Pirate's Château Pirate’s Château ~ A Luxurious Islamorada Escape

5 Bedrooms • 4 Baths • Sleeps 6-10
Internet Oceanfront Private Pool Hot Tub (more...)

Welcome to Pirate’s Château, where opulence meets Florida Keys charm in one of the most prestigious neighborhoods along the bay. This exclusive property offers an unforgettable retreat for those seeking the pinnacle of relaxation and indulgence.

As you step inside, you'll immediately be captivated by the luxurious, open concept living area adorned with upscale furnishings and exquisite décor reminiscent of the golden age of piracy. This living area features intricate carvings, brass accents, and a dark finish that adds an air of mystery and adventure to the space, creating a unique and captivating ambiance. The expansive windows frame breathtaking views of the bay, allowing natural light to cascade across the elegant interior. Outside, you’ll find multiple balconies strategically positioned to provide you with the most captivating bay views. Furnished with comfortable seating, creating the perfect setting for relaxation.

The gourmet kitchen is a culinary dream, boasting top-of-the-line Sub-Zero and Viking appliances, granite countertops, and a large island. Whether you're preparing a feast for a special occasion or a casual brunch, this kitchen is equipped to meet the needs of even the most discerning chefs. The dining area, overlooking the Florida bay, offers an ideal setting for unforgettable meals with loved ones.

The game room is a true entertainment haven promising endless hours of fun and friendly competition during your stay. It is equipped with a classic pool table, grabber game, and Pirates of the Caribbean Pinball machine.

On the main floor you’ll find four luxuriously appointed bedrooms, each designed for your comfort and relaxation with high end bedding and three bathrooms adorned with spa-like amenities, ensuring that every moment of your stay is filled with pampering and rejuvenation.
The third floor master bedroom is a true retreat, offering sweeping 180-degree bay views, an ensuite bathroom for added convenience and a private balcony that provides an intimate outdoor escape.

Experience the epitome of luxury in this backyard oasis featuring a “grotto” style pool and soothing hot tub, artfully designed with waterfalls, mermaid and dolphin fountains, and a powder soft beach area, complete with resort style tiki torches. As the sun sets, the underwater canal lighting adds a touch of magic, transforming the canal into a mesmerizing aquatic wonderland.

A haven for outdoor entertainment, this summer kitchen boasts high-end appliances, a spacious bar, and state-of-the-art sound system and outdoor TV. With a top tier gas grill, high end refrigerator drawers, ice maker, and ample seating, it's perfect for gatherings. Whether you're cooking your catch of the day, mixing drinks, or simply unwinding, our entertainment area is your ideal retreat.

For boating enthusiasts, this property offers 150 ‘ of deep water dockage and double PWC jet dock, making it effortless to explore the bay at your leisure. For those that want to explore no motor zones, kayaks and paddleboards are provided. Whether you want to embark on a fishing adventure, explore nearby islands, or simply enjoy a leisurely cruise, this property caters to your nautical desires. Located in Venetian Shores you are situated on Snake Creek giving you direct access to the Atlantic Ocean or the Florida Bay and Everglades.

Venetian Shores offers tranquility, privacy, and the convenience of being close to all the attractions and activities Islamorada has to offer. From upscale dining and boutique shopping to world renowned tiki bars and world class fishing charters, you'll find everything you desire within easy reach.

Experience the pinnacle of luxury and coastal living at Pirate’s Château. Whether you're seeking a peaceful family getaway or a memorable escape with friends, this property promises an extraordinary and unforgettable stay. Book your stay now and immerse yourself in the lap of luxurious island living.

We offer additional services, including concierge assistance, extra housekeeping, pre-arrival fridge stocking, and the creation of a personalized itinerary upon request.

28 night minimum. Please inquire for rates and availability.

