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Quaint Island Escape Condo w/Spacious Balcony Deck in Beautiful Truman Annex

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Beach nearby, sun-loungers, beach towels
Outdoor pool, a heated pool
Property grounds
Marina
Children’s area

Reviews

10 out of 10
Exceptional

Entire condo

1 bedroom1 bathroomSleeps 274 sq m

Popular amenities

  • Dryer
  • Washer
  • Kitchen
  • Outdoor space

Explore the area

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

Room options

Similar properties

Exterior
Steps from Duval, Pool on Site & Bikes Included!
  • Pool
  • Hot tub
  • Kitchen
  • Washer
4.8 out of 5, Exceptional, 409 reviews
The price is €263
includes taxes & fees
30 Nov - 1 Dec
Steps from Duval, Pool on Site & Bikes Included!

About this property

Entire place

You'll have the entire condo to yourself and will only share it with other guests in your party.

Quaint Island Escape Condo w/Spacious Balcony Deck in Beautiful Truman Annex

This lovely Island Escape Condo is a upper level condo located in the prestigious Truman Annex. Not just another rental property! Location is everything.!!! Close to Duval.
Starting Jan 2026 , this beautiful condo will become monthly! Stays will have to be 28- 30 days. 10% discount for monthly rentals. Make plans to stay longer, relax or work remotely from paradise for a full month in 2026.
-Large private corner balcony
- Free High Speed Internet
- Secure Parking
- Fully equipped kitchen with microwave
- Washer and Dryer
- Towels, Linens, Beach Chairs
- Large community swimming pool for Shipyard residents
- Water park across the street
- Entertainment and cuisine in easy walking distance
- Close to Fort Zachary park and Beach (Key West's most beautiful Beach)
- Just a few blocks to Mallory Square


Our favorite room is the spacious covered deck that opens up from living room with ceiling fans, tropical foliage, dining/sitting for 4.
The Island Escape is a corner condo which allows for more privacy. The condo's parking stall is right at your front door and bike racks beside condo. Shipyard community pool is close and heated. Windows across the front of the condo let in lots of light and tropical breezes. No need for a car you can walk 2 blocks to Duval Street where you will find restaurants, shopping, night clubs and museums. Fort Zachary Beach is also close. You can rent kayak, canoe, or paddle board and launch on the beach. You can also picnic or grill in the park. Mallory Square where sunset is celebrated every night has local vendors and entertainment. Breakfast at Blue Heaven, visit Hemingway's House then have a drink and enjoy music at the infamous Green Parrot Bar. Visit the Historic Seaport District where you can watch boats, find great dining or catch a sunset cruise.
Check out the Waterfront/Splash Park just behind the complex. Playground for kids, walk the pier at night to watch sunsets, entrance to Fort Zachary Beach and much more. You are close to everything!!!
This condo is also our vacation home. We take pride in our condos and want our guests to relax and feel as if they are in their home away from home.
To see our other VRBO Key West listings:
Truman Annex Shipyard (2 bed, 1 bath) Conch Retreatvrbo.com/261681ha
Truman Annex Shipyard (3 bed, 2 bath) Sea Breeze Cottage vrbo.com/987489ha
During your stay at this condo building, you're just a quick walk from Duval Street. Enjoy features like an outdoor pool, a water park and laundry facilities. The condo includes amenities such as free WiFi and a kitchen.
  • Air-conditioned condo with kitchen, washer/dryer and balcony
  • Free WiFi
  • Splash around at the water park or swim in the outdoor pool
  • Amenities include laundry facilities
  • Within a 10-minute walk of Duval Street and Ernest Hemingway Home and Museum
Quaint Island Escape Condo w/Spacious Balcony Deck in Beautiful Truman Annex offers its guests a water park and an outdoor pool.

This Key West condo is smoke free.

Property amenities

Beach

  • Beach nearby
  • Beach loungers
  • Beach towels

Ski

  • Close to skiing

Pool/Spa

  • Communal pool
  • Heated pool
  • Outdoor pool

Internet

  • Available in the condo: Free WiFi

Parking and transport

  • Car not required
  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Hob
  • Ice maker
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Toaster

Dining

  • Dining table

Bedrooms

  • Bedroom
  • Bedsheets provided

Bathroom

  • 1 bathroom
  • Hair dryer
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • Books
  • Smart TV with cable/satellite channels
  • Stereo

Outdoor areas

  • Balcony
  • Outdoor furniture

Laundry

  • Laundry facilities
  • Washer/dryer

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property
  • Note from host: non smoking condo

Services and conveniences

  • Iron/ironing board

Location highlights

  • In the city centre
  • Near a health/beauty spa
  • Near a hospital
  • Near the marina
  • Near the sea
  • On the waterfront

Things to do

  • Heated pool
  • Water park
  • Basketball nearby
  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Parasailing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkelling nearby
  • Surfing/bodyboarding nearby
  • Swimming nearby

Safety features

  • No carbon monoxide detector or gas appliances (host has indicated there are no carbon monoxide detectors or gas appliances on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

General

  • Gated community
  • Unit size: 800 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in and check-out are available
Minimum check-in age - 25

Check-out

Check-out before 10:00 AM
Contactless check-out

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.

