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Direct Ocean View - Voted #1 Key West's Best Luxury Penthouse Condo/Pool/Marina

Bedrooms 3
Space 1,500 sq. ft.
Property type condo
Minimum Stay 5 - 7 nights


About the property

Luxury Condo Home, 3 Bedrooms, 2 Baths, (Sleeps 6-7)

Oceanside Condominium become the #1 popular Key West destination and one of the most prestigious communities offering breath taking water views and large, open units. The amenities are rounded out with a community pool, on site Marina, and easy deep-water direct access to the Atlantic Ocean.

As the Most Southern Seaport to direct Atlantic access in Key West, and the nearest port to Havana Cuba in the United States, Oceanside Marina is positioned on Stock Island’s superb west end, just minutes from downtown Key West, and is one of Key West's largest deepwater marinas. The Marina currently offers Slip rentals.

This community is located just minutes from Duval Street and all of the Old Town Key West attractions. This property is located within minutes of Smather's Beach and Higg's Beach Rated one of the 'Top Ten' beaches in the World by Conde Nast magazine.

This magnificent one-level ocean side condo offers large balconies with pristine water views. This property is recently outfitted with all modern appliances granite countertops, washer/dryer, pots & pans, towels & linens, central air conditioning, two covered parking spaces and Pool and Jaccuzzi access. UNIT HANDICAP ACCESSIBLE

Check our On Line Calendar - UPDATED DAILY

Keywords: Quietly away from Duval's Crazy Bars but close enough... just a few minutes away from Downtown Key West nightlife

Wheelchair Accessible

More Details

Brian Whitehead
Member since: 2007
Speaks: english
Response time:
Within an hour
Response rate:
Calendar last updated:
June 25, 2017

About Brian Whitehead

Enjoy Traveling with my wife and adult children. Manage 6 different properties on the VRBO website... Take a look and see where you would like to visit...

vrbo #142693

Brian Whitehead purchased this condo in 2008

Why Brian Whitehead chose Key West Area

Because this unit is the one and only Top Floor End Unit Penthouse with the very BEST OCEAN VIEWS of the entire OCEANSIDE COMPLEX

Over 1.2 Million invested in this property

What makes this condo unique

Without any doubt the best Ocean Views at the Oceanside Complex. Our newly decorated comfortable, top floor Penthouse with vaulted ceilings and hosts three large bedrooms, and two large baths, this ocean view unit is just steps from the ocean. Full Chef Kitchen

Guestbook comments from the owner

Hi Brian,

Our family had a wonderful stay at your Key West Condo the past 2 weeks. We found the condo to be very clean and well-equipped. The boat slip was great too. Unfortunately, the marina no longer offers gas, bait, or ice during the construction.

One suggestion we have for your consideration; every condo/hotel we have ever stayed in has a community ice machine for guests. The other Keys condos put a lock on the ice machine so only guests can use it. It would be really nice if the Oceanside condos invested in an ice machine, so we wouldn't have to drive nearby for filling coolers.

We are interested in renting your condo and boat slip again next year. Is it too early to reserve it?

Thanks again for all you do to make your condo so great!

