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Book Online or call HomeAway Booking Assistance 888-640-7927
Book Online or call HomeAway Booking Assistance 888-640-7927

Oceanfront Near Key West 3/2, Pool, Tiki Hut and Boat Dock

Bedrooms 3
Space 1,900 sq. ft.
Property type house
Minimum Stay 28 nights


About the property

Lot is 90' X 140, 30 X 100 foot area for parking plus parking under house

This large CBS home on the open ocean has a large living room and kitchen with unobstructed ocean view. There is a large second living room on the rear of the home for entertaining or TV watching. A new 12 x 26 in ground heated pool has just been added with LED lighting over looking the ocean.

Boats can be launched on the property and a large wood dock provided for docking or observing the sunset. Sunsets from the living room or porch are unobstructed.

The kitchen is fully furnished and has forty feet of cabinets with a center counter with drop-in stove and breakfast center.

All rooms have ceiling fans to compliment the central air conditioning. The master bedroom has king size bed.

Bedroom two has a queen size bed and bedroom three has two single beds. A rollout sofa offers a double bed in the rear living room.

A cup of coffee in the early morning takes on special meaning with the abundant bird and marine life that can be observed from the living room, kitchen and porch over looking the ocean. To complete the day a glass of wine to celebrate the sunset. Life is good!

Keywords: Stilt concrete House

More Details

Jim Sharpe
Member since: 2008
Speaks: english
Response time:
Within an hour
Response rate:
Calendar last updated:
February 12, 2018

About Jim Sharpe

I am a charter boat captain and retired Miami Fire Fighter. My wife and I built our home on Cudjoe Key where we lived and raised our two children. We selected this location because of the beautiful ocean view and easy excess to the water ocean and gulf side. We enjoyed boating, lobstering, diving and fishing right in our back yard. We originally came from Miami but vacationed in the Keys at every opportunity until we built our vacation rental here on Cudjoe. Our home became too large for my wife and I after our children left the nest. We built a smaller home on Summerland Key. One of the best restaurants in the Keys is located within walking distance from our vacation rental. 'Square Grouper' Bahia Honda State park voted one of the best beaches in the world is just a ten minute drive away and Key West is only twenty minutes in the opposite direction. We still operate our fishing charter business and offer a variety of fishing adventures to our clients.

Jim Sharpe purchased this house in 1978

Why Jim Sharpe chose Cutthroat Harbor Estates

We chose to build in this location because of the location; Quiet area with unobstructed view of the ocean from living room, kitchen, screened porch, heated pool, tike hut and patio. Excellent boating access to Gulf and Ocean, fishing, diving snorkeling, and all sorts of water sports. Great restaurants and shopping close by. Ten minutes to Bahia Honda State park voted one of the best beaches in the world. Twenty minute drive to Key West.

What makes this house unique

A new in ground, free form Pool with LED lighting, over looking the ocean offers unique ambience. Enjoy a cocktail while swimming in the heated pool over looking the ocean. The Square Grouper restrant 'in walking distance' offers fine dining and bar. Bahi Honda Beach 10 minutes away was voted one of the ten best beaches in Florida. Snorkel and fish right from the dock behind the house.

Guestbook comments from the owner

The location is perfect only 20 minutes to key West, located on the ocean in a quite neiborhood. We really enjoyed the new pool and patio on the ocean. The porch, living room and kitchen over look the unobstructed view of the ocean from the house. The square Grouper restrant is second to none in the Keys and is in walking distance.
Feb 2011
  • 1 of 2