Events

No events allowed

Smoking

Smoking is not permitted
Non smoking condo

Important information

You need to know

This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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
Long-term renters welcome
Host has indicated that there are no carbon monoxide detectors or gas appliances on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit 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
You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account, which will enable you to manage your booking.

Property is also known as

Island Escape W/spacious Balcony Deck Beautiful Truman Annex
Island Escape W/spacious Balcony Deck Beautiful Truman Annex

Reviews

Quaint Island Escape Condo w/Spacious Balcony Deck in Beautiful Truman Annex Reviews

10

Exceptional

10/10

Cleanliness
Rating 10 - Excellent. 165 out of 175 reviews
Rating 8 - Good. 9 out of 175 reviews
Rating 6 - Okay. 1 out of 175 reviews
Rating 4 - Poor. 0 out of 175 reviews
Rating 2 - Terrible. 0 out of 175 reviews

Reviews

10/10 Excellent

Sabrina L.

Liked: Cleanliness
We absolutely love staying here! The location is perfect and we can walk just about anywhere we want to go. We are close enough to any type of activity and entertainment but yet it is a very quiet peaceful place with a lovely pool. Our host has always been very gracious and accommodating. We highly recommend this little Jim.
Stayed 7 nights in Nov 2025

10/10 Excellent

William B.

Liked: Cleanliness
This is a great location the place was exactly as advertised if not better. Communication with the host was effortless. 10 out of 10 will Definitely be back
Stayed 7 nights in Nov 2025

10/10 Excellent

Jared S., Knoxville Tennessee

Liked: Cleanliness
Excellent space to relax. The back porch was a great spot to enjoy morning coffee as well as an afternoon cocktail!
Stayed 8 nights in Oct 2025

10/10 Excellent

Teresa L.

Liked: Cleanliness
Wonderful place to stay! This was our 4th time staying here! Very clean, great hosts and amazing location!
Stayed 7 nights in Aug 2025

10/10 Excellent

Deb B.

Liked: Cleanliness

Great Stay in Paradise

The unit was clean, exactly as pictured and described. The standout feature was the large balcony with a spacious, comfortable patio table—perfect for enjoying peaceful mornings with coffee and breakfast while listening to birds in the trees. The kitchen was well-equipped with coffee maker and full refrigerator. The in unit washer and dryer was an added convenience. Centrally located, the unit was just a block from the Duval Loop bus, making it easy getting around as well as sightseeing along the way. Jean was responsive and helpful throughout the stay. Highly recommended, and would gladly book again.
Stayed 7 nights in Jul 2025

10/10 Excellent

Sabrina L.

Liked: Cleanliness
We absolutely love staying at Quaint Island Escape. The condo is clean, well taken care of and comfortable. It has a lovely covered balcony. We spent a great deal of time at the pool, which is wonderful. Within walking distance of just about anything we wanted to do. The host is very communicative.
Stayed 7 nights in Jul 2025

10/10 Excellent

Linda M.

Liked: Cleanliness

Key West!

The condo was awesome!!! The best location for walking and biking! Beautiful grounds!
Stayed 7 nights in Jun 2025

10/10 Excellent

Christina B., The Villages

Liked: Cleanliness
Wonderful stay as always. Jean is the best host. Easy to communicate with and the home is peaceful and lovely. This is the second time we've stayed at her property and hope to return again.
Stayed 9 nights in Jun 2025

10/10 Excellent

Sabrina L.

Liked: Cleanliness
We absolutely love this Condo! It is very clean and has the amenities we enjoy. It has a beautiful balcony deck to sit and enjoy. This past week it rained a couple of days and I enjoyed reading a book out there. So peaceful. The complex itself is very well, very quiet and perfect for us. We spend a lot of time at the pool. Jean is an amazing host and has taken very good care of us!
Stayed 7 nights in May 2025

10/10 Excellent

Jackie S.

Liked: Cleanliness

Truman Annex in Key West is the best

My husband & I enjoyed a week long stay at this gem of a condo that was very clean, spacious, decorated adorably & felt like our own home away from home in paradise. We loved the location as we walked everyday everywhere but also drove several times to Fort Zachary Taylor State Park, which was an ideal beach. We enjoyed the pool at Truman Annex & the new friends we made. Hopefully, we will be able to return to this unit soon.
Stayed 7 nights in May 2025

10/10 Excellent

Lisa B.

