[See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Dickey's Dockside Retreat Waterfront vacation home in Summerland Key with kitchen ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/95000000/94700000/94694500/94694414/990d37f5.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Marina](https://images.trvl-media.com/lodging/95000000/94700000/94694500/94694414/da4f5e23.jpg?impolicy=resizecrop&rw=297&ra=fit) ![TV](https://images.trvl-media.com/lodging/95000000/94700000/94694500/94694414/af001e76.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Exterior](https://images.trvl-media.com/lodging/95000000/94700000/94694500/94694414/1bd9c929.jpg?impolicy=resizecrop&rw=297&ra=fit) ![TV](https://images.trvl-media.com/lodging/95000000/94700000/94694500/94694414/7b288d73.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Amenities - Policies - Location Escape to Dickey's Dockside Retreat, a waterfront paradise in the Florida Keys. Immerse yourself in coastal charm, launch your adventures from the private dock, and create lasting memories amidst crystal-clear waters. 10 Exceptional ### Entire home 3 bedrooms1 bathroomSleeps 8 ## Popular amenities - Dryer - Washer - Kitchen - Pet-friendly ## 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. ### Dickey's Dockside Retreat Summary: Escape to Dickey's Dockside Retreat. This waterfront paradise in the Florida Keys offers a private dock, perfect for launching your adventures. Immerse yourself in the coastal charm of this vacation rental, where comfort meets adventure. Explore the crystal-clear waters, reel in your catch of the day, and create lasting memories in this fisherman's paradise. Your unforgettable Florida Keys experience awaits at Dickey's Dockside Retreat. The Space: Dickey's Dockside Retreat is a unique vacation rental that stands out for its unbeatable combination of waterfront access, private boat dock, and proximity to exceptional fishing spots. With tasteful coastal decor, comfortable accommodations, and breathtaking views, this home is a haven for fishing enthusiasts and those seeking a relaxing escape. Immerse yourself in the beauty of the Florida Keys, enjoy the convenience of boating right from your doorstep, and make lasting memories at this one-of-a-kind retreat. Guest Access: Enjoy the entire living area at Dickey's Dockside Retreat! 3 bedrooms, 2 full bathrooms, a spacious living room, dining room, and a fully equipped kitchen await you. Outside, a 40' concrete dock is ready for your boat. Please note, the garage and owner's boat are not included in the rental. Experience ultimate comfort and the perfect setting for your Florida Keys getaway! The Neighborhood: Welcome to Cudjoe Key, FL, a charming neighborhood with a variety of experiences to offer! Indulge in delectable seafood at renowned restaurants like Square Grouper, Mangrove Mama's, and Kiki's Sandbar Bar & Grille. Explore the vibrant streets of Key West, just a short drive away, with its lively nightlife and historic sites. Or venture to Marathon for outdoor adventures, including stunning beaches and the iconic Seven Mile Bridge. With its ideal location, Cudjoe Key serves as the perfect base to discover the Florida Keys' rich culture and natural wonders. Getting Around: Exploring the neighborhood and nearby attractions is a breeze from Dickey's Dockside Retreat. Here's some helpful information on getting around: Car Rental: We recommend renting a car for convenient transportation during your stay. Several car rental agencies operate in the area, offering a wide range of vehicles to suit your needs. Parking: Ample parking space is available for your vehicles at Dickey's Dockside Retreat. You can park your cars in the designated parking area right on the property. Local Transportation: Additionally, taxi services and rideshare options are available in the area, providing convenient transportation to nearby destinations if you prefer not to drive. Whether you choose to explore the neighborhood by car or utilize alternative transportation options, you'll find easy access to nearby attractions and dining options from our prime location. If you have any further questions or need assistance with transportation arrangements, please feel free to reach out to us. We're here to ensure your stay is as smooth and enjoyable as possible. Other Things to Note: We kindly request your respect for the fragile ecosystem of the Florida Keys. Help preserve it by practicing the three R's: reduce, reuse, and recycle. Please refrain from disposing of any items, including cigarette butts, into the canal. Instead, kindly utilize the provided trash receptacles for proper disposal. Together, we can protect and maintain the natural beauty of this extraordinary environment. Interaction with Guests: Rest easy knowing that we're here to assist you throughout your stay at Dickey's Dockside Retreat. With our extensive local network, we can quickly connect you with experts to address any needs that arise. Your comfort and satisfaction are