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Book Online or call HomeAway Booking Assistance 888-640-7927

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

Bedrooms 2
Space 1,350 sq ft
Property type condo
Minimum Stay 4 - 5 nights


About the property

2 bedroom, 2 bath - Full size condo - Steps to Samther's Beach

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 property (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.


. View the Atlantic ocean while laying in bed.

. King in master, Queen in 2nd bedroom and 2 full size sleeper sofas 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.

. Cable tv with tv sets in living, guest and master bedroom.

. Vcr, Dvd, Cd, Mp3 players

. Private phone with answering machine (free local calls)

. Available housekeeping.

. Smoke and pet free.


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 sking, 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)

More Details

Henry Karp
Member since: 2002
Speaks: english
Response time:
Within a day
Response rate:
Calendar last updated:
April 21, 2018


Key West Condo Accommodation and Amenities

Property Type:
  • condo
  • floor 4
  • Guests provide their own meals
  • Housekeeper Optional
Floor Area:
  • 1350 sq ft
House Rules:
  • Check-in: 4:00 PM
  • /
  • Check-out: 11:00 AM
  • Max. occupancy: 6
  • Min. age of primary renter: 25
  • Parties/events not allowed
  • Pets not allowed
  • Non smoking only
Location Type:
  • Beach
  • Beach View
  • Near The Ocean
  • Ocean View
  • Family
  • Historic
  • Romantic
  • Sports & Activities
  • Tourist Attractions
  • Air Conditioning
  • Clothes Dryer ...
  • Elevator
  • Garage ...
  • Hair Dryer
  • Heating
  • Internet
  • Iron & Board
  • Linens Provided
  • Living Room ...
  • Parking ...
  • Sofa Bed
  • Telephone
  • Towels Provided
  • Washing Machine ...
  • Blender
  • Coffee Maker
  • Cooking Utensils
  • Dishes & Utensils
  • Dishwasher
  • Ice Maker
  • Kitchen ...
  • Microwave
  • Oven
  • Pantry Items
  • Refrigerator
  • Stove
  • Toaster
  • Dining
  • Dining Area
  • seating for 6 people
  • 2 Bathrooms
  • Master Bath - In suite -
    2nd Bathroom -
  • 2 Bedrooms, Sleeps 6
  • Master - 1 king
    Guest - 1 queen
  • Books
  • CD Player
  • DVD Player
  • Game Room ...
  • Radio
  • Satellite / Cable
  • Stereo
  • Television ...
  • VCR
  • Balcony ...
  • Barbecue
  • Deck / Patio ...
  • Lanai / Gazebo ...
  • Outdoor Grill
  • Tennis
  • Tennis Court
  • Terrace
Pool / Spa:
  • Communal Pool ...
  • Heated Pool
  • Hot Tub ...
  • Outdoor Hot Tub
  • Sauna
  • live theater
  • marina
  • reefs
  • restaurants
Leisure Activities:
  • beachcombing
  • bird watching
  • eco tourism
  • paddle boating
  • scenic drives
  • walking
Sports & Adventure Activities:
  • cycling
  • deepsea fishing
  • fishing
  • golf
  • jet skiing
  • paragliding
  • pier fishing
  • sailing
  • scuba diving or snorkeling
  • snorkeling
  • sound/bay fishing
  • swimming
  • tennis
  • water skiing
  • wind-surfing
I am not associated with any property management companies - quality and piece of mind assured by me personally.


Wonderful! 4.8/5 -
(19 traveler reviews)

89% Complete
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Henry's Penthouse on the Ocean in Key West (weekly / nightly rentals)
average rating of 4.7894735 based on 19 reviews

Just OK

  • 3 of 5

We booked Henry's Penthouse based on the glowing reviews by others, but unfortunately didn't feel it lived up to the hype. The decor is very dusty-pink and kitschy, which some apparently love but it was overload for us. There weren't any beach towels to be found (only a few pink bath towels), so we bought our own at CVS on day one. Several guests had commented in the guestbook that the bedrooms need blackout curtains, but there are still none so the sun shines through the semi-opaque blinds at dawn -- and the condo dwellers across the way probably get a show at night! The street was busier/noisier than we expected. Replacing the three sliding doors with better-insulated versions would greatly improve the noise level inside. And the owner is aware there is an ant problem in the kitchen. On the plus side, the pool area and nearby Smather's Beach are very nice, all the rooms are large, there's a good supply of beach toys in one of the closets, and the unit comes with secure covered parking and a W&D. All-in-all, it was an OK place to stay while we enjoyed Key West for a few days.

  • Submitted: Dec 9, 2017
  • Stayed: November 2017
  • Source: VRBO, from HomeAway
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0 0

Exceptional property

  • 5 of 5

Spent a week in this wonderful condo. It is furnished to a very high quality, with plenty of space and every comfort. The balcony is massive and the rooms are luxurious.Well equipped kitchen too.

