Welcome to Keys On Jamaica, a waterfront retreat on Ramrod Key offering 170 feet of canal frontage, up to 30 feet of dockage, and easy access to some of the best fishing, diving, snorkeling, and boating in the Lower Florida Keys. Perfect for snowbirds, anglers, boaters, and extended stays, this spacious canal front home combines the laid-back Keys lifestyle with all the comforts of home.
Wake up to tropical breezes and waterfront views, sip your morning coffee while watching boats drift by, and spend your days exploring the crystal-clear waters surrounding Ramrod Key. Bring your boat and enjoy convenient dockage along the seawall, making it easy to access world-class offshore fishing, backcountry fishing, and nearby Looe Key Reef.
Located on a large corner lot, this inviting home offers plenty of space to relax after a day on the water. Whether you're planning a month-long fishing adventure, escaping winter weather, or simply looking to experience authentic island living, Keys On Jamaica is the perfect home base.
Experience waterfront living, world-class fishing, and the relaxed charm of the Lower Florida Keys at Keys On Jamaica.
Living Area
The open and comfortable living room features ample seating, Smart TV, and a welcoming space to gather with family and friends. Large windows bring in natural light and showcase the tropical surroundings.
Kitchen & Dining
The fully equipped kitchen includes everything needed to prepare and serve meals during your stay. Enjoy casual breakfasts before heading out on the water or gather around the dining table to share stories from the day's adventures.
Sleeping Accommodations
Sleeps up to 8 Guests
Bedroom 1
• King Bed
• En-Suite Bathroom
• Smart TV
Bedroom 2
• Queen Bed
• Smart TV
Bedroom 3
• Two Full Beds
Outdoor Living
Step outside and embrace the Florida Keys lifestyle.
• 170 Feet of Waterfront
• Maximum Boat Length 30 Feet
• Fish Cleaning Station with Water
• Outdoor Seating Areas
• Propane BBQ Grill
• Large Corner Lot
Whether you're grilling the day's catch, relaxing with a sunset cocktail, or preparing for tomorrow's fishing trip, the outdoor spaces are designed for enjoying life on the water.
Explore the Lower Florida Keys
Keys On Jamaica places you in the heart of the Lower Keys, close to many of the area's most popular attractions.
Nearby:
• Looe Key Reef
• Bahia Honda State Park
• Big Pine Key
• Local waterfront restaurants and bars
• Shopping and marinas
Day Trips:
• Key West – approximately 35 minutes
• Marathon – approximately 25 minutes
Amenities
• Canal Front Location
• Up to 30' Boat Dockage
• Fish Cleaning Station
• Smart TVs
• Fully Equipped Kitchen
• Propane BBQ Grill
• Linens & Towels Provided
• Parking for up to 4 Vehicles (including boat trailers)
Important Policies & Booking Information
Minimum Stay Requirement:
County zoning requires a minimum rental period of 28 nights. No exceptions can be made.
Age & Occupancy Requirements:
The booking tenant must be at least 25 years old and must occupy the property for the entire duration of the stay. This property is licensed exclusively as a vacation rental and may not be used for worker or employee housing.
Peak Season Monthly Bookings (December–March):
Reservations during peak season must begin on the first day of the month and end on the last day of the month. Consecutive monthly bookings are permitted when they follow this requirement. Reservations that do not comply may be subject to cancellation. Please contact us prior to booking if you wish to discuss alternative dates.
Smoking Policy:
Smoking and vaping are strictly prohibited anywhere on the property.
Pet Policy:
Pets are not permitted. To help maintain a pet-free environment, all guests must complete a simple pet verification process after booking. The verification is free and does not require creating an account.
Mid-Stay Cleaning Requirement:
For stays of 28 nights or longer, a mid-stay cleaning may be required to maintain the property. For extended stays, additional cleanings may be required every 28 nights thereafter. Applicable cleaning fees will be collected separately after booking.
Boating & Dockage Advisory:
Guests bringing a boat are responsible for confirming that their vessel can safely navigate local waters, canal depths, bridge clearances, and fit within the available dockage before booking. While we are happy to provide general information about the area, guests assume responsibility for safe boating practices and compliance with all local regulations.
Local Wildlife & Pest Control:
The Florida Keys are a unique tropical environment home to mosquitoes, no-see-ums, termites, reptiles, Key deer, free-roaming chickens, and other wildlife. Routine pest control services are performed; however, complete elimination of insects and wildlife is not possible. Guests are encouraged to use insect repellent and keep doors and windows closed when possible.
Construction & Renovation Notice:
Due to ongoing growth throughout the Florida Keys, nearby construction, renovations, road work, and infrastructure improvements may occur without advance notice. While we strive to provide a peaceful vacation experience, iTrip Key West cannot guarantee freedom from construction-related disturbances outside of the property.
Photo Disclaimer:
Photos are provided for illustrative purposes only. Furnishings, décor, bedding, appliances, electronics, amenities, colors, and other property features may vary as updates and improvements are made by the homeowner. Lighting conditions and screen settings may also affect appearance. Please rely on the written description for the most accurate representation of the property and contact us with any questions prior to booking.
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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 on the waterfront, this holiday home is in Breezeswept Beach Estates, a neighbourhood in Summerland Key. Florida Keys Beaches and Crab Key reflect the area's natural beauty and area attractions include Blue Hole and Big Munson Island.
How much does it cost to stay at Boater's Paradise | 170' Waterfront | 30' Dockage | Ramrod Key Retreat?
As of 1 September 2026, prices found for a 1-night stay for 2 adults at Boater's Paradise | 170' Waterfront | 30' Dockage | Ramrod Key Retreat on 1 November 2026 start from NZ$10,672, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
How much is parking at Boater's Paradise | 170' Waterfront | 30' Dockage | Ramrod Key Retreat?
On-site parking is available at the property.
What time is check-in at Boater's Paradise | 170' Waterfront | 30' Dockage | Ramrod Key Retreat?
Check-in begins at 4:00 PM.
What time is check-out at Boater's Paradise | 170' Waterfront | 30' Dockage | Ramrod Key Retreat?
Checkout is at 10:00 AM.
Where is Boater's Paradise | 170' Waterfront | 30' Dockage | Ramrod Key Retreat located?
Located in Breezeswept Beach Estates, this holiday home is 1.1 mi (1.7 km) from Boondocks Grille & Draft House and within 6 miles (10 km) of Florida Keys Beaches and Big Pine Key Flea Market. National Key Deer Refuge Visitor Center and Crab Key are also within 6 miles (10 km).
About the host
Hosted by iTrip Vacations Key West
Premier Host
They consistently provide great experiences for their guests