Title: Rooftop Penthouse Reviews, Deals & Photos 2026 - Expedia [See all properties](http://www.expedia.com/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire condo # Rooftop Penthouse Condo with a rooftop terrace, steps from Duval Street ## Photo gallery for Rooftop Penthouse ![Interior - Rooftop Penthouse (Key West)](https://images.trvl-media.com/lodging/56000000/55170000/55169600/55169508/w1194h893x3y3-6d8ecf27.jpg?impolicy=resizecrop&rw=598&ra=fit) ![2 bedrooms, blackout drapes, iron/ironing board, free WiFi - Rooftop Penthouse (Key West)](https://images.trvl-media.com/lodging/56000000/55170000/55169600/55169508/5ed6483a.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Fridge, microwave, oven, stovetop - Rooftop Penthouse (Key West)](https://images.trvl-media.com/lodging/56000000/55170000/55169600/55169508/7c4afce8.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Smart TV - Rooftop Penthouse (Key West)](https://images.trvl-media.com/lodging/56000000/55170000/55169600/55169508/a1311a10.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Interior - Rooftop Penthouse (Key West)](https://images.trvl-media.com/lodging/56000000/55170000/55169600/55169508/3cd50ae6.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies Key West's vibrant Duval Street is at your doorstep in the Rooftop Penthouse. Unwind with a drink on your private rooftop terrace, taking in the views of Duval Street from above. The spacious living room features high ceilings and plenty of natural light, while a fully equipped chef kitchen makes entertaining easy. ## Reviews 9.8 Exceptional ### Entire condo 2 bedrooms2 bathroomsSleeps 61800 sq ft ## Popular amenities - Kitchen - Washer - Dryer - Free WiFi - Air conditioning - Outdoor Space ## Add dates for prices Check-in Check-out Travelers ## 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 ## Property amenities ### Internet - Available in the condo: Free WiFi ### Parking and transportation - Free offsite parking - Onsite parking options include a garage ### Kitchen - Cleaning supplies - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Microwave - Oven - Refrigerator - Stovetop - Toaster ### Bedrooms - 2 bedrooms - Bedsheets provided ### Bathroom - 1.5 bathrooms - Bathtub - Hair dryer - Shower ### 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) - Fire extinguisher ### General - Unit size: 1,800 square feet ## Similar properties ![Beach](https://images.trvl-media.com/lodging/22000000/21700000/21691800/21691737/60380e9d.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Charming cottage with private hot tub - one block to Duvall Street Old Town Key West - Hot tub - Kitchen - Washer - Dryer 9.2 Wonderful 190 reviews [](https://www.expedia.com/Hotel-Search?startDate=2026-02-19&endDate=2026-02-20&selected=21691737&PinnedHotelID=21691737&HadPinnedHotel=true®ionId=-1&adults=2) ![Smart TV](https://images.trvl-media.com/lodging/104000000/103760000/103758400/103758303/438e25ea.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### The Perch on Duval- Hip & Modern Duval Suite Old Town Key West - Kitchen - Washer - Dryer - Free WiFi 9.8 Exceptional 12 reviews $1,031 nightly $1,131 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Hotel-Search?startDate=2026-03-08&endDate=2026-03-09&selected=103758303&PinnedHotelID=103758303&HadPinnedHotel=true®ionId=-1&adults=2) ![Beach towels](https://images.trvl-media.com/lodging/50000000/49290000/49280500/49280443/158b5004.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Luxury two floor apartment in prime location of famous Duval Street Old Town Key West - Kitchen - Air conditioning - Microwave 9.6 Exceptional 90 reviews $763 nightly $847 total Mar 2 - Mar 3 Total with taxes and fees [](https://www.expedia.com/Hotel-Search?startDate=2026-03-02&endDate=2026-03-03&selected=49280443&PinnedHotelID=49280443&HadPinnedHotel=true®ionId=-1&adults=2) ![TV](https://images.trvl-media.com/lodging/22000000/21700000/21693200/21693154/370379f9.