Great pool area with superb views.

There is some traffic noise at times from the road outside, but this didn't spoil our stay.

  • Submitted: Oct 22, 2016
  • Stayed: October 2016
  • Source: VRBO, from HomeAway
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4 0

Great Place, Great Location, perfect for family

  • 5 of 5

This location had everything we needed, and was in a great location.

  • Submitted: Apr 7, 2015
  • Stayed: March 2015
  • Source: VRBO, from HomeAway
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2 0

Great Week in Key West

  • 5 of 5

Just returned from a wonderful week in Key West. This condominium unit was exactly as described in the listing. Although there were only two of us, we wanted a two bedroom unit and this one was lovely. We drove to the nearest Publics and stocked up on breakfast items and some snacks and beverages to enjoy on the deck or at the pool. The pool area is wonderful and we spent our morning hours in the pool and relaxing in the sun. We had rented a convertible to drive down from Ft. Lauderdale airport. It took us between 5 and 6 hours to reach Key West, but we stopped for lunch and enjoyed the very scenic drive. Once at the condo, we headed to LA TRATTORIA on Duval Street for dinner, very good meal. We spent most of our afternoons and evenings in that part of town, usually taking a taxi there and back. Due to the traffic and limited parking, the car spent most of the week in the secured garage at the condo. We also used the trolley to venture forth two of the days, but to pick it up we had to walk to another resort that was a little less than a mile away. If you enjoy walking (I do), it was a pretty walk. One short comimg of the trolley is the fact that the last one leaves Duval Street at 5:39 p.m. However, a one day ticket is good for a free second day, and the tour around the island is worth taking. We made the requisite stops at Sloppy Joes for lunch (I went back a second time) and at Jimmy Buffet's Margaritaville for drinks. We also ventured forth on a sunset cruise on a schooner (absolutely fabulous experience) and spent a couple of afternoons and sunsets at The Pier, a fun restaurant/bar that is literally on a pier. Another favorite stop was the Schooner Wharf Bar. A week is too short a time to visit all of the places friends had recommended, but we made a good start. As an English teacher, I HAD to visit Hemingway's House, a tour that was well worth the time and money. If I go back again, I'd probably fly into Key West airport and take a taxi to Henry's condo. There was really no need to have a car for the entire week. I might rent one for a day or two at the start of the week to pick up groceries and drive back to The Stoned Crab for lunch or dinner, but taking taxis worked fine. There is also a bus stop near the complex which I might check out. I enjoyed staying away from Duval Street and being on the ocean was great!

  • Submitted: Mar 3, 2014
  • Stayed: February 2014
  • Source: HomeAway
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4 0
Ellicott City, MD


  • 5 of 5

We recently spent a week at Henry’s Penthouse. It was fabulous!

It’s easy to take pictures of your condo and make it look better than it really is but that is not the case here. Henry’s pictures don’t do it justice. It is clean, comfortable and even better than depicted on the web site. This was exactly what we came to Key West for.

The only problem we had was the construction taking place. Workmen were replacing railings and other things on the balcony. Henry was up front about this. He called about two month before our rental began to let us know about the work that was going on. We weren’t really bothered by it because we were up and about all day either at Smathers Beach (about a two Block walk) or sightseeing all over Key West.

Henry was very courteous and pleasant. We had an excellent rental experience. We will be back.

  • Submitted: Feb 28, 2013
  • Stayed: February 2013
  • Source: VRBO, from HomeAway
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4 1
Hopkinton, MA.

Party from the frozen north

  • 5 of 5

Not knowing what to expect on rentals is the hardest thing. However this one is clean comfortable and affordable. Henry has a great website and everything is exactly how it is on the site and better.

The only downfall for us was the work on building however Henry did not cover this up and did admit you could be mildly affected. Did not bother us to much because we were out on the beach or exploring this strange and unusually fun place.

We will consider this rental again.

  • Submitted: Jan 29, 2013
  • Stayed: January 2013
  • Source: VRBO, from HomeAway
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Nearest Airport
1 Miles
Key West Airport
Car: recommended

Located in Key West proper (on the isand and on the ocean).


Rates & Availability

Taxes and fees are additional

Additional information about rental rates

Cleaning $100 + Tax
Tax Rate 12.5%

** No children under 5.

** Must be 25 or older to rent this property.

* Ask about broken week and last minute special pricing.
* We are fully licensed (transient) for weekly rentals
Questions, call me any time within reason 9am -- 11pm (East coast time).
I'm easy to reach and easy to talk to

Henry 954-527-1597

------ Licensed for: nightly / weekly / monthly rentals ------

Owner's Cancellation Policy

  • 50% refund if canceled at least 30 days before arrival date.
  • 100% refund if canceled at least 60 days before arrival date.
  • Service Fee fully refunded on cancellations that qualify for 100% refund.

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