Cutthroat Harbor Estates House Accommodation and Amenities

Property Type:
  • house
  • Guests provide their own meals
Floor Area:
  • 1900 sq. ft.
House Rules:
  • Max. occupancy: 8
  • pets considered ...
  • children welcome ...
  • non smoking only ...
Location Type:
  • Beachfront ...
  • Oceanfront ...
  • Away From It All
  • Air Conditioning ...
  • Clothes Dryer ...
  • Covered Parking ...
  • Garage ...
  • Heating ...
  • Iron & Board
  • Linens Provided
  • Living Room ...
  • Parking ...
  • Parking Off Street ...
  • Parking for RV/Boat/Trailer ...
  • Telephone ...
  • Towels Provided
  • Washing Machine ...
  • Wireless Internet
  • Coffee Maker
  • Cooking Utensils
  • Dishes & Utensils
  • Dishwasher
  • Ice Maker
  • Kitchen ...
  • Microwave ...
  • Refrigerator ...
  • Dining Area
  • seating for 8 people
  • 2 Bathrooms
  • Bathroom 1 -
    Bathroom 2 -
  • 2
  • 3 Bedrooms, Sleeps 8
  • King size beds (1), Queen size Beds (1), Twin or Single Beds (2), Sleep Sofa or Futons (1) sleep sofa
  • CD Player
  • DVD Player
  • Satellite / Cable ...
  • Stereo
  • Television ...
  • Video Library ...
  • Balcony ...
  • Boat ...
  • Deck / Patio ...
  • Outdoor Grill
Pool / Spa:
  • Heated Pool
  • Private Pool ...
  • churches
  • health/beauty spa
  • library
  • marina
  • playground
  • restaurants
Leisure Activities:
  • antiquing
  • bird watching
  • boating
  • eco tourism
  • miniature golf
  • shopping
  • sight seeing
  • walking
  • wildlife viewing
Local Services & Businesses:
  • ATM/bank
  • fitness center
  • groceries
  • hospital
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • cycling
  • deepsea fishing
  • fishing
  • fly fishing
  • golf
  • jet skiing
  • kayaking
  • parasailing
  • sailing
  • skiing
  • snorkeling
  • snorkeling/diving
  • swimming
  • water skiing
  • wind-surfing
Private boat launch and dock, parking for large r/v or boat trailers, large screened porch kitchen and living room with oceanview. The view from the large screened porch and kitchen afford watching sunsets and sunrises over the water. Large wooden dock allows fishing, snorkeling and boating. Excellent restaurant within walking distance. Bahia Honda state park voted one of the best beaches in the world is ten minutes away, Key West is only twenty minutes away. In ground fiber glass heated pool with Tiki Hut and large concrete patio over looking the Atlantic ocean.


Wonderful! 4.8/5 -
(8 traveler reviews)

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Oceanfront Near Key West 3/2, Pool, Tiki Hut and Boat Dock
average rating of 4.75 based on 10 reviews

Breathtaking Ocean Views

  • 5 of 5

This was our home for three months-Jan, Feb and March. We have been coming to the lower Keys over the past eight years and typically run the roads most of the time going into Key West.

That was not the case this year.....with the spectacular ocean views and warm pool we never wanted to leave! The house is just blocks from The Square Grouper (now TripAdvisor's best restaurant in the Keys-and we totally agree). Also within a short walk is Fanci's Seafood Market. The neighborhood is quiet and a great place for our morning and evening long walks with our dogs. The house is on a large lot and with privacy. The backyard is now fenced which is not shown in the photo. There was also plenty of room to park our 38 ft motor home. We thoroughly enjoyed the screened-in porch - as did our dogs! Ours was the house where our friends gathered nightly for happy hour and to watch the amazing sunsets! The owners, Barbara and Jim, are very responsive-a storm blew out a screen on the porch and it was fixed immediately-the oven stopped working and first thing the next morning the repairman was there(surprising for the Keys). The kitchen was well equipped-including two slow cookers which came in handy during our Super Bowl party. This house was perfect for us and the owners are very accommodating - Barbara also makes the most delicious key lime pie! We have found our home in the Keys!

  • Submitted: Jun 4, 2016
  • Stayed: December 2015
  • Source: VRBO, from HomeAway
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Picton, Ontario

Just what we needed

  • 4 of 5

We stayed for the month of February, 2015 and found this house was just what we needed. The oceanfront view was great, the screened in porch was well used, the heated pool was a welcome feature, and it was pet friendly. You can walk to The Square Grouper, which is one of the best restaurants in the Lower Keys. We found the owners were excellent to deal with as well.

  • Submitted: Mar 14, 2015
  • Stayed: January 2015
  • Source: VRBO, from HomeAway
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Spectacular sunsets

  • 5 of 5

We had a fabulous month in Jim and Barbara"s beautiful home. The homemade Key Lime pie waiting for us in the refrigerator started the tropical mood. Barbara has since given me her recipe. The house was very clean and well supplied. They allow pets, which is so wonderful, because many rentals do not. We spent every day and sunset in the beautiful pool and on the dock. We looked forward every evening to the family of lobsters to come out from the mangroves next to the dock and actually interact with us. Some times we saw various crabs and always schools of little fish. We cooked out(not lobster!!) using the gas grill and enjoyed the many pool floats. Jim and Barbara are the sweetest people, and very helpful and came whenever we called them,,,for things like extra light bulbs, change the temperature of the pool, fix the blown out screen on the porch the next day after a wind/rain storm moved through one night. We can hardly say enough nice things about our stay.

