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 modern living room with a sofa, a round coffee table, a side table, and a painting on the wall. - 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)
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
  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning
  • Outdoor Space

Add dates for prices

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 transportation

  • Free offsite parking
  • Onsite parking options include a garage

Kitchen

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

  • Smoking not allowed

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

Similar properties

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in 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

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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated 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, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm 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

About the neighborhood

Old Town Key West, a neighborhood 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 lighthouse with a white exterior and a black top, surrounded by lush green trees.
    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 Intl. Airport (EYW)
    13 min drive

Restaurants

  • Sloppy Joe's Bar
    8 min walk
  • Green Parrot Bar
    4 min walk
  • Blue Heaven
    5 min walk
  • Margaritaville
    3 min walk
  • The Bull & Whistle Bar
    6 min walk

Frequently asked questions

Is Rooftop Penthouse pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Rooftop Penthouse?

As of Aug 24, 2026, prices found for a 1-night stay for 2 adults at Rooftop Penthouse on Aug 25, 2026 start from $1,015, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking?

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?

Check-out is at 10:00 AM.

Where is Rooftop Penthouse located?

Located in Old Town Key West, this condo building is steps 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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