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 70 properties available
Make your next tropical getaway one for the ages at this Key Colony Beach vacation rental, a breezy waterfront home with access to the Cabana Club. Wind down with a bit of poolside relaxation, or grab a cocktail at its bar and lounge. From its beach, you could also sunbathe, build sand castles with your kids, or swim out into the ocean. The home
7-night minimum 7-night minimum
KC01 - Captain's Haven
KC01 - Captain's Haven 3
KC01 - Captain's Haven 4
KC01 - Captain's Haven 5
KC01 - Captain's Haven 6
KC01 - Captain's Haven 7
KC01 - Captain's Haven 8
KC01 - Captain's Haven 9
KC01 - Captain's Haven 10
Image with text saying View More Images
Prev
Next
KC01 - Captain's Haven Rating 5 (84)
Canalfront
- Key Colony Beach
Bedrooms 3 bedrooms
Bathrooms 3 baths
View Property Details
This canal-front Keys charmer is your ticket to paradise! 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 tennis courts and family facilities at First S
7-night minimum 7-night minimum
KC203A - Canalside at KCB
KC203A - Canalside at KCB 3
KC203A - Canalside at KCB 4
KC203A - Canalside at KCB 5
KC203A - Canalside at KCB 6
KC203A - Canalside at KCB 7
KC203A - Canalside at KCB 8
KC203A - Canalside at KCB 9
KC203A - Canalside at KCB 10
Image with text saying View More Images
Prev
Next
KC203A - Canalside at KCB Rating 5 (57)
Canalfront
- Key Colony Beach
Bedrooms 2 bedrooms
Bathrooms 3 baths
View Property Details
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
7-night minimum 7-night minimum
MA183 - Tropical Delight
MA183 - Tropical Delight 3
MA183 - Tropical Delight 4
MA183 - Tropical Delight 5
MA183 - Tropical Delight 6
MA183 - Tropical Delight 7
MA183 - Tropical Delight 8
MA183 - Tropical Delight 9
MA183 - Tropical Delight 10
Image with text saying View More Images
Prev
Next
MA183 - Tropical Delight Rating 5 (18)
Canalfront
- Marathon
Bedrooms 3 bedrooms
Bathrooms 2 baths
View Property Details
Located in the lovely Ocean Isles Community, this updated condo showcases waterfront living at its finest! The warm Florida sunshine will highlight your favorite memories created alongside the shared pool. When you aren't taking invigorating dips in the turquoise water, head for nearby Florida Keys Aquarium Encounters, Key Colony Beach Golf, an
7-night minimum 7-night minimum
MA178 - Green Pineapple # 94
MA178 - Green Pineapple # 94 3
MA178 - Green Pineapple # 94 4
MA178 - Green Pineapple # 94 5
MA178 - Green Pineapple # 94 6
MA178 - Green Pineapple # 94 7
MA178 - Green Pineapple # 94 8
MA178 - Green Pineapple # 94 9
MA178 - Green Pineapple # 94 10
Image with text saying View More Images
Prev
Next
MA178 - Green Pineapple # 94 Rating 5 (28)
Condo
- Marathon
Bedrooms 1 bedroom
Bathrooms 1 bath
Half Baths 1 half bath
View Property Details
Bougainvillea Villas – Marathon, FloridaEscape to the exclusive Bougainvillea Villas, a private, secured‑gated community in Marathon, FL, featuring just 14 stunning homes. This beautifully appointed house offers access to a shared bayside pool and fishing pier, creating the perfect setting for a tranquil waterfront retreat.🌴 Luxury & Com
7-night minimum 7-night minimum
MA216 - Villa del Sol
MA216 - Villa del Sol 3
MA216 - Villa del Sol 4
MA216 - Villa del Sol 5
MA216 - Villa del Sol 6
MA216 - Villa del Sol 7
MA216 - Villa del Sol 8
MA216 - Villa del Sol 9
MA216 - Villa del Sol 10
Image with text saying View More Images
Prev
Next
MA216 - Villa del Sol Rating 5 (3)
House
- Marathon
Bedrooms 3 bedrooms
Bathrooms 3 baths
View Property Details
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
KC111 - Gray Pelican House 3
KC111 - Gray Pelican House 4
KC111 - Gray Pelican House 5
KC111 - Gray Pelican House 6
KC111 - Gray Pelican House 7
KC111 - Gray Pelican House 8
KC111 - Gray Pelican House 9
KC111 - Gray Pelican House 10
Image with text saying View More Images
Prev
Next
KC111 - Gray Pelican House Rating 5 (24)
Canalfront
- Key Colony Beach
Bedrooms 2 bedrooms
Bathrooms 2 baths
View Property Details
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
MA221 - The Tropical Cove 329 3
MA221 - The Tropical Cove 329 4
MA221 - The Tropical Cove 329 5
MA221 - The Tropical Cove 329 6
MA221 - The Tropical Cove 329 7
MA221 - The Tropical Cove 329 8
MA221 - The Tropical Cove 329 9
MA221 - The Tropical Cove 329 10
Image with text saying View More Images
Prev
Next
MA221 - The Tropical Cove 329 Rating 4.9 (24)
Condo
- Marathon
Bedrooms 1 bedroom
Bathrooms 1 bath
View Property Details
Get a taste of the coastal lifestyle in Key Colony Beach when you make this newly updated home your retreat away from home! Sitting on the area's unique canal system, enjoy your favorite drinks on the patio with views of the water. Bright and spacious, the interior features all of the comforts of home. Though it will be hard to leave the comfor
7-night minimum 7-night minimum
KC73 - R & R Retreat
KC73 - R & R Retreat 3
KC73 - R & R Retreat 4
KC73 - R & R Retreat 5
KC73 - R & R Retreat 6
KC73 - R & R Retreat 7
KC73 - R & R Retreat 8
KC73 - R & R Retreat 9
KC73 - R & R Retreat 10
Image with text saying View More Images
Prev
Next
KC73 - R & R Retreat Rating 5 (49)
Canalfront
- Key Colony Beach
Bedrooms 2 bedrooms
Bathrooms 2 baths
Dog Friendly Dog Friendly
View Property Details
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
7-night minimum 7-night minimum
MA189 - La Nereida
MA189 - La Nereida 3
MA189 - La Nereida 4
MA189 - La Nereida 5
MA189 - La Nereida 6
MA189 - La Nereida 7
MA189 - La Nereida 8
MA189 - La Nereida 9
MA189 - La Nereida 10
Image with text saying View More Images
Prev
Next
MA189 - La Nereida Rating 4.9 (24)
Condo
- Marathon
Bedrooms 1 bedroom
Bathrooms 2 baths
View Property Details
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
7-night minimum 7-night minimum
MA179 - The Mermaid's Retreat #58
MA179 - The Mermaid's Retreat #58 3
MA179 - The Mermaid's Retreat #58 4
MA179 - The Mermaid's Retreat #58 5
MA179 - The Mermaid's Retreat #58 6
MA179 - The Mermaid's Retreat #58 7
MA179 - The Mermaid's Retreat #58 8
MA179 - The Mermaid's Retreat #58 9
MA179 - The Mermaid's Retreat #58 10
Image with text saying View More Images
Prev
Next
MA179 - The Mermaid's Retreat #58 Rating 5 (31)
Condo
- Marathon
Bedrooms 1 bedroom
Bathrooms 2 baths
View Property Details
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
7-night minimum 7-night minimum
MA80 - Sombrero Beach Retreat
MA80 - Sombrero Beach Retreat 3
MA80 - Sombrero Beach Retreat 4
MA80 - Sombrero Beach Retreat 5
MA80 - Sombrero Beach Retreat 6
MA80 - Sombrero Beach Retreat 7
MA80 - Sombrero Beach Retreat 8
MA80 - Sombrero Beach Retreat 9
MA80 - Sombrero Beach Retreat 10
Image with text saying View More Images
Prev
Next
MA80 - Sombrero Beach Retreat Rating 5 (66)
Canalfront
- Marathon
Bedrooms 3 bedrooms
Bathrooms 3 baths
View Property Details
Make this canal side Key Colony Beach rental your home away from home on your next vacation to the Florida Keys. Enjoy deluxe amenities throughout your rental and beach access through your Cabana Club membership, as well as access to a pool and bar area. Drop a kayak or canoe off the 35-foot dock behind your rental and paddle around your neighborho
7-night minimum 7-night minimum
KC17 - Dream in the Keys
KC17 - Dream in the Keys 3
KC17 - Dream in the Keys 4
KC17 - Dream in the Keys 5
KC17 - Dream in the Keys 6
KC17 - Dream in the Keys 7
KC17 - Dream in the Keys 8
KC17 - Dream in the Keys 9
KC17 - Dream in the Keys 10
Image with text saying View More Images
Prev
Next
KC17 - Dream in the Keys Rating 5 (58)
Canalfront
- Key Colony Beach
Bedrooms 3 bedrooms
Bathrooms 3 baths
View Property Details

Tell us what you're looking for and someone will contact you with available options.

I agree