Updated on Jul 20, 2026
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Type
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Private vacation home
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Bedrooms
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4
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Bathrooms
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3
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House Rules
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Pets allowed
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Children allowed: ages 0-17
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Smoking is not permitted
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No events allowed
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Max Occupancy
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10
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Property Id
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9805655
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County zoning requires a minimum rental period of 28 nights, and no exceptions can be made. Please review additional policies below.
Introducing Castaway On The Keys, your luxurious open water sanctuary awaits!
Nestled in the esteemed Doctor's Arm subdivision of Big Pine Key, near the renowned No Name Pub, this exceptional retreat offers a blend of opulence and natural beauty. Start your days with awe-inspiring open water views of Bogie Channel from your deck, savoring the tranquility over morning coffee or afternoon cocktails. While you soak up the sun, family and friends can cool off in the inviting pool. Embark on aquatic adventures by boat, as you turn left for the renowned backcountry fishing or serene sandbars, or turn right for exciting Atlantic escapades, including reef and deep-sea fishing. Beyond the indulgent offerings of the house, and the allure of Big Pine Key, the vibrant allure of Key West is merely 45 minutes away, while the captivating charm of Marathon beckons within 25 minutes. Unveil the epitome of Florida Keys living at Castaway On The Keys!
SLEEPS MAXIMUM OF 10 GUESTS:
Bedroom 1: King Bed, En-Suite Bathroom, Smart TV
Bedroom 2: King Bed, En-Suite Bathroom, Smart TV
Bedroom 3: King Bed, Smart TV
Bedroom 4: Twin/Full Bunk Bed with Roll-Out Twin Trundle Bed, Smart TV
Living Room: Sectional Sofa with Pull-Out Full Sofa Bed, Smart TV
Kitchen: Nicely equipped (all things necessary to prepare and serve a meal)
AMENITIES:
- Private Saltwater Pool (27'x12') (optional heat ~85 degrees available Nov 1-Apr 30 $30/night fee)
- 130' Waterfront. Maximum boat length 35' (~10' depth at low tide)
- Fish Cleaning Station with Water
- Outdoor Shower
- Outdoor Seating
- Propane BBQ Grill
- Bait Freezer
- Keurig, Drip Coffee Maker, Toaster, Blender
- There is parking for a maximum of 3 vehicles (including boat trailers) on the property. Recreational Vehicles may not be parked on the property.
- Linen's and towels provided
IMPORTANT POLICIES FOR YOUR STAY:
Age & Occupancy: The booking tenant must be 25 years or older and must occupy the property for the entire duration of the stay. This property is exclusively available as a vacation rental and not for worker housing.
Peak Season Monthly Bookings: All bookings from December through March must be for the entire month, starting at the beginning and ending at the end of the month. Consecutive months may be booked if they follow this requirement. Bookings that do not adhere to this policy are subject to cancellation. If you are interested in alternative dates, please contact us for approval before booking.
Pet Policy: Up to two friendly and well-behaved dogs 50 LBS or less will be considered with a $10/night pet fee. To help maintain a safe and welcoming environment for all, we require every guest to submit pet or assistance animal information through BetterPet Passport. Guests will simply submit "household pet" information, request an accommodation for an assistance animal, or confirm they are not bringing a pet/animal. It's free, and only requires creating an account if you're bringing a pet or animal. After booking, you'll receive a link to complete the process.
Smoking Policy: Smoking is strictly prohibited to maintain a smoke-free environment.
Mid-Stay Cleaning: For stays of 28 nights or more, we reserve the right to require a mid-stay cleaning to maintain the quality of the property. For longer stays, a mid-stay cleaning will be required every 28 nights thereafter. The cost will be collected separately, and the number of cleanings depends on the length of your stay.
Boating & Dockage Advisory: Due to bridges and varying water depths, it is your responsibility to ensure that your boat can safely navigate local waters, access the canal, and fit the listed dockage before booking. While we are happy to provide general information based on our knowledge of the area, guests must exercise extreme caution when boating and ensure all activities comply with local regulations.
Local Wildlife & Pest Control: The Florida Keys are home to various insects (mosquitoes, no-see-ums, termites), reptiles, chickens, Key deer, and other wildlife. While routine pest control is in place, complete elimination is not possible. Guests should take precautions, such as using insect repellent and keeping doors closed, to minimize exposure.
Construction & Renovation Notice: Due to ongoing growth in the Florida Keys, renovations, construction, and road repairs may occur without prior notice. While we strive to provide a peaceful stay, iTrip Key West is not liable for any inconveniences caused by nearby construction.
Photo Disclaimer: All images are for illustrative purposes only. Individual features such as bed sizes, bedding, décor, appliances, colors, and amenities may vary, as these are privately owned homes and updates occur regularly. Lighting conditions and screen settings may also affect how colors appear. Please refer to the written description and reach out with any specific questions or concerns. All furnishings and décor are subject to change at any time.
Security Cameras: For the safety and security of our guests and property, three exterior security cameras monitor the front door, driveway, and pier. These cameras are for security purposes only and do not monitor any private interior or outdoor living spaces.
Located on the waterfront, this vacation home is in Doctor's Arm, a neighborhood in Big Pine Key. Seven Mile Bridge is a notable landmark, and the area's natural beauty can be seen at Florida Keys Beaches and Bahia Honda State Park. Blue Hole and Big Munson Island are also worth visiting.
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