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Furnished 2BR Condo – Gated Old Town Key West – Monthly/Seasonal – Walk to Duval

Photo gallery for Furnished 2BR Condo – Gated Old Town Key West – Monthly/Seasonal – Walk to Duval

A living room with a sofa, a coffee table, and a dining area with chairs and a table.
A gated entrance to Shipyard Condominiums with a white picket fence, palm trees, and a flag.
A kitchen with a built-in island, a dining area with a table and chairs, and a hallway leading to a living room.
Interior
Living area

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area

Highlights

  • The great outdoors
    Guests love the outdoor space here.
  • Outdoor pool
    The outdoor pool is a refreshing retreat under the open sky - a rare gem in this area.
  • Walkable and wonderful
    Guests love the walkable location for its easy access on foot.
  • Discover nearby landmarks
    Walk to Duval Street
2 bedrooms1 bathroomSleeps 4

Popular amenities

  • Private pool
  • Spa pool on site
  • Onsite parking available
  • Kitchen
  • Washing machine
  • Air-conditioning

Explore the area

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

Rooms & beds

2 bedrooms (sleeps 4)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

1 bathroom

Bathroom 1

Bathtub or shower · Toilet

Spaces

Deck or patio
Porch or lanai
Kitchen
Outdoor play area
Dining area

About this property

Furnished 2BR Condo – Gated Old Town Key West – Monthly/Seasonal – Walk to Duval

Furnished 2BR/1BA condo available for monthly stays (28-night minimum) in the gated Truman Annex community of Old Town Key West. Ideal for snowbirds, remote workers, traveling professionals, or anyone wanting to live in Key West for a few months. Available now through January 2027 — happy to rent for one month or 3, 4, or 5-month stretch.

Recently renovated and fully equipped for comfortable longer-term living: full kitchen with all-new appliances, in-unit washer/dryer, central A/C, linens and towels provided, flat-screen TVs in both bedrooms and living room, and wireless internet. The king-bed master and queen guest room. End unit on the ground floor with French doors opening to a private back deck and patio.

Inside the prestigious gated Truman Annex: assigned parking, pool access, manicured grounds, and a quiet, park-like setting — yet two blocks from Duval Street. Walk to Fausto's grocery, the Green Parrot, and Fort Zachary Taylor State Park.

My VRBO guests have rated this place 10/10 (top 10% in the area). Reach out with your dates and I'll get right back to you.
You can reach me at +1 914 648 8943 or flgittins@icloud.com.
Looking forward to talking with you.
Best. Francine

Add dates for prices

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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

Important information

You need to know

Property # 3063401vb
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 and a deadlock

About the area

Key West

Located in Old Town Key West, a neighbourhood in Key West, this condo is next to a golf course and on the waterfront. Southernmost Point and Ernest Hemingway Home and Museum are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and Fort Zachary Taylor Historic State Park. Ready for a night out? Consider The Key West Theater and Sloppy Joe's Bar. Discover the area's water adventures with jet skiing, kayaking and scuba diving nearby, or enjoy the great outdoors with cycling.
Map
Key West, FL

What's nearby

  • Duval Street - 4 min walk - 0.4 km
  • Florida Keys National Marine Sanctuary - 6 min walk - 0.6 km
  • Ernest Hemingway Home and Museum - 8 min walk - 0.7 km
  • Fort Zachary Taylor Historic State Park - 9 min walk - 0.8 km
  • Mallory Square - 12 min walk - 1.1 km

Getting around

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

Restaurants

  • ‪Green Parrot Bar - ‬4 min walk
  • ‪Blue Heaven - ‬6 min walk
  • ‪Moondog Cafe & Bakery - ‬6 min walk
  • ‪Mangoes Restaurant - ‬5 min walk
  • ‪Bourbon Street Pub - ‬6 min walk

Frequently asked questions

Does Furnished 2BR Condo – Gated Old Town Key West – Monthly/Seasonal – Walk to Duval have a pool?

