Old Town Key West stay.A stay at this Old Town Key West condo places you steps from Duval Street and within a 10-minute walk of Ernest Hemingway Home and Museum. Mallory Square and Southernmost Point are also within 2 miles (3 km).
Ernest Hemingway Home and Museum - 5 min walk - 0.3 miles
Key West Lighthouse and Keeper's Quarters Museum - 5 min walk - 0.3 miles
Mallory Square - 14 min walk - 0.8 miles
Southernmost Point - 14 min walk - 0.8 miles
Getting around
Key West Intl. Airport (EYW) - 13 min drive
Restaurants
Mangoes Restaurant - 1 min walk
Kaya Island Eats - 1 min walk
Aqua - 1 min walk
DJ's Clam Shack - 1 min walk
The Cafe - 2 min walk
About this property
Entire place
You'll have the entire condo to yourself and will only share it with other guests in your party.
ROOFTOP PENTHOUSE- | 2 Bed, 1.5 Bath
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
Similar properties
Luxury two floor apartment in prime location of famous Duval Street
Luxury two floor apartment in prime location of famous Duval Street
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
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
Access methods
Private entrance
Pets
No pets 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 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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, and a first aid kit in each accommodation.
Property is also known as
Vrbo Property
2 bedroom accommodation in Key West Condo
Luxury Penthouse in prime Downtown location
2 bedroom accommodation in Key West Key West
2 bedroom accommodation in Key West Condo Key West
Rooftop Penthouse Luxury Penthouse in Prime Downtown Location
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Frequently asked questions
How close is ROOFTOP PENTHOUSE- | 2 Bed, 1.5 Bath to the airport?
This condo is 3.8 mi (13-min drive) away from the Key West Intl. Airport (EYW) airport, the closest popular airport to the property.
How much does it cost to stay at ROOFTOP PENTHOUSE- | 2 Bed, 1.5 Bath?
As of Nov 19, 2025, prices found for a 1-night stay for 2 adults at ROOFTOP PENTHOUSE- | 2 Bed, 1.5 Bath on Dec 15, 2025 start from $693.0, excluding 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.
Does ROOFTOP PENTHOUSE- | 2 Bed, 1.5 Bath have an airport shuttle?
Airport shuttle services are not available at this condo.
How close is ROOFTOP PENTHOUSE- | 2 Bed, 1.5 Bath to the beach?
This condo is a short 11-minute walk from Florida Keys Beaches and 12-minute walk from South Beach. Don't forget your sunscreen!