Aug 2015
  • 1 of 8


Stock Island Condo Accommodation and Amenities

Property Type:
  • condo
  • floor 3
Building Type:
  • building
  • Guests provide their own meals
  • Housekeeper Optional
Floor Area:
  • 1500 sq. ft.
House Rules:
  • Max. occupancy: 7
  • Max. adults: 6
  • Min. age of primary renter: 25
  • Children welcome ...
  • Parties/events not allowed ...
  • Pets considered ...
  • Non smoking only ...
Location Type:
  • Ocean View
  • Oceanfront
  • Water View ...
  • Adventure
  • Away From It All
  • Budget
  • Family
  • Historic
  • Romantic
  • Sports & Activities
  • Tourist Attractions
  • Air Conditioning ...
  • Broadband Access ...
  • Clothes Dryer ...
  • Covered Parking ...
  • Elevator ...
  • Garage ...
  • Hair Dryer
  • Heating ...
  • Internet ...
  • Iron & Board
  • Linens Provided ...
  • Living Room ...
  • Parking ...
  • Parking Off Street
  • Parking for RV/Boat/Trailer ...
  • Towels Provided ...
  • Washing Machine ...
  • Wireless Internet ...
  • Catering Available
  • Coffee Maker
  • Cooking Utensils ...
  • Dishes & Utensils
  • Dishwasher
  • Ice Maker
  • Kitchen ...
  • Microwave
  • Oven
  • Refrigerator ...
  • Stove ...
  • Toaster
  • Dining ...
  • Dining Area
  • seating for 6 people
  • 2 Bathrooms
  • Bathroom 1 - toilet , shower , Granite Countertops and Designer Tiles
    Bathroom 2 - toilet , shower , Granite Countertops and Designer Tile
  • 3 Bedrooms, Sleeps 7
  • Bedroom 1 - 1 king
    Bedroom 2 - 1 queen
    Bedroom 3 - 2 twin/ single
    Living Room - 1 sleep sofa /futon , EXTRA RATE APPLIES FOR GUESTS OVER 6
  • King size beds (1), Queen size Beds (1), Twin or Single Beds (1) Queen Sleeper Sofa in Living Room Extra Rate Applies
  • Books ...
  • CD Player
  • DVD Player ...
  • Satellite / Cable ...
  • Stereo
  • Television ...
  • Video Library ...
  • Balcony ...
  • Boat ...
  • Deck / Patio
  • Golf ...
  • Lanai / Gazebo
  • Outdoor Grill
  • 2 beach chairs
  • Long-term Renters Welcome
  • alternative lifestyle
  • wheelchair accessible ...
Pool / Spa:
  • Communal Pool ...
  • Heated Pool
  • Shared Hot Tub ...
  • arboretum
  • botanical garden
  • cinemas
  • duty free shops
  • health/beauty spa
  • library
  • live theater
  • marina
  • museums
  • nude beach
  • playground
  • restaurants
  • synagogues
  • water parks
  • winery tours
  • zoo
Leisure Activities:
  • antiquing
  • boating
  • miniature golf
  • shelling
  • shopping
  • sight seeing
  • wildlife viewing
Local Services & Businesses:
  • ATM/bank
  • Babysitter
  • fitness center
  • groceries
  • hospital
  • laundromat
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • cycling
  • deepsea fishing
  • fishing
  • fly fishing
  • freshwater fishing
  • golf
  • golf privileges optional
  • hiking
  • hunting
  • jet skiing
  • kayaking
  • paragliding
  • parasailing
  • pier fishing
  • roller blading
  • sailing
  • scuba diving or snorkeling
  • snorkeling
  • snorkeling/diving
  • sound/bay fishing
  • surf fishing
  • surfing
  • swimming
  • tennis
  • water skiing
  • wind-surfing
This Unit is Handicap Accessible


Wonderful! 4.9/5 -
(66 traveler reviews)

Direct Ocean View - Voted #1 Key West's Best Luxury Penthouse Condo/Pool/Marina
average rating of 4.8939395 based on 74 reviews
Key West, Florida

A Wonderful Slice of Heaven in Paradise

  • 5 of 5

We had an absolute wonderful time. The pictures on the website, while are very accurate, do not do the condo justice as the condo is gorgeous! This was our second time to Key West but our first time staying in the condos at the marina. However, we used this marina for our boat both times and had a wonderful experience. The condo was very clean, had all the items needed to make a family feel at home and be able to cook without having to eat out all the time. The view was breathtaking and the pool/hot tub were wonderful. Everyone we met at the condo was extremely friendly. This is a terrific place to stay if you have children since it is “off the beaten path” but yet only minutes from Duval Street. The marina is fun too, especially for the children because at the end of a fishing day, they children can go down and see what the fishermen caught and feed the tarpon. We also had a manatee come up to our boat while we were rinsing it down and drink the fresh water right from the side of the boat! We were all amazed by this. Brian is very nice and professional and great to work with. We will definitely stay here again... Ginger

  • Submitted: Jun 5, 2017
  • Stayed: May 2017
  • Source: VRBO, from HomeAway
Owner's Response: Thank You and your Guests Ginger ! You've been the perfect guests... Please come Back and visit KW soon ! Safe Travels ! Brian
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Beautiful Oceanfront Condo with Terrific Ocean Views

  • 5 of 5

We woke up every morning to the sun rising over the Atlantic Ocean. That's what you will experience with this beautifully furnished three bedroom condo right on the ocean at Oceanside Marina. With direct views of the ocean from the living room, master bedroom and of course, your private balcony, you will never want to leave this quiet and peaceful condo. There are touches of tropical whimsy everywhere, a constant reminder that you have arrived in America's Paradise.

The living area is bright and airy, with plenty of room to entertain. The kitchen is completely equipped with everything you would need to prepare the most ambitious meal. The dining area is surrounded by windows on three sides, with light shining in from all angles. Sliding doors open onto the spacious ocean view balcony, which has comfortable seating as well as an outdoor dining set and BBQ.

The master bedroom has a King size bed, walk-in closet and sliding doors to the balcony, with an in-suite bathroom furnished with twin vanities and a separate room for the toilet and oversize shower. The second bedroom has a queen bed, and the second bathroom also has an extra large shower. The third bedroom has two twin beds. The owner provides linens and bath towels, along with beach towels, cooler and sun screen.

We can't wait to return !

