Fall is the perfect time to head south to the Florida Keys, ditching the humid air and large crowds. Just 90 minutes from Miami, The Islands of Islamorada is an intimate residential-style resort in the Upper Florida Keys, epitomizing laid-back luxury. The resort is nestled along an unassuming gravel road that runs parallel to the famed U.S. Highway 1. Upon turning, a hidden paradise is revealed beyond a circular fountain framing a palm tree.
An Intimate Island Escape
The interior design reflects the calm of the ocean, with emerald and sky blue hues throughout the cozy retreat.
The villa, which is one of 22 ocean-view villas, spans three stories, featuring four bedrooms, a full kitchen, washer/dryer, and open-air spaces perfect for catching that signature island breeze. Off the master bedroom, a breezy balcony lends itself to views of the pool and ocean, the tops of palm trees gently framing the scene.
There are also eight one-bedroom ocean-view suites deliver all the same serenity and charm in a smaller, equally elegant space.
Luxury with a Laid-Back Spirit
To further enhance the spirit of relaxation, consider a private yoga or healing session with Carrlee and Chris. Sound healing is one option, where Chris or Carrlee gently tap crystal bowls, creating a range of tones and gentle vibrations. The session harnesses sound frequencies to calm the mind and restore balance, an experience that feels both grounding and transcendent against the island’s serene backdrop.
The resort’s thoughtful amenities include two swimming pools, a private beach, a state-of-the-art fitness center, pickleball courts, a children’s play area, and a full-service marina. The dedicated concierge team can arrange everything from private fishing charters with expert local captains to snorkeling trips among coral reefs and historic shipwrecks. Fresh coconuts are available daily, offering the ultimate hydration with pure coconut water.
Islamorada, nicknamed the “Sport Fishing Capital of the World,” is a dream for anglers, divers, and anyone who loves the water. But it’s also a destination of color and creativity, filled with art galleries, waterfront restaurants, and boutiques that reflect its easy, coastal pace of living. The name “Islamorada,” meaning “purple isles” in Spanish, comes alive at sunset when the sky melts into shades of lavender and gold.
Getting There
Easily accessible by car, boat, or plane, The Islands of Islamorada are located halfway between Miami and Key West—no passport required.
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Miami International Airport: 1.5-hour drive or shuttle service available
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Fort Lauderdale-Hollywood International Airport: 2-hour drive
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Marathon Private Airport: 45-minute drive
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By Boat: Private basin available (boats under 32 feet, waiver required)
Why Go Now
Fall brings Islamorada at its best—warm, breezy, and blissfully relaxed. Whether you’re here to fish, snorkel, or simply nap in a hammock with a coconut in hand, The Islands of Islamorada make it easy to unwind in comfort and style.
The Islands of Islamorada
82779 Old Highway, Islamorada, FL 33036
www.theislandsofislamorada.com
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