Islamorada, Florida

Property Type House
Accommodation Entire Home
Check-In Lockbox
Elevator Yes
House Rules
  • Maximum occupancy: 10
  • Children welcome
  • Infants welcome
  • Smoking not allowed
  • Limited accessibility
  • Minimum age of primary renter: 25
  • Pets not allowed
Setting & View
  • Water View
  • Ocean
  • Oceanfront
  • Ocean View
  • Town
  • Waterfront
  • Canal View
  • Air Conditioning
  • Linens Provided
  • Towels Provided
  • Washing Machine
  • Clothes Dryer
  • Hot Water
  • Private Living Room
  • Hair Dryer
  • Iron & Board
  • Wifi
  • Ceiling Fans
  • Laptop Friendly Workspace
  • Basic Soaps
  • Paper Towels
  • Shampoo
  • Toilet Paper
  • Hangers
  • Private Entrance
  • Lock On Bedroom Door
  • Extra Pillows & Blankets
  • Free Internet
  • Body Soap
  • Hair Conditioner
  • Rain Shower
  • Clothing Storage (closet or wardrobe)
  • Kitchen
  • Refrigerator
  • Stove
  • Oven
  • Microwave
  • Dishwasher
  • Dishes & Utensils
  • Spices/Pantry Items
  • Coffee Maker
  • Toaster
  • Ice Maker
  • Freezer
  • Blender
  • Pots & Pans
  • Kitchen Island
  • Dining Table
  • Baking Sheet
  • Barbeque/Grill Utensils
  • Coffee
  • Wine Glasses
Bathrooms 4 Baths
  • Master Bathroom – Combination Tub/Shower, Toilet
  • Bathroom 2 – Combination Tub/Shower, Shower, Toilet
  • Bedroom 3 – Shower, Toilet
  • Bedroom 4 – Shower
Sleeping Arrangements 5 Bedrooms, sleeps 6-10
  • Master Bedroom – 1 King bed
  • Bedroom 2 – 1 Bunk Bed
  • Bedroom 3 – 1 Queen bed
  • Bedroom 4 – 1 King bed
  • Bedroom 5 – 1 Queen bed
  • Television
  • Satellite/Cable
  • Stereo
  • Games/Board Games
  • Game Room
  • Pool Table
  • Smart TV
  • Sound System
  • Outdoor Grill
  • Deck/Patio (uncovered)
  • Balcony/Terrace
  • Kayak/Canoe
  • Fenced Yard
  • Play Area
  • Outdoor Seating
  • Boat Slip
  • Private Pool
  • Hot Tub
  • Heated Pool
  • Parking
  • Free Parking On Premises
  • Concierge
  • Bay/Sound
  • Health/Beauty Spa
  • Marina
  • Bird Watching
  • Eco Tourism
  • Paddle Boating
  • Boating
  • Shopping
  • Wildlife Viewing
  • Water Sports
Sports & Adventure
  • Basketball Court
  • Cycling
  • Deepsea Fishing
  • Fishing
  • Bay/Sound Fishing
  • Fly Fishing
  • Golf
  • Jet Skiing
  • Kayaking
  • Parasailing
  • Sailing
  • Scuba Diving/Snorkeling
  • Water Skiing
  • Snorkeling
  • Swimming
  • Water Tubing
  • Wind Surfing
  • Deadbolt Lock
  • Emergency Exit Route
  • Fire Emergency Contact
  • First Aid Kit
  • Medical Emergency Contact
  • Exterior Lighting
  • Police Emergency Contact
  • Smoke Detector
  • Cleaning Disinfection
  • Cleaning Products
  • Cameras/Surveillance
  • Pool/Jacuzzi With No Fence
  • Near Lake, River, or Water Body
  • Climbing/Play Structure
Season Rate
Regular Season
4/1 - 8/15
$58,800 to $60,760
Low Season
8/15 - 12/20
$58,800 to $60,760
Holiday Season
12/20 - 3/31
$54,880 to $60,760

Cancellation Policy: One hundred percent (100.00%) of the total booking charges will be refunded if the cancellation is made more than 60 days prior to the arrival date of the reservation. Fifty percent (50.00%) of the total booking charges will be refunded if the cancellation is made more than 30 days prior to the arrival date of the reservation. For cancellations made within 30 days prior to the arrival date, no refund will be issued.