Florida Keys Homes with Boat Docks

In the Florida Keys, the water isn’t just something you look at—it’s how you experience the destination. A vacation rental with a private boat dock gives you direct access to everything that makes the Keys special, from offshore fishing and reef diving to backcountry exploring and sunset cruises. Whether you're staying in Key Largo, Islamorada, Marathon, or Cudjoe Key, having your own dock transforms your vacation into a true on-the-water experience.

Note: Dock length, depth, and bridge clearance vary by property. Be sure to review details to ensure your boat is a good fit.

Your Boat, Right Outside Your Door

Skip the marina lines and daily launch logistics. With a private dock, your boat is always ready—whether you're heading out early for a fishing trip or taking a spontaneous sunset cruise. It’s convenience you simply can’t replicate with off-site storage.

Quick Access to Ocean & Backcountry Waters

One of the biggest advantages of staying in a Keys home with a dock is location. Many canal-front properties offer easy access to both the Atlantic Ocean and Florida Bay, giving you options for offshore adventures or calm backcountry cruising. Spend the day reef fishing, snorkeling, or exploring hidden sandbars—then return home with ease.

Designed for Boaters

Florida Keys homes with docks are built with boating in mind. Many feature canal-front locations, seawalls, fish cleaning stations, and outdoor spaces that make prepping for a day on the water simple and efficient. Whether you're bringing your own boat or renting locally, everything is set up for a seamless experience.

Easy Days, Flexible Plans

Having a dock gives you the freedom to set your own schedule. Head out at sunrise, come back for lunch and a swim, then go back out for an evening cruise—no strict timing, no coordination required. It’s a more relaxed, flexible way to enjoy your time on the water.

The Full Florida Keys Experience

Boating is at the heart of life in the Florida Keys. From world-class fishing in Islamorada to exploring the waters around Marathon or cruising the Lower Keys, a home with a dock puts you right in the middle of it all. Even if you’re not on the water all day, having a dock adds to the experience—watching boats pass, enjoying waterfront views, and soaking in the island atmosphere.

Book Your Florida Keys Rental with a Boat Dock

If your ideal vacation includes time on the water, a home with a private dock is the way to do it. With direct access, added convenience, and the freedom to explore at your own pace, these rentals offer a true Florida Keys experience.

Browse our homes with boat docks and start planning your next island adventure.

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Keep Searching: Oceanfront Rentals in the Florida Keys, Homes With Private Pools, Pet Friendly Vacation Rentals, Homes With Hot Tubs, Homes That Offer Short Stays


