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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

A pool area with blue umbrellas, lounge chairs, and palm trees.
A balcony with a view of the ocean and palm trees.
A room with a large window, a sofa, a painting, and a statue of a pirate with a parrot.
A living room with a large window, a sofa, a coffee table, and a person in a pirate costume.
A modern kitchen with a glass dining table, colorful chairs, and a stone accent wall.

Reviews

9.6 out of 10
Exceptional

Highlights

  • Dive into relaxation
    Unwind in the top-rated pool, your perfect spot for relaxation.
  • On the beach
    A rare beachfront property in the area - enjoy direct access to the sand and sea.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Close to Florida Keys Beaches
2 bedrooms2 bathroomsSleeps 5

Popular amenities

  • On beach
  • Heated pool
  • Hot tub on site
  • Garage parking available
  • Kitchen
  • Washing machine

Explore the area

View in a map
Key West, FL
  • Place, Florida Keys Beaches
    ‪1 min walk‬
  • Place, Smathers Beach
    ‪4 min walk‬
  • Place, Clarence S. Higgs Memorial Beach Park
    ‪12 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪4 min drive‬

Rooms & beds

2 bedrooms (sleeps 5)

Guest

1 King Bed

Master

1 King Bed

2 bathrooms

2nd Bathroom

Master Bath - In suite

Spaces

Deck or patio
Kitchen
Kitchenette
Balcony
Dining area

About this property

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)
Our prices include all fees. No hidden fees.

Add dates for prices

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Beachside
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9.6 out of 10, Exceptional, (105 reviews)
Henry's Piece of Paradise on the Ocean in Key West - Weekly / Nightly

House Rules

Check in after 4:00 PM
Check out before 11:00 AM
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Children

Adults only
default

Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted
Name on credit card must match the name used to make the reservation

Important information

You need to know

Property # 112032
This property is managed by a private host (a party not acting within their trade, business or profession). 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 indicated that there are no carbon monoxide detectors or gas appliances on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

About the area

Key West

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 Florida Keys Beaches and Fort Zachary Taylor Historic State Park. 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 ecotours and cycling.
Map
Key West, FL

What's nearby

  • Florida Keys Beaches - 1 min walk - 0.0 km
  • Smathers Beach - 4 min walk - 0.4 km
  • Clarence S. Higgs Memorial Beach Park - 12 min walk - 1.1 km
  • Key West Naval Station - 13 min walk - 1.2 km
  • Duval Street - 5 min drive - 2.0 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 3 min drive

Restaurants

  • ‪Denny's - ‬4 min drive
  • ‪Sandy's Café - ‬3 min drive
  • ‪Circle K - ‬14 min walk
  • ‪Starbucks - ‬3 min drive
  • ‪Taco Bell - ‬20 min walk

Frequently asked questions

Does Henry's Penthouse on the Ocean in Key West - weekly / nightly rentals have a pool?

Yes, this property has an outdoor pool. Pool types include heated pools.

How much does it cost to stay at Henry's Penthouse on the Ocean in Key West - weekly / nightly rentals?

As of 31 Aug 2026, prices found for a 1-night stay for 2 adults at Henry's Penthouse on the Ocean in Key West - weekly / nightly rentals on 2 Oct 2026 start from £1,664, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

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

No, pets are not allowed at this property.

How much is parking at Henry's Penthouse on the Ocean in Key West - weekly / nightly rentals?

On-site parking is available at the property.

What time is check-in at Henry's Penthouse on the Ocean in Key West - weekly / nightly rentals?

Check-in begins at 4:00 PM.

What time is check-out at Henry's Penthouse on the Ocean in Key West - weekly / nightly rentals?

Checkout is at 11:00 AM.

Where is Henry's Penthouse on the Ocean in Key West - weekly / nightly rentals located?

Nestled on the beach, this Beachside condo building is within 1 mi (2 km) of Clarence S. Higgs Memorial Beach Park and Florida Keys Beaches. Duval Street is 1.5 mi (2.4 km) away.

About the host

Hosted by Henry Karp

Host profile image

Languages:

English

Premier Host

They consistently provide great experiences for their guests
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