Title: Henry's Penthouse on the Ocean in Key West - weekly / nightly rentals Reviews, Deals & Photos 2026 - Expedia.co.uk [See all properties](http://www.expedia.co.uk/Hotel-Search?regionId=1187&destination=Key+West%2C+Florida%2C+United+States+of+America&selected=33573999&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire condo # Henry's Penthouse on the Ocean in Key West - weekly / nightly rentals ## Photo gallery for Henry's Penthouse on the Ocean in Key West - weekly / nightly rentals ![On the beach, beach towels - Henry's Penthouse on the Ocean in Key West - weekly / nightly rentals (Key West)](https://images.trvl-media.com/lodging/34000000/33580000/33574000/33573999/41daa3ad.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Interior - Henry's Penthouse on the Ocean in Key West - weekly / nightly rentals (Key West)](https://images.trvl-media.com/lodging/34000000/33580000/33574000/33573999/64726af7.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Fitness facility - Henry's Penthouse on the Ocean in Key West - weekly / nightly rentals (Key West)](https://images.trvl-media.com/lodging/34000000/33580000/33574000/33573999/3acc1fda.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Outdoor pool, a heated pool - Henry's Penthouse on the Ocean in Key West - weekly / nightly rentals (Key West)](https://images.trvl-media.com/lodging/34000000/33580000/33574000/33573999/11915892.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Sports court - Henry's Penthouse on the Ocean in Key West - weekly / nightly rentals (Key West)](https://images.trvl-media.com/lodging/34000000/33580000/33574000/33573999/9ee4aeca.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies Perched on the top floor, this condo offers spectacular ocean views from its 45 ft private balcony. Relax in style with a wet bar, fully equipped kitchen, and smart TVs in every room. Enjoy Smathers beach just steps away and unwind by the oversized whirlpool or heated pool. ## Reviews 9.6 Exceptional ### Entire condo 2 bedrooms2 bathroomsSleeps 51350 sq ft ## Popular amenities - Ocean view - Hot tub - Kitchen - Washing machine ## Add dates for prices Check-in Check-out Travellers ## About this property ### Entire place You'll have the entire condo to yourself and will only share it with other guests in your party. ### Henry's Penthouse on the Ocean in Key West - weekly / nightly rentals Spectacular ocean views from this condo located on the top floor with 1350 sq ft of fabulous living space and a 45 ft private balcony accessible from the living and both bedrooms will make your vacation a memorable one and keep you coming back year after year. If the dates you need are not available check my other Key West vacation rental (Henry's Piece Of Paradise) located in the same 1800 Atlantic complex. Both these Key West vacation rental properties were decorated and are managed (and maintained) by me personally, assuring you of a memorable vacation in a property that is way above the average investor owned rentals offered by management companys. Make your reservations now - I easy to reach and easy to talk to. Inside: . View the Atlantic ocean while laying in bed. . King in master, King in 2nd bedroom (yes, 2 king beds) and A full size sleeper sofa in the living room. . Fully equipped kitchen with dishwasher, microwave, full size range, ice maker. . Full size washer and dryer in the unit. . Wet bar. . Internet smart TV's with TV sets in living, guest and master bedroom. . Sonos WIFI speakers in the living room, both bedrooms and the kitchen . Private phone . Available housekeeping. . Smoke and pet free. Outside: Ahhh the weather, The average temperature is 77.8 degrees, making Key West the warmest city (average temperature) in the United States. It has never been below 41 or above 98 degrees. Ahhh paradise. . Just steps to Smathers beach, the largest public beach in Key West. . Olympic size heated pool. (35'x 70'x 9' deep) . Over Size whirlpool adjacent to the swimming pool. . 400 ft. of private ocean footage. . 3 lighted tennis counts (1 is clay) . BBQ with picnic huts. . 24 hr. security. . Covered / secured parking. . Clubhouse is available for special events such as weddings. Activities and attractions . 1 mile = Famous Duval St. Dining, dancing, live entertainment, partying, shopping, arts or whatever. . 1 mile = Key West airport. . 0--2 miles = Scuba diving, snorkeling , sailing, jet skiing, parasailing, boat / kayak rentals, deep sea fishing - every water sport you can imagine. . 0--2 miles = Sunset / starlight cruses. . 2 miles = 18 hole champion golf course. . 1--2 miles = moped or bicycle rentals. . 1--2 miles = airplane / seaplane tours. . 