Rooftop Penthouse

Photo gallery for Rooftop Penthouse

A modern living room with a glass dining table, grey chairs, and a white sofa.
A kitchen with granite countertops, stainless steel appliances, dark wooden cabinets, and a window overlooking greenery.
A modern bedroom with a bed, bedside tables, a round coffee table, and artwork on the walls.
A spacious room with a white sofa, a TV, and a view of the outdoors through large windows.
A modern living room with a sofa, a round coffee table, a side table, and a painting on the wall.

Reviews

10 out of 10
Exceptional

Highlights

  • The great outdoors
    Guests love the outdoor space here.
  • Rooftop terrace
    A rare find - enjoy stunning views from the rooftop terrace.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Near Duval Street

Popular amenities

  • Rooftop terrace
  • High-speed internet
  • Air-conditioning
  • Washer/dryer
  • Refrigerator
  • Garage parking available

Explore the area

View in a map
Key West, FL
  • Place, Duval Street
    ‪1 min walk‬
  • Place, Ernest Hemingway Home and Museum
    ‪6 min walk‬
  • Place, Mallory Square
    ‪12 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪11 min drive‬

Rooms & beds

2 bedrooms (sleeps 6)

Bedroom 1

1 King Bed and 1 Double Sofa Bed

Bedroom 2

1 King Bed

1 bathroom, 1 half bathroom

Bathroom 1

Toilet · Shower only

Bathroom 2

Toilet

Spaces

Kitchen
Balcony

Add dates for prices

Similar properties

Living area
Charming cottage with private hot tub - one block to Duvall Street
Downtown Key West
  • Hot tub
  • Kitchen
  • Washing machine
  • Dryer
9.2 out of 10, Wonderful, (191 reviews)
Charming cottage with private hot tub - one block to Duvall Street

About the area

Key West

Old Town Key West, a neighbourhood in Key West, is home to this condo. 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. Ready for a night out? Consider The Key West Theater and Sloppy Joe's Bar.
Map
Key West, FL

What's nearby

  • Duval Street - 1 min walk - 0.0 km
  • Ernest Hemingway Home and Museum - 6 min walk - 0.6 km
  • Mallory Square - 12 min walk - 1.1 km
  • South Beach - 12 min walk - 1.1 km
  • Southernmost Point - 14 min walk - 1.2 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 13 min drive

Restaurants

  • ‪Margaritaville - ‬3 min walk
  • ‪Green Parrot Bar - ‬4 min walk
  • ‪801 Bourbon Bar - ‬2 min walk
  • ‪Mangoes Restaurant - ‬1 min walk
  • ‪Bourbon Street Pub - ‬2 min walk

Frequently asked questions

Is Rooftop Penthouse pet-friendly?

No, pets are not allowed at this property.

How much is parking at Rooftop Penthouse?

There is free parking nearby.

What time is check-in at Rooftop Penthouse?

Check-in begins at 4:00 PM.

What time is check-out at Rooftop Penthouse?

Checkout is at 10:00 AM.

Where is Rooftop Penthouse located?

Located in Old Town Key West, this condo building is steps away from San Carlos Institute - Casa Cuba and Duval Street. 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. 50 out of 55 reviews
Rating 8 - Good. 5 out of 55 reviews
Rating 6 - Okay. 0 out of 55 reviews
Rating 4 - Poor. 0 out of 55 reviews
Rating 2 - Terrible. 0 out of 55 reviews

9.8/10

Cleanliness

9.0/10

Amenities

9.0/10

Property conditions & facilities

10/10

Check-in

9.4/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was a great stay! Great location house was clean and had several things for us to use!
Stayed 3 nights in Nov 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
wonderful place!!
Stayed 1 night in Jul 2025
Verified review

10/10 Excellent

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

Great VRBO!

