Title: Sailfish Retreat | Cudjoe Key canalfront getaway - Latest Reviews, Deals & Photos 2026 - Expedia.ca [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 | Cudjoe Key canalfront getaway Waterfront vacation home with kitchen and balcony ## Photo gallery for Sailfish Retreat | Cudjoe Key canalfront getaway ![Exterior - Sailfish Retreat | Cudjoe Key canalfront getaway (Cudjoe Key)](https://images.trvl-media.com/lodging/111000000/110990000/110989600/110989598/5a37367c.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Terrace/patio - Sailfish Retreat | Cudjoe Key canalfront getaway (Cudjoe Key)](https://images.trvl-media.com/lodging/111000000/110990000/110989600/110989598/0d3f326f.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Marina - Sailfish Retreat | Cudjoe Key canalfront getaway (Cudjoe Key)](https://images.trvl-media.com/lodging/111000000/110990000/110989600/110989598/b948b70d.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Interior - Sailfish Retreat | Cudjoe Key canalfront getaway (Cudjoe Key)](https://images.trvl-media.com/lodging/111000000/110990000/110989600/110989598/654ed602.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Terrace/patio - Sailfish Retreat | Cudjoe Key canalfront getaway (Cudjoe Key)](https://images.trvl-media.com/lodging/111000000/110990000/110989600/110989598/dcac9ec4.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies Sailfish Retreat | Cudjoe Key canalfront getaway provides laundry facilities and more. Stay connected with free in-room WiFi. ## Reviews 10 Exceptional ### Entire home 3 bedrooms2 bathrooms1488 sq ft ## Popular amenities - Kitchen - Washer - Dryer - Pet friendly - Free WiFi - 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 | Cudjoe Key canalfront getaway Summary: Beautiful 3 bedroom, 2 bathroom canalfront home on Cudjoe Key The Space: 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 ### Kitchen - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Microwave - Oven - Refrigerator - Stovetop - Toaster ### Bedrooms - 3 bedrooms - Bedsheets provided ### Bathroom - 2 bathrooms - Hair dryer - Shower ### Entertainment - Smart TV ### Outdoor areas - Balcony - Gas grill ### Laundry - Laundry facilities - Washing machine ### Comfort - Air conditioning - Heating ### Pets - Pet friendly ### Suitability/Accessibility - Smoking not allowed ### Services and conveniences - Iron/ironing board ### Location highlights - 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) - Fire extinguisher ### General - Unit size: 1,488 square feet ## Similar properties ![Exterior](https://images.trvl-media.com/lodging/121000000/120640000/120636700/120636675/083f4c83.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Beautiful 2 Bedroom 2 Bath Pool Home With Sunset Views Cutthroat Harbor Estates - Pool - Kitchen - Washer - Dryer [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-18&endDate=2026-02-19&selected=120636675&PinnedHotelID=120636675&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/121000000/120640000/120636700/120636636/36edfce0.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Newly Remodeled Beautiful 3 Bedroom 2 Bath Canal Front Home Cutthroat Harbor Estates - Kitchen - Washer - Dryer - Free WiFi [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-18&endDate=2026-02-19&selected=120636636&PinnedHotelID=120636636&HadPinnedHotel=true®ionId=-1&adults=2) ![Pool](https://images.trvl-media.com/lodging/73000000/72110000/72109400/72109392/6ddc6369.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Get Reel Bungalo - boat w access to open water Cutthroat Harbor Estates - Kitchen - Washer - Free WiFi - Air conditioning 10 Exceptional 1 review [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-18&endDate=2026-02-19&selected=72109392&PinnedHotelID=72109392&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/107000000/106410000/106408200/106408131/12b8b185.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Southern Exposure in Cudjoe Key #49 Cudjoe Key - Ocean view - Pool - Hot tub - Kitchen 7.6 Good 4 reviews CA $312 CA $942 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-08&endDate=2026-02-09&selected=106408131&PinnedHotelID=106408131&HadPinnedHotel=true®ionId=-1&adults=2) ![A heated pool](https://images.trvl-media.com/lodging/115000000/114330000/114324300/114324242/a7881c11.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Casa del Mare #42 - Oceanfront, Gated Community! 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You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation ### Property is also known as 68f7ab367ea62e00104cbfd5 ## About the area Located on the waterfront, this vacation home is in Cutthroat Harbor Estates, a neighborhood 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.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 - ![Beach and Pier at Sunset, Florida, USA](https://images.trvl-media.com/place/553248635976496782/1bfe637a-381c-425d-ba50-7340e2c8b6bb.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Florida Keys Beaches 12 min drive \- 8.1 km - ![Lower Sugarloaf Sound](https://images.trvl-media.com/place/1187/b42a0b6b-5eb4-455f-a9d2-51a80c178105.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Lower Sugarloaf Sound 16 min drive \- 13.5 km - ![Stopped by the sea on a ride down the Overseas Highway from Miami to Key West. The bike is a KZ750 lent to me by the guy living in the condo next door. #TheKeys #florida #beach #kawasaki ](https://images.trvl-media.com/place/553248635983994028/1d746f78-98d9-4591-8682-e70514df330b.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Sugarloaf Beach 23 min drive \- 19.4 km - Upper Sugarloaf Key 11 min drive \- 8.3 km - Upper Sugarloaf Sound 12 min drive \- 9.6 km ### Getting around - Key West Intl. Airport (EYW) 34 min drive ### Restaurants - Boondock's Grille & Drafthouse 11 min drive - Kiki's Sandbar 13 min drive - Morning Joint 4 min drive - Broil 6 min drive - 5 Brothers Two 10 min drive ## Frequently asked questions ### Is Sailfish Retreat | Cudjoe Key canalfront getaway pet-friendly? ### What time is check-in at Sailfish Retreat | Cudjoe Key canalfront getaway? ### What time is check-out at Sailfish Retreat | Cudjoe Key canalfront getaway? ### Where is Sailfish Retreat | Cudjoe Key canalfront getaway located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Sailfish Retreat | Cudjoe Key canalfront getaway Reviews ## Reviews ### Exceptional All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative. [More information](https://www.expedia.ca/lp/b/content-guidelines) 10 - Excellent 1 8 - Good 0 6 - Okay 0 4 - Poor 0 2 - Terrible 0 ### 10 Cleanliness ### 10 Location ## Reviews ### 10/10 Excellent #### bware2124 w. Mar 26, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great quiet spot House was clean and in great shape when we arrived. Great access to Cudjoe Bay, lots of fish in the canal and around the boat docks in the bay. Convenient location between Key West and Marathon. ##### bware2124 w. 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