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Rooftop Penthouse

Condo near Duval Street in Key West

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Photo gallery for Rooftop Penthouse

Interior
Outdoor dining
Exterior
2 bedrooms, blackout drapes, iron/ironing board, free WiFi
Outdoor dining

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

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

Room options

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About the neighborhood

Key West

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. Florida Keys Beaches and Mallory Square are also within 2 miles (3 km).
View more Condo Rentals in Key WestOpens in a new window

What's nearby

  • Duval Street - 1 min walk - 0.0 miles
  • Ernest Hemingway Home and Museum - 6 min walk - 0.4 miles
  • Key West Lighthouse and Keeper's Quarters Museum - 6 min walk - 0.4 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

  • ‪Green Parrot Bar - ‬4 min walk
  • ‪Bourbon Street Pub - ‬2 min walk
  • ‪Mangoes Restaurant - ‬1 min walk
  • ‪Kaya Island Eats - ‬1 min walk
  • ‪DJ's Clam Shack - ‬1 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

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

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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

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

  • 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 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
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. 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. 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 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?

As of May 17, 2026, prices found for a 1-night stay for 2 adults at Rooftop Penthouse on May 18, 2026 start from $911, 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.

Does Rooftop Penthouse have an airport shuttle?

Airport shuttle services are not available at this condo.

How close is Rooftop Penthouse to the beach?

This condo is a short 13-minute walk from Florida Keys Beaches and 12-minute walk from South Beach. Don't forget your sunscreen!

Does Rooftop Penthouse offer free breakfast?

This condo does not offer free breakfast.

Is there a casino at Rooftop Penthouse?

No, there is no casino at this condo.

What time is check-in at Rooftop Penthouse?

Check-in begins at 4:00 PM.

Is there free parking at Rooftop Penthouse?

Free parking is not available at this condo.

Does Rooftop Penthouse have a pool?

This condo does not have a pool.

Does Rooftop Penthouse have a spa?

There are no spa services available at this condo.

How close is Rooftop Penthouse to downtown Key West?

This condo is 0.1 mi away from Key West.

Rooftop Penthouse Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 49 out of 54 reviews
Rating 8 - Good. 5 out of 54 reviews
Rating 6 - Okay. 0 out of 54 reviews
Rating 4 - Poor. 0 out of 54 reviews
Rating 2 - Terrible. 0 out of 54 reviews

9.8/10

Cleanliness

9.0/10

Amenities

9.0/10

Property conditions & facilities

Reviews

10/10 Excellent

Rick S.

Liked: Cleanliness
This was a very nice property and well equipped. We were there for three nights four days and spent all our time walking to and from all the places / things we wanted to do. The patio terrace was great and sitting out there in the afternoons and late at night watching the people walk by was interesting. Would highly recommend this property and when we return to the keys, this will definitely be on our list of places to stay.
Stayed 3 nights in Apr 2026

10/10 Excellent

Gabriel S.

Liked: Cleanliness
Stayed 3 nights in Mar 2026

10/10 Excellent

William S.

Liked: Cleanliness
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

10/10 Excellent

Brandon M., Sioux Falls, SD

Stayed 4 nights in Jan 2026

10/10 Excellent

Abigail Y.

Liked: Cleanliness
This was a great stay! Great location house was clean and had several things for us to use!
Stayed 3 nights in Nov 2025

10/10 Excellent

Libby S., Kosciusko, MS USA

Liked: Cleanliness
wonderful place!!
Stayed 1 night in Jul 2025

10/10 Excellent

Steven K.

Liked: Cleanliness

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

10/10 Excellent

Susan D.

Liked: Cleanliness

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

10/10 Excellent

Corey H.

Liked: Cleanliness
Stayed 2 nights in Apr 2025

10/10 Excellent

Bob B.

Stayed 3 nights in Feb 2025

10/10 Excellent

Rick M.

Liked: Cleanliness

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

10/10 Excellent

Julie M.

Liked: Cleanliness

Key West

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

10/10 Excellent

Jeff D.

Liked: Cleanliness

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

10/10 Excellent

Lisa E.

Liked: Cleanliness

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

10/10 Excellent

Debbie M.

Liked: Cleanliness
Stayed 3 nights in Jan 2025

10/10 Excellent

connie f., West Salem, Wisconsin USA

Liked: Cleanliness

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

10/10 Excellent

Mitchell S.

Liked: Cleanliness

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

10/10 Excellent

Diana R.

Liked: Cleanliness

Best Location!

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

10/10 Excellent

Nina H.

Liked: Cleanliness
Stayed 4 nights in Dec 2024

8/10 Good

GTP

Disliked: Cleanliness

Wasn't cleaned

Arrived around 5:30. Property, hadnt been cleaned. Contacted host via phone sent photos via
Stayed 3 nights in Dec 2024

10/10 Excellent

Courtney L.

Liked: Cleanliness

Great VRBO!

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

10/10 Excellent

Betsy M.

Liked: Cleanliness

Terrific

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

10/10 Excellent

erin m., Lake Ozark, Mo

Liked: Cleanliness

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

10/10 Excellent

kristen g.

Liked: Cleanliness

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

10/10 Excellent

Rob D.

Liked: Cleanliness

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