Henry's Penthouse on the Ocean in Key West - weekly/nightly rentals | Condo in Key West

Q: How much does it cost per night to stay in Key West condo?

Best-rates for the Key West condo starts from $605 per night with includes Parking, Oceanfront, Accessibility, Bedding/Linens, Spa, Laundry, Balcony/Terrace, Sports/Activities, Barbecue/Outdoor Cooking, Air Conditioner, TV, View, Ocean View, Security/Safety, Internet, Kitchen, Pool, Wheelchair Accessible, Wellness Facilities, Fireplace/Heating, Entertainment, Hot Tub with all other amenities. Perfect for Weddings is committed to ensuring every guest experiences a comfortable and extraordinary stay, whether planning a romantic getaway, a honeymoon, a pet-friendly stay, or celebrating with the entire wedding party.

9.6 (97 Reviews) | 2 Bedrooms 2 Bathrooms 5 Guests Wedding Venue

Key West Condo | Henry's Penthouse on the Ocean in Key West - weekly/nightly rentals

What Makes Henry's Penthouse on the Ocean in Key West - weekly /nightly rentals Perfect for Weddings

Henry's Penthouse on the Ocean in Key West offers an ideal setting for your wedding stay, featuring breathtaking ocean views and spacious amenities to enhance your experience.

Stunning Ocean Views: Enjoy captivating views of the Atlantic Ocean from your private 45 ft balcony accessible from both bedrooms and the living area, providing a picturesque backdrop for your special occasion.
Spacious Accommodations: With 1350 sq ft of living space, this penthouse includes two king bedrooms and a full-size sleeper sofa, comfortably accommodating up to six guests, making it perfect for family and friends attending your wedding.
Modern Amenities: The fully equipped kitchen features contemporary appliances, including a dishwasher and ice maker, allowing you to prepare meals with ease during your stay, while the in-unit washer and dryer add convenience.
Resort-Style Facilities: Take advantage of the property’s Olympic-sized heated pool, oversized whirlpool, and three lighted tennis courts, all just steps from your front door, offering fun options for pre-wedding relaxation.
Event-Friendly Spaces: The clubhouse is available for hosting special events such as weddings, ensuring that you have access to professional support and beautiful settings for your big day.

style

Condo

Guest Capacity

5 Guests

Services

Oceanfront, Accessibility, Bedding/Linens

Key West, 33040, USA

Henry's Penthouse on the Ocean in Key West - Weekly/Nightly Rentals: The Perfect Wedding Accommodation

Welcome to Henry's Penthouse on the Ocean in Key West - weekly/nightly rentals, an exquisite retreat that serves as the ideal backdrop for your dream wedding. Nestled atop a stunning beachfront, this spacious 1350 sq ft penthouse offers breathtaking ocean views, ensuring a romantic and unforgettable experience for you and your guests. With a private 45 ft balcony accessible from both bedrooms and the living area, you'll create lasting memories while celebrating your love in paradise.

This meticulously maintained condo features luxurious amenities tailored for your comfort and convenience. Relax in two king-sized beds or on a full-size sleeper sofa in the living room, accommodating all your loved ones. Enjoy cooking together in the fully equipped kitchen with modern appliances, or unwind with Sonos Wi-Fi speakers throughout the space. Amenities like an Olympic-sized heated pool, oversized whirlpool, lighted tennis courts, and BBQ picnic huts elevate your stay, while available housekeeping ensures everything remains pristine. The property is pet-free and smoke-free, creating a serene environment for your wedding festivities.

Located just steps from Smathers Beach, the largest public beach in Key West, you’ll have the perfect setting for pre-wedding photos or a post-ceremony celebration. Explore nearby attractions including famous Duval Street, where dining, dancing, and shopping await you, all within a mile’s reach. For wedding-related activities, the clubhouse is available for special events, providing a picturesque venue for your ceremony or reception. With proximity to water sports, sunset cruises, and the Key West Airport, everything you need is within easy reach, making Henry's Penthouse on the Ocean in Key West - weekly/nightly rentals the ultimate choice for your special day.