Properties Available 94 properties available
Set up on the fourth floor with a front-facing view of the adjacent waterway, this comfortable condo is an excellent option for that next romantic escape to the Keys! This property is less than a mile from groceries, shops, and restaurants. Inside this condo, you'll find a well-equipped, full kitchen, a four-seater dining table for mealtimes or
Condo
- Marathon
Bedrooms 1 bedroom
Bathrooms 1 bath
This canal-front home has a nice upper-level balcony overlooking the water, which is excellent for morning coffee or evening cocktails. The spacious living area invites everyone to kick back, relax, and enjoy watching TV or planning their next adventure. Take advantage of the well-equipped kitchen and treat your group to a tasty homemade meal. WHAT
28-night minimum 28-night minimum
Canalfront
- Key Largo
Bedrooms 2 bedrooms
Bathrooms 1 bath
This waterfront home offers multiple levels of indoor/outdoor living and entertaining space paired with a prime location mere steps from the water! Bring your own boat (up to 25 feet) or rent one -- this property features a private dock nestled along the canal with quick access to the Atlantic. Scuba diving and snorkeling are the top activities her
28-night minimum 28-night minimum
Canalfront
- Key Largo
Bedrooms 3 bedrooms
Bathrooms 4 baths
Anglers take note - you’ve found the perfect getaway at this charming, lime-green Marathon home, offering a canal-front location and easy access to the Atlantic. With an ice maker, fish fryer, and bait freezer on the ground level, you’ll be even more prepared when it comes to landing the big one. And those who prefer to stay land bound
7-night minimum 7-night minimum
Canalfront
- Marathon
Bedrooms 2 bedrooms
Bathrooms 2 baths
Dog Friendly Dog Friendly
Prepare for true canal-front living at this home! Casual in nature and comfortable in every room, this home is ready with central air conditioning and enough seating for everyone. Cards and chips for late-night poker games are included for impromptu games, as well as a telescope for looking out at the sky over the ocean. Store the boat at the dock
28-night minimum 28-night minimum
Canalfront
- Key Largo
Bedrooms 3 bedrooms
Bathrooms 3 baths
Half Baths 1 half bath
License number: 25,230-1322,99. Welcome to Paradise in Key Largo – your private waterfront oasis just one mile from the breathtaking John Pennekamp Coral Reef State Park! Whether you're looking for outdoor adventures, a family retreat, or simply peace and quiet in the Florida Keys, this spacious and beautifully appointed home offers the p
28-night minimum 28-night minimum
Canalfront
- Key Largo
Bedrooms 2 bedrooms
Bathrooms 1 bath
Half Baths 1 half bath
Dog Friendly Dog Friendly
Feel the stress melt away as you step through the front door of this tropical Key Largo condo, boasting serene oceanfront views from two private balconies. The top-floor location immerses you in beautiful water views and gentle breezes on your private Tavernier Escape. Enjoy on-site amenities like the community pool and gazebo, a waterfront caf&eac
Oceanfront
- Tavernier
Bedrooms 2 bedrooms
Bathrooms 2 baths
🌊 Oceanfront Oasis | Private Dock, Kayaks, Sunset Deck, Bikes, AC & Luxe Comfort Welcome to Isla Bella Villa, where endless ocean views, salty breezes, and sun-drenched days collide in a coastal masterpiece built for memory-making. Nestled in the heart of Marathon, Florida, this extraordinary waterfront home is more than just a vacation rental
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7-night minimum 7-night minimum
Canalfront
- Marathon
Bedrooms 2 bedrooms
Bathrooms 2 baths
Nestled directly on a canal with prime water access, this charming family home has been completely renovated to meet your every vacation need. The stunning interior offers an open layout with wood floors, vaulted ceilings, and high-end furnishings. Kick back in the swinging chair on the wraparound deck and enjoy the coastal breeze. Make use of the
28-night minimum 28-night minimum
Canalfront
- Big Pine Key
Bedrooms 2 bedrooms
Bathrooms 2 baths
Plan your next Florida escape at this charming, waterfront home in Marathon, where the vibrant nautical decor and bold blue accents create a welcoming coastal retreat. When you want to venture out, discover great local restaurants and attractions, including the Marathon Air Museum and Florida Keys Aquarium Encounters. You can also launch from the p
7-night minimum 7-night minimum
MA211 - Casa Mariner Rating 5 (6)
Canalfront
- Marathon
Bedrooms 3 bedrooms
Bathrooms 2 baths
Dog Friendly Dog Friendly
Welcome to your perfect vacation retreat in Key Largo, FL! This modern and spacious townhouse is ideally located in the Kawama Oceanside community, offering the closest proximity to the marina and beach area. With 3 bedrooms and 3 baths, there's plenty of room for the entire family to relax and unwind. Inside the townhouse, you'll find a li
KL101 - Coastal Living Rating 5 (12)
Marina
- Key Largo
Bedrooms 3 bedrooms
Bathrooms 3 baths
With a 60-foot dock right on the canal and access to the nearby Cabana Club's shared pools and private beach, this dog-friendly bungalow is perfect for your next getaway to sunny Florida! Located in Key Colony Beach, this home for six is located on a canal, with swimming and fishing available in your backyard - you even have a bait freezer. The
7-night minimum 7-night minimum
Canalfront
- Key Colony Beach
Bedrooms 2 bedrooms
Bathrooms 2 baths
Dog Friendly Dog Friendly

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