Entire home
Captains Quarters - Cudjoe Key - Pool- Waterfront w/ Boat Dock
Waterfront holiday home with private pool and kitchen
Photo gallery for Captains Quarters - Cudjoe Key - Pool- Waterfront w/ Boat Dock





Reviews
10 out of 10
Exceptional
3 bedrooms2 bathroomsSleeps 8168.8 sq m
Popular amenities
Explore the area

- Place, Venture Out Keys
- Place, Upper Sugarloaf Key
- Place, Florida Keys Beaches
- Airport, Key West, FL (EYW-Key West Intl.)
Rooms & beds
3 bedrooms (sleeps 8)
Guest Bedroom
1 Queen Bed
Guest Bedroom
2 Double Beds
Master Bedroom
1 King Bed
2 bathrooms
Guest Bathroom
Toilet · Shower only
Master Bathroom
Toilet · Shower only · Jetted bathtub
Spaces
Deck or patio
Porch or lanai
Kitchen
Balcony
Separate dining area
Outdoor play area
Dining area
About this property
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!
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!
Add dates for prices
Amenities
Pool
Kitchen
Washing machine
Dryer
Free WiFi
Air conditioning
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10.0 out of 10, (8 reviews)
House Rules
Check in after 4:00 PM
Minimum age to rent: 28
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
No pets 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
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
About the area
Summerland Key
Located in Summerland Key, this holiday home is in a rural area and on the waterfront. Florida Keys Beaches and Bahia Honda State Park 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.

Cudjoe Key, FL
What's nearby
- Upper Sugarloaf Key - 8 min drive - 6.2 km
- Florida Keys Beaches - 9 min drive - 6.7 km
- Sugarloaf Beach - 20 min drive - 17.4 km
- National Key Deer Refuge Visitor Center - 22 min drive - 16.5 km
- Bahia Honda State Park - 37 min drive - 31.4 km
Getting around
Restaurants
- Boondock's Grille & Drafthouse - 7 min drive
- Kiki's Sandbar - 10 min drive
- 5 Brothers Two - 7 min drive
- Morning Joint - 7 min walk
- Broil - 3 min drive
Frequently asked questions
About the host
Hosted by Conch Collection
Languages:
English
Premier Host
They consistently provide great experiences for their guests
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