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

Top rated by guests
Ahhh - The Pool (heated) With Ocean In Background
Dining Area - Seats 6
Kitchen - Fully Equipted - Seats 4
View Of Smathers Beach From The Balcony
The captain - watching the ocean for pirates
review stars
9.4Outstanding
(100 Ratings)
The property offers spacious and beautifully decorated condos with great views, comfortable beds, and excellent communication from the owner. The pool areas are top-notch, and the locations are convenient for beach activities.
From real guest reviews summarized by AI
Don't miss out! Price and availability may change
9.4 / 10
Outstanding(100 Ratings)

Apartment in Key West, FL

5 guests · 2 bedrooms · 2 baths

Reasons to book

Guests love it hereGuests give this property a top rating
Top-tier experienceA high end property in this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

About this apartment rental

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)

Amenities at Henry's Penthouse on the Ocean in Key West - weekly / nightly rentals

Non-smoking
No pets allowed

Map of Key West, FL


Ratings and reviews

9.4 / 10
Outstanding(100 Ratings)
review starsSummary of reviews
The property offers spacious and beautifully decorated condos with great views, comfortable beds, and excellent communication from the owner. The pool areas are top-notch, and the locations are convenient for beach activities.
From real guest reviews summarized by AI
10 / 10Outstanding·Feb 2026
Great condo in a good location. Owner was easy to work with and very responsive. Enjoyed our time in Key West!
10 / 10Outstanding·Jun 2025
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!
10 / 10Outstanding·May 2025
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.
5 / 10·Feb 2022
Very nice property. We appreciated the location after being in the hustle and bustle. A short cab ride to get to Duval street.

$$$$
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FAQs

Is parking included with this apartment?

Parking is not specified as an available amenity at Henry's Penthouse on the Ocean in Key West - weekly / nightly rentals. For more information, we encourage you to contact the property about where to park.

Is there a pool at this apartment?

We didn’t find pool listed as an amenity for this apartment. It may be worth double checking if a pool is important for your stay.

Is Henry's Penthouse on the Ocean in Key West - weekly / nightly rentals pet friendly?

Unfortunately, this apartment is not pet-friendly. Try searching again and filter for "Pets Allowed"

What amenities are available at Henry's Penthouse on the Ocean in Key West - weekly / nightly rentals?

We found 2 amenities for this rental. This includes non-smoking, and no pets allowed.