Title: Captains Quarters - Cudjoe Key - Pool- Waterfront w/ Boat Dock Reviews, Deals & Photos 2026 - Expedia.co.uk [See all properties](http://www.expedia.co.uk/Hotel-Search?regionId=&selected=69549655&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Captains Quarters - Cudjoe Key - Pool- Waterfront w/ Boat Dock ## Photo gallery for Captains Quarters - Cudjoe Key - Pool- Waterfront w/ Boat Dock ![Outdoor pool, a heated pool - Captains Quarters - Cudjoe Key - Pool- Waterfront w/ Boat Dock (Cudjoe Key)](https://images.trvl-media.com/lodging/70000000/69550000/69549700/69549655/c6ff8369.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Outdoor dining - Captains Quarters - Cudjoe Key - Pool- Waterfront w/ Boat Dock (Cudjoe Key)](https://images.trvl-media.com/lodging/70000000/69550000/69549700/69549655/a8913ecb.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Fridge, microwave, oven, stovetop - Captains Quarters - Cudjoe Key - Pool- Waterfront w/ Boat Dock (Cudjoe Key)](https://images.trvl-media.com/lodging/70000000/69550000/69549700/69549655/8f9ba482.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Beach nearby, beach towels - Captains Quarters - Cudjoe Key - Pool- Waterfront w/ Boat Dock (Cudjoe Key)](https://images.trvl-media.com/lodging/70000000/69550000/69549700/69549655/b881c114.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Smart TV - Captains Quarters - Cudjoe Key - Pool- Waterfront w/ Boat Dock (Cudjoe Key)](https://images.trvl-media.com/lodging/70000000/69550000/69549700/69549655/e8adcd71.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies Located in Cudjoe Bay, Captain's Quarters is a beautifully decorated waterfront estate that checks all the boxes. Enjoy an unobstructed view of the bay from its spacious living space with open floor plan, beautiful balcony with outdoor seating, large pool and fire pit. ## Reviews 10 Exceptional ### Entire home 3 bedrooms2 bathroomsSleeps 81817 sq ft ## Popular amenities - Ocean view - Pool - Kitchen - Washing machine - Dryer - Free Wi-Fi ## 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. ### Captains Quarters - Cudjoe Key - Pool- Waterfront w/ Boat Dock Welcome to Captain’s Quarters — Your Waterfront Escape on Beautiful Cudjoe Bay Discover the perfect blend of comfort, luxury, and stunning natural beauty at Captain’s Quarters, a breathtaking waterfront estate nestled in the heart of “Fisherman’s Paradise.” This beautifully decorated home offers everything you need for an unforgettable getaway. Key Features: 3 Bedrooms | 2 Bathrooms Unobstructed panoramic views of Cudjoe Bay Spacious second-floor open-plan living area Large pool with comfortable seating Inviting fire pit with ample chairs Private boat dock accommodating vessels up to 45’ Step inside and experience a thoughtfully designed interior: Living Room: Relax on plush couches while enjoying water views through French doors, or catch your favorite shows on the large flat-screen TV. Kitchen: Prepare meals effortlessly in the spacious kitchen featuring a breakfast bar with seating. Dining Room: Host formal dinners for up to 8 guests in the elegant dining space. Master Suite: Retreat to the master bedroom with a king bed, dedicated work area, flat-screen TV, walk-in closet, and a luxurious en-suite bathroom complete with a his & hers vanity, jacuzzi tub, and shower. Guest Bedrooms: A cozy queen bedroom and a family-friendly bunk room with full-over-full beds and flat-screen TV provide comfortable accommodations for all. Additional Amenities: Guest bathroom with shower, laundry area with washer & dryer, and a storage space under the house including a bait refrigerator. Outdoor Living: Enjoy breathtaking views from the upstairs patio seating area overlooking the bay. Take a refreshing dip in the large pool or gather around the fire pit for evenings under the stars. Please Note: Guests do not have access to the garage or boat lift. Pet Policy: One dog under 50 lbs is allowed with pre-approval, subject to a $20/day fee. Pet occupancy reduces total guest count by one. Pool Heating: Available as an optional add-on ($20/day) from November 15 to May 15, arranged prior to check-in. Pool heat is not included in rental rates. Captain’s Quarters is more than just a vacation rental—it’s your next favorite destination. Experience the charm and serenity of Cudjoe Bay in style and comfort. We look forward to welcoming