Pirate’s Paradise: Waterfront 3BR Retreat on Cudjoe Key with Heated/Chilled Pool & Boat Dockage | House in Cudjoe Key

3 Bedroom House in Cutthroat Harbor Estates, Cudjoe Key
Welcome to Pirate’s Paradise – your ideal tropical escape in the Lower Keys!
This 3-bedroom canal front home on Cudjoe Key offers the perfect mix of relaxation, adventure, and island charm.
Step into a bright, breezy living space with coastal decor and an open layout that brings everyone together. The well-equipped kitchen makes meal prep a breeze, and the comfortable furnishings invite you to unwind after a day on the water.
Outside, you’ll find a private heated and chilled pool for year-round comfort, surrounded by lush landscaping and space to soak up the sun or sip cocktails in the shade. Boaters will love the convenient dockage with easy access to both the Atlantic and the Gulf, making this the perfect home base for your Florida Keys adventures.
Whether you’re reeling in the catch of the day, exploring nearby islands, or simply enjoying canal views and island breezes, Pirate’s Paradise is your ultimate Cudjoe Key retreat.
SLEEPS MAXIMUM OF 6 GUESTS:
Bedroom 1: King Bed, En-Suite Bathroom, Smart TV (no cable/satellite TV)
Bedroom 2: Queen Bed, Smart TV (no cable/satellite TV)
Bedroom 3: Queen Bed, Smart TV (no cable/satellite TV)
Living Room: Sofa W/ Pull Out Queen Bed, Two Chairs, Smart TV (no cable/satellite TV)
Kitchen: Nicely equipped (all things necessary to prepare and serve a meal)
AMENITIES:
- 60' seawall (maximum 36' boat/trailer)
- Private Heated/Chilled Saltwater Pool (heated/chilled to ~85-87 degrees)
- Outdoor Seating
- Propane BBQ Grill
- Linen's and towels provided
- Parking for up to 4 vehicles, including boat trailers. RV's are not permitted.
IMPORTANT POLICIES FOR YOUR STAY:
Minimum Rental Period: County of Monroe zoning requires a minimum rental period of 28 nights, and no exceptions can be made.
Age and Occupancy Requirements: Booking tenant must be 25 years of age or older and must occupy the property for the entire duration of the booking. Furthermore, this property is exclusively available as a vacation rental and is not available for worker housing.
No Smoking: Smoking is strictly prohibited within the property. For the comfort and safety of all guests, please refrain from smoking indoors.
No Pets: Pets are strictly prohibited within the property to maintain a pet-free environment for all guests.
Boating Safety: Due to bridges and varying water depths, it is your responsibility to verify that your boat can safely navigate the local waters, access the canal, and fit the listed dockage before booking this property. Please ensure that your boating activities are conducted safely and in compliance with local regulations.
Wildlife & Pest Advisory: The Florida Keys are home to various insects, including mosquitoes, no-see-ums, termites, etc. While routine pest control is in place, complete elimination is not possible. Additionally, guests may encounter geckos, lizards, iguanas, frogs, and chickens, which are part of the natural environment. We encourage guests to take necessary precautions, such as using insect repellent and keeping doors closed, to minimize exposure. Enjoy the beauty of the Keys with an understanding of its unique ecosystem!
Construction Notice: The Florida Keys are resort islands where renovations, new construction, and road repairs may occur without prior notice. While we strive to provide a peaceful stay, iTrip Key West is not liable for any inconveniences caused by construction in the area.
Image Disclaimer: All images are for illustrative purposes only. Individual features such as bed sizes, bedding, décor, appliances, colors, and amenities may vary, as these are privately owned homes and owners frequently update their properties. Additionally, photos are taken in different lighting conditions, and screen settings may affect how colors appear. For the most accurate information, please refer to the written description and feel free to reach out with any specific questions or concerns. All furnishings and décor are subject to change at any time.
Pirate’s Paradise: Waterfront 3BR Retreat on Cudjoe Key with Heated/Chilled Pool & Boat Dockage is located in Cutthroat Harbor Estates. Pirate’s Paradise: Waterfront 3BR Retreat on Cudjoe Key with Heated/Chilled Pool & Boat Dockage provides accommodation, featuring Barbecue/Outdoor Cooking, Child Friendly, Internet, among other amenities. This House features Barbecue/Outdoor Cooking, Child Friendly, Internet, to make your stay a comfortable one.
Pirate’s Paradise: Waterfront 3BR Retreat on Cudjoe Key with Heated/Chilled Pool & Boat Dockage has 3 Bedrooms , 2 Bathrooms, and max occupancy of 6 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated House because of the excellent services rendered by the owner or manager of this House, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. House has a friendly neighborhood, and the Cutthroat Harbor Estates has interesting places to visit. If you want to learn more about the House in Cutthroat Harbor Estates, such as places to visit and things to do nearby, you can check below to learn more.
Amenities
Facility Overview
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Air conditioning
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Bathtub or shower
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2 bathrooms
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3 bedrooms
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Dishwasher
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Coffee/tea maker
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Microwave
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Refrigerator
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Laundry facilities
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Washing machine and dryer
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No pets allowed
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Smoke-free property
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TV
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Unit size: 1056 sq ft (98 sq m)
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On the waterfront
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Internet access
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Balcony
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Barbecue grill
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Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
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Smoke detector not reported (host has not indicated whether there is a smoke detector on the property)
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Private pool
Policies
FAQ's
Is this Cutthroat Harbor Estates house pet-friendly for guests?
No, pets are not allowed at this property. Check the guest reviews to learn what guests had to share.
Does the Cutthroat Harbor Estates house have a swimming pool?
Yes, this Cutthroat Harbor Estates house has a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.
How much does it cost per night to stay in Cutthroat Harbor Estates house?
Best-rates for the Cutthroat Harbor Estates house starts from $275 per night with includes Air Conditioner, Pool, TV, Private Pool, Security/Safety, Barbecue/Outdoor Cooking, Child Friendly, Internet, Balcony/Terrace, Kitchen, Laundry At SunSki Resorts, we pair every traveler with their perfect accommodation, complete with all necessary facilities. Whether you're traveling with a group, friends, family, or pets, we have the ideal rental for you.
Is Cutthroat Harbor Estates house a family-friendly place to stay?
Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this house Good or guests have recommended them suitable for families. As reported by the owner or manager, the house has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.
Is the Cutthroat Harbor Estates house wheelchair accessible or offer services for disabled guests?
Based on the information received from our partner, the Cutthroat Harbor Estates house has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.
What is the minimum night stay policy for the Cutthroat Harbor Estates house?
Based on the information reported by the owner or manager, the Cutthroat Harbor Estates house indicates 1 day stay policy at this house. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.
What cancellation policy is in place for Cutthroat Harbor Estates house?
Based on the information reported by the owner or manager, details for the cancellation policy for the Cutthroat Harbor Estates house are as follows: Cancellation policy Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.