Yes, this property has an outdoor pool.

Is Furnished 2BR Condo – Gated Old Town Key West – Monthly/Seasonal – Walk to Duval pet-friendly?

No, pets are not allowed at this property.

How much is parking at Furnished 2BR Condo – Gated Old Town Key West – Monthly/Seasonal – Walk to Duval?

On-site parking is available at the property.

What time is check-in at Furnished 2BR Condo – Gated Old Town Key West – Monthly/Seasonal – Walk to Duval?

Check-in begins at 4:00 PM.

What time is check-out at Furnished 2BR Condo – Gated Old Town Key West – Monthly/Seasonal – Walk to Duval?

Checkout is at 10:00 AM.

Where is Furnished 2BR Condo – Gated Old Town Key West – Monthly/Seasonal – Walk to Duval located?

Located in Old Town Key West, this golf condo building is within a 5-minute walk of We Cycle Key West and Duval Street. Florida Keys Beaches and Ernest Hemingway Home and Museum are also within 10 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. 27 out of 28 reviews
Rating 8 - Good. 1 out of 28 reviews
Rating 6 - Okay. 0 out of 28 reviews
Rating 4 - Poor. 0 out of 28 reviews
Rating 2 - Terrible. 0 out of 28 reviews

9.8/10

Cleanliness

9.8/10

Check-in

9.8/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Ben B.

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

Great Place!

Great Place, nice and quiet little gated community that’s just a couple minute walk from Duval Street.
Stayed 7 nights in Mar 2025
Verified

10/10 Excellent

Samantha U.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Location is great and safe. Super clean, inviting and gives the sense of “home”. Francine is a wonderful host and I hope to be able to book with her in the future!
Stayed 6 nights in Sep 2025
Verified

10/10 Excellent

David G.

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

Great property!

Updated, clean, comfortable king size bed, great location!
Stayed 10 nights in Oct 2023
Verified

10/10 Excellent

Kate W.

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

Great Space Close to everything

Great condo, fully stocked and the bed was really comfy!
Stayed 5 nights in Aug 2024
Verified

10/10 Excellent

Deona I.

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

Great place!

Property was located to all areas of interest! Enjoyed the vacation. Our host was wonderful even provided us with a Christmas tree and decorations. Highly recommend this location!
Stayed 9 nights in Dec 2023
Verified

10/10 Excellent

Michaeline S.

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

Great location

We were very comfortable in this condo, the best thing about it is the location. We were able to walk everywhere we wanted to go.
Stayed 4 nights in Jun 2024
Verified

10/10 Excellent

Eric G.

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

Nice Condo

The condo was very nice and clear. Great location to Duval Street and Chak the Parriot.
Stayed 9 nights in May 2025
Verified

10/10 Excellent

Edward M.

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

Location

Great spot providing access to everything
Stayed 7 nights in Apr 2024
Verified

10/10 Excellent

Gayanna G.

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

Perfect location, fabulous hostess

This is the best location to stay on the Island! We did not rent a car so we walked and biked everywhere. The owner Francine was so accommodating and had some great recommendations. We will definitely stay here again!
Stayed 7 nights in Mar 2023
Response from VrboOwner on 3 Apr 2023
Gayanna and her friends were great renters. I had the chance to meet them and enjoyed talking about Key West and all the activities around the island. Would love to have them stay again. Best, Francine
Verified

10/10 Excellent

bryan d.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We totally enjoyed our stay in Key West. Francine’s condo provided everything we needed. The patio with tropical plants was a great place to enjoy morning coffee. A beautiful place and a wonderful place to stay — thank you so much! This was our first time in the Keys, and we couldn’t have had a better experience. We’re already looking forward to coming back soon!Best host in Keys!! - Danfords :)
Stayed 7 nights in Jul 2025
Verified

10/10 Excellent

Mike C.

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

Best Location!

