindy C.

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.
Stayed 16 nights in Nov 2024
From a partner site

10/10 Excellent

Charles L.

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.
Verified

10/10 Excellent

Christy K.

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

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
Verified

6/10 Okay

Felicia C.

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.

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.
Verified

10/10 Excellent

Gary E.

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

10/10 Excellent

Chris S.

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
Verified

10/10 Excellent

Christian S.

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
Verified

10/10 Excellent

David K.

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
Verified

10/10 Excellent

Arthur H.

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