Weekly Rentals in the Florida Keys
Florida Keys weekly vacation rentals—defined as homes that rent for 7 days or more— offer the perfect way to settle into island life and truly experience everything the Keys have to offer. With a 7-night stay, you’ll have time to slow down, explore at your own pace, and enjoy both the water and the moments in between. From Key Largo to Key West, our homes are designed for longer stays that feel relaxed, comfortable, and complete.
Whether you're traveling with family, friends, or planning an extended getaway, weekly rentals provide the space and flexibility to make the most of your time in the Florida Keys.
Why Choose a Weekly Stay?
A week in the Florida Keys gives you the chance to experience more than just a quick visit. Instead of rushing from one activity to the next, you can settle in, explore different areas, and enjoy a more natural rhythm to your days.
Spend time boating, fishing, snorkeling, or simply relaxing by the pool—then return to your home base each day without feeling like your trip is flying by.
More Time to Explore the Keys
With a full week, you can experience the unique character of each part of the island chain. Discover the natural beauty of Islamorada, enjoy the variety of activities in Marathon, or plan a day trip to Key West for dining, shopping, and entertainment.
A longer stay means you don’t have to choose—you can experience it all.
Settle In & Feel at Home
Weekly vacation homes are ideal for creating a true home-away-from-home experience. With multiple bedrooms, full kitchens, and comfortable living spaces, you’ll have room to spread out, cook meals, and enjoy time together.
Many homes also feature outdoor living areas, pools, docks, and water access—giving you everything you need to enjoy the Florida Keys lifestyle throughout your stay.
A Better Way to Vacation
There’s something different about staying a full week. You start to recognize the views, fall into a routine, and experience the Keys like a local. Mornings feel slower, evenings feel longer, and the entire trip becomes more meaningful.
Book Your Florida Keys Weekly Stay
If you’re looking for a more relaxed, immersive vacation, a 7-night stay is the way to do it. With more time to explore, unwind, and connect, weekly rentals offer the full Florida Keys experience.
Browse our weekly vacation rentals and start planning your next island escape.
76 properties available
Experience the essence of island living at Sea Pointe & Canal-Side Charisma, where both halves of this stunning waterfront duplex are exclusively yours. Perfect for families or groups of friends, this tropical retreat offers the best of Key Colony Beach with spacious accommodations, private amenities, and access to resort-style perks. Nestled a
Get a daily dose of sunshine and sea breezes at this waterfront retreat in Key Colony Beach. Primed for carefree coastal living, this breezy bungalow comes fully renovated throughout with all the modern comforts and essentials of home. Enjoy direct water access by way of private dock and take in the views on the covered lanai furnished for outdoor
This stunning oceanfront property offers breathtaking views that provide the perfect backdrop for your vacation. The waterfront deck feels like a mini resort paradise with tropical thatched awnings, swaying palm trees, and classic beach-style furnishings. Make the most of your trip with access to the Cabana Club, offering beach access, a heated swi
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
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
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
Perched on one of the many canals in Key Colony Beach, you'll discover your favorite escape! Full of sunlight and color, this lovely duplex is a place of warm memories and utter peace. Spend time with your favorite people while enjoying the living room's comfortable seating and Smart TV. The home's kitchen radiantly gleams with its gran
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
Couples and small families both deserve a great home base during their stay in the vibrant Florida Keys, and that's just what they'll be getting with this lovely half-duplex in Key Colony Beach. Access to the amenities of the Cabana Club, a 24-foot dock for a boat, and all the home comforts you need make this one rental you won't want t
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
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,
Relaxation comes easy at this canal-side home in the private Yacht Harbor neighborhood in Marathon. A private, sparkling pool completes your resort-style outdoor oasis. A screened patio at the rear of the house offers a relaxed social space with a pair of loungers and a high-top table. Sunbathe on lounge chairs between refreshing dips. You can soak
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