0-- miles = lazing away the entire day. (it's perfectly respectable here in Key West) ## Property amenities ### Beach - On the beach - Beach towels ### Pool/Spa - Communal pool - Heated pool - Hot tub - Outdoor pool - Sauna ### Internet - Available in the condo: Free WiFi ### Parking and transport - Car recommended - Onsite parking options include a garage ### Kitchen - Blender - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Hob - Ice maker - Microwave - Oven - Refrigerator - Spices - Toaster ### Bedrooms - 2 bedrooms - Bedsheets provided ### Bathroom - 2 bathrooms - Hair dryer - Towels provided ### Living spaces - Living room ### Entertainment - Books - Smart TV with cable/satellite channels - Stereo ### Outdoor areas - Balcony - Barbecue grill ### Laundry - Laundry facilities - Washing machine ### Comfort - Air conditioning - Heating ### Pets - No pets allowed ### Suitability/Accessibility - Lift - Smoke-free property ### Services and conveniences - Housekeeping on request - Iron/ironing board - Phone ### Location highlights - Near the marina - Near the ocean ### Things to do - Gym - Heated pool - Tennis - Birdwatching nearby - Cycling nearby - Ecotours nearby - Fishing nearby - Golfing nearby - Jet skiing nearby - Kayaking nearby - Parasailing nearby - Sailing nearby - Scuba diving nearby - Snorkelling nearby - Swimming nearby - Water skiing nearby - Windsurfing nearby ### Safety features - Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector) - Smoke detector not reported (host has not indicated whether there is a smoke detector on the property) ### General - Housekeeping (on request) - Property does not allow children - Unit size: 1,350 square feet ## Similar properties ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/88000000/87350000/87343800/87343757/db69a7af.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Tropical Dreaming by Avantstay 4 Blks to Beach! 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EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking. 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 not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip Host has not indicated whether there is a smoke detector on the property 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 ### We should mention A car is recommended for transport to and from this property ### Property is also known as Henry's Penthouse on the Ocean in Key West ## About the area Located on the beach, this condo is in Beachside, a neighbourhood in Key West. Southernmost Point and Ernest Hemingway Home and Museum are notable landmarks, and the area's natural beauty can be seen at Fort Zachary Taylor Historic State Park and Florida Keys Beaches. Key West Butterfly and Nature Conservatory and Sails To Rails Museum at Flagler Station are also worth visiting. Discover the area's water adventures with jet skiing and kayaking nearby, or enjoy the great outdoors with cycling and ecotours. [Visit our Key West travel guide](https://www.expedia.co.uk/Key-West.dx1187) [View more Condo rentals in Key West](https://www.expedia.co.uk/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%7C24.55197%2C-81.77827&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=GRK5YxFKJr1npicf_kuZ-R5hvSw=) Key West, FL ### What's nearby - ![Beach and Pier at Sunset, Florida, USA](https://images.trvl-media.com/place/553248635976496782/1bfe637a-381c-425d-ba50-7340e2c8b6bb.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Florida Keys Beaches 1 min walk \- 0.0 miles - ![Smathers Beach featuring a luxury hotel or resort, a beach and tropical scenes](https://images.trvl-media.com/place/6069255/906a25d3-aea9-4560-a01c-5f793021725b.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Smathers Beach 4 min walk \- 0.3 miles - ![#TroveOn A couple miles north of Key West, on the right is Boca Chica Rd, follow that road as far as you can and you'll get to the beach at Geiger Key. The road comes to an abrupt stop, the rest of it was destroyed in a hurricane years ago but you can park there and walk out. The beach is secluded and quiet, except when the Navy is holding flight practices. The planes are so close, you can see the pilots!](https://images.trvl-media.com/place/553248635976481245/e66923bb-4dc7-449a-bbc6-f6b5c57b69c9.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Key West Naval Station 12 min walk \- 0.7 miles - ![Higgs Beach which includes a sandy beach as well as an individual female](https://images.trvl-media.com/place/6246822/85c3e283-463e-4462-91b6-cddba21dfa39.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Clarence S. Higgs Memorial Beach Park 12 min walk \- 0.7 miles - ![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 8 min drive \- 1.5 miles ### Getting around - Key West, FL (EYW-Key West Intl.) 3 min drive ### Restaurants - Circle K 14 min walk - Starbucks 3 min drive - Dions Truman & White 4 min drive - Tin Cup Chalice 11 min walk - Taco Bell 20 min walk ## Frequently asked questions ### Does Henry's Penthouse on the Ocean in Key West - weekly / nightly rentals have a pool? ### Is Henry's Penthouse on the Ocean in Key West - weekly / nightly rentals pet-friendly? ### How much is parking at Henry's Penthouse on the Ocean in Key West - weekly / nightly rentals? ### What time is check-in at Henry's Penthouse on the Ocean in Key West - weekly / nightly rentals? ### What time is check-out at Henry's Penthouse on the Ocean in Key West - weekly / nightly rentals? ### Where is Henry's Penthouse on the Ocean in Key West - weekly / nightly rentals located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Henry's Penthouse on the Ocean in Key West - weekly / nightly rentals Reviews ## Reviews ### Exceptional All reviews shown are from real guest experiences. Only travellers 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.co.uk/lp/b/content-guidelines) 10 - Excellent 81 8 - Good 14 6 - Okay 3 4 - Poor 0 2 - Terrible 0 ### 10 Cleanliness ### 9.6 Location ## Reviews Verified ### 10/10 Excellent #### David V. 31 Mar 2025 Liked: Cleanliness, check-in, location, listing accuracy Disliked: Communication #### Beautiful property in a great location Centrally located and convenient to all of the popular Key West attractions and beaches. Property was clean and well maintained. ##### David V. Stayed 4 nights in Mar 2025 Verified ### 10/10 Excellent #### Emily B. 15 Jun 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great spot for 2 couples Great location; excellent pool. ##### Emily B. Stayed 4 nights in May 2024 Verified ### 10/10 Excellent #### robin e. 11 Mar 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Key west weekend We had a lovely stay. The heated outdoor pool was a delight. The condo was spacious and clean. We had excellent meals, salute restaurant on highs beach, blue heaven and Grignote bakery. ##### robin e. Stayed 3 nights in Mar 2025 Verified ### 10/10 Excellent #### Kelly M. 9 Mar 2024 Liked: Cleanliness, communication, location, listing accuracy #### Great place! Caribbean themed accommodation that is absolutely perfect! Tons of room and the decor is delightful. ##### Kelly M. Stayed 5 nights in Mar 2024 Verified ### 10/10 Excellent #### Raymond W. 4 Jan 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### KW Vaca Great location. Close to everything ##### Raymond W. Stayed 5 nights in Dec 2024 Verified ### 10/10 Excellent #### Sally M. 26 Dec 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Perfect! Beautiful condo completely equipped for a week long family vacation. Location was good. Amenities—pool, hot tub, racquetball—well maintained. Plenty of fun activities within walking distance. ##### Sally M. Stayed 7 nights in Dec 2024 Verified ### 10/10 Excellent #### molly r. 21 Sept 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Perfect week in Paradise Great location, great apartment, great pool. Host was great at communicating. Would love to go back! ##### molly r. Stayed 7 nights in Sep 2024 Verified ### 10/10 Excellent #### Debbie C. 29 Jun 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Henry's Paradise was paradise! The place was beautiful with a great view. The pool was very large and very clean. We had everything we needed with shopping close by. It was a very nice vacation! ##### Debbie C. Stayed 4 nights in Jun 2024 Verified ### 10/10 Excellent #### Todd J. 22 Apr 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Beautiful complex It is true what is said about this unit. If you like pink. Then this is the place to be. The complex was great. Nice pool, no fighting for chairs and clean. Wish the sliders had screens to get some fresh air. Unit was cleaned and Henry is very responsive. ##### Todd J. Stayed 7 nights in Apr 2025 Verified ### 10/10 Excellent #### Stephen S. 15 Feb 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Beautiful Keys Great location. Beautiful few of the ocean from the balcony. Nice covered parking and a short drive to downtown. ##### Stephen S. Stayed 4 nights in Feb 2024 Verified ### 10/10 Excellent #### Gina M. 6 Nov 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Excellent Henry’s penthouse was very nice and very clean. It was well equipped with everything that we needed in order to be comfortable. The location was also very good. Henry is super responsive. We will definitely stay here again whenever we return to Key West. ##### Gina M. Stayed 7 nights in Oct 2024 Verified ### 10/10 Excellent #### Diana M. 25 Feb 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Family getaway!! Rented Henry’s Penthouse for a getaway with son and daughter in law. Was wonderful to have the 2 full bathrooms and 2 king bedrooms. The kitchen was probably the best stocked of any VRBO I have rented (and there have been many). Henry was kind enough to check in with us to make sure all was well with us and offer his assistance as needed. We never needed any extra help since everything was pretty much perfect. If we ever get back to Key West we will stay here again!! Thanks Henry!! ##### Diana M. Stayed 10 nights in Feb 2025 Verified ### 10/10 Excellent #### Mark H. 24 Aug 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great place and good security The condo was spacious. Well furnished. What I thought was great was the long balcony that each bedroom had access to. Was nice to sit out there at night with the sea breeze blowing and visit with good friends. ##### Mark H. Stayed 6 nights in Aug 2023 Verified ### 10/10 Excellent #### Mary B. 11 