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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:
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3 Bedrooms | 2 Bathrooms
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Unobstructed panoramic views of Cudjoe Bay
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Spacious second-floor open-plan living area
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Large pool with comfortable seating
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Inviting fire pit with ample chairs
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Private boat dock accommodating vessels up to 45’
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Step inside and experience a thoughtfully designed interior:
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Living Room: Relax on plush couches while enjoying water views through French doors or catch your favorite shows on the large flat-screen TV.
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Kitchen: Prepare meals effortlessly in the spacious kitchen featuring a breakfast bar with seating.
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Dining Room: Host formal dinners for up to 8 guests in the elegant dining space.
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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.
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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.
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Additional Amenities: Guest bathroom with shower, laundry area with washer & dryer, and a storage space under the house including a bait refrigerator.
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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:
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Guests do not have access to the garage or boat lift.
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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.
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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.
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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!

Captain's Quarters

Situated on an inlet on Cudjoe Key, the Captains Quarters was truly a wonderful place to spend time relaxing and enjoying everything the keys had to offer. The property offers everything you dream about experiencing while in the keys such as beautiful sunrises & sunsets, tropical fish exploring the reefs attached to the sea wall, and a beautiful pool to soak in the rays and beautiful view. The location is also perfectly suited for traveling 25 minutes to Duval St on Key west, as well as to experience some of the top restaurants in the lower keys such as the Square Grouper. 

Thank you for this wonderful experience, I can’t say enough good things about it and recommend staying here for anyone looking for a perfect, tropical Florida Keys experience.

Relaxation Station

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