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 69 properties available
Welcome to Gray Pelican House, your perfect canal-front escape in the heart of Key Colony Beach, one of the Florida Keys’ most peaceful and walkable communities. Whether you're visiting to relax, explore, or fish the open waters, this home puts island living right at your fingertips. Nestled on a deep-water canal with a 37-foot dock, the
7-night minimum 7-night minimum
KC111 - Gray Pelican House Rating 5 (25)
Canalfront
- Key Colony Beach
Bedrooms 2 bedrooms
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
7-night minimum 7-night minimum
MA68 - Plein Air Point Rating 5 (165)
Oceanfront
- Marathon
Bedrooms 3 bedrooms
Bathrooms 2 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 (31)
Canalfront
- Key Colony Beach
Bedrooms 5 bedrooms
Bathrooms 3 baths
Dream Vacation Awaits Experience the perfect Florida Keys getaway at this spacious waterfront home in Marathon! Boasting a prime location on the canal, a private heated pool, a relaxing spa, and a 30-foot deep-water dock, this home is a boater’s dream. Enjoy breathtaking canal views from your spacious patio, complete with an outdoor kitchen,
7-night minimum 7-night minimum
MA177 - Sunny Bank Rating 5 (28)
Canalfront
- Marathon
Bedrooms 3 bedrooms
Bathrooms 3 baths
Dog Friendly Dog Friendly
Welcome to DOCKSIDE, your perfect Keys escape! This charming canalside home is designed for couples seeking relaxation, romance, and adventure on the water. What You’ll Love • Large private dock just 215 feet from open water—bring your boat and enjoy quick access to the Atlantic. • Expansive deck & outdoor shower for sun-s
7-night minimum 7-night minimum
MA106 - Dockside Rating 5 (59)
Canalfront
- Marathon
Bedrooms 2 bedrooms
Bathrooms 2 baths
Welcome to your perfect Florida Keys escape! Nestled along a peaceful canal in the heart of Key Colony Beach, this inviting waterfront home offers everything you need for an unforgettable island vacation. From boating and fishing adventures to relaxing beach days, you'll enjoy the best of the Keys right at your doorstep.One of the home's st
7-night minimum 7-night minimum
KC14B - Tropical Charm Rating 5 (14)
Canalfront
- Key Colony Beach
Bedrooms 3 bedrooms
Bathrooms 3 baths
Half Baths 1 half bath
Slip into the beach lifestyle and leave the daily grind behind when you book your stay at this oceanfront Layton cottage. With a dock, expansive deck, and a stunning beach location, you may never want to leave. With historic roots as the home to the 1900's author, Zane Grey, and easy access to a bevy of beach activities, your stay promises to b
7-night minimum 7-night minimum
LK01b - The Henry Flagler Rating 5 (74)
Oceanfront
- Long Key
Bedrooms 2 bedrooms
Bathrooms 1 bath
Dog Friendly Dog Friendly
I🌊 WHY YOU'LL LOVE IT Wake up each morning to canal views from your private patio, sip coffee in a swinging chair, and feel the gentle Florida Keys breeze set the tone for the day. This villa isn’t just a place to stay — it’s your gateway to the laid-back, sun-soaked lifestyle that makes the Keys unforgettable. • Waterfr
7-night minimum 7-night minimum
Canalfront
- Key Colony Beach
Bedrooms 2 bedrooms
Bathrooms 2 baths
Dog Friendly Dog Friendly
A true beach bungalow with a slice of private shoreline and a dock to boot, this full duplex is perfect for a relaxing getaway. Gather the whole family, including your canine pals (for a small nightly fee), and head to the land of sunshine and shorelines. One dog is also welcome to join you for an additional nightly fee. This home comprises two sep
7-night minimum 7-night minimum
Oceanfront
- Long Key
Bedrooms 4 bedrooms
Bathrooms 2 baths
Dog Friendly Dog Friendly
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 (28)
Canalfront
- Marathon
Bedrooms 3 bedrooms
Bathrooms 2 baths
Dog Friendly Dog Friendly
One half of this wonderful waterfront duplex is all yours for an unforgettable Florida Keys getaway! Along with scenic water views and direct access for kayaking or stand-up paddleboarding, you'll also enjoy membership privileges at the Cabana Club (across the street) featuring an oceanfront pool, a sandy beach area, and a snack bar. Public ten
7-night minimum 7-night minimum
KC203B - KCB Canal Livin' Rating 5 (30)
Canalfront
- Key Colony Beach
Bedrooms 2 bedrooms
Bathrooms 3 baths
This family-friendly home has everything you need for a trip to the Florida Keys: a private 35-foot dock space, Cabana Club membership, and classic home comforts! This canal front home for eight offers swimming, fishing, and more from your private dock! If you're in the mood for more traditional summertime fun, check out the Cabana Club's p
7-night minimum 7-night minimum
KC27 - Ninth Street Utopia Rating 5 (78)
Canalfront
- Key Colony Beach
Bedrooms 3 bedrooms
Bathrooms 2 baths
Half Baths 1 half bath

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