Condo

Key West Rooster

Photo gallery for Key West Rooster

A sign for Truman Waterfront Park with a clear sky and palm trees.
A two-story house with a green exterior, surrounded by palm trees and a garden path.
A narrow pathway flanked by white picket fences and lush greenery, leading to a building with a porch.
A bedroom with a bed, nightstands, a ceiling fan, a window with blinds, and wall art.
A neatly arranged bedroom with a bed, two bedside tables, and a wall-mounted map.

Reviews

10 out of 10
Exceptional

Highlights

  • Made for relaxation
    Top-rated for comfort — guests feel right at home here.
  • Games
    A rare find - enjoy a variety of games available on-site.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Close to Duval Street

Popular amenities

  • Balcony
  • Swimming pool
  • Air-conditioning
  • Refrigerator
  • Washing machine
  • Onsite parking available

Explore the area

View in a map
Key West, FL
  • Place, Duval Street
    ‪6 min walk‬
  • Place, Fort Zachary Taylor Historic State Park
    ‪8 min walk‬
  • Place, Mallory Square
    ‪11 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪11 min drive‬

Rooms & beds

2 bedrooms (sleeps 4)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Queen Bed

1 bathroom

Bathroom 1

Toilet · Shower only

Spaces

Deck or patio
Porch or lanai
Kitchen
Balcony
Dining area

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About the area

Key West

Located by the sea, this condo is in Old Town Key West, a neighbourhood in Key West. Fort Zachary Taylor Historic State Park and Ernest Hemingway Home and Museum are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and South Beach. Ready for a night out? Consider The Key West Theater and Sloppy Joe's Bar. Discover the area's water adventures with jet skiing and scuba diving nearby, or enjoy the great outdoors with hiking/biking trails and cycling.
Map
Key West, FL

What's nearby

  • Florida Keys National Marine Sanctuary - 5 min walk - 0.4 km
  • Duval Street - 6 min walk - 0.5 km
  • Fort Zachary Taylor Historic State Park - 8 min walk - 0.7 km
  • Ernest Hemingway Home and Museum - 9 min walk - 0.8 km
  • Mallory Square - 11 min walk - 0.9 km

Getting around

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

Restaurants

  • ‪Margaritaville - ‬7 min walk
  • ‪Green Parrot Bar - ‬4 min walk
  • ‪Blue Heaven - ‬8 min walk
  • ‪Mangoes Restaurant - ‬7 min walk
  • ‪Jack Flats - ‬6 min walk

Frequently asked questions

Does Key West Rooster have a pool?

Yes, this property has a pool.

Is Key West Rooster pet-friendly?

No, pets are not allowed at this property.

How much is parking at Key West Rooster?

On-site parking is available at the property.

What time is check-in at Key West Rooster?

Check-in begins at 4:00 PM.

What time is check-out at Key West Rooster?

Checkout is at 11:00 AM.

Where is Key West Rooster located?

Located in Old Town Key West, this condo building is within a 10-minute walk of Truman Waterfront Park, Duval Street and Fort Zachary Taylor Historic State Park. Mallory Square and Florida Keys Beaches 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. 162 out of 178 reviews
Rating 8 - Good. 15 out of 178 reviews
Rating 6 - Okay. 1 out of 178 reviews
Rating 4 - Poor. 0 out of 178 reviews
Rating 2 - Terrible. 0 out of 178 reviews

10/10

Cleanliness

10/10

Check-in

9.8/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location and perfect for 2 -3 people! Would stay again.
Stayed 6 nights in Feb 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location and condo was pristine.
Stayed 7 nights in Jan 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Conveniently located, clean and quiet
View from back deck
Stayed 5 nights in Nov 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Have stayed in many units in Truman Annex, this by far is our favorite. Unit is clean, well stocked and location is amazing. Communication with host was perfect.
Stayed 7 nights in Nov 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This is the perfect condo to stay in while you walk the streets and see the sites of Key West.Amazing experience!
Stayed 4 nights in Sep 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The location is superb! Convenient to Duvall Street and Mallory Square yet tucked away just enough for a quiet peaceful setting. The sofa and beds were very comfortable and the decor was very nice. We thoroughly enjoyed our stay.
Stayed 4 nights in May 2025
Verified review

10/10 Excellent

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

Great location

The property was accurately described, was clean and in the perfect location
Stayed 6 nights in Feb 2025
Verified review

10/10 Excellent

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

Great Stay Great Location

Place was beutiful and well appointed..The host was very attentive to our questions...Thank you for a wonderful stay..
Stayed 7 nights in Oct 2023
Verified review

10/10 Excellent

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

Great location, nice quiet neighborhood.