Grteat location, walkable to everything - especially the Amphitheatre 5 min away. Very clean and well appointed. Highly recommend.
Stayed 7 nights in Jan 2023
Response from VrboOwner on 24 Jan 2023
Thanks Mike. It was great having you guys as guest. Look forward to seeing you again. Safe travel back home. Francine
Verified

10/10 Excellent

Stephanie K.

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

Best Location

Had a wonderful time at this property. Its our families 2nd time staying in this unit. Everything is walkable from here, which we love. Francine was extremely responsive and the rental process was a breeze. We will be back (hopefully sooner than later)!
Stayed 4 nights in Mar 2025
Verified

10/10 Excellent

Ray M.

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

Updated condo in great location

This unit was very clean and walkable to about anything you would want to do. It has a well maintained outdoor space for meals or relaxing. The owner is easy to reach and responds quickly to any questions that may arise.
Stayed 7 nights in Nov 2024
Verified

10/10 Excellent

Melinda R.

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

One Week in Paradise. Delivered!

This property is perfectly located near everything. The property owner, Francine, communicated quickly, answered all our questions, and was very responsive. The whole property is well maintained, and feels extremely safe. I'm looking forward to staying here again.
Stayed 7 nights in Mar 2024
Response from VrboOwner on 8 Apr 2024
Melinda is a great guest — the condo was left so clean and she is so accommodating as I had potentially workers who were supposed to come to the condo. I highly recommend her and her party.
Verified

10/10 Excellent

Chris A.

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

Charming condo

This condo was perfect for our week stay in Key West. The furniture and master bedroom was very comfortable! The back private patio was a great bonus with beautiful landscaping which made the area so cozy. It’s location is very convenient to Duval Street and walking distance to so many restaurants and bars. We won’t hesitate to stay here again.
Stayed 5 nights in Jan 2023
Verified

10/10 Excellent

Paul W.

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

Key West Visit

We stayed at Francine's lovely apartment, everything stated was correct apartment was lovely with quality furnishings. Check in and communications spot on . Location was fantastic and the bonus was the places she recommended to dine and eat were just great. Thank you so much Francine we will be back !
Stayed 4 nights in Nov 2023
Verified

10/10 Excellent

Stephen S.

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

Shipyard Condo

We were tremendously happy with all of the amenities provided in the condo which made it a wonderful stay. We wanted for nothing.
Stayed 7 nights in Apr 2024
Verified

10/10 Excellent

Dave P.

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

Birthday week

The house was everything we could have asked for. Close to everything we wanted , restaurants, shops , entertainment, Duval Street . But it’s far away enough to have quiet evenings on the deck . Definitely going to go back !
Stayed 4 nights in Apr 2024
Verified

10/10 Excellent

Jennifer D.

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

Cute Place & Perfect Location

We Loved our stay! Beautiful place and nicely decorated. Keypad entry is super nice. Location is perfect and within walking distance to everything. We had all the supplies we needed for a great visit. Nice and quiet location in complex. We loved the patio and being able to cook our own food. Our only complaint wood be tiny ants in kitchen (I'm sure this is a common problem in warmer climates then where we live).
Stayed 7 nights in Oct 2024
Verified

10/10 Excellent

Melinda B.

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

Very nice condo in a great location.

We stayed here for several nights and did not have a single issue. The owner was very pleasant and responsive to any questions we had. It was a short walk to downtown and the beach. The condo was very clean and orderly. We would absolutely book again should we return to Key West. Thank you Francine!
Stayed 5 nights in Aug 2023
Verified

10/10 Excellent

Angela B.

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

Beautiful condo & great location

This condo was lovely, extremely well-stocked, clean, and welcoming. The temps in Key West were high during our visit, but the powerful ceiling fans in every room kept the place very cool. Our daughters enjoyed the variety of games available on a rainy day. The beds are beyond comfortable and plenty of towels to go around. The location was perfect. Close enough to Duval for quick walk to dinner and shopping, but far enough for quiet nights on the back patio.
Stayed 4 nights in Jul 2024
Verified

10/10 Excellent

Susan D.

