Weekly Rentals in the Florida Keys

Browse weekly rentals in the Florida Keys with Seven Keys Vacations and give yourself enough time to enjoy the islands without rushing through the trip. These Florida Keys weekly vacation rentals are designed for stays of 7 nights or more, with comfortable homes, condos, waterfront retreats, private pool homes, and boat-friendly rentals available across the island chain.

A full week in the Keys gives you room to settle in. You can unpack once, stock the kitchen, plan a few water days, leave space for slow mornings, and still have time for a day trip or two. From Key Largo and Islamorada to Marathon, the Lower Keys, and Key West, weekly stays make it easier to experience more of the Keys at a calmer pace.

Find the Right Weekly Rental for Your Florida Keys Stay

Weekly vacation rentals are a great fit for families, couples, friend groups, fishing trips, boating vacations, remote work weeks, and guests who simply want more than a long weekend. Many homes include full kitchens, multiple bedrooms, laundry, outdoor living areas, and space to spread out. Guests looking for specific amenities can browse Florida Keys rentals with private pools, vacation rentals with boat docks, or pet-friendly rentals.

The best area for your weekly stay depends on the trip you have in mind. Choose Key Largo vacation rentals for easy access from mainland Florida and great boating, Islamorada vacation rentals for fishing and sunset dining, Middle Keys vacation rentals for a central home base near Marathon, Lower Keys vacation rentals for a quieter nature-focused stay, or Key West vacation rentals for walkability, nightlife, historic charm, and island energy.

If you are deciding between a weekly stay and something longer, weekly rentals are ideal for a complete vacation without committing to a full season. Guests planning extended winter visits, remote work stays, or longer island routines may also want to compare monthly rentals in the Florida Keys.

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

Weekly rentals in the Florida Keys with turquoise water, palm trees, waterfront homes, and relaxed island scenery

Properties Available 72 properties available
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 (10)
Canalfront
- Marathon
Bedrooms 4 bedrooms
Bathrooms 3 baths
Paradise truly abounds at this modern waterfront masterpiece in the heart of the Florida Keys. Designed with marble finishes, soaring ceilings, and walls of sunlight, Tropical Delight invites you to relax in style while enjoying the laid-back island lifestyle. ✨ Interior Highlights Step into the open-concept living space, where the living room, din
MA183 - Tropical Delight Rating 5 (18)
Canalfront
- Marathon
Bedrooms 3 bedrooms
Bathrooms 2 baths
Relax and enjoy the best of the Florida Keys from this charming canal-front retreat at Skipjack in Marathon. Perfectly located near the beach and just a short drive from downtown, this comfortable condo makes a great home base for a relaxing Keys getaway.The space features two queen beds, making it ideal for couples, friends, or a small family
Canalfront
- 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
MA163 - Sea Salt Harbor Rating 5 (46)
House
- Marathon
Bedrooms 2 bedrooms
Bathrooms 2 baths
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
MA214 - The Endless Oasis Rating 5 (12)
Canalfront
- Marathon
Bedrooms 2 bedrooms
Bathrooms 2 baths
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 (37)
Canalfront
- Key Colony Beach
Bedrooms 3 bedrooms
Bathrooms 3 baths
Dog Friendly Dog Friendly
Stylish seaside studio situated near the northern end of Marathon, you'll enjoy a convenient location for all your favorite Florida Keys activities - both on and off the water. Additional on-site perks including an oceanfront pool and shady, palapa-style picnic benches let you indulge in waterfront leisure just steps from your front door. Some
MA186 - Ocean Isles 50 Rating 5 (15)
Condo
- Marathon
Bathrooms 1 bath
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
KC88 - Keyluxe Retreat Rating 5 (31)
Canalfront
- Key Colony Beach
Bedrooms 5 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
Canalfront
- Key Colony Beach
Bedrooms 2 bedrooms
Bathrooms 2 baths
Dog Friendly Dog Friendly
Find a relaxing respite for days spent fishing, boating, and swimming at this two-story condo in Marathon, the perfect setting for embracing the Florida Keys lifestyle. Ocean Isles Fishing Village is ideal in many ways, with grounds including a waterfront swimming pool and sundeck. One small kayak and three paddle boards so you can easily get out o
Condo
- Marathon
Bedrooms 1 bedroom
Bathrooms 2 baths
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 (165)
Oceanfront
- Marathon
Bedrooms 3 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
MA221 - The Tropical Cove 329 Rating 4.9 (24)
Condo
- Marathon
Bedrooms 1 bedroom
Bathrooms 1 bath

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