Amenities

Dance floor
Beach access
Clubhouse for events
Private balcony
King beds in both rooms
Full kitchen
Wet bar
Olympic-sized pool
Whirlpool spa
24-hour security
BBQ facilities
Internet smart TVs
Available housekeeping
Catering options
Scenic ocean views
Outdoor picnic areas

Restrictions

Children not allowed
Pets prohibited
Check-in: 4:00 PM
Check-out: 11:00 AM
Government ID required
Deposit may be needed
Extra person charges apply
No group events
Special requests subject to fees
Smoke detector status unclear

Policies

Check-in Check-in time starts at 4:00 pm minimum check-in age: 25

Check-out Check-out before 11:00 am

Child Policy This property does not allow children.

Pet Policy Pets not allowed

Other Policy 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 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 onsite parties or group events are strictly prohibited special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed 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

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Reviews

Mary B. May 12, 2025 02:32:52 AM

Summary: 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.

Jeff M. Apr 30, 2025 09:23:20 PM

Summary: Terrific Condo in a great location.

Todd J. Apr 22, 2025 06:14:58 PM

Summary: 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.

Debra B. Apr 1, 2025 08:29:04 AM

Summary: 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!

David V. Apr 1, 2025 06:55:48 AM

Summary: Centrally located and convenient to all of the popular Key West attractions and beaches. Property was clean and well maintained.

robin e. Mar 12, 2025 04:29:04 AM

Summary: 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.

Diana M. Feb 26, 2025 04:29:41 AM

Summary: 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!!

Raymond W. Jan 5, 2025 07:10:08 AM

Summary: Great location. Close to everything

Sally M. Dec 27, 2024 01:14:30 AM

Summary: 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.

Gina M. Nov 7, 2024 02:14:07 AM

Summary: 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.

Entertainment and Activities for your Key West guests

Snorkeling: Dive into the crystal-clear waters surrounding Key West while staying at Henry's Penthouse on the Ocean. Experience the vibrant marine life and stunning coral reefs that make this location a perfect backdrop for romantic adventures.
Sunset Celebration: Enjoy the enchanting sunset celebration at Mallory Square, just a short distance from your luxurious accommodation. This nightly festival showcases local artists, musicians, and street performers, providing a magical atmosphere ideal for couples.
Dolphin Tours: Embark on an unforgettable dolphin tour during your stay at Henry's Penthouse on the Ocean. Witness these playful creatures in their natural habitat while soaking up the sun and creating beautiful memories together.
Key West Historic District: Take a leisurely stroll through the charming streets of the Key West Historic District, where you can explore delightful architecture and rich history. This picturesque setting provides a romantic environment perfect for capturing wedding photos or simply enjoying each other's company.
Water Sports: Indulge in a variety of water sports available near your accommodation, including paddleboarding, jet skiing, and fishing. Whether you're seeking thrills or relaxation, Key West offers endless opportunities to enjoy the ocean together.
Ernest Hemingway Home and Museum: Visit the iconic Ernest Hemingway Home and Museum, located within walking distance of Henry's Penthouse on the Ocean. Discover the writer’s fascinating life while exploring the lush gardens, which create an ideal serene escape for couples.

FAQ's

Is this Key West condo pet-friendly for guests?

No, pets are not allowed at this property. Check the guest reviews to learn what guests had to share.

Does the Key West condo have a swimming pool?

Yes, this Key West condo has a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.

How much does it cost per night to stay in Key West condo?

Best-rates for the Key West condo starts from $605 per night with includes Parking, Oceanfront, Accessibility, Bedding/Linens, Spa, Laundry, Balcony/Terrace, Sports/Activities, Barbecue/Outdoor Cooking, Air Conditioner, TV, View, Ocean View, Security/Safety, Internet, Kitchen, Pool, Wheelchair Accessible, Wellness Facilities, Fireplace/Heating, Entertainment, Hot Tub with all other amenities. Perfect for Weddings is committed to ensuring every guest experiences a comfortable and extraordinary stay, whether planning a romantic getaway, a honeymoon, a pet-friendly stay, or celebrating with the entire wedding party.

Is Key West condo a family-friendly place to stay?

Based on the information we have received from the owner or our partner, this is not considered to be a family-friendly property. As reported by the owner or manager, the condo has not specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.

Is the Key West condo wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the Key West condo is wheelchair accessible. Likewise, there is an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.

What is the minimum night stay policy for the Key West condo?

Based on the information reported by the owner or manager, the Key West condo indicates 1 day stay policy at this condo. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.

What cancellation policy is in place for Key West condo?

Based on the information reported by the owner or manager, details for the cancellation policy for the Key West condo are as follows: Cancellation policy Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

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