This is an amazing property in an amazing location.
Stayed 4 nights in Nov 2024
Verified review

10/10 Excellent

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

Great Place, Great Location

Really enjoyed this place and it is right off of Duval!
Stayed 3 nights in Aug 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Incredible weekend. Really appreciate the cleanliness, close proximity to everything , and the communication. A all the way.
Stayed 2 nights in May 2026
Verified review

10/10 Excellent

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

Great Place 2nd Stay @ property

2nd time we’ve stayed here, Great comfy beds & pillows, great location & patio, giant lounge-able couch, we’ll be back
Stayed 5 nights in Jan 2024
Verified review

10/10 Excellent

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

Great location

Had a great time with family
Stayed 2 nights in Nov 2023
Verified review

10/10 Excellent

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

Great location

We loved the condo. Great location. Wonderful outdoor deck overlooking Duval st. Would definitely stay there again.
Stayed 3 nights in Jan 2025
Verified review

10/10 Excellent

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

Best Location!

Totally enjoyed our stay here. Great location. The outside patio is incredible. Highly recommend
Stayed 4 nights in Jan 2025
Verified review

10/10 Excellent

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

Wow, what an amazing place!

100% I would stay here again. Great location, easy check in process, and everything from the decor to the comfortable bed beds was amazing. Highly recommended.
Stayed 2 nights in Jun 2025
Verified review

10/10 Excellent

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

Key West

Perfect location and lots of space!
Stayed 2 nights in Mar 2025
Verified review

10/10 Excellent

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

Terrific

It was a great location, nice property and fun time!
Stayed 3 nights in Nov 2024
Verified review

10/10 Excellent

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

Excellent

We really enjoyed our stay here. Great location, huge private deck to hang out on, clean, light and airy space. Nicely eqipped kitchen. We would definitely stay again!!
Stayed 3 nights in May 2025
Verified review

10/10 Excellent

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

Great luxury apartment

Beautiful apartment in a great location
Stayed 2 nights in Jul 2024
Verified review

10/10 Excellent

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

AWESOME

This was the best place to stay for fantasy fest!! Ideal location, extremely clean and plenty of room!!
Stayed 3 nights in Oct 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The balcony was great for people watching. Walked wherever we wanted to. The stairs were a surprise. Thank you.
Stayed 7 nights in Feb 2026
Verified review

10/10 Excellent

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

Friends Quick vacay

Excellent location to use as home base to explore Key West. The amenities were as advertised. We enjoyed being able to sit on the balcony and have drinks while people watching.
Stayed 2 nights in Mar 2024
Verified review

10/10 Excellent

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

Great Location and Fantastic Place

More then we expected. Place is even bigger then the pictures. Great location to hit the beach or the bars. Outdoor area is fantastic. Easy parking.
Stayed 2 nights in Jul 2023
Verified review

10/10 Excellent

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

Fun in the Keys

The apt was awesome. We were smack dab in the middle of everything. It was also very clean.
Stayed 2 nights in Jan 2025
Verified review

8/10 Good

Liked: Cleanliness, amenities, property conditions & facilities
The location is excellent. The decor was very nice. Would’ve been easier to be able to get in the back door for loading and unloading the remotes needed new batteries overall I give it a 9
Stayed 2 nights in Jan 2024
Verified review

10/10 Excellent

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

Great place on Duval

We booked this condo for the powerboat races and we’re not disappointed. The accommodations were exactly as described, the kitchen was well appointed and the view/people watching can not be beat! There’s plenty of room to have some friends over for drinks on the patio, or just relax on the loungers and get some sun.
Stayed 6 nights in Nov 2024
Verified review

10/10 Excellent

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

Great stay in Key West

The property was great. Spacious with everything you need. We especially liked the patio. We spent a great deal of time people watching from the deck. It was centrally located, close to bars, restaurants and attractions. Would highly recommend. Access was simple as well.
Stayed 3 nights in Feb 2025
Verified review

10/10 Excellent

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

outstanding premium property

This is an outstanding premium property in the heart of Duval Street. Hana was very responsive. Thank you for the memorable experience.
Stayed 5 nights in Apr 2024
Verified review

10/10 Excellent

Liked: Cleanliness, amenities, property conditions & facilities, communication
Spacious. Comfortable. Rooftop area especially unique for Duval Street gazing.
Stayed 3 nights in Dec 2023
Verified review

10/10 Excellent

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

Girlfriends Key West Getaway

It’s hard to find a place that can sleep 3 adults in separate beds but this apartment fit the bill with the pull out sofa options. Apartment is modern & stylish, chilling on the roof deck overlooking Duval street is fun. Plenty of space to spread out & super clean.
Stayed 1 night in Mar 2024
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