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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 - Quaint Island Escape Condo w/Spacious Balcony Deck in Beautiful Truman Annex (Key West)
Marina - Quaint Island Escape Condo w/Spacious Balcony Deck in Beautiful Truman Annex (Key West)
Outdoor pool, a heated pool - Quaint Island Escape Condo w/Spacious Balcony Deck in Beautiful Truman Annex (Key West)
Property grounds - Quaint Island Escape Condo w/Spacious Balcony Deck in Beautiful Truman Annex (Key West)
Children’s area - Quaint Island Escape Condo w/Spacious Balcony Deck in Beautiful Truman Annex (Key West)
Nestled in the prestigious Truman Annex, Island Escape Condo offers a tranquil retreat with a spacious covered deck surrounded by tropical foliage. Unwind on the deck, enjoy dining and sitting for four, or take advantage of ceiling fans and plenty of natural light. With bike racks beside the condo and one parking stall at your front door, this corner condo provides more privacy.

Reviews

10 out of 10
Exceptional

Entire condo

1 bedroom1 bathroomSleeps 274 sq m

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Air-conditioning

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.

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

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
  • 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

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

Pets

Pets not 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

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

We should mention

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

Property is also known as

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

About the area

Located in Old Town Key West, a neighbourhood in Key West, this condo is near a water park and on the waterfront. 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. 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 featuring outdoor art, a square or plaza 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.)
    15 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 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.

How much is parking at Quaint Island Escape Condo w/Spacious Balcony Deck in Beautiful Truman Annex?

On-site parking is available at the 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 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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Quaint Island Escape Condo w/Spacious Balcony Deck in Beautiful Truman Annex 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. 166 out of 176 reviews
Rating 8 - Good. 9 out of 176 reviews
Rating 6 - Okay. 1 out of 176 reviews
Rating 4 - Poor. 0 out of 176 reviews
Rating 2 - Terrible. 0 out of 176 reviews

10

Cleanliness

10

Location

Reviews

Verified

10/10 Excellent

Jared S.

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

10/10 Excellent

Sabrina L.

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

10/10 Excellent

William B.

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

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
Verified

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
Verified

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
Verified

10/10 Excellent

Robert K.

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
Verified

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
Verified

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
Verified

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
Verified

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
Verified

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
Verified

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
Verified

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
Verified

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
Verified

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
Verified

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
Verified

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
Verified

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
Verified

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
Verified

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
Verified

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
Verified

10/10 Excellent

jocelyn S.

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

4th of July week

Great location to beach. Duval St and Mallory Square. Condo was great. If you like extra pillows I would bring them. There were 4-2 very firm and 2 very flat but we made do. Also there is no dishwasher just an fyi. But our stay was great and Jean did a great job of communicating and when I had questions she was very responsive.
Stayed 7 nights in Jul 2023
Verified

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
Verified

10/10 Excellent

Linda M.

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

Key West!

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