Nestled in the upscale neighborhoods of Coco Plum Beach and Key Colony Beach in Marathon Shores, we created six personal sanctuaries where every indoor and outdoor space and every design element has been carefully considered so that you can live an extraordinary life while on vacation.
In the heart of the Florida Keys, discover our collection of exclusive coastal, oceanfront vacation rentals providing the pinnacle experience of Caribbean island living.
Our luxury homes are the perfect place to bring together friends and family for an island respite and adventure like none other.
Enjoy the privacy and independence of your own spacious oceanfront keys vacation home and create the perfect experience that reflects your personal style. We provide all the comforts of home enriched by custom modern coastal interior design. Choose from four and five-bedroom Florida Keys vacation homes with up to 8,000 sq ft of indoor and outdoor living space. Designed to reflect the natural surroundings, the décor of each home showcases and reflects the spectacular views of tropical green and the brilliant blue sea.
Spacious living areas, inside and outside are thoughtfully placed for relaxing together with the people you love, while your professionally equipped chef’s kitchen gives you the flexibility to prepare your own meals and fresh catch of Grouper, snapper, mahi-mahi, lobster or other local seafood found in our plentiful waters.
Feel constantly connected to the island landscape as you live like a local in one of our special homes. Lounge by your private pool with a cocktail in hand – then dive in to cool off from the afternoon sun. Or fish on the dock and talk to the manatees and dolphin. Many guests never want to leave the property of their vacation home with all of the amenities and features each one provides.
Our homes allow you to do as much or as little as you want to do for your custom-tailored vacation experience. One week is never enough, and one trip to the Keys is never enough. You will find yourself coming back year after year to your home away from home – allowing you to truly experience living the island life.
Although each home is different in size, location and variety of amenities, they are all a very special place. Coastal decor, specialty mattresses, outdoor living areas, dog friendly with plenty of space for privacy as well as gathering spaces for visiting. Choose a home from the list below to find your favorite.
But beyond our enchanting homes, Marathon and the Florida Keys have so much to discover and explore. Festivals, sea life rescues and rehabilitation centers, museums and nature trails, historical tours, many public beaches, day trips to Key West, Islamorada and other islands, the options abound.
Resources on the island and in the Keys provide unlimited activity choices. Fishing charters, snorkeling or diving charters, kayak tours, guided paddle board yoga, jet ski tours, parasailing, sandbar charters, to name just a few. Boats can be rented and delivered to your dock – ready and waiting for your arrival. Bikes and kayaks are also available for rent and delivery. The island offers dedicated biking and walking paths making daily exercise safe and accessible to everyone.
For those who like to dine out, the local cuisine can be enjoyed in fine and casual dining establishments up and down the islands and you can arrive by boat, by bike or by car – even by helicopter!
A personal chef is available to prepare incredible meals in your vacation home or cater special events created specifically to meet your personal preferences.
The public beach is less than a mile from each home, simply a nice walk or short bike ride away.
Our mission, as we see it, is to ensure that our vacation homes and customer service are exceptional in every way and exceed all expectations. We want you to feel immediately at home and extraordinarily comfortable in your HappyintheKeys vacation home so you return again and again.
Enjoy the island lifestyle in all that you do and learn more about all the things we love in the Keys..
Download our Florida Keys Destination Guide, with a 7-Day Relaxation Itinerary
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