Entire condo

Rooftop Penthouse

Photo gallery for Rooftop Penthouse

A modern living room with a glass dining table, grey chairs, and a white sofa. - Rooftop Penthouse (Key West)
A kitchen with granite countertops, stainless steel appliances, dark wooden cabinets, and a window overlooking greenery. - Rooftop Penthouse (Key West)
A spacious room with a white sofa, a TV, and a view of the outdoors through large windows. - Rooftop Penthouse (Key West)
A modern bedroom with a bed, bedside tables, a round coffee table, and artwork on the walls. - Rooftop Penthouse (Key West)
A modern living room with a sofa, a round coffee table, a side table, and a painting on the wall. - Rooftop Penthouse (Key West)
Close to Duval Street and Ernest Hemingway Home and Museum, Rooftop Penthouse provides a rooftop terrace, laundry facilities and more. Guests can connect to free in-room WiFi.

Reviews

10 out of 10
Exceptional

Entire condo

2 bedrooms2 bathroomsSleeps 61800 sq ft

Popular amenities

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

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About this property

Rooftop Penthouse

  • Summary:

    Rooftop Penthouse- Luxury Penthouse in prime Downtown location



    The Space:

    The high-end sophisticated Rooftop Penthouse is located directly above the famous Wyland Gallery on Duval Street. Enjoy Dining, Shopping, and Entertainment in the heart of Key West. Once you enter the property through your private entrance, you would be captivated by its expansive space. The oversized living room with a high 15 FT ceiling has an abundance of natural light coming from the French doors and floor to ceiling windows. Florida is all about outdoor living; we have the pleasure to offer you a private rooftop terrace where you can enjoy the dazzling view of Duval street from the front row seat. Open your living room with french doors and combine the indoor and outdoor spaces. There’s nothing better than feeling like you’re on top of the world.



    Open floor plan living room has comfortable couches and a flat-screen Tv to help relax after all day sightseeing and shopping.



    For those who love to entertain and cook, we offer a fully equipped chef kitchen with new stainless steel appliances, granite countertops, and dark wood cabinets.



    Master Bedroom has a King bed and comfortable seating area, couch can convert into queen sleeper sofa nad can sleep additional 2 guests. Plush towels and high-end linens are available for the most discerning guests. The second bedroom is open to a living room, has a King size bed, and can be closed off ONLY with blackout curtains. There are no walls.



    The great news is that your furry friends are all welcome to enjoy Key West with you.  A newly constructed park, " Truman  Waterfront," is just 10 min walk away as well as the most beautiful beach and a state park Ft. Zachary Taylor.



    Rooftop Penthouse features>>

    - Two bedrooms with king beds

    - 1 full bathroom with stand up shower

    - 0.5 powder room accessible from Outdoor terrace only, no AC

    - Laundry/utility room with powder room

    - Rooftop private entertaining terrace

    - One free off Street parking behind the building



    Washer & Dryer >> Central Heat and A/C >> Ceiling Fans >> Flat Screen TVs in Living Room & Master Bedroom>> Fully Equipped Kitchen>  Starter supply of paper products >> Starter set of cleaning products >> Linens and Towels provided >> Wireless high-speed Internet access & full cable included

    Interim housekeeping provided upon request >> This property will accommodate up to 6 adults >> No Pets

Property amenities

Internet

  • Available in the condo: Free WiFi

Parking and transport

  • Free offsite parking
  • Onsite parking options include a garage

Kitchen

  • Blender
  • Cleaning supplies
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Microwave
  • Oven
  • Refrigerator
  • Toaster

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 1.5 bathrooms
  • Bathtub
  • Hair dryer
  • Shampoo
  • Shower

Living spaces

  • Dining table

Entertainment

  • Smart TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Rooftop terrace

Laundry

  • Laundry facilities
  • Washer/dryer

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Blackout drapes
  • Iron/ironing board

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher

General

  • Unit size: 1,800 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

Special check-in instructions

Guests can access their accommodation through a private entrance
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

Rules

Thank You for choosing Keys Vacation Rentals for your vacation rental accommodation. You will be contacted by one of our property managers within 2...

Access methods

Private entrance

Pets

Pets not allowed

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
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
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal.

About the area

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. Visit our Key West travel guide
View more Condo rentals in Key West
Map
Key West, FL

What's nearby

  • A street with a pharmacy, a theater, and a yellow building.
    Duval Street
    1 min walk - 0.0 miles
  • A two-story colonial-style building with a balcony, surrounded by lush greenery and palm trees.
    Ernest Hemingway Home and Museum
    6 min walk - 0.4 miles
  • A white lighthouse with a black top, surrounded by lush greenery and residential buildings.
    Key West Lighthouse and Keeper's Quarters Museum
    6 min walk - 0.4 miles
  • A sign reading "Welcome to Mallory Square" with an American flag, a red and white striped awning, and a statue of a man in a blue shirt and straw hat.
    Mallory Square
    12 min walk - 0.7 miles
  • A colorful monument with text indicating it is the Southernmost Point of the Continental U.S.A. in Key West, Florida.
    Southernmost Point
    14 min walk - 0.8 miles

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. Florida Keys Beaches and Ernest Hemingway Home and Museum are also within 15 minutes.

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Reviews

Rooftop Penthouse Reviews

10

Exceptional

9.8

Cleanliness

10

Location

9.0

Property conditions & facilities
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

Reviews

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 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

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

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

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

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

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, 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
Verified review

10/10 Excellent

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

HD

If you like to people watch the location was amazing! Located right on Duval in the middle of everything. We couldn’t get over how clean it was. The kitchen had everything you could possibly ever need. To top it all off was how incredible the property manager was. Thank you Hana!
Stayed 4 nights in Sep 2024
Verified review

10/10 Excellent

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

Great Location with a great feel

Loved the location and ease of getting everywhere we needed downtown! Everything on the inside was very clean and more upscale than several VBROs we have stayed at. The only thing that would have helped is in the instructions mention that you can easily walk down the alley to the right as walk out the front door (near the Italian/pizza place). Walked down the block to the left twice before I realized there was a quicker way.
Stayed 2 nights in Mar 2025
Verified review

10/10 Excellent

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

Great location

Perfect location and the entrance is on Duval street too. Balcony was nice to have especially in the mornings. Note that the 1/2 bath is off the balcony and not inside. From the photos looked like the full bath was inside the master suite, but it's in the hall so you don't have to disturb whoever is in the bedroom.2nd bed is curtained off in the mail living space, but is a dresser and night stand so worked great.
Stayed 2 nights in Jan 2025
Verified review

10/10 Excellent

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

Perfect spot

We had one night in Key West. This was perfect location. Just right amount of space for five adults. Another full bath would have probably been ideal but what was there met our needs. Very clean. Good communication. Easy to get in and out. Nice parking space. Would recommend.
Stayed 1 night in Dec 2023
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 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 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

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