[See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Sailfish Retreat | 3 bed, 2 bath canalfront home on Cudjoe Key Waterfront vacation home with kitchen and balcony ![Marina](https://images.trvl-media.com/lodging/111000000/110990000/110989600/110989598/15bd57ed.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Exterior](https://images.trvl-media.com/lodging/111000000/110990000/110989600/110989598/21ec9112.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Dining](https://images.trvl-media.com/lodging/111000000/110990000/110989600/110989598/8baf1468.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110990000/110989600/110989598/300ceaf6.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Terrace/patio](https://images.trvl-media.com/lodging/111000000/110990000/110989600/110989598/430107e8.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Amenities - Policies - Location Sailfish Retreat | 3 bed, 2 bath canalfront home on Cudjoe Key provides laundry facilities and more. Stay connected with free in-room WiFi. 10 Exceptional ### Entire home 3 bedrooms2 bathrooms1488 sq ft ## Popular amenities - Parking available - Dryer - Washer - Pet-friendly - Kitchen - 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. ### Sailfish Retreat | 3 bed, 2 bath canalfront home on Cudjoe Key Welcome to your perfect waterfront retreat on Cudjoe Key! This like-new 3 bedroom/2 bathroom monthly rental is situated on a boating canal with a short run to open water, offering you a slice of paradise with endless opportunities for relaxation and adventure. As you step into the spacious living area, you'll immediately feel at home with a huge leather reclining sectional. The well-stocked kitchen and dining area, with seating for 4 at the table and 4 at the breakfast bar, make mealtime a breeze. The three large bedrooms provide comfort and privacy in the following setup: \- King bed in the primary, with en-suite bath with soaking tub, separate shower and walk-in closet. \- Queen bed in the 2nd bedroom (shared full bath off hallway) \- 2 twin beds in the 3rd bedroom (shared full bath off hallway) Step outside onto the covered porch to soak in the tropical atmosphere. Stay connected with high-speed Internet and WiFi. Bring your own streaming services or enjoy the offerings on the flat-screen smart TVs in the living area and each bedroom. A ride down the canal from the concrete dock takes you to Cudjoe Bay and a 20-minute run to the reef, or take a short journey through Bow or Kemp channels, which open up the backcountry for your exploration. Cook your catch on the gas grill and dine al fresco in the shade. The boat lift (not pictured) and downstairs storage are for owner use only. There's room for a 25-foot boat at the dock. Whether you're an angler or just looking for a serene waterfront escape, this monthly rental on Cudjoe Key is your gateway to the ultimate Florida Keys experience. Book now and create lasting memories in this waterfront paradise! Cudjoe Key is a laid-back island just 22 miles away from the excitement of downtown Key West. Some of the best restaurants in the Lower Keys are found here, including the famous Square Grouper and island steakhouse Broil. There are public and private boat ramps nearby. A large grocery store is just a few miles away. Please note: The primary guest must sign a rental agreement regardless of booking platform. This home requires a minimum 28-day stay per county ordinance. Proper county and state taxes are collected regardless of booking platform. Renter must be 25 or older. Overnight occupancy is limited to a maximum of 6 people, and all guests need to be registered with the property manager. No smoking. One small dog permitted with $250 pet fee and manager approval. There's a cap on electric ($250) and water/sewer ($150). ## Property amenities ### Internet - Available in the house: Free WiFi ### Parking and transportation - Car required - Parking on site ### Kitchen - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Ice maker - Kitchen island - Microwave - Oven - Refrigerator - Stovetop - Toaster ### Dining - Dining table ### Bedrooms - 3 bedrooms - Bedsheets provided ### Bathroom - 2 bathrooms - Hair dryer - Towels provided ### Living spaces - Dining table - Living room ### Entertainment - Smart TV ### Outdoor areas - Balcony - Gas grill ### Laundry - Laundry facilities - Washing machine ### Comfort - Air conditioning ### Pets - Pet friendly ### Suitability/Accessibility - Smoking not allowed ### Services and conveniences - Iron/ironing board ### Location highlights - Near the sea - On the waterfront ### Safety features - Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property) - Smoke detector (host has indicated there is a smoke detector on the property) - First aid kit - Fire extinguisher - Deadbolt lock ### General - Unit size: 1,488 square feet ## Similar properties ![Marina](https://images.trvl-media.com/lodging/105000000/104220000/104220000/104219938/c4640ab6.