you! ## Property amenities ### Beach - Beach nearby - Beach towels ### Pool/Spa - Heated pool - Outdoor pool - Private pool ### Internet - Available in the house: Free WiFi ### Parking and transport - Onsite parking options include a garage ### Kitchen - Blender - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Hob - Ice maker - Kitchen island - Lobster/crab pot - Microwave - Oven - Refrigerator - Toaster ### Dining - Dining table ### Bedrooms - 3 bedrooms - Bedsheets provided ### Bathroom - 2 bathrooms - Hair dryer - Jetted bathtub - Shower - Towels provided ### Living spaces - Dining table - Living room - Separate dining area ### Entertainment - Smart TV ### Outdoor areas - Balcony - Barbecue grill - Firepit - Outdoor furniture ### Laundry - Laundry facilities - Washing machine ### Work spaces - Desk - Desk chair ### Comfort - Air conditioning - Heating ### Pets - No pets allowed ### Suitability/Accessibility - Smoke-free property ### Services and conveniences - Iron/ironing board ### Location highlights - In a rural location - Near a health/beauty spa - Near a hospital - Near the marina - Near the ocean - On the waterfront ### Things to do - Boat - Heated pool - Kayak - Water sports equipment - Birdwatching nearby - Cycling nearby - Ecotours nearby - Golfing nearby - Jet skiing nearby - Kayaking nearby - Motor boating nearby - Parasailing nearby - Sailing nearby - Scuba diving nearby - Snorkelling nearby - Swimming nearby - Wildlife walks nearby ### 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: 1,817 square feet ## Similar properties ![Exterior](https://images.trvl-media.com/lodging/72000000/71410000/71402800/71402765/6b090d7e.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West Cudjoe Key - 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28 ### 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 Information provided by the property may be translated using automated translation tools ### 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 Captains Quarters - Cudjoe Key - Pool- Up to 45' Boat Cudjoe Key ## About the area Located in Summerland Key, this holiday home is in a rural area and on the waterfront. Florida Keys Beaches and Coupon Bight Aquatic Preserve reflect the area's natural beauty and area attractions include Blue Hole and Big Munson Island. Make sure you get close to the area's animals with activities such as game walks and birdwatching. [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%7C24.66133%2C-81.47332&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=UrpvwY3G2NPgTsewUhC0L-7obzM=) 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 9 min drive \- 3.6 miles - ![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 13 min drive \- 7.1 miles - ![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 20 min drive \- 10.8 miles - Upper Sugarloaf Key 8 min drive \- 3.9 miles - Upper Sugarloaf Sound 9 min drive \- 4.7 miles ### Getting around - Key West, FL (EYW-Key West Intl.) 30 min drive ### Restaurants - Boondock's Grille & Drafthouse 7 min drive - Kiki's Sandbar 10 min drive - Morning Joint 7 min walk - Broil 3 min drive - 5 Brothers Two 7 min drive ## Frequently asked questions ### Does Captains Quarters - Cudjoe Key - Pool- Waterfront w/ Boat Dock have a pool? ### Is Captains Quarters - Cudjoe Key - Pool- Waterfront w/ Boat Dock pet-friendly? ### How much is parking at Captains Quarters - Cudjoe Key - Pool- Waterfront w/ Boat Dock? ### What time is check-in at Captains Quarters - Cudjoe Key - Pool- Waterfront w/ Boat Dock? ### What time is check-out at Captains Quarters - Cudjoe Key - Pool- Waterfront w/ Boat Dock? ### Where is Captains Quarters - Cudjoe Key - Pool- Waterfront w/ Boat Dock located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Captains Quarters - Cudjoe Key - Pool- Waterfront w/ Boat Dock 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.co.uk/lp/b/content-guidelines) 10 - Excellent 2 8 - Good 0 6 - Okay 0 4 - Poor 0 2 - Terrible 0 ### 9.0 Cleanliness ### 9.0 Location ## Reviews ### 10/10 Excellent #### CHARLES W. 2 Sept 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy Very nice location and home. ##### CHARLES W. Stayed 28 nights in Aug 2025 ### 10/10 Excellent #### Barbara R. 11 Apr 2022 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Beautiful home Beautiful home, great location ##### Barbara R. Stayed 30 nights in Mar 2022 ---