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 93 properties available
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
Boasting some of the great fishing in the world, beautiful and sparkling beaches, and warm weather, Marathon is widely considered the best destination in Florida! This captivating, snowbird-friendly home is located near plenty of dining options and less than two miles from the Florida Keys/Marathon International Airport. This relaxing neighborhood
7-night minimum 7-night minimum
MA163 - Sea Salt Harbor Rating 5 (46)
House
- Marathon
Bedrooms 2 bedrooms
Bathrooms 2 baths
This bright and attractive home is right on the canal with a 70-foot boat dock, a covered balcony with partial ocean views, and an outstanding interior featuring an open floorplan and nine-foot ceilings that you will love. The living area features lots of comfortable furniture surrounding a TV, an ideal place for entertaining guests or kicking back
7-night minimum 7-night minimum
MA127 - Marathon Majesty Rating 5 (42)
Canalfront
- Marathon
Bedrooms 3 bedrooms
Bathrooms 2 baths
Dog Friendly Dog Friendly
** 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
7-night minimum 7-night minimum
Canalfront
- Conch Key
Bedrooms 1 bedroom
Bathrooms 1 bath
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
7-night minimum 7-night minimum
Canalfront
- Key Colony Beach
Bedrooms 4 bedrooms
Bathrooms 4 baths
Dog Friendly Dog Friendly
What are you waiting for? The island retreat of your dreams awaits at this marvelous Marathon condo! Your days under the sun can be spent in the sand, just steps from your front door. When you’re not building sandcastles or collecting seashells, cool off in the sparkling shared pool or fire up the grill for a laid-back cookout. 🌴 Why You&rsq
7-night minimum 7-night minimum
MA203 - Ocean Isles #28 Rating 5 (18)
Condo
- Marathon
Bedrooms 1 bedroom
Bathrooms 2 baths
Escape to paradise in this lovely bayfront Key Colony Beach retreat! Right by the canal with its very own 35-foot dock space and access to the local Cabana Club, this home will be the best vacation home base you ever imagined. The quaint town of Key Colony Beach offers perfect beach living for everyone. Catch a charter and go find some dolphins, or
7-night minimum 7-night minimum
Canalfront
- Key Colony Beach
Bedrooms 2 bedrooms
Bathrooms 2 baths
You’ll feel like the Atlantic Ocean is right outside your door at this stunning oceanfront Casa Clara Oceanfront Getaway in Key Colony Beach. Wake up to spectacular sunrises, spend your days between two private sandy beaches, and take advantage of resort-style amenities—all just steps from your first-floor retreat. 🏝 Location & Sur
14-night minimum 14-night minimum
KC93 - Casa Clara #105 Rating 5 (4)
Oceanfront
- Key Colony Beach
Bedrooms 1 bedroom
Bathrooms 1 bath
This canal-front home is yours for the taking and trust us: You'll want it. With a 30-foot dock and access to the private Inch Beach, this home is all about comfort. Situated in Key Colony Beach, this two-floor half-duplex puts you right by the water. All in all, if you're looking to experience the best of Florida, this spot is for you. The
7-night minimum 7-night minimum
Canalfront
- Key Colony Beach
Bedrooms 4 bedrooms
Bathrooms 2 baths
Half Baths 1 half bath
Located right on the water, this charming house offers the quintessential South Florida experience. For the fishing enthusiast, the highlight is the private dock—nestled on one of the few flow-through canals in Marathon. Bring your own boat and enjoy immediate access to the gulf or the sea. After a day on the water, rinse off at the outdoor s
7-night minimum 7-night minimum
MA105 - Casa Palmera Rating 5 (31)
Canalfront
- Marathon
Bedrooms 4 bedrooms
Bathrooms 2 baths
Dog Friendly Dog Friendly
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
7-night minimum 7-night minimum
KC94 - Saylor's Bay Rating 5 (36)
Canalfront
- Key Colony Beach
Bedrooms 3 bedrooms
Bathrooms 3 baths
Dog Friendly Dog Friendly
Located in Marathon, FL, this spacious house is the perfect retreat for families or groups looking to enjoy the beauty of the Florida Keys. With a private pool, patio furniture, and a gas grill, the outdoor space is ideal for soaking up the sun and enjoying al fresco dining. The house features multiple levels, providing plenty of space for everyone
7-night minimum 7-night minimum
Canalfront
- Marathon
Bedrooms 2 bedrooms
Bathrooms 2 baths

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