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 74 properties available
*Please note that this home only allows minimum stays of 7 nights or longer. This is enforced by the city and we cannot make any exceptions. Fisherman's Hideaway is the perfect home base for your next fishing trip to Conch Key! This snowbird-friendly studio comes with access to open water via the deepwater docking out back, as well as use of a
Canalfront
- Conch Key
Bedrooms 1 bedroom
Bathrooms 1 bath
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
Canalfront
- Key Colony Beach
Bedrooms 2 bedrooms
Bathrooms 2 baths
Dog Friendly Dog Friendly
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
The fresh ocean breeze will meet your skin every day when you settle down at this sun-filled Marathon condo! Open and spacious, special moments with your loved ones can be spent preparing delicious dishes in the full kitchen and sitting back and streaming on the living room's plush seating. Upstairs, the expansive primary bedroom offers its own
MA189 - La Nereida Rating 5 (19)
Condo
- Marathon
Bedrooms 1 bedroom
Bathrooms 2 baths
Welcome to your deluxe beach getaway here in Key Colony Beach, where you can enjoy exclusive access to the Cabana Club! With waterfront views, you'll have the perfect setting for a relaxing vacation. This property features a patio with a gas grill, ideal for alfresco dining while enjoying the ocean breezes. Inside, the well-equipped, full kitch
Canalfront
- Key Colony Beach
Bedrooms 3 bedrooms
Bathrooms 2 baths
Experience a fantastic and unforgettable coastal escapade when you book this canal-front duplex! Enjoy deluxe amenities throughout your rental and beach access through your Cabana Club membership, as well as access to a heated outdoor pool, bar area, pool spa, tennis court, and easy beach access. This snowbird-friendly duplex is located in the hear
Canalfront
- Key Colony Beach
Bedrooms 4 bedrooms
Bathrooms 6 baths
Enjoy a one-of-a-kind getaway in this Layton vacation rental offering a dock and a lovely beach along the Florida Keys! The rental is the perfect place to celebrate a honeymoon, special anniversary, or relaxing vacation with friends. The family dog is also welcome to join you! Inside, this Florida vacation rental is cheery with coral and teal accen
LK01a - The Zane Grey Rating 5 (7)
Oceanfront
- Long Key
Bedrooms 2 bedrooms
Bathrooms 1 bath
Dog Friendly Dog Friendly
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
Canalfront
- Key Colony Beach
Bedrooms 2 bedrooms
Bathrooms 2 baths
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
MA105 - Casa Palmera Rating 5 (21)
Canalfront
- Marathon
Bedrooms 4 bedrooms
Bathrooms 2 baths
Dog Friendly Dog Friendly
This charming coastal retreat is the perfect hideout for a weekend at the pool or a quick trip to the beach. Within a five-mile radius of this cozy beachside cottage, you’ll find attractions such as Florida Keys Aquarium Encounters, Key Colony Beach Golf, and Sunset Park. Spend a day learning to snorkel the reefs, investigate the aquarium tou
Condo
- Marathon
Bathrooms 1 bath
A private paradise awaits at this oceanside, canal-front stunner! Along with direct, deep-water canal access and private boat moorage, this custom delight boasts highlights like a waterfall-fed pool, a thatched palm palapa hut furnished for outdoor living, and a deluxe outdoor kitchen outfitted with a grill, a griddle, and a sink. Additional featur
Canalfront
- Marathon
Bedrooms 4 bedrooms
Bathrooms 2 baths
Dog Friendly Dog Friendly
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 (22)
Canalfront
- Key Colony Beach
Bedrooms 5 bedrooms
Bathrooms 3 baths

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