  • Submitted: May 15, 2017
  • Stayed: Apr 2017
  • Source: VRBO, from HomeAway
Owner's Response: Thank You Brian for the Great Review... The nice thing about being away from Duval is you get a good sleep at night, no drunks waundering around the property, looking in your windows, getting sick in the bushes, no loud music all night, no bright neon lights shining in the windows. I don't mind a 10 min cab ride home to relax and enjoy a private property. Also bicycles rentals deliver right to the condo and you get to explore Key West at your own pace! PLEASE Come Back to KEY WEST Soon!
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Perfectly peaceful and quiet!

  • 5 of 5

The property was terrific. It is actually on Stock Island. At first we thought we would have preferred to be in the Key West fray, but quickly learned that the peace and serenity was perfect.

  • Submitted: Apr 15, 2017
  • Stayed: Apr 2017
  • Source: VRBO, from HomeAway
Owner's Response: Dawn... I only want the best Key West experience for my guests ! I welcome you back for another visit and I know you'll enjoy Key West like I have for 17 years... Please contact me again for your next visit or please let your friends know just how much fun Key West is ! Cheers, Brian and Donna
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  • 5 of 5

The girls absolutely loved the condo.

  • Submitted: Mar 20, 2017
  • Stayed: Mar 2017
  • Source: VRBO, from HomeAway
Owner's Response: For some reason.... Girls Love Key West ! Key West is a perfect Retreat for a Girls Week Vacation away from work... Please come back SOON ! Brian and Donna
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Beautiful views, wonderful accommodations!

  • 5 of 5

Loved our time there, condo was great for 6 people.

  • Submitted: Mar 11, 2017
  • Stayed: Mar 2017
  • Source: VRBO, from HomeAway
Owner's Response: Barb... I told you so.... I'd glad you trusted me with your KW vacation and I want you to tell all your friends about my condo... Please safe trip home and call me to book your next trip ! Brian and Donna
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Wonderful condo, great views

  • 5 of 5

We loved this condo. There were three couples and there was plenty of room. We cooked a couple of meals in and had our own cars to see the sights. The pool was good. Over all we would go again!

  • Submitted: Feb 28, 2017
  • Stayed: Feb 2017
  • Source: HomeAway
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Nearest Airport
2 Miles
Key West International Airport EYW
Nearest Barpub
1 Miles
Nearest Ferry
4 Miles
Dry Tortugas National Park or Ft. Myers Fla
Nearest Golf
1 Miles
Key West Country Club
Nearest Train
3 Miles
Conch Train
Nearest Motorway
1 Miles
US #1
Nearest Restaurant
1 Miles
Hogfish and Roostica
Nearest Ski
1 Miles
Water Skiing
Nearest Beach
2 Miles
Smathers Beach
Nearest Point of Interest
HogFish Bar and Grill
Nearest Point of Interest
Chico's Mex Grill
Nearest Point of Interest
Key West Golf Course
Nearest Point of Interest
Rusty Anchor Restaurant
Nearest Point of Interest
Key West Airport
Nearest Point of Interest
Smather's Beach
Nearest Point of Interest
Higgs Beach
Nearest Point of Interest
SouthernMost Point in North America
Nearest Point of Interest
Fort Zac Park
Nearest Point of Interest
Mallory Square
Nearest Point of Interest
Key West Harbor
Nearest Point of Interest
Charter Boat Row
Nearest Point of Interest
World Famous Sloppy Joe's
Nearest Point of Interest
Nearest Point of Interest
Nearest Point of Interest
Hurricane Hole Marina
Nearest Point of Interest
Car: recommended


Rates & Availability

Stock Island Condo Rental Rates

Rental Basis:
per property
Owner accepts payment in:
Convert Currency
Rate Period Nightly Weekend Night Weekly Monthly Event
May 14 2017 - Jul 21 2017
6 night minimum stay
Notes: Rates are based on 6 guests; add $30 per night, per additional guest
LobsterPalooza 2017
Jul 22 2017 - Jul 30 2017
6 night minimum stay
Notes: Rates are based on 6 guests; add $30 per night, per additional guest
LobsterPalooza 2018
Jul 23 2017 - Jul 29 2017
7 night minimum stay
Flat fee
Jul 31 2017 - Oct 21 2017
6 night minimum stay
Notes: Rates are based on 6 guests; add $30 per night, per additional guest
Oct 22 2017 - May 19 2018
6 night minimum stay
Notes: Rates are based on 6 guests; add $25 per night, per additional guest
Summer 2018
May 20 2018 - Oct 20 2018
5 night minimum stay
Notes: Rates are based on 6 guests; add $30 per night, per additional guest

Additional information about rental rates

Property Damage Protection $79
Pet Fee $300 + Tax
Cleaning Fee $149
Tax Rate 12.5%


Owner's Cancellation Policy

  • 100% refund if canceled at least 60 days before arrival date.
Contact Owner

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