  • Submitted: Apr 12, 2014
  • Stayed: January 2014
  • Source: VRBO, from HomeAway
Owner's Response: Thank you Milo and Sandy Please come back to see us when you return to the Keys
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3 0
Fort Myers, Fl

Great Keys Vacation Home

  • 5 of 5

Everything as advertised. If you are looking for open water view, great boat dockage, Atlantic to Gulf boat access, swimming pool with shade from an impressive Tiki Hut, gas grill, ample car and trailer parking, and a pet friendly, well maintained property with nearby restaurants and things to do in Marathon and Key West, you can't go wrong here. Have been renting homes in the Keys for years, and the Sea Boots owners are the most responsive and responsible we have yet encountered. When the dryer broke on a Thursday, a brand new washer and dryer were installed on Monday. The fact that the owners live nearby and run a charter fishing service by the guy who wrote the book on Dolphin fishing helps too.

  • Submitted: Aug 4, 2013
  • Stayed: June 2013
  • Source: VRBO, from HomeAway
Owner's Response: Thank you Kemp &Joni We could not have asked for better guest. See you next year. Jim & Barbara
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4 0
Fleming Island, FL

Wonderful accommodations in the Keys!!

  • 5 of 5

My family of five, plus our dog, arrived to a spotless home, a magnificent view and a homemade Key Lime Pie to welcome us to paradise. Our hosts were extremely helpful, informative and gracious and Cudjoe Key is a perfect location for a mix of relaxation and some nighttime fun in Key West.

My family and our occasional guests fit comfortably in this spacious home. The home is larger than it looks in the photos! There were many days that we woke up with big plans, but never left the pool and the ocean view, it was just too beautiful!! When I'm having a rough day, I close my eyes and picture myself back at that house, looking out over the water, and it helps me through... until the next time we visit.

  • Submitted: Oct 12, 2012
  • Stayed: July 2012
  • Source: VRBO, from HomeAway
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5 0
San Antonio Tx

Simply Amazing!!!!!!!!!!!!

  • 5 of 5

This was probably the best experince i have ever had in the keys, from the booking process with Barbara the house being better than described and dont forget the charter trip with them. First we arrived to this beautiful home with direct access to the atlantic. The diving and the fising in the area is second to none. And if you stay you must do a charter with Capt. Jim and his Mate John even if you bring your own boat down as we did you will not be dissappointed we weren't. All we have to say is thank you Barbra and Jim for the best trip ever, hope you faired well through issac.

  • Submitted: Sep 1, 2012
  • Stayed: August 2012
  • Source: VRBO, from HomeAway
Owner's Response: Thank you Cooney family. You were wonderful guest and are welcome in our home anytime....Jim and Barbara
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5 0


Nearest Airport
18 Miles
Key West International
Nearest Barpub
1 Miles
Square Grouper
Nearest Ferry
18 Miles
Key West
Nearest Golf
18 Miles
Key West and Marathon
Nearest Motorway
1 Miles
US Highway 1
Nearest Restaurant
1 Miles
Square Grouper
Nearest Point of Interest
Nearest Point of Interest
Nearest Point of Interest
Nearest Point of Interest
Nearest Point of Interest
Nearest Point of Interest
Nearest Point of Interest
Car: necessary

Bird watching from porch, marine life observation from porch, sun sets from porch nightly. Owner is a charter boat captain and offers offshore deep sea fihing trips or back country fishing. normal charter fees aply. A new 12 x 26 free form in ground heated pool with LED lighting and Tiki Hut has just been installed.


Rates & Availability

Taxes and fees are additional

Additional information about rental rates

Pet Fee $100
Cleaning $175
Tax Rate 12.5%

Monroe County has an ordinance that requires us to rent for 28 days or more. No rentals can be shorter than 28 days.


Owner's Cancellation Policy

Please ask the owner or check their rental agreement when booking the property.

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