HAPPY IN THE KEYS
LUXURY VACATION RENTAL RESIDENCES
Nestled within the most desirable neighborhoods of the Florida Keys including Coco Plum Beach, Indigo Reef Marina, and Key Colony Beach in Marathon Shores, our luxury vacation homes are designed as private coastal sanctuaries. Every indoor and outdoor space has been intentionally curated, blending refined design with effortless island living, so you can experience an elevated, resort-level lifestyle while vacationing in the Florida Keys
Choose From Any Of Our Spectacular Marathon, Indigo Reef Marina Homes & Key Colony Beach Vacation Rental Residences
Enjoy the privacy and freedom of your own oceanfront Keys home, complete with modern coastal design and all the comforts of home. Choose from our luxury estates featuring up to 8,000 sq ft of indoor–outdoor living space, each styled to mirror the tropical greens and brilliant blue water surrounding you.
Relax in spacious gathering areas, cook meals together in your chef-equipped kitchen, or grill your fresh catch of snapper, mahi, grouper, or lobster. Spend your days floating in your pool, fishing from the dock, or watching manatees and dolphins drift by.
Whether you want full adventure or pure relaxation, our homes let you design your ideal island escape. One week is never enough and one trip to the Keys is never enough. You’ll find yourself coming back to your home away from home, year after year.
The Happy in the Keys Experience
Welcome to Happy in the Keys, 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 Happy in the Keys vacation home. At Happy in the Keys, our mission is simple yet deeply intentional: to create exceptional vacation experiences that feel as effortless as they are unforgettable.
Every home we curate is held to the highest standard of comfort, cleanliness, and design, and every guest experience is supported with attentive, personalized service from start to finish. From the moment you arrive, we want you to feel immediately at home, completely relaxed, and exceptionally cared for.
These are not just vacation rentals. They are thoughtfully maintained luxury homes designed for connection, rest, and making memories that linger long after your stay ends.
Whether you’re traveling with family, friends, or four-legged companions, our goal is for Happy in the Keys to become the place you return to again and again — because it feels like yours.
Luxury that feels like home, in the place you’ll never want to leave
Choose From Seven Waterfront Vacation Rentals In Marathon Florida Keys
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.