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
1010 out of 10
Exceptional
Entire home
3 bedrooms2 bathroomsSleeps 81817 sq ft
Popular amenities
Ocean view
Pool
Kitchen
Washer
Dryer
Free WiFi
Add dates for prices
About this property
Entire place
You'll have the entire home to yourself and will only share it with other guests in your party.
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 transportation
Onsite parking options include a garage
Kitchen
Blender
Coffee/tea maker
Cookware, dishware, and utensils
Dishwasher
Ice maker
Kitchen island
Lobster/crab pot
Microwave
Oven
Refrigerator
Stovetop
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
Smoking not allowed
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
Snorkeling 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)
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
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
About the area
Located in Summerland Key, this vacation 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. Discover the area's water adventures with jet skiing and kayaking nearby, or enjoy the great outdoors with cycling and ecotours. Visit our Summerland Key travel guide
Does Captains Quarters - Cudjoe Key - Pool- Waterfront w/ Boat Dock have a pool?
Yes, this property has an outdoor pool. Pool types include heated pools.
Is Captains Quarters - Cudjoe Key - Pool- Waterfront w/ Boat Dock pet-friendly?
No, pets are not allowed at this property.
How much is parking?
Onsite parking is available at the property.
What time is check-in at Captains Quarters - Cudjoe Key - Pool- Waterfront w/ Boat Dock?
Check-in begins at 4:00 PM.
What time is check-out at Captains Quarters - Cudjoe Key - Pool- Waterfront w/ Boat Dock?
Check-out is at 10:00 AM.
Where is Captains Quarters - Cudjoe Key - Pool- Waterfront w/ Boat Dock located?
Situated on the waterfront, this vacation home is within 1 mi (2 km) of Venture Out Keys, Venture Key, and Out Key. Florida Keys Beaches and Upper Sugarloaf Key are also within 6 mi (10 km).
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