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.

Not sure what you're looking for?
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
TROPICAL ESCAPE Welcome to your private slice of paradise in Key Largo, FL! This stunning waterfront retreat offers breathtaking views, direct access to adventure, and all the comforts of home. WHY YOU’LL LOVE IT • Relax in the private hot tub while watching gorgeous sunsets • Launch kayak from the private dock right outside •
28-night minimum 28-night minimum
Canalfront
- Key Largo
Bedrooms 3 bedrooms
Bathrooms 3 baths
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
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
Get a daily dose of sunshine and sea breezes at this waterfront retreat in Key Colony Beach. Primed for carefree coastal living, this breezy bungalow comes fully renovated throughout with all the modern comforts and essentials of home. Enjoy direct water access by way of private dock and take in the views on the covered lanai furnished for outdoor
7-night minimum 7-night minimum
KC90 - Vitamin Sea Rating 5 (9)
Canalfront
- Key Colony Beach
Bedrooms 2 bedrooms
Bathrooms 2 baths
*Please note that this home only allows minimum night stays of 28 nights or longer. This is enforced by the HOA, and we cannot make any exceptions. Enjoy incredible beach and ocean views from this family-friendly, waterfront retreat. This home features a beautiful, sandy backyard that leads directly to the ocean, a private boat dock, four beach cru
28-night minimum 28-night minimum
Oceanfront
- Islamorada
Bedrooms 3 bedrooms
Bathrooms 3 baths
🌴 TROPICAL BLISS ESCAPE – Key Largo Waterfront Getaway Escape to the laid-back charm of Key Largo, Florida, and discover the perfect blend of relaxation and adventure at this 3-bedroom, 2-bath waterfront retreat. With a private pool, guest dockage for boats up to 28 feet, and unbeatable access to both Florida Bay and the Atlantic Ocean, this
28-night minimum 28-night minimum
Canalfront
- Key Largo
Bedrooms 3 bedrooms
Bathrooms 2 baths
Escape to this stunning, newly constructed 4-bedroom, 3-bath home featuring two king ensuite bedrooms and breathtaking views. Located on Coco Plum in Marathon, FL, this Coastal Chic Keys retreat offers the perfect waterfront escape. Step inside and enjoy a private balcony overlooking the pool and canal, setting the tone for a serene and memorable s
7-night minimum 7-night minimum
Canalfront
- Marathon
Bedrooms 4 bedrooms
Bathrooms 3 baths
This gorgeous Key Colony Beach home is your passport to the Conch Republic! Boasting canal-front views and direct water access, this five-bedroom home offers a private piece of paradise. Enjoy a sparkling in-ground pool and a furnished patio complete with a gas grill, a dining table, deck chairs, and a palapa hut with an outdoor sofa. The home also
7-night minimum 7-night minimum
KC88 - Keyluxe Retreat Rating 5 (10)
Canalfront
- Key Colony Beach
Bedrooms 5 bedrooms
Bathrooms 3 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
Relaxation comes easy at this canal-side home in the private Yacht Harbor neighborhood in Marathon. A private, sparkling pool completes your resort-style outdoor oasis. A screened patio at the rear of the house offers a relaxed social space with a pair of loungers and a high-top table. Sunbathe on lounge chairs between refreshing dips. You can soak
7-night minimum 7-night minimum
MA118 - Coral Cove Rating 5 (15)
Canalfront
- Marathon
Bedrooms 3 bedrooms
Bathrooms 2 baths
Half Baths 1 half bath
Experience the ultimate waterfront getaway at this charming house in Marathon, FL. With a 60 ft dock offering direct access to the ocean and just minutes away from the gulf, this home is a boater's paradise. Enjoy the convenience of walking to nearby restaurants, shopping, and entertainment options, while also being a short drive from beautiful
7-night minimum 7-night minimum
Canalfront
- Marathon
Bedrooms 1 bedroom
Bathrooms 1 bath
Make your next trip to the Florida Keys the best one yet with this Key Colony beach home, which offers a Cabana Club membership, access to a private beach, and private 35-foot dock for the ideal Florida vacation. This canal-side home is perfect for boaters and fans of watersports, with easy access to scuba diving, snorkeling, and sport fishing! Bac
7-night minimum 7-night minimum
KC14B - Tropical Charm Rating 5 (6)
Canalfront
- Key Colony Beach
Bedrooms 3 bedrooms
Bathrooms 3 baths
Half Baths 1 half bath

Tell us what you're looking for and someone will contact you with available options.

I agree