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Property Details

Updated: May 20, 2015
Condo, 2 Bedrooms, 2 Baths, 6 Sleeps

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.

Click on the calendar icon to check dated that are available.

If the dates you need are not available check my other property

(Henry's Piece Of Paradise) also a weekly / nightly rental located in the same ( 1800 Atlantic )


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'm easy to reach and easy to talk to.

Note: My on line calendar is active.

  • Sleeps 6
  • 2 Bedrooms
  • 2 Bathrooms
  • Swimming pool

Recent Review

About the Owner

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Speaks:: english
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Calendar last updated:
May 20, 2015

17 Reviews

based on 17 traveler reviews

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Henry's Penthouse On the Ocean In Key West - Weekly Rental
Key West Lower Florida Keys

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: Mar 2015
  • Source: VRBO, from HomeAway
Recommended for:  Age 55+, Tourists without a Car, Families with Teenagers, Families with Young Children
Henry's Penthouse On the Ocean In Key West - Weekly Rental
Key West Lower Florida Keys

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: Feb 2014
  • Source: HomeAway
Henry's Penthouse On the Ocean In Key West - Weekly Rental
Key West Lower Florida Keys
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: Feb 2013
  • Source: VRBO, from HomeAway
Recommended for:  Age 55+, Sightseeing, Romantic Getaway
Henry's Penthouse On the Ocean In Key West - Weekly Rental
Key West Lower Florida Keys
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: Jan 2013
  • Source: VRBO, from HomeAway
Recommended for:  Age 55+, Adventure Seekers, Girls Getaway, Tourists without a Car, Sightseeing, Families with Teenagers, Families with Young Children, Romantic Getaway
Henry's Penthouse On the Ocean In Key West - Weekly Rental
Key West Lower Florida Keys
Boynton Beach, Fl

A true piece of paradise!!!!!!!!!!!!!

  • 5 of 5
Great accommodations, very user friendly and accessible. Wonderful ocean views, great pool, and tennis courts. Great beaches close by. You will enjoy all facilities and the decor.
  • Submitted: Mar 5, 2012
  • Stayed: Feb 2012
  • Source: VRBO, from HomeAway
Recommended for:  Age 55+, Adventure Seekers, Girls Getaway, Families with Teenagers, Families with Young Children, Romantic Getaway
Henry's Penthouse On the Ocean In Key West - Weekly Rental
Key West Lower Florida Keys
Cleveland, OH

Henry's Little Lie

Henry's Little Lie
  • 3 of 5
My girlfriend and I reserved Henty's penthouse from 9/22/11 to 9/26/11. Initially we did not reserve the penthouse.We were signing up for Henry's second floor condo. But Henry said the PH was available for only $10 more per night. I thought it was an upgrade since it cost more and that's how Henry sold it. My whole problem with Henry is that he is a liar. I brought work with me that involves confidential information and requires protected internet access. Henry told me had wi-fi in his PH. He does not. When I talked him about this on my second day there, he suggested I poach off of someone elses wi- fi. When I told him I needed protected internet access he told me to come down by the pool area and
try to access his wi-fi from the original condo where we planned to stay and he was now using. This might have worked, but again I explained I had confidential files that I did not want to take to a public area, nor did I want to do my work outside in 80+ degree temperature. Ultimately, my girlfriend and I had to leave on Sunday @ 7:00AM, one day early, because my work deadline was Monday @ 8:3AM. It cost us $1030 to change our airline reservations. I asked Henry to refund me $320, the price for one night, and never heard back. In summary the PH condo was OK. The street noise (10 yards away) is loud at all hours of the day and night. The PH view is primarily a cheap 4 story apartment with 32 front doors opening onto a 4 porches about 50 yards straight away. There is a small slice of water view beyond the phone poles, high wires etc. If this guy can't afford $40 per month for internet access then you can guess what other corners he cuts and mirepresentations he makes. I' m getting sick just writing this, but I just remembered what Henry told me in response to my claim that there was wi-fi in the PH. Henry told me "No, I said there was dial-up access" Go figure.
  • Submitted: Oct 11, 2011
  • Stayed: Sep 2011
  • Source: VRBO, from HomeAway
Owner's Response: Bogus review;

Melvin was fighting with his girlfriend and wanted to check out early and wanted me to refund the the difference - I refused and he retaliated with this bogus review.

No way did I tell him that my penthouse has internet access. I offered him the code to the wireless in my
other unit that could be accessed form a gazebo in the courtyard but that wasn’t good enough for him - he claims that he had to spend $1030.00 (Mel - you should have picked a more realistic #) to fly back early because of no internet - if he needed internet so badly - he could of went to the Sprint store or other provider and bought a wireless air card for about $100 and if his internet access is so critical and he needs “protected internet access” shouldn’t he have an air card anyway?

Further he claims that the building is cheap - currently on the market units in this complex are listed between $369 thousand and $1.65 million depending on square footage, views and location in the complex - not so cheap.

See my personal web site (with virtual tours clearly showing my ocean view and comments from guests written in their own handwriting) for yourself.
(link located below the view calendar button and just above property photos)and please disregard the bogus comments form this named Melvin.


This owner has not provided a specific location. If you would like more information, please contact the owner.

Activity and Interests

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)


Rental rates


  • Weekly Rate: $1750 - $2700

  • ** Based on up to 4 guests (maxinum of 6)
    ** Surcharge of $100 per week ($15 night) per quest over 4
    ** Minimum 5 nights stay in winter and special events, 4 nights in
    ** Must begin or end stay on a Saturday if you are staying less than
    7 nights (exception for broken weeks)
    ** Discounts for 7 nights or longer.
    ** All rates are + tax
    ** $90 cleaning fee for less than a 6 night stay
    ** No children under 5
    ** Must be 25 or older to rent this property

    $265.00 per night off season - discount: 7 nights = $1670.00
    or Approximately $238.00 per might
    (September --- October)

    $285.00 per night mid season - discount: 7 nights = $1795.50
    or Approximately $256.50 per night
    (November -- 1st 2 weeks of December)
    (May -- August)

    $395.00 per night in season - discount: 7 nights = $2488.50
    or Approximately $355.50 per night
    (Last 2 weeks of December --- April)

    $425.00 per night special events - discount: 7 nights = $2677.50
    or Approximately $382.50 per night
    (Fantsay Fest week, Christmas week, New Years week)

    I accept VISA / MASTER CARD or personal checks.

    ** Ask about broken week and last minute special pricing

    ** Ask about trip insurance

    Sorry no pets or smoking.

    I am fully licensed (transient) for weekly rentals.

    Questions, call me anytime within reason (East coast time)
    I'm easy to reach and easy to talk to.


Enter your travel dates
Updated: May 20, 2015


Property Type

  • condo

Pool / Spa

  • Hot Tub
  • Outdoor Pool


  • pets not allowed


  • 2 Bathrooms
  • Bathroom 1
  • Bathroom 2


  • 2 Bedrooms, Sleeps 6
  • Bedroom 1
  • Bedroom 2


  • Inside: . 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. 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.

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