Condo

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

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

Spacious Back Deck
Upper Deck
Spacious Upper Deck
Large upper deck end unit bicycle parking
Entry to Island Escape w/parking in front of condo

Reviews

10 out of 10
Exceptional
1 bedroom1 bathroomSleeps 274.3 sq m

Popular amenities

  • Dryer
  • Washer
  • Parking available
  • Kitchen
  • Outdoor space

Explore the area

Map
Key West, FL
  • Duval Street
    ‪6 min walk‬
  • Ernest Hemingway Home and Museum
    ‪9 min walk‬
  • Mallory Square
    ‪11 min walk‬
  • Key West, FL (EYW-Key West Intl.)
    ‪15 min drive‬

Rooms & beds

1 bedroom (sleeps 2)

Bedroom 1

1 Queen Bed

1 bathroom

Bathroom 1

Toilet · Shower only

Spaces

Deck or patio
Kitchen
Balcony
Dining area

About this property

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.
This is a Saturday to Saturday weekly condo for the rest of 2025. Starting Jan 2026 , this beautiful condo will become monthly! Stays will have to be 28- 30 days. Discount for monthly rental. Make plans to stay longer, relax or work remotely from paradise for a full month in 2026. Included is a 10% discount for monthly rentals.
-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

Property manager

Jean Kemp
Premier Host

Languages

English

Add dates for prices

Amenities

Pool
Kitchen
Washer
Dryer
Free WiFi
Air conditioning

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted
Non smoking condo

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
Long-term renters welcome
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, a first aid kit and a deadlock

We should mention

A car is not required for transport to and from this property

About the area

Key West

Located on the waterfront, 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. Discover the area's water adventures with jet skiing and kayaking nearby, or enjoy the great outdoors with ecotours and cycling.
Map
Key West, FL

What's nearby

  • Duval Street - 6 min walk - 0.5 km
  • Ernest Hemingway Home and Museum - 9 min walk - 0.8 km
  • Mallory Square - 11 min walk - 1.0 km
  • Fort Zachary Taylor Historic State Park - 11 min walk - 1.0 km
  • Southernmost Point - 16 min walk - 1.4 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 15 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

Frequently asked questions

Does Quaint Island Escape Condo w/Spacious Balcony Deck in Beautiful Truman Annex have a pool?

Yes, this property has an outdoor pool. Pool types include heated pools.

Is Quaint Island Escape Condo w/Spacious Balcony Deck in Beautiful Truman Annex pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Quaint Island Escape Condo w/Spacious Balcony Deck in Beautiful Truman Annex?

Check-in begins at 4:00 PM.

What time is check-out at Quaint Island Escape Condo w/Spacious Balcony Deck in Beautiful Truman Annex?

Checkout is at 10:00 AM.

Where is Quaint Island Escape Condo w/Spacious Balcony Deck in Beautiful Truman Annex located?

Located in Old Town Key West, this condo building is within a 10-minute walk of We Cycle Key West, Duval Street and Ernest Hemingway Home and Museum. Mallory Square and Fort Zachary Taylor Historic State Park are also within 15 minutes.

Reviews

10

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. 155 out of 165 reviews
Rating 8 - Good. 9 out of 165 reviews
Rating 6 - Okay. 1 out of 165 reviews
Rating 4 - Poor. 0 out of 165 reviews
Rating 2 - Terrible. 0 out of 165 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Lisa B.

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

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, check-in, communication, location, listing accuracy

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, check-in, communication, location, listing accuracy

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, check-in, communication, location, listing accuracy

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, check-in, communication, location, listing accuracy

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, check-in, communication, location, listing accuracy

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, check-in, communication, location, listing accuracy

Great stay again

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

10/10 Excellent

Nancy B.

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

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, check-in, communication, location, listing accuracy

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.

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

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.

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

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, check-in, communication, location, listing accuracy

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, check-in, communication, location, listing accuracy

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, check-in, communication, location, listing accuracy

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, check-in, communication, location, listing accuracy

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

10/10 Excellent

Barry B.

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

Our time at Island Escape Key West

This is the 15th year we have stayed at Island Escape and we enjoyed ourselves completely. As usual, there were several upgrades when we arrived and they added to our enjoyment of the property. Jean and Lowell checked in with us to ensure that there was nothing else we needed. A completely enjoyable experience.
Stayed 112 nights in Dec 2023

10/10 Excellent

Monti L.

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

Love Quaint Island Escape!

We love staying here when we come to Key West. We love sitting on our balcony, drinking coffee and relaxing. Time by the pool is always a must! We have never been in December; so, seeing all of the Christmas, decorations and lights was very cool.
Stayed 7 nights in Dec 2023

10/10 Excellent

Robert K., Ft Lauderdale, USA

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

Great condo

The unit was very clean, had a great location, and we really loved the covered back porch.
Stayed 7 nights in Nov 2023

10/10 Excellent

Betty M.

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

Fantastic deck

Fantastic. We have stayed at this property numerous times. Great location close to restaurants and all of our favorite entertainment venues, perfect size, quiet, and a perfect covered deck. All of the amenities that you could possibly want.
Stayed 7 nights in Oct 2023

10/10 Excellent

Julie H.

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

Great Trip

Great stay in a great location
Stayed 7 nights in Oct 2023

10/10 Excellent

monique h.

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

Beautiful Island Escape

The Island Escape condo at the Truman Annex was perfect. I was vacationing with friends who were staying in another unit in the same complex. It was very convenient that we were both located in the same complex, and the condo was also very conveniently located to everything we wanted to do in Key West. The one bedroom unit was clean and well equipped with everything I needed for a one week stay. I especially enjoyed the back patio. The owner / property manager provided plenty of information and was pleasant to interact with. Our group usually comes to Key West once per year - I will definitely be looking for the same unit again next time.
Stayed 7 nights in Oct 2023

10/10 Excellent

Dana A.

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

Island vacation

Best location for couple to spend a week or longer.
Stayed 7 nights in Sep 2023

10/10 Excellent

Scott M.

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

Retirement Kickoff!

Tge property was great. This is the second time we have stayed at the property.
Stayed 7 nights in Aug 2023

10/10 Excellent

Sabrina L.

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

Amazing!

This property is wonderful! It is clean and has all of the amenities needed. It is quiet and private, and within walking distance of anything you would need or anywhere you would need to go.
Stayed 7 nights in Aug 2023

10/10 Excellent

Michael M.

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

Island Oasis

We were very pleased. Great location to everything. Bike rental suggestion made things very easy.
Stayed 7 nights in Jul 2023

About the host

Hosted by Jean Kemp

Host profile image
About the Owners: When not in Key West my husband and I live and own a power sports business in Kansas. We have 2 sons and 5 grandchildren. We have owned in Truman Annex Shipyard since 2001. We love to travel and use Home Away/VRBO for all of our travel accommodations. After visiting Key West a few times we fell in love. The tropical feel, people are having fun and relaxed, lots to see and do. We knew we had to own. It is a pleasure to share our condo with others so they can also fall in love with this beautiful historic city.

Why they chose this property

The Truman Annex is the perfect location, you are close to everything, it's a quiet gated community. You don't need a car, you can walk or bike everywhere. Come see why people love Key West and see what it's like to be in PARADISE!

What makes this property unique

Windows across the front of condo bring in lots of light and tropical breezes. The large covered back deck is everyone's favorite spot to hang out, entertain or relax. Secure parking in front of condo and bike racks next to condo. Corner unit provides more privacy. The Truman Annex is a popular place to stay cause folks like the close proximity to everything.

Languages:

English

Premier Host

They consistently provide great experiences for their guests