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Penthouse Beach Ocean Views- Live the Dream

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On the beach, beach towels
Smart TV, DVD player
Outdoor dining
Outdoor pool, a heated pool
Outdoor pool, a heated pool

Reviews

9.8 out of 10
Exceptional

Entire condo

2 bedrooms2 bathroomsSleeps 61357 sq ft

Popular amenities

  • Pool
  • Kitchen
  • Washer
  • Dryer

Explore the area

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

Room options

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About the neighborhood

Key West

Located in Beachside within a short walk of Florida Keys Beaches, this condo is within 2 miles (3 km) of other popular sights such as Duval Street. The condo includes a kitchen, a balcony, and a sofa bed.
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What's nearby

  • Florida Keys Beaches - 1 min walk - 0.0 miles
  • Smathers Beach - 3 min walk - 0.2 miles
  • Clarence S. Higgs Memorial Beach Park - 15 min walk - 0.8 miles
  • Duval Street - 9 min drive - 2.1 miles
  • Southernmost Point - 10 min drive - 1.7 miles

Getting around

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

Restaurants

  • ‪Dions Truman & White - ‬4 min drive
  • ‪Circle K - ‬17 min walk
  • ‪Starbucks - ‬3 min drive
  • ‪Sandy's Café - ‬4 min drive
  • ‪Taco Bell - ‬3 min drive

About this property

Entire place

You'll have the entire condo to yourself and will only share it with other guests in your party.

Penthouse Beach Ocean Views- Live the Dream


You feel the excitement the moment you arrive. The warm tropical breezes, the blue green water. It's a rhythm. A rhythm set into motion over a century ago by pirates, artists, writers and other champions of leisure. Today that same rhythm beckons you to discover the charm and grace of Key West in a new and distinctive setting. We hope that you will enjoy staying directly on the ocean and enjoy the beautiful views and you will agree that Excitement has been found. Enjoy this upgraded two-bedroom, two-bath condominium with 1350 square feet of living space. Enjoy ocean views and the colors of the sunset from your private 35-foot balcony.
Master bedroom has comfortable king-size bed; Second bedroom with Comfortable Queen & Twin . Queen sleeper sofa is in the living room Every room has high speed private WiFi.
Key West Luxury Living at it's best. Resort Swimming Pool , Bubbling hot tub, Sauna and Gym are complimentary for our guests Several picnic and barbecue areas surrounded by the native tropical gardens add to our guest options. Water sports, Snorkeling and the Coral Reef are all available at Smathers Beach which is steps away . EXCITEMENT ON THE KEY WEST OCEAN Our other VRBO Listings #4091149 & #154612

WE WILL BE TRANSITIONING OUR VRBO ACCOUNT TO ALL FLORIDA KEYS BASED IN KEY WEST. ALL BOOKINGS FROM JULY 1ST 2026 WILL GO THROUGH ALL FLORIDA KEYS. VRBO #20282915.
The condo is air-conditioned and features a kitchen, 2 bathrooms, and a balcony, and there's space to spread out with 2 bedrooms. Guests can expect to find free WiFi and a Smart TV with a DVD player. The bathroom offers a jetted tub and hair dryers. Other standard amenities include a washing machine, a sofa bed, and a fenced private yard.

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Property amenities

Beach

  • On the beach
  • Beach towels

Pool/Spa

  • Communal pool
  • Fenced private pool
  • Heated pool
  • Hot tub
  • Outdoor pool
  • Sauna

Internet

  • Available in the condo: Free WiFi

Parking and transportation

  • Onsite parking options include a garage

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Ice maker
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bedsheets provided
  • Sofa bed

Bathroom

  • 2 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Jetted bathtub
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • DVD player
  • Smart TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Barbecue grill
  • Fenced yard
  • Garden
  • Outdoor furniture

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk
  • Desk chair

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Elevator
  • Wheelchair accessibility
  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near a hospital
  • Near an outlet shopping mall
  • Near the marina
  • Near the ocean
  • On the waterfront

