Keys Caribbean

This upscale Key Largo vacation rental community of oceanfront condos and townhouses with up to 4 bedrooms features a variety of luxurious amenities including exclusive access to the largest freshwater swimming pool in the Florida Keys! Guests also enjoy the secondary swimming pool, heated Jacuzzi tub and Waterfall Grotto, onsite marina, tennis courts, fitness center, and game room.

Step into an oceanside retreat behind the gates of Angler’s Reef where classical Keys cottages are nestled against the Ocean’s edge behind 500 feet of private beachfront. Spend the afternoon sunbathing poolside or make your way to the nearby Arts District of Islamorada where vendors share their island-themed creations and locally brewed ale is served on tap.

Discover what makes Duck Key a world-renowned vacation destination from the immaculately kept grounds to panoramic Ocean views. The Village at Hawks Cay Villas boast up to 4 bedrooms with select villas featuring private pools, Jacuzzi tubs, dockage, and more. Our guests also enjoy convenient access to top-rated activities with the Dolphin Connection, Solé Watersports, and Calm Waters Spa.

Immerse yourself in a limitless world of paradise at Coral Lagoon, an oceanside community of 3-bedroom homes surrounding two canal waterways that is designed to accommodate avid fishermen and their families with a stay that is as lavish as it is convenient to the surrounding waters. At our Marathon location, you’ll have convenient access to world-class charters, cruises, water sports, and more.

It’s just steps from the backdoor to your boat at this waterfront resort community in Marathon. Our spacious 3-bedroom townhouses feature prized amenities including fully equipped kitchens, balconies overlooking the Gulf of Mexico, and complimentary dockage. Indigo Reef neighbors premier Marathon attractions including FL Keys Aquarium Encounters and Capt. Hook’s Marina & Dive Center.

Whether it’s a private pool or you want to keep your boat within arm’s length, you’re sure to find the property that satisfies all your wants within our extensive collection of private vacation home rentals located throughout the Upper & Middle Keys. Our homes range from waterfront one-bedroom condos to impressive seaside properties with up to six bedrooms.