Title: Pirate’s Paradise: Waterfront 3BR Retreat on Cudjoe Key with Heated/Chilled Pool & Boat Dockage Reviews, Deals & Photos 2025 - Expedia.co.uk [See all properties](http://www.expedia.co.uk/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Pirate’s Paradise: Waterfront 3BR Retreat on Cudjoe Key with Heated/Chilled Pool & Boat Dockage ![Marina](https://images.trvl-media.com/lodging/116000000/115030000/115023700/115023602/03e4fb22.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Terrace/patio](https://images.trvl-media.com/lodging/116000000/115030000/115023700/115023602/f3630bf1.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Beach](https://images.trvl-media.com/lodging/116000000/115030000/115023700/115023602/23b2c4dd.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Pool](https://images.trvl-media.com/lodging/116000000/115030000/115023700/115023602/0b99d548.jpg?impolicy=resizecrop&rw=297&ra=fit) ![TV](https://images.trvl-media.com/lodging/116000000/115030000/115023700/115023602/d7bd0242.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Amenities - Policies - Location Pirate’s Paradise: Waterfront 3BR Retreat on Cudjoe Key with Heated/Chilled Pool & Boat Dockage provides laundry facilities and more. ### Entire home 3 bedrooms2 bathrooms1056 sq ft ## Popular amenities - Dryer - Washer - Pool - Kitchen - Barbecue grill - Air conditioning ## Add dates for prices Check-in Check-out Travellers ## About this property ### Entire place You'll have the entire home to yourself and will only share it with other guests in your party. ### Pirate’s Paradise: Waterfront 3BR Retreat on Cudjoe Key with Heated/Chilled Pool & Boat Dockage 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. ## Property amenities ### Pool/Spa - Private pool ### Internet - Available in the house: Internet access ### Kitchen - Coffee/tea maker - Dishwasher - Microwave - Refrigerator ### Bedrooms - 3 bedrooms ### Bathroom - 2 bathrooms - Bathtub or shower - Shower ### Entertainment - TV ### Outdoor areas - Balcony - Barbecue grill ### Laundry - Laundry facilities - Washing machine ### Comfort - Air conditioning ### Pets - No pets allowed ### Suitability/Accessibility - Smoke-free property ### Location highlights - On the waterfront ### Safety features - Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector) - Smoke detector not reported (host has not indicated whether there is a smoke detector on the property) ### General - Unit size: 1,056 square feet ## Policies ### Check-in Check-in time starts at 4:00 PM 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 ### Pets Pets not allowed ### Children and extra beds Children are welcome ### Events No events allowed ### Smoking Smoking is not permitted ## Important information ### You need to know This property is managed by a professional host. The provision of housing is linked to their trade, business or profession. 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 On-site parties or group events are strictly prohibited Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip Host has not indicated whether there is a smoke detector on the property 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 If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal. ### Property is also known as 16096 ## About the area Located on the waterfront, this holiday home is in Cutthroat Harbor Estates, a neighbourhood in Summerland Key. Florida Keys Beaches and Bahia Honda State Park reflect the area's natural beauty and area attractions include Blue Hole and Wilhelmina Harvey Park. Big Munson Island and Looe Key National Marine Sanctuary are also worth visiting. [Visit our Summerland Key travel guide](https://www.expedia.co.uk/Summerland-Key.dx6177802) [View more Holiday homes in Summerland Key](https://www.expedia.co.uk/Summerland-Key-Private-Holiday-Homes.d6177802-aaPrivateHolidayHomes.Travel-Guide-Accommodation) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C24.65018%2C-81.47617&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=vJijl7ylkhVX9Qlcv4kNkgbsR9E=) Cudjoe Key, FL ### Getting around - Key West, FL (EYW-Key West Intl.) - 33 min drive ### Restaurants - ‪Kiki's Sandbar - ‬12 min drive - Boondock's Grille & Drafthouse - ‪Morning Joint - ‬3 min drive - ‪5 Brothers Two - ‬9 min drive - ‪Broil - ‬5 min drive ## Frequently asked questions ### Is Pirate’s Paradise: Waterfront 3BR Retreat on Cudjoe Key with Heated/Chilled Pool & Boat Dockage pet-friendly? > No, pets are not allowed at this property. ### What time is check-in at Pirate’s Paradise: Waterfront 3BR Retreat on Cudjoe Key with Heated/Chilled Pool & Boat Dockage? > Check-in begins at 4:00 PM. ### What time is check-out at Pirate’s Paradise: Waterfront 3BR Retreat on Cudjoe Key with Heated/Chilled Pool & Boat Dockage? > Checkout is at 10:00 AM. ### Where is Pirate’s Paradise: Waterfront 3BR Retreat on Cudjoe Key with Heated/Chilled Pool & Boat Dockage located? > Located in Cutthroat Harbor Estates, this holiday home is within 9 miles (15 km) of Upper Sugarloaf Key, Florida Keys Beaches and Lower Sugarloaf Sound. Big Pine Key Flea Market and National Key Deer Refuge Visitor Center are also within 9 miles (15 km). ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Pirate’s Paradise: Waterfront 3BR Retreat on Cudjoe Key with Heated/Chilled Pool & Boat Dockage Reviews 10 - Excellent 0 8 - Good 0 6 - Okay 0 4 - Poor 0 2 - Terrible 0 ### No reviews yet Be the first to leave a review for this property after your stay.