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Spacious Key West Conch Cottage with WiFi & Private Hot Tub - Dogs OK Old Town Key West - Hot tub - Kitchen - Pet friendly - Air conditioning 8.8 Excellent 198 reviews $1,244 nightly $1,380 total Mar 4 - Mar 5 Total with taxes and fees [](https://www.expedia.com/Hotel-Search?startDate=2026-03-04&endDate=2026-03-05&selected=21693154&PinnedHotelID=21693154&HadPinnedHotel=true®ionId=-1&adults=2) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99350000/99349100/99349095/3276ccf5.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### \*\*DUKE OF CATHERINE @ DUVAL\*\* Brand New Home & Hot Tub + LAST KEY SERVICES… Old Town Key West - Hot tub - Kitchen - Washer - Dryer 10 Exceptional 29 reviews [](https://www.expedia.com/Hotel-Search?startDate=2026-02-19&endDate=2026-02-20&selected=99349095&PinnedHotelID=99349095&HadPinnedHotel=true®ionId=-1&adults=2) ![Pool](https://images.trvl-media.com/lodging/19000000/19000000/18992300/18992275/8b77f5f6.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Conch Republic Consul General's Cottage.-Historic District Old Town Key West - Pool - Kitchen - Washer - Dryer 9.4 Exceptional 167 reviews [](https://www.expedia.com/Hotel-Search?startDate=2026-02-19&endDate=2026-02-20&selected=18992275&PinnedHotelID=18992275&HadPinnedHotel=true®ionId=-1&adults=2) ![Smart TV](https://images.trvl-media.com/lodging/93000000/92420000/92415500/92415403/w1918h1080x2y0-b1d696a9.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### \*\*SOUL OF DUVAL @ DUVAL\*\* Modern/Centrally Located + LAST KEY SERVICES... 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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 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 ### 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 68f7aaa54d0afa001336cc6f ## 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 South Beach and Florida Keys Beaches. USCGC Ingham Maritime Museum and Mel Fisher Maritime Museum are also worth visiting. [Visit our Key West travel guide](https://www.expedia.com/Key-West.dx1187) [View more Condo Rentals in Key West](https://www.expedia.com/Key-West-Condos.d1187-aaCondos.Travel-Guide-Accommodation) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C24.55432%2C-81.80131&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=6Bj3ITxwK_LQOemN0LJS2flMQ3o=) Key West, FL ### What's nearby - ![Duval Street featuring signage](https://images.trvl-media.com/place/6068616/5997ee0c-eca4-415b-b051-99f4d38fbc11.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Duval Street 1 min walk \- 0.0 miles - ![Ernest Hemingway Home and Museum featuring heritage elements and a house](https://images.trvl-media.com/place/501376/3b4c31fa-338d-424b-aa0f-482ad359d16a.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Ernest Hemingway Home and Museum 5 min walk \- 0.3 miles - ![Key West Lighthouse and Keeper\'s Quarters Museum which includes a lighthouse as well as a small group of people](https://images.trvl-media.com/place/501383/c7b3d50d-e46f-45f8-b8e6-3e9dc0cb7342.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Key West Lighthouse and Keeper's Quarters Museum 5 min walk \- 0.3 miles - ![Mallory Square featuring outdoor art, a square or plaza and signage](https://images.trvl-media.com/place/501385/06d27496-a1d4-4c9c-a103-f1319de84cd1.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Mallory Square 14 min walk \- 0.8 miles - ![Southernmost Point showing signage](https://images.trvl-media.com/place/501380/6b10fd25-a167-4157-b127-b099a5ff5ea1.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) 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 - Willie T's 2 min walk - 801 Bourbon Bar 2 min walk - Bourbon Street Pub 2 min walk - Mangoes Restaurant 1 min walk ## Frequently asked questions ### Is Rooftop Penthouse pet-friendly? ### How much is parking? ### What time is check-in at Rooftop Penthouse? ### What time is check-out at Rooftop Penthouse? ### Where is Rooftop Penthouse located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Rooftop Penthouse Reviews ## Reviews ### Exceptional All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative. [More information](https://www.expedia.com/lp/b/content-guidelines) 10 - Excellent 45 8 - Good 5 6 - Okay 0 4 - Poor 0 2 - Terrible 0 ### 9.6 Cleanliness ### 10 Location ### 9.0 Property conditions & facilities ## Reviews ### 10/10 