Things to do

  • Golf
  • Gym
  • Heated pool
  • Tennis
  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Jet skiing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkeling nearby
  • Water skiing nearby
  • Wildlife walks nearby
  • Windsurfing nearby

Safety features

  • No carbon monoxide detector or gas appliances (host has indicated there are no carbon monoxide detectors or gas appliances on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

General

  • Garden
  • Property located in a resort
  • Unit size: 1,357 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

  • This property doesn't allow pets

Children and extra beds

Children allowed: ages 0-17

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

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
Onsite parties or group events are strictly prohibited
Host has indicated there are no carbon monoxide detectors or gas appliances on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock
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
  • Check-in: 4:00 PM
  • Check-out: 10:00 AM
  • Minimum check-in age: 25
Property Registration Number 3642

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Onsite parties or group events are strictly prohibited.
  • Onsite safety features include a fire extinguisher, a smoke detector, a first aid kit, and a deadbolt lock.

Property is also known as

Penthouse Level Ocean Views Check FOR Last Minute Specials

Frequently asked questions

What's there to see around this condo?

This condo is situated in Beachside, just steps from Smathers Beach. You'll also find Florida Keys Beaches and Duval Street within a short drive.

Is there parking available at Penthouse Beach Ocean Views- Live the Dream?

Yes, there is a garage.

Is this condo next to a casino?

No, this condo is not connected to a casino.

Will I find an indoor pool at this condo?

No, this condo doesn't have an indoor pool; however, there are an outdoor pool and a hot tub.

Is Penthouse Beach Ocean Views- Live the Dream good for couples?

Amenities that appeal to couples at this beachfront condo include a jetted bathtub and a smart TV in each condo, and some feature beach view.

Are there hot tubs at Penthouse Beach Ocean Views- Live the Dream?

No, but all condo at this condo have jetted bathtubs.

Does this condo offer breakfast?

No, this condo doesn't offer breakfast.

Will this condo allow pets to stay free of charge?

No, pets aren't allowed at this condo.

Are there connecting rooms at Penthouse Beach Ocean Views- Live the Dream?

No, this condo doesn't feature connecting guestrooms.

How close is the airport from this condo?

The closest major airport to this condo is Key West Intl. Airport (EYW), which is 1.7 mi away (3 minutes by car).

Are there rooms with balconies at Penthouse Beach Ocean Views- Live the Dream?

Yes, every condo at Penthouse Beach Ocean Views- Live the Dream comes with a balcony and some offer beach views.

Penthouse Beach Ocean Views- Live the Dream Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 213 out of 257 reviews
Rating 8 - Good. 39 out of 257 reviews
Rating 6 - Okay. 4 out of 257 reviews
Rating 4 - Poor. 1 out of 257 reviews
Rating 2 - Terrible. 0 out of 257 reviews

10/10

Cleanliness

Reviews

Verified

10/10 Excellent

Renae G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
I really enjoyed staying here. It was close to the public beach, close enough to Duvall Street, clean, quiet, and comfortable!
Stayed 5 nights in Dec 2025
Verified

10/10 Excellent

Scott P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location and view with nicely appointed condo. Hosts very responsive.
Stayed 7 nights in Dec 2025
Verified

10/10 Excellent

Sheila H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location and beautiful view from balcony
Stayed 5 nights in Oct 2025
Verified

10/10 Excellent

John S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful apartment. Spacious, clean, and attractive. Great view. Love the large balcony for hanging out, relaxing, and doing nothing.
Stayed 7 nights in Dec 2025
Verified

10/10 Excellent

Becky A.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This place was great! We usually stay at a different place every time we come to Key West however we will definitely stay here again! Very clean and everything to make you feel at home. Thank you for a great week!
Stayed 7 nights in Nov 2025
Verified

10/10 Excellent

Ben R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything was as advertised. Very clean. Great to have a pool and beach at the same place.
Stayed 5 nights in Nov 2025
Verified

10/10 Excellent

Angie D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a wonderful stay here. Very clean and owner was attentive. Would stay here again.
Stayed 7 nights in May 2025
Verified