Easy, clean, and loved the location.
Stayed 5 nights in Mar 2023
Verified review

10/10 Excellent

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

Cute and convenient to heart of KW

Nice location, sunny balconies on both sides.
Stayed 4 nights in May 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Comfy condo in a quiet part of Key West. Literally could walk to all the action on Duval. Easy check in and checkout. Even with air at 74 it was still comfortable in the condo. Would definitely stay again!
Stayed 4 nights in Aug 2025
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
The location was superb, the unit was very clean and extremely well appointed. The host was responsive and reacted to our concerns to the best of her ability. Our only complaint, which cost it 1 star, was that despite a plumber coming out to rectify the hot water issue, which was resolved for the kitchen sink & bathroom sink, the shower never got hot or even warm. If the shower's lack of hot water is resolved, we would definitely stay here again.
Stayed 8 nights in Jan 2026
Verified review

10/10 Excellent

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

excellant location

Excellent location, comfortable beds, great communication, definitely recommend
Stayed 4 nights in Mar 2023
Verified review

10/10 Excellent

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

Key West Getaway

Everything was great! Contact with the owner was a breeze, the location was so wonderful-walking distance to everything plus the having the free Duval trolley stop right there was perfect. We would definitely stay here again.
Stayed 12 nights in Jan 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This is a little property that that is located in the heart of Key West. Walking distance to most all of the historic attractions. The Condo was comfortable and convenient. They had adequate parking associated with the complex. Very nice place . Recommend for families of 2-4.
Stayed 5 nights in Jul 2025
Verified review

10/10 Excellent

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

Great spot!

Very clean, everything you need for a successful stay. 10-ish minute walk to duval. Quiet neighborhood. We had a great stay!
Stayed 5 nights in Jul 2023
Verified review

8/10 Good

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

Great Location, Beautiful Place

Clean, updates and walking distance to all of Old Town. What's not to love!
Stayed 3 nights in Jan 2023
Verified review

10/10 Excellent

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

Very comfortable and great location

We thoroughly enjoyed our stay. Everything was clean and as described and very comfortable. We had bikes for the week and the location was so great we walked and biked everywhere. Highly recommend.
Stayed 7 nights in Feb 2023
Verified review

10/10 Excellent

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

winter get away

Terrific location in a very safe neighborhood. We had a great time, and everything is in walking distance. The condo was perfect with front and back balconies. We would definitely rent this again.
Stayed 7 nights in Feb 2023
Verified review

10/10 Excellent

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

Great Place

Me and a few friends stayed here for a week for the recent 2024 Key West boat races. I have been attending this event for years and this property was by far the best one yet. Location to both the races/pits and Duval St made it very desirable. Everything was as advertised pertaining to all the amenities.
Stayed 7 nights in Nov 2024
Verified review

10/10 Excellent

Great House, Great Location!

We loved our stay in Old Town Key West. The neighborhood was very quiet and it was within a short walk of Duval Steet and all the sights. We also enjoyed watching the sunset over Truman Waterfront park. The house was very nicely decorated and included everything we needed. We would be happy to stay again!
Stayed 2 nights in Apr 2019
Verified review

10/10 Excellent

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

Key West Rooster

Nice property, exactly as described. Enjoyable stay. No issues.
Stayed 7 nights in Oct 2023
Verified review

10/10 Excellent

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

Great Location

The property was as described except for the ocean view. The condo is very clean and comfortable. Great for two couples!!
Stayed 7 nights in Jan 2023
Archival

10/10 Excellent

Modern Unit With Great Location

This is a fantastic unit for a visit to Old Town in Key West. Owner has excellent taste and has made all the right choices for this 2 bedroom unit. My family and I thoroughly enjoyed our first visit to this unit and hope to be back next year!
Stayed 3 nights in Sep 2016
Response from VrboOwner on 6 Mar 2020
We would love to have you back again! Thanks so much for your kind remarks regarding our home.
Verified review

8/10 Good

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

Great!

Clean, lovely place close to everything. Trees have grown up so no view left, but overall great. Bring your own spices and don't miss the beach at the State Park.
Stayed 5 nights in Dec 2022
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