our top priorities, ensuring a worry-free and memorable experience in the Florida Keys. To enhance your comfort and ensure a relaxing stay, we offer optional housekeeping services for an additional fee. Our dedicated housekeeping team can refresh your accommodations, provide fresh linens, and tidy up the space during your stay. If you would like to arrange for housekeeping services, please let us know in advance, and we'll be happy to schedule it for you. Our goal is to make your stay at Dickey's Dockside Retreat as convenient and enjoyable as possible. ## Property amenities ### Kitchen - Dishwasher - Microwave - Oven - Refrigerator - Stovetop - Toaster ### Bedrooms - 3 bedrooms ### Bathroom - 1 bathroom - Bathtub - Shower ### Entertainment - TV ### Laundry - Laundry facilities - Washing machine ### Comfort - 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 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) ## Similar properties ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/70000000/69550000/69549700/69549655/b0f6acce.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Captains Quarters - Cudjoe Key - Pool- Waterfront w/ Boat Dock Cudjoe Key - Ocean view - Pool - Kitchen - Washer 10 Exceptional 2 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-05&endDate=2025-11-06&selected=69549655&PinnedHotelID=69549655&HadPinnedHotel=true®ionId=-1&adults=2) ![Marina](https://images.trvl-media.com/lodging/56000000/55590000/55584600/55584600/52a06b54.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### The Hideaway: Lose Yourself At This Recently Decorated Canal Front Home on Big Torch Key, Dockage! 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This is a pet friendly home. A pet fee and approval of your pet is required. Cudjoe Key - Pool - Hot tub - Kitchen - Washer 9.6 Exceptional 85 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-05&endDate=2025-11-06&selected=33704232&PinnedHotelID=33704232&HadPinnedHotel=true®ionId=-1&adults=2) ![Property grounds](https://images.trvl-media.com/lodging/33000000/32840000/32835000/32834995/18fcbd46.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Blue Palms w/boat dock and saltwater pool. Cudjoe Key - Pool - Kitchen - Washer - Dryer 9.8 Exceptional 150 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-05&endDate=2025-11-06&selected=32834995&PinnedHotelID=32834995&HadPinnedHotel=true®ionId=-1&adults=2) ![A heated pool](https://images.trvl-media.com/lodging/103000000/102670000/102665700/102665693/w2500h1666x0y1-007eff19.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Luxury Waterfront Home with Heated Pool, Hot Tub & Dock – Cudjoe Key Cudjoe Key - Pool - Hot tub - Kitchen - Washer [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-05&endDate=2025-11-06&selected=102665693&PinnedHotelID=102665693&HadPinnedHotel=true®ionId=-1&adults=2) ## 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 ### Rules House Rules Overview: No Smoking: Smoking is strictly prohibited inside the property. Please use designated outdoor areas and dispose of cigarette... ### Pets Pets allowed Service animals are welcome, and are exempt from fees ### 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 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 ### Property is also known as 646a423adca018004ba1264e ## About the area ![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%7C24.66132%2C-81.47870&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=uP9Ja4mmCyZajF4chb2ZYIn6JzA=) Summerland Key, FL #### What's nearby - Upper Sugarloaf Key - 5 min drive - 5.9 km - Florida Keys Beaches - 8 min drive - 7.7 km - Sugarloaf Beach - 20 min drive - 17.1 km - Bahia Honda State Park - 29 min drive - 32.8 km - Duval Street - 42 min drive - 44.0 km #### Getting around - Key West Intl. Airport (EYW) - 30 min drive #### Restaurants - ‪Kiki's Sandbar - ‬10 min drive - ‪Boondock's Grille & Drafthouse - ‬7 min drive - ‪5 Brothers Two - ‬7 min drive - ‪Morning Joint - ‬5 min walk - ‪Broil - ‬2 min drive ## Frequently asked questions ### Is Dickey's Dockside Retreat pet-friendly? > Yes, pets are allowed at this property. ### What time is check-in at Dickey's Dockside Retreat? > Check-in begins at 4:00 PM. ### What time is check-out at Dickey's Dockside Retreat? > Check-out is at 10:00 AM. ### Where is Dickey's Dockside Retreat located? > Located in Cutthroat Harbor Estates, this vacation home is within 1 mi (2 km) of Venture Out Keys, Venture Key, and Out Key. Upper Sugarloaf Key and Upper Sugarloaf Sound are also within 6 mi (10 km). ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Dickey's Dockside Retreat Reviews 10 ### 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 ### 8.0/10 Cleanliness ### 10/10 Excellent #### John G. Mar 16, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Our Cudjoe Get Away What a way to check out of the weather up north and check into paradise - that's exactly what we did. We'll be back next year. ##### John G. 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