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
Located on the banks of Sister Creek, this waterfront home is a coastal jewel! Book a snorkeling excursion to Sombrero Reef or hit the links at Florida Keys Country Club. Explore a variety of local dining options off Overseas Highway. Sip a crisp beverage as you take in views of Boot Key from the shaded cabana. Grill your local catch and dine alfre
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 (27)
Canalfront
- Key Colony Beach
Bedrooms 3 bedrooms
Bathrooms 3 baths
Dog Friendly Dog Friendly
*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
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
Experience the ultimate waterfront getaway at this charming house in Marathon, FL. With a 60 ft dock offering direct access to the ocean and just minutes away from the gulf, this home is a boater's paradise. Enjoy the convenience of walking to nearby restaurants, shopping, and entertainment options, while also being a short drive from beautiful
Canalfront
- Marathon
Bedrooms 1 bedroom
Bathrooms 1 bath
This charming Key West style home features a beachy and clean modern interior decor that will let you truly unwind and feel as you're already at the beach! It's fully gated for privacy and boasts two covered porches equipped with comfortable seatings. The property has a large yard with beautiful mature trees and established landscaping. The
MA81 - Trout Key Rating 5 (48)
Canalfront
- Marathon
Bedrooms 1 bedroom
Bathrooms 1 bath
This spacious home offers a great ocean view and is located on a canal with a dock and room for a boat up to 24 feet in length. Spread out over two levels, this spacious getaway features a full kitchen, a lower-level kitchenette, a patio, and a private, outdoor pool. This rental is an easy walk or bike ride to Sombrero Beach as well as the Turtle H
Canalfront
- Marathon
Bedrooms 3 bedrooms
Bathrooms 3 baths
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
Canalfront
- Key Colony Beach
Bedrooms 4 bedrooms
Bathrooms 2 baths
Half Baths 1 half bath
Come and experience everything the Sunshine State has to offer when you book this pleasant waterfront duplex! This splendid home away from home oozes a bohemian tropical vibe and enjoys an unbeatable location right behind Marathon International Airport and just a stone's throw from US 1. There's plenty to explore close to home. You can walk
MA172 - Bohemian Haven Rating 5 (3)
Canalfront
- Marathon
Bedrooms 2 bedrooms
Bathrooms 2 baths
Right on the canal, this half-duplex is perfect for your Florida vacation. With its own private dock and access to the Cabana Club, this home is perfect for water lovers! Key Colony Beach's small size puts you within walking distance of much of what the city has to offer. Plus, since you're right on the canal, you'll be able to enjoy yo
Canalfront
- Key Colony Beach
Bedrooms 2 bedrooms
Bathrooms 2 baths
Dog Friendly Dog Friendly
It's all about the outdoor living at this lovely, central Keys getaway! Your home away from home on Marathon features a private boat dock, pool, and pool table - and you’re walking distance to Sombrero Beach. Start your day on your wraparound deck, iced coffee in hand, enjoying that lovely water view. Take your time - you’re in the
MA135 - The Anchor House Rating 5 (37)
Oceanfront
- Marathon
Bedrooms 2 bedrooms
Bathrooms 2 baths
Dog Friendly Dog Friendly
This gorgeous canal-front home boasts views of the water, a dock that can accommodate a 25-foot boat, and two private pools - one with a swim-up bar. The elegant decor and grand kitchen will make you never want to leave! The outdoor area of this home is large and great for gatherings, featuring a hammock, a firepit, a very large ice machine for fis
MA70 - Key Quest Rating 5 (72)
House
- Marathon
Bedrooms 4 bedrooms
Bathrooms 4 baths
Half Baths 1 half bath
Dog Friendly Dog Friendly

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