8/10 Good

Jessica H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Description of facility met reality, was in a good location, and communication with hosts was perfect! Having three, actual beds was awesome for my adult children. Cleanliness was a little wanting, which is why this is a four and not a five, but nothing that needed immediate attention-so not a deficiency on the hosts’ behalf.
Stayed 5 nights in Dec 2025
Verified

10/10 Excellent

Kristi D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great vacation location

We enjoyed the stay due to location, the peaceful atmosphere and the pool/hot tub. The condo had everything we needed.
Stayed 7 nights in May 2025
Verified

10/10 Excellent

David W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This is an absolutely stunning property. The pictures are accurate, and we found everything exactly as it was portrayed online. It was clean comfortable and had everything promised. The check-in and checkout was simple and straightforward. We had a fabulous Thanksgiving soaking in the sun, sea, and the Caribbean vibe. We would return to this wonderful property without any hesitation!
Stayed 7 nights in Nov 2025
Verified

10/10 Excellent

Monica M.

Liked: Cleanliness, communication, location, listing accuracy
Staying here felt like being at a top resort, with its ocean view from the room, Olympic size pool, and beautiful gardens. It’s also perfectly located with a short drive to great restaurants and sights. We also appreciated Mike’s positive response to our request to extend our stay an extra night. Great place to vacation!
Stayed 8 nights in Aug 2025
Verified

10/10 Excellent

marc M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful spot

Cant get much better than this at key west. Spacious living, great amenities and nice location.
Stayed 9 nights in Apr 2025
Verified

10/10 Excellent

Greg D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

enjoyed our time

Great place and location, would stay again!
Stayed 2 nights in Jun 2023
Verified

10/10 Excellent

Lisa B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful stay!

Wonderful stay in Key West. Beautiful view!
Stayed 7 nights in Feb 2023
Verified

10/10 Excellent

Ken C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great place

Very nice place to stay. Close to everything but on quiet side of island. Would recommend staying here if in the Keys.
Stayed 4 nights in Jun 2024
Verified

10/10 Excellent

Peter D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

High end vacation rental

Did everything I came to do !
Stayed 5 nights in Apr 2025
Verified

10/10 Excellent

Alexis A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Place

We had an amazing stay! The condo was comfortable, clean & in a perfect location. We would definitely stay here again.
Stayed 4 nights in Sep 2023
Verified

10/10 Excellent

Andrea J.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay

Clean, friendly staff and accommodating hosts. Pool was awesome. Would definitely stay here again.
Stayed 5 nights in Aug 2023
Verified

10/10 Excellent

Terri L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Paradise in Key West

Wonderful time, very well maintained grounds and pool. Accommodations were great, the location is very convenient to air port and beaches.
Stayed 28 nights in Feb 2024
Verified

10/10 Excellent

Steve M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fantastic Time and Perfect Location

very happy with our decision to stay here. Great views, nice balcony, clean place and it came as advertised. Would be happy to stay here again
Stayed 8 nights in Jan 2025
Verified

10/10 Excellent

Verified traveler

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect first visit

The location was amazing. The view was gorgeous. The space was more than enough and then some. Highly recommend. Can not wait to go back.
Stayed 7 nights in May 2025
Verified

10/10 Excellent

cory w.

Liked: Cleanliness, check-in, communication, location, listing accuracy

First trip to Key West

We really enjoyed our stay. This was a great rental property. Views were amazing.
Stayed 4 nights in May 2024
Verified

10/10 Excellent

Jeffrey R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fantastic Place

This was the best place, all the amenities, great location and great communication with the owners.Thank you very much!
Stayed 4 nights in Apr 2025
Verified

10/10 Excellent

Mila R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lovely Condo, Beautiful Views

My family had a great time spending a week here for our Key West trip. Great views and great condo!
Stayed 7 nights in Aug 2024
Verified

10/10 Excellent

Theresa R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Key West vacation rental

Loved the pool and the porch!! Good location, too!
Stayed 6 nights in Jan 2023

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