May 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great condo Enjoyed our stay, large condo, exceptionally large deck and very clean. Only glitch is that upon checking in the directions are not exactly clear. You check in by talking with security through a speaker inside one end of the building and then need to go to another speaker at the other end of the building to get directions as to where to drop off the sign-in sheet. There is no signage as to the building number, but the address is clear, just need to know east and west ends of the building, again not marked. Otherwise, our 5 nights were wonderful and we enjoyed being near the beach, away from the downtown congestion and appreciated the security of a parking garage. Henry was also very responsive to questions. ##### Mary B. Stayed 5 nights in May 2025 Verified ### 10/10 Excellent #### Debra B. 1 Apr 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Key West Pink If you like the color pink - this is your place! It was definitely a Key West vibe in this condo. Henry was awesome and gave us ideas and advice on where to go and what to do! We were there with another couple from our family. The condo was well appointed with many extras for the beach and pool that we were able to use. There were enough appliances, utensils, etc. in the kitchen.We loved the pool and beach area around the condo building. The sunrises were spectacular!It was a little far from downtown, but manageable for a long walk, drive, or uber/lyft. Unfortunately, there was a lot of construction on our road during our stay - so that was noisy. Also, it is a bummer for the couple that are in the second bedroom because the wall does not go all the way to the ceiling. So if they wanted to go to bed earlier, we had to lower all of the lights and the volume of the TV so as not to bother them. One other item that could be taken down are some of the mirrors - yikes! ##### Debra B. Stayed 5 nights in Mar 2025 Verified ### 10/10 Excellent #### Jeff M. 30 Apr 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Henri's Slice of Paradise Terrific Condo in a great location. ##### Jeff M. Stayed 5 nights in Apr 2025 Verified ### 10/10 Excellent #### Lindsey P. 17 Jun 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great Stay Great Location We had a great stay at Henry's Penthouse. The condo was large and welcoming. The property is beautiful and has a great pool and beach area. Two minor issues were resolved quickly and Henry is very responsive. Would definitely return. Thanks Henry! ##### Lindsey P. Stayed 4 nights in Jun 2025 Verified ### 10/10 Excellent #### Becky H. 12 Jun 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Clean and Festive! Condo was as listed, very clean,safe and Festive. Would stay again. ##### Becky H. Stayed 5 nights in Jun 2023 Verified ### 10/10 Excellent #### Deborah S. 12 Feb 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great experience! Beautiful property and very well kept ##### Deborah S. Stayed 2 nights in Feb 2023 Verified ### 10/10 Excellent #### Joan B. 17 Feb 2021 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great accommodations We really enjoyed this spacious condo. The large balcony was very comfortable and spent most evenings enjoying the fresh air. I love to cook and appreciated the well stocked kitchen. ##### Joan B. Stayed 7 nights in Feb 2021 Archival ### 10/10 Excellent 3 Jun 2010 #### We had a fabulous time st... We had a fabulous time staying in Key West and a great time at the condo. The location was ideal for our family, close to the beach, but in a quiet section of the island. The master bathroom was fantastic! The views from the balcony were exactly what we came to Key West to see! Verified ### 10/10 Excellent #### George B. 12 Apr 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Relaxing Great location … close to all the action yet far enough away! Henry was great with communication. The property was great! We will be back! ##### George B. Stayed 5 nights in Apr 2023 Verified ### 8/10 Good #### Christopher C. 7 Nov 2018 #### Pleasant Condo Very nice place with all the things you need to enjoy your brief moments indoors while in Key West. The location is not accessible to downtown on foot but you can uber or drive in fine. ##### Christopher C. Stayed 4 nights in Oct 2018 Verified ### 10/10 Excellent #### Sharon F. 30 Nov 2019 Liked: Cleanliness, check-in, communication, location, listing accuracy #### So very NICE Very nice ##### Sharon F. Stayed 4 nights in Nov 2019 Verified ### 10/10 Excellent #### Coleen M. 29 Apr 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Very comfortable and spacious We spent a week with another couple at Henry’s Penthouse and had a great time. The location is great for beach activities, although due to the sargassum issue the ocean wasn’t really accessible. The kitchen is really big and equipped to cook full meals if you want to. The living area is very comfortable. The unit worked well for two couples. ##### Coleen M. Stayed 7 nights in Apr 2023 ---