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

Bedrooms 3
Property type condo
Minimum Stay 6 nights

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Minimum Stay
6 nights

About the property

Condo, 3 Bedrooms, 2 Baths, (Sleeps 6)

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 12 hours
Response rate:
Calendar last updated:
January 18, 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


Wonderful! 4.9/5 -
(58 traveler reviews)

Direct Ocean View - Voted #1 Key West's Best Luxury Penthouse Condo/Pool/Marina
average rating of 4.87931 based on 66 reviews

Great condo

  • 4 of 5

What a beautiful place to stay. The condo was very nice. It is a little further away from key west then we would have liked. We like to walk to destinations. They were working on the entrance but everyone was very nice and tried to make the ins and outs easy. I would recommend this condo for friends that did not mind a 10-15 minute drive to duval street.

  • Submitted: Jan 17, 2017
  • Stayed: Jan 2017
  • Source: VRBO, from HomeAway
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PERFECT! Georgeous!

  • 5 of 5

We absolutely loved the home, it did feel like" home" away from home...actually much nicer:) was very comfortable, beautifully decorated AND the view was PRICELESS! We spent a lot of time on the balcony just enjoying views, birds ,boats, planes ect...It was my Dad's first time to Key West, he was supposed to leave on Wednesday but loved it so much he extended his stay till Saturday for the whole week! My only complaint is that we didn't stay long enough! Thank You! Can't wait to go back!:-)

  • Submitted: Jul 7, 2016
  • Stayed: Jun 2016
  • Source: VRBO, from HomeAway
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  • 5 of 5

The O'Brien girls had a great time. Loved the place. Very quiet. Lovely views. After fun nights on Duvall St, we could have a peaceful morning. There is a lot of construction going on & the roof was being redone which could bother some people, it didn't bother us. We just figured, work needs to get done sometime. The roofing project may have interferred with the internet. We couldn't connect the last couple of days....but that was minor. We would definitely come back. Thanks for sharing your place.

  • Submitted: Jul 3, 2016
  • Stayed: Jun 2016
  • Source: VRBO, from HomeAway
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Best place on Key West!!

  • 5 of 5

We were beyond happy with the Condo. The view was amazing, it was right off the island which was perfect because we didn't have to deal with a lot of the traffic. The condo itself was beautiful, well kept and all the amenities. Bryan was extremely helpful with recommendations and tips. I highly recommend staying here, you won't want to leave!!

  • Submitted: Jun 7, 2016
  • Stayed: May 2016
  • Source: VRBO, from HomeAway
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Oceanside Marina

  • 3 of 5

Very nice condo - nice layout, very clean, well appointed. They do have beach towels which wasn't mentioned in the detail. The view is incredible from the veranda - very nice. Our only complaint was that there was construction going on while we were there. It is about 20 minutes away from downtown Key West so you do have a 20--30 minute drive to get to Key West, depending upon traffic. The benefit is that you are 'out of the way' and it should be more quiet. However that wasn't the case for us because construction on a new condo building right next door began at 7:30-8:00 each morning which made the mornings fairly noisy. It is also not in a great part of town. Overall, the unit is very nice though.

  • Submitted: Apr 6, 2016
  • Stayed: Mar 2016
  • Source: VRBO, from HomeAway
Owner's Response: Thank you Pete for your review... I'm sorry that you had less than a 5 Star review experience...I published on my website that there is construction going on, I know the construction creates some daily noise, most folks don't mind since they are out and about in town during the day, or at the pool, or at the beach or up the keys shopping. I have also discounted my normal rates during this construction period. You saw I'm much cheaper that surrounding properties and took advantage of the discount. I do disagree Pete, that it takes 20-30 minutes to get to Duval St (in town). Key West is only 2 miles wide and 4 miles long. If you took the city bus then I believe your statement, a bicycle, if you got lost, lost your car keys, I'll believe your statement. But, from the condo to Mallory Square Sunset Celebration parked at the Westin garage takes me 10 minutes on the very worst day, future guests please let me give you some help with directions to town. If you want to stay on Duval St and walk to the bars... This is not the condo for you... If you want a Quiet Oceanfront view, Quiet Oceanfront Pool, Oceanfront Marina close to town... Please give me a call...The average High Temp in Key West in July and August is 85 degrees... Best Regards... Brian
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Upstate NY

Awesome accommodations !

  • 5 of 5

This is a great vacation condo !! Clean, nice pool and spa, close to Key West. I would recommend Brian's condo to anyone !

  • Submitted: Mar 25, 2016
  • Stayed: Mar 2016
  • Source: VRBO, from HomeAway
Owner's Response: Thank you Dana for your review....I'm glad you felt at home during your stay, I try hard to please everyone and as you know it is almost an impossible task... I just treat people as I want to be treated, I keep my unit clean and fresh, repair things when the wear or break and respond promptly to all their questions! I do my best! Please look at my other fantastic Rental opportunities in Maui HI, Outer Banks NC, Annapolis MD...Brian
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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

Key West Condo Rental Rates

Rental Basis:
per property
Owner accepts payment in:
Convert Currency
Rate Period Nightly Weekend Night Weekly Monthly Event
Fall - Winter 2016-17
Oct 23 2016 - May 13 2017
6 night minimum stay
Notes: Rates are based on 6 guests; add $25 per night, per additional guest
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
Jul 31 2017 - Oct 21 2017
6 night minimum stay
Notes: Rates are based on 6 guests; add $30 per night, per additional guest

Additional information about rental rates

Cleaning Fee $149
Property Damage Protection $59
Pet Fee $300 + Tax
Tax Rate 12.5%


Owner's Cancellation Policy

100% refund if canceled at least 60 days before arrival date.
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Available arrival
Available stay (no arrival)


Key West Condo Accommodation and Amenities

Property Type:
  • condo
  • floor 3
Building Type:
  • building
  • Guests provide their own meals
  • Housekeeper Optional
Floor Area:
  • 1500 sq. ft.
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
  • Events Allowed
  • Long-term Renters Welcome
  • Minimum Age Limit for Renters ...
  • alternative lifestyle
  • children welcome ...
  • non smoking only ...
  • pets considered ...
  • 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

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