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

Nice location and updates

Wonderful last minute Christmas visit to Key West. This location is perfect and was an easy walk to everything. The only complaint that I had was minor. The floor and living room rug could use some cleaning, but this is common for rentals. Everything else was obviously new. We would return here for another visit.
Stayed 7 nights in Dec 2024
Verified

10/10 Excellent

Beth R.

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

Perfect little spot

Great little spot with all of the necessary goods to save some dough by making breakfast & having coffee (Cuban Coffee Queen's coffee is amazing) in and spending dough for dinners and adventires. Francine has all the goods to prepare meals, make frozen cocktails, etc. The bed is amazing! So comfortable and I love that the doors open to the patio. She was very welcoming and available if needed. Thank you Francine for sharing this space with us!
Stayed 7 nights in May 2023
Verified

10/10 Excellent

gary p.

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

Dreams of Key West

We found this listing on VRBO, it was listed as remodeled. It exceeded our every expectation! Clean, modern, safe, fully equipped with everything we needed for us & our adult children 34 & 33. Located in heart of old town we walked everywhere. And Francine our host was outstanding, she went above & beyond in every way to make our trip so memorable. When we return, we won't even look at other options, for quality & value this is the best place we have stayed. Made our dreams come true!!!
Stayed 5 nights in May 2023
Verified

8/10 Good

Kerri Ann R.

Liked: Cleanliness, location, listing accuracy
Disliked: Check-in, communication

Hard 2 find

Nice clean condo. Took us over a half an hour to find it because it was not labeled correctly. There was not an address on it, or some tote it off the door. Tried calling the property manager several times and never answered the whole time we were there. Left a message and never returned our call Nice amenities.
Stayed 2 nights in May 2024
Response from VrboOwner on 10 May 2024
So sorry to hear. I believe you might not have had the right phone number as I never received a call or any messages. Again. Apology for this inconvenience.

About the host

Hosted by Francine Lecompte Gittins

Host profile image
Hello, I am French Canadian (from Montreal) and I lived in San Francisco Bay Area (Marin County) for over 15 years, then moved to the south of France (Nice/Antibes/Cannes) and then, moved to Manhattan (midtown) where I stayed for over 10 years. I have now settled in Key West and have renovated this condo in the fall of 2022 (October) and listed it on VRBO. This is why I do not have yet ranking as I am new on VRBO. You will not be disappointed if you stay at my place. I will make sure that you will enjoy your stay.

I initially thought Key West would be too small to keep me busy but it is the opposite. People are so nice, happy and welcoming and we have many activities between arts, museums, water sports and more. As a person, I love biking, taking walks and sharing great moments with friends and family around a glass of wine (or two) and food.

Please do not hesitate to contact me if you have any questions or concerns and looking forward to getting reviews from you.

Looking forward to talking and hopefully meeting you soon in "Sunny Key West".

Why they chose this property

Many of you have been to Key West so there is little to add except to say the condo is located at the "Truman Annex" but those of you who have not yet been to Key West, Truman Annex is in the heart of old town but away from the noise.

You can walk everywhere from the condo and come by for a siesta in the afternoon where it is calm and relaxing. We are really close to Truman Little White house where President Harry S Truman began using this former naval officer residence in November 1946 as his winter White House. Truman spent 11 working vacations here frequently meeting with high-ranking officials. Key West is also the home of many other well known celebrities such as: Ernest Hemingway, Jimmy Buffet to mention only a couple.

What makes this property unique

You do not need a car -- you can walk everywhere.
You can access the beach in less than 10 minutes walk, stroll by the water in less than 5 minutes and discover old town Key West with all its attractions at your doorstep.
And if you are looking for calm and relaxing time, walk back to the condo and sit by the pool while taking a nap on the lounge chairs.
You have access to a private pool on the property and the golf course is about 10-15 minute drive.
All kitchen appliances are new, the king and queen size beds are also new -- as I said, it was remodeled in October 2022.

Languages:

English, French

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