Liked: Cleanliness

KE

The property was the perfect size for the two of us. We enjoyed the deck tremendously. The location was great and we used the free bus transit to get to the places a bit further than we wanted to walk.
Stayed 7 nights in Apr 2025

10/10 Excellent

Barry B.

Liked: Cleanliness

Home Away From Home

This is the 15th time we have stayed here, and every year the owners update something. We are always pleased.
Stayed 105 nights in Dec 2024

10/10 Excellent

Sabrina L.

Liked: Cleanliness

Perfect Getaway

We love staying here. The condo is always clean and has all the amenities we need. The location is perfect and we can walk to just about anywhere we need to. We enjoy the pool, which is kept very nice. Anytime we have a question or concern, the owner is so responsive. Highly recommend Quaint Island Escape!!
Stayed 7 nights in Dec 2024

10/10 Excellent

Rhiannon C.

Liked: Cleanliness

Stay in Paradise

The apartment was very well appointed in a great secure location. It is close to all the attractions Key West has to offer. Would definitely stay here again.
Stayed 7 nights in Nov 2024

10/10 Excellent

Ginger N.

Liked: Cleanliness

Love this place

Great location!! Great property!! Comfortable and quiet. Excellent communication from owner. Updated and loved sitting on the patio!! Kitchen doesn’t have any staple foods for cooking so make sure everything thing you need if you plan to cook.
Stayed 7 nights in Nov 2024

6/10 Okay

Charlie

Liked: Cleanliness

Island Escape Key West

Convenient location. Had everything we needed. Enjoyed the porch. Wish place had better blinds that blocked light and provided privacy.
Stayed 7 nights in Oct 2024

10/10 Excellent

Julie H.

Liked: Cleanliness

Great stay again

Brilliant location for the sights and sounds of Key West
Stayed 7 nights in Oct 2024

10/10 Excellent

Nancy B., Sarnia, Canada

Liked: Cleanliness

Getaway

Lovely one bedroom condo. We stayed here a week in September for the past three years. Close to everything KeyWest has to offer. Everything you would possibly need is provided in the condo.
Stayed 7 nights in Sep 2024

10/10 Excellent

Sabrina L.

Liked: Cleanliness

Lovely Place!

We love the condo! Have stayed several times and never disappoints!!! Communication is great! Location is perfect. Will be back!
Stayed 7 nights in Aug 2024

10/10 Excellent

Jason B., Waveland

Liked: Cleanliness

Great stay

Very clean, easy to access, excellent communication with owner, all around great experience.
Stayed 7 nights in Jul 2024

10/10 Excellent

Christina B., The Villages

Liked: Cleanliness

Great getaway

Loved our stay. We’ve stayed in this area before and really enjoyed coming back. This one bedroom apartment was perfect for me and my husband. Loved sitting on the porch the most.
Stayed 7 nights in Jun 2024

10/10 Excellent

David S.

Liked: Cleanliness

Great location for a week in paradise

We have stayed in the Truman annex many times including the Ship Yard condos which is a great location to be quiet clean beautiful grounds. Our condo was clean and quiet end unit. we will look foreward to the next time.
Stayed 7 nights in Jun 2024

10/10 Excellent

Brea M.

Liked: Cleanliness

Private and Secure

Location and condo was amazing. We were only a few blocks from a lot of offerings such as music, bar, museums, and more. We rented a golf cart for a few days. The assigned condo spot is right out front of the door though the neighbor had been using our spot because it was close. Not to worry we met such an amazingly nice gentleman who apparently happens to be on the condo association board who gave us an alternative spot to use. Just like anywhere in Florida plan for mosquitoes!
Stayed 7 nights in May 2024

10/10 Excellent

Sabrina L.

Liked: Cleanliness

Perfect Getaway!!

Love this place!! Always clean and has everything we need! Meets all expectations and then some!! Close to everything! And love the pool!
Stayed 7 nights in May 2024

10/10 Excellent

Tracy M.

Liked: Cleanliness

Perfect Key West condo ◡̈

Everything was perfect for our week long stay to celebrate our 30th anniversary! Location, location, location!!!! Close walk to all of the fun on Duval, and yet a super quiet condo to come home to at night! The back deck was our favorite room, perfect for coffee in the morning, and breezy nights taking in the tropical vibes!! The condo is a perfect size for 2 people; the pool is a gem that we enjoyed every day; great parking; the grounds are beautiful; condo is clean and welcoming. We would 100% stay here again on our next trip to KW… Jean was super quick to respond to us also. A+ stay.
Stayed 7 nights in Apr 2024