Excellent #### Courtney L. Dec 1, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great VRBO! This is an amazing property in an amazing location. ##### Courtney L. Stayed 4 nights in Nov 2024 ### 10/10 Excellent #### Mitchell S. Jan 24, 2025 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. ##### Mitchell S. Stayed 3 nights in Jan 2025 ### 10/10 Excellent #### Katherine R. Feb 12, 2024 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 ##### Katherine R. Stayed 5 nights in Jan 2024 ### 10/10 Excellent #### Julie M. Mar 20, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Key West Perfect location and lots of space! ##### Julie M. Stayed 2 nights in Mar 2025 ### 10/10 Excellent #### Diana R. Jan 21, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Best Location! Totally enjoyed our stay here. Great location. The outside patio is incredible. Highly recommend ##### Diana R. Stayed 4 nights in Jan 2025 ### 10/10 Excellent #### Betsy M. Nov 18, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Terrific It was a great location, nice property and fun time! ##### Betsy M. Stayed 3 nights in Nov 2024 ### 10/10 Excellent #### kristen g. Nov 8, 2024 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!! ##### kristen g. Stayed 3 nights in Oct 2024 ### 10/10 Excellent #### Hillary R. Jul 20, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great luxury apartment Beautiful apartment in a great location ##### Hillary R. Stayed 2 nights in Jul 2024 ### 10/10 Excellent #### connie f. Jan 29, 2025 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. ##### connie f. Stayed 2 nights in Jan 2025 ### 10/10 Excellent #### Christine V. Mar 21, 2024 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. ##### Christine V. Stayed 2 nights in Mar 2024 ### 10/10 Excellent #### Jeff D. Feb 25, 2025 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. ##### Jeff D. Stayed 3 nights in Feb 2025 ### 10/10 Excellent #### erin m. Nov 13, 2024 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. ##### erin m. Stayed 6 nights in Nov 2024 ### 8/10 Good #### Kim Jan 22, 2024 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 ##### Kim Stayed 2 nights in Jan 2024 ### 10/10 Excellent #### Rick M. Mar 21, 2025 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. ##### Rick M. Stayed 2 nights in Mar 2025 ### 10/10 Excellent #### Andrea S. Mar 8, 2024 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. ##### Andrea S. Stayed 1 night in Mar 2024 ### 10/10 Excellent #### Kelly Dec 8, 2023 Liked: Cleanliness, amenities, property conditions & facilities, communication Spacious. Comfortable. Rooftop area especially unique for Duval Street gazing. ##### Kelly Stayed 3 nights in Dec 2023 ### 10/10 Excellent #### Lisa E. Feb 5, 2025 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. ##### Lisa E. Stayed 2 nights in Jan 2025 ### 10/10 Excellent #### Rob D. Sep 8, 2024 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! ##### Rob D. Stayed 4 nights in Sep 2024 ### 10/10 Excellent #### Melanie S. Dec 30, 2023 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. ##### Melanie S. Stayed 1 night in Dec 2023 ### 10/10 Excellent #### Libby S. Jul 10, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy wonderful place!! ##### Libby S. Stayed 1 night in Jul 2025 ### 10/10 Excellent #### Steven K. Jun 28, 2025 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. ##### Steven K. Stayed 2 nights in Jun 2025 ### 10/10 Excellent #### Jonny D. Aug 13, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great Place, Great Location Really enjoyed this place and it is right off of Duval! ##### Jonny D. Stayed 3 nights in Aug 2024 ### 10/10 Excellent #### kelley b., mclean va Nov 28, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great location Had a great time with family ##### kelley b. Stayed 2 nights in Nov 2023 ### 10/10 Excellent #### Dave W., Orlando, USA Jul 12, 2023 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. ##### Dave W. Stayed 2 nights in Jul 2023 ### 10/10 Excellent #### Dr. Michael K. May 2, 2024 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. ##### Dr. Michael K. 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