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Wahoo Waterway: Charming 3BR Canal Front Home in Cudjoe Key with Dockage & Pet-Friendly Amenities! 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Ice machine, bait freezer Cutthroat Harbor Estates - Pool - Hot tub - Kitchen - Washer 10 Exceptional 4 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-25&endDate=2025-10-26&selected=82976303&PinnedHotelID=82976303&HadPinnedHotel=true®ionId=-1&adults=2) ![Pool](https://images.trvl-media.com/lodging/57000000/56260000/56251700/56251668/b05bf3a8.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Fish Camp | Old Florida canalfront getaway close to Key West Bay Point - Breakfast included - Kitchen - Washer - Dryer 8.0 Very good 1 review [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-25&endDate=2025-10-26&selected=56251668&PinnedHotelID=56251668&HadPinnedHotel=true®ionId=-1&adults=2) ![Private kitchen](https://images.trvl-media.com/lodging/107000000/106630000/106623200/106623197/d74abc10.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Modern Luxury 3 Bed 3 bath. Docked boat access, 15 Minutes from Key West. Sugarloaf Shores - Washer - Dryer - Pet-friendly - Air conditioning [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-25&endDate=2025-10-26&selected=106623197&PinnedHotelID=106623197&HadPinnedHotel=true®ionId=-1&adults=2) ![Pool](https://images.trvl-media.com/lodging/105000000/104950000/104941300/104941233/1e8af319.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Luxury 4BR Cudjoe Key Retreat | Swim Spa, Dockage & Boater's Paradise Cutthroat Harbor Estates - Ocean view - Kitchen - Washer - Dryer 10 Exceptional 2 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-25&endDate=2025-10-26&selected=104941233&PinnedHotelID=104941233&HadPinnedHotel=true®ionId=-1&adults=2) ## Policies ### Check-in Check-in time starts at 4:00 PM Contactless check-in available 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 allowed Service animals are welcome, and are exempt from fees Note from host: 1 dog under 20 lbs w/ manager approval & fee ### Children and extra beds Children are welcome ### Events No events allowed ### Smoking Smoking is not permitted ## Important information ### You need to know 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 Onsite parties or group events are strictly prohibited Host has indicated there is a carbon monoxide detector on the property Host has indicated there is a smoke detector on the property Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock 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 ### We should mention A car is required for transportation to and from this property ### Property is also known as c6ca5a89-9e88-4f36-9e54-986367a182ed ## About the area Located on the waterfront, this vacation home is in Cutthroat Harbor Estates, a neighborhood in Summerland Key. Bahia Honda State Park and Upper Sugarloaf Key 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.ca/Summerland-Key.dx6177802) [View more Vacation homes in Summerland Key](https://www.expedia.ca/Summerland-Key-Private-Vacation-Homes.d6177802-aaPrivateVacationHomes.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%7C24.64713%2C-81.47987&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=1X0t5GsfYHaprBr0hKBrKigcwLU=) Cudjoe Key, FL ### What's nearby - Upper Sugarloaf Key - 11 min drive - 9.0 km - Florida Keys Beaches - 12 min drive - 9.5 km - Sugarloaf Beach - 25 min drive - 20.1 km - Bahia Honda State Park - 33 min drive - 34.5 km - Boca Chica Nude Beach - 43 min drive - 33.6 km ### Getting around - Key West Intl. Airport (EYW) - 34 min drive ### Restaurants - ‪Kiki's Sandbar - ‬13 min drive - ‪Boondock's Grille & Drafthouse - ‬11 min drive - ‪5 Brothers Two - ‬10 min drive - ‪Morning Joint - ‬4 min drive - ‪Broil - ‬6 min drive ## Frequently asked questions ### Is Sailfish Retreat | 3 bed, 2 bath canalfront home on Cudjoe Key pet-friendly? > Yes, pets are allowed at this property. ### What time is check-in at Sailfish Retreat | 3 bed, 2 bath canalfront home on Cudjoe Key? > Check-in begins at 4:00 PM. ### What time is check-out at Sailfish Retreat | 3 bed, 2 bath canalfront home on Cudjoe Key? > Check-out is at 10:00 AM. ### Where is Sailfish Retreat | 3 bed, 2 bath canalfront home on Cudjoe Key located? > Located in Cutthroat Harbor Estates, this vacation home is within 9 mi (15 km) of Upper Sugarloaf Key, Lower Sugarloaf Sound, and Big Pine Key Flea Market. National Key Deer Refuge Visitor Center and Key West Visitors Center are also within 12 mi (20 km). ## Have a question? 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