Marathon & Middle Keys Vacation Rentals

Browse Marathon FL vacation rentals and Middle Keys vacation rentals with Seven Keys Vacations and stay close to the center of the Florida Keys. This area is a favorite for guests who want easy access to both the Upper and Lower Keys, while still having plenty to enjoy right nearby. Our Middle Keys rentals include waterfront homes, canal-front retreats, coastal condos, private pool homes, and boat-friendly stays across Marathon, Key Colony Beach, Duck Key, Conch Key, and Layton.

Marathon has a practical, easygoing island feel that works especially well for families, fishing trips, boating vacations, and longer stays. Spend the day at Sombrero Beach, walk or bike part of the Old Seven Mile Bridge, visit The Turtle Hospital, head out on a fishing charter, or come back to a rental with a pool, dock, and space to settle in.

Find the Right Middle Keys Rental for Your Trip

The Middle Keys are a strong choice for travelers who want a convenient home base without giving up the water. Many Marathon vacation rentals offer canal access, private docks, outdoor dining areas, and easy routes to the ocean or bay. If boating is part of your trip, browse our vacation rentals with boat docks. Guests looking for extra space to relax can also explore Florida Keys rentals with private pools, homes with an ocean view, or oceanfront rental homes.

Each Middle Keys community brings something a little different. Marathon is the most central and activity-friendly, Key Colony Beach is peaceful and residential, Duck Key has a more resort-style feel, and the smaller nearby islands offer a slower pace for guests who want quieter surroundings. If you are still comparing areas, you may also want to browse Islamorada vacation rentals, Lower Keys vacation rentals, or our full collection of Florida Keys vacation rentals.

Planning more than a quick trip? The central location makes this area especially helpful for longer stays. Explore weekly rentals in the Florida Keys or monthly rentals in the Florida Keys if you want more time for beach days, boating, fishing, remote work, and unhurried island living.

Browse available Marathon and Middle Keys vacation rentals below and book direct with Seven Keys Vacations for a more personal, locally focused rental experience.

Marathon FL vacation rentals in the Middle Keys with turquoise water, palm trees, waterfront homes, and boating access

Properties Available 98 properties available
Plein Air Point is the perfect combination of modern elegance and laid-back Keys living. Nestled at the end of Patricia Lane in Marathon, it’s surrounded on three sides by a Florida land preserve, a deep-water canal, and the Gulf of Mexico. This is a wildlife refuge teeming with birds and assorted aquatic life. Plein Air Point is a place to b
MA68 - Plein Air Point Rating 5 (104)
Oceanfront
- Marathon
Bedrooms 3 bedrooms
Bathrooms 2 baths
Book this inviting Key Colony Beach home in a quiet neighborhood with a covered patio overlooking the canal and create memories that will last a lifetime! You will enjoy the newly updated kitchen and baths with a coastal/nautical theme. New furnishings and appliances throughout! This home is located on a wide waterway, so quiet evenings can be spen
Canalfront
- Key Colony Beach
Bedrooms 2 bedrooms
Bathrooms 2 baths
Located in Marathon, FL, this charming condo is just a stone's throw away from the renowned Sombrero Beach, one of the top-rated beaches in the state. With grocery stores, restaurants, and various retail shops within a two-mile radius, convenience is at your fingertips. Whether you're into fishing, diving, snorkeling, or simply soaking up t
Condo
- Marathon
Bedrooms 1 bedroom
Bathrooms 1 bath
** This vacation home has a 7-night minimum stay. The City enforces this, and we cannot make any exceptions. Make yourself at home and enjoy a thrilling fishing trip at this two half-duplex, studio apartment in the fishing community of Conch Key, where you can enjoy the use of the deepwater docking out back with easy access to the open water as wel
Canalfront
- Conch Key
Bedrooms 1 bedroom
Bathrooms 1 bath
Nestled in the picturesque Key Colony Beach, Florida, this exquisite home is the perfect destination for your dream coastal getaway! With its spacious layout and comfortable accommodations, it promises to provide you and your loved ones with a truly memorable vacation experience. Plus, your furry companions are welcome to join in on the fun! As soo
KC94 - Saylor's Bay Rating 5 (27)
Canalfront
- Key Colony Beach
Bedrooms 3 bedrooms
Bathrooms 3 baths
Dog Friendly Dog Friendly
Nestled in the heart of Marathon, FL, this charming house offers a serene retreat with stunning water views and a private dock along the canal. The abundance of natural light throughout the home creates a warm and inviting atmosphere, perfect for unwinding and enjoying the picturesque surroundings. With a double driveway, there's ample parking
MA223 - Seaside Manor Rating 5 (4)
Canalfront
- Marathon
Bedrooms 4 bedrooms
Bathrooms 2 baths
Dog Friendly Dog Friendly
Create unforgettable memories in the heart of the Florida Keys with a stay at this delightful waterfront townhouse on picturesque Duck Key. Set along a serene canal with easy proximity to nearby restaurants, spas, and excursions, this home offers everything you need for a relaxing and adventure-filled getaway. Step inside to find a bright, coastal-
DK27 - Key Lime Villa Rating 5 (40)
Canalfront
- Duck Key
Bedrooms 2 bedrooms
Bathrooms 2 baths
This stunning oceanfront property offers breathtaking views that provide the perfect backdrop for your vacation. The waterfront deck feels like a mini resort paradise with tropical thatched awnings, swaying palm trees, and classic beach-style furnishings. Make the most of your trip with access to the Cabana Club, offering beach access, a heated swi
Canalfront
- Key Colony Beach
Bedrooms 4 bedrooms
Bathrooms 4 baths
Dog Friendly Dog Friendly
Offering 75-feet of waterfront, a dock, and a furnished Florida room from where you can relax and watch boats pass by on the canal, this single-level home is your key to all that Marathon has to offer! This property is also less than 10 miles from a number of popular local attractions including the Florida Keys Aquarium Encounters, Key Colony Beach
MA207 - Waterside Rating 5 (11)
Canalfront
- Marathon
Bedrooms 2 bedrooms
Bathrooms 2 baths
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
MA118 - Coral Cove Rating 5 (27)
Canalfront
- Marathon
Bedrooms 3 bedrooms
Bathrooms 2 baths
Half Baths 1 half bath
✨ Waterfront Paradise with Private Beach, Dock & Ocean Views – Your Ultimate Keys Getaway! Discover your own slice of paradise in the Florida Keys at this sparkling, sun-kissed retreat! Nestled right on the water, this serene home offers the best of island living with unobstructed views of the inlet and open ocean, a private sandy beach,
KC85 - Casa Del Mar Rating 5 (14)
Oceanfront
- Key Colony Beach
Bedrooms 2 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
MA220 - Coco Plum Oasis Rating 5 (18)
Canalfront
- Marathon
Bedrooms 4 bedrooms
Bathrooms 3 baths

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