Captains Quarters - Cudjoe Key - Pool- Waterfront w/Boat Dock | House in Cudjoe Key

10.0 (2 Reviews) |   3 Bedrooms  2 Bathrooms  8 Guests
Cudjoe Key House | Captains Quarters - Cudjoe Key - Pool- Waterfront w/Boat Dock

3 Bedroom House in Cudjoe Key

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!

Captains Quarters - Cudjoe Key - Pool- Waterfront w/Boat Dock is located in Cudjoe Key. Captains Quarters - Cudjoe Key - Pool- Waterfront w/Boat Dock provides accommodation, featuring Kitchen, Ocean View, Balcony/Terrace, among other amenities. This House features Kitchen, Ocean View, Balcony/Terrace, to make your stay a comfortable one.

Captains Quarters - Cudjoe Key - Pool- Waterfront w/Boat Dock has 3 Bedrooms , 2 Bathrooms, and max occupancy of 8 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated House because of the excellent services rendered by the owner or manager of this House, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. House has a friendly neighborhood, and the Cudjoe Key has interesting places to visit. If you want to learn more about the House in Cudjoe Key, such as places to visit and things to do nearby, you can check below to learn more.

Show more
OneKey Logos

This Property is OneKey Eligible

Earn OneKeyCash for every dollar spent on eligible vacation rentals, villas, cottages, cabins, and more when you book on Vrbo.

JOIN TODAY

Amenities

Air Conditioner
Parking
Pool
TV
View
Private Pool
Ocean View
Balcony/Terrace
Oceanfront
Security/Safety
Bedding/Linens
Wellness Facilities
Fireplace/Heating
Guest Services
Barbecue/Outdoor Cooking
Child Friendly
Hot Tub
Internet
Kitchen
Laundry

Facility Overview

Air Conditioner
  • Heating
  • Air conditioning
Bathrooms
  • Jetted bathtub
  • 2 bathrooms
  • Hair dryer
  • Towels provided
  • Shower
Bedroom
  • Bed sheets provided
  • 3 bedrooms
  • Dining table
  • Dining room
  • Living room
Kitchen
  • Blender
  • Microwave
  • Oven
  • Coffee/tea maker
  • Lobster/crab pot
  • Refrigerator
  • Dishwasher
  • Stovetop
  • Kitchen island
Laundry
  • Washing machine and dryer
  • Near laundromat
  • Laundry facilities
Ocean view
  • Beach towels
  • Near the beach
Parking
  • Onsite parking
  • Onsite parking options include a garage
Pet Friendly
  • No pets allowed
Accessibility
  • Smoke-free property
Activities
  • Birdwatching nearby
  • Fitness facilities nearby
  • Kayak on site
  • Marina nearby
  • Wildlife and game walks nearby
  • Golf nearby
  • Snorkeling nearby
  • Scuba diving nearby
  • Boat on site
  • Water sports equipment
  • Ecotours nearby
  • Parasailing nearby
  • Kayaking nearby
Entertainment
  • Smart TV
General
  • Unit size: 1817 sq ft (169 sq m)
  • English
  • Near the ocean
  • Near a health or beauty spa
  • On the waterfront
  • In a rural location
  • Near the sea
  • Near a hospital
  • Desk chair
  • Desk
Guest Services
  • Playground
  • Iron/ironing board
Internet
  • Free WiFi
Outdoors
  • Firepit
  • Barbecue grill
  • Outdoor furniture
  • Balcony
Security/Safety
  • 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)
Spa
  • Fence around the pool
  • Outdoor pool
  • Heated pool
  • Private pool

Policies

Check-in
Check-in time starts at 4:00 pm minimum check-in age: 28
Check-out
Check-out before 10:00 am
Child Policy
Children are welcome.
Event Policy
No events allowed
Pet Policy
Pets not allowed
Smoking Policy
Smoking is not permitted

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 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 onsite parties or group events are strictly prohibited special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed 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

Reviews

CHARLES W.
Sep 3, 2025 12:36:00 AM
Review Score:   10
Summary: Very nice location and home.
See All Reviews
Check House Availability
Nightly rates from:
USD467
You will be redirected to  
Hot Deal - It has been viewed 20 times today
Not the right fit? Check out our other properties in Cudjoe Key
Tropical Island Paradise W/Open Water Views! From US $332
         

9.6 (106 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Luxury OceanView Friendly Villa Near Key West From US $804
         

|
1.0 (1 Review)
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly
ATLANTIS.Ocean Front Cottage Retreat! From US $727
         

9.8 (13 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Red Grouper Getaway From US $311
         

|
New
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Private Oceanfront Cottage with dockage, pool just minutes to Key West! From US $379
         

Ocean View with Pool, 4 bedroom Vila Near Key West From US $811
         

|
10.0 (4 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly
OCEANIA. water front cottage retreat ~ From US $826
         

|
9.4 (16 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
Quaint cottage, pool, dockage just minutes to Key West! From US $442
         

9.0 (147 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
Cudjoe Cottages, swimming pool, just 20 miles from Key West From US $467
         

8.8 (149 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Charming cottages, dockage, pool, just minutes to Key West From US $329
         

8.6 (120 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
Oceanside home, dock,kayaks,bikes,pool,fishing,109 From US $506
         

10.0 (175 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Oceanside home, dock,kayaks,bikes,pool,fishing,111 From US $549
         

Post Card Point #319 - Ocean Views! From US $884
         

10.0 (50 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Big Blue #230, Canal front - Venture Out From US $447
         

10.0 (47 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Latitudes - Ocean front with salt water pool. From US $808
         

10.0 (41 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Lower Keys paradise From US $354
         

10.0 (35 Reviews)
House
  • Air Conditioner
  • Pool
  • TV
Night jasmine oceanfront vacation house From US $359
         

10.0 (25 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly