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 67 properties available
Welcome to Plein Air Point, a private point at the end of Patricia Lane in Marathon, with the Gulf on one side, a canal on another, and a protected land preserve on the third. There’s a 35-foot pool that’s heated or cooled at no charge, a separate spa, a 90-foot deep-water dock, and enough kayaks, paddleboards, and bicycles to get the w
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7-night minimum 7-night minimum
MA68 - Plein Air Point Rating 5 (165)
Oceanfront
- Marathon
Bedrooms 3 bedrooms
Bathrooms 2 baths
Experience the laid-back charm of the Florida Keys from this beautiful waterfront condo, built in 2022 and designed for the perfect island getaway.Whether you're seeking adventure on the water or a relaxing escape in the sunshine, this bright and beautifully appointed coastal retreat offers everything you need to make unforgettable memories.Sta
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7-night minimum 7-night minimum
MA159 - Tarpon Breeze # 92 Rating 5 (33)
Marina
- Marathon
Bedrooms 1 bedroom
Bathrooms 2 baths
✨ Waterfront Paradise with Private Beach, Dock & Ocean Views – Your Ultimate Keys Getaway! Discover your own slice of paradise in the Florida Keys at this sparkling, sun-kissed retreat! Nestled right on the water, this serene home offers the best of island living with unobstructed views of the inlet and open ocean, a private sandy beach,
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7-night minimum 7-night minimum
KC85 - Casa Del Mar Rating 5 (18)
Oceanfront
- Key Colony Beach
Bedrooms 2 bedrooms
Bathrooms 2 baths
Fisherman's Retreat is the perfect home base for your fishing trip; it's conveniently located in the fishing community of Conch Key, where you can enjoy the use of the deepwater docking out back with easy access to the open water as well as the fish cleaning table and bait freezer. These two half-duplex, studio apartments may be rented indi
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Enjoy reduced rates for arrivals through December 31, 2026! Savings are already reflected in the rates shown online. No promo code needed!

7-night minimum 7-night minimum
Canalfront
- Conch Key
Bedrooms 2 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
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Fall & Holiday Savings – Rates Reduced 15–20%!

Enjoy reduced rates for arrivals through December 31, 2026! Savings are already reflected in the rates shown online. No promo code needed!

7-night minimum 7-night minimum
MA221 - The Tropical Cove 329 Rating 4.9 (24)
Condo
- Marathon
Bedrooms 1 bedroom
Bathrooms 1 bath
A treasure trove of tropical delights awaits at this breezy, two-bedroom Keys hideaway. Located on Marathon's quiet, Boot Key, you'll be within walking distance of popular Sombrero Beach and enjoy ocean views from home with direct canal access via a private dock. Other features include a private pool with pool spa and a patio furnished for
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Fall & Holiday Savings – Rates Reduced 15–20%!

Enjoy reduced rates for arrivals through December 31, 2026! Savings are already reflected in the rates shown online. No promo code needed!

7-night minimum 7-night minimum
MA150 - Pirate's Booty Rating 5 (36)
Canalfront
- Marathon
Bedrooms 2 bedrooms
Bathrooms 2 baths
Dog Friendly Dog Friendly
Escape to the tropical beauty of the Florida Keys at this charming waterfront retreat in Key Colony Beach. Perfect for boating, fishing, and relaxing, this single-story home offers a peaceful canal-front setting with a 60-foot private dock, screened patio, and access to the exclusive Cabana Club and a private beach.Designed for comfort and convenie
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Fall & Holiday Savings – Rates Reduced 15–20%!

Enjoy reduced rates for arrivals through December 31, 2026! Savings are already reflected in the rates shown online. No promo code needed!

7-night minimum 7-night minimum
Canalfront
- Key Colony Beach
Bedrooms 2 bedrooms
Bathrooms 2 baths
Dog Friendly Dog Friendly
** This vacation home has a 7-night minimum stay. The City enforces this, and we cannot make any exceptions. Make yourself at home and enjoy a thrilling fishing trip at this two half-duplex, studio apartment in the fishing community of Conch Key, where you can enjoy the use of the deepwater docking out back with easy access to the open water as wel
Specials Tag View Special
Fall & Holiday Savings – Rates Reduced 15–20%!

Enjoy reduced rates for arrivals through December 31, 2026! Savings are already reflected in the rates shown online. No promo code needed!

7-night minimum 7-night minimum
Canalfront
- Conch Key
Bedrooms 1 bedroom
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
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Fall & Holiday Savings – Rates Reduced 15–20%!

Enjoy reduced rates for arrivals through December 31, 2026! Savings are already reflected in the rates shown online. No promo code needed!

7-night minimum 7-night minimum
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
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Fall & Holiday Savings – Rates Reduced 15–20%!

Enjoy reduced rates for arrivals through December 31, 2026! Savings are already reflected in the rates shown online. No promo code needed!

7-night minimum 7-night minimum
Canalfront
- Key Colony Beach
Bedrooms 2 bedrooms
Bathrooms 2 baths
Dog Friendly Dog Friendly
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
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Fall & Holiday Savings – Rates Reduced 15–20%!

Enjoy reduced rates for arrivals through December 31, 2026! Savings are already reflected in the rates shown online. No promo code needed!

7-night minimum 7-night minimum
MA183 - Tropical Delight Rating 5 (18)
Canalfront
- Marathon
Bedrooms 3 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
Specials Tag View Special
Fall & Holiday Savings – Rates Reduced 15–20%!

Enjoy reduced rates for arrivals through December 31, 2026! Savings are already reflected in the rates shown online. No promo code needed!

7-night minimum 7-night minimum
MA105 - Casa Palmera Rating 5 (34)
Canalfront
- Marathon
Bedrooms 4 bedrooms
Bathrooms 2 baths
Dog Friendly Dog Friendly

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