Places to Stay
Claim your corner of The Florida Keys & Key West. Waterfront resorts, tucked-away inns, vacation rentals with a dock out back, campgrounds under the palms...however you like to unwind, there's a place here that gets it. Filter by destination, amenities or whatever matters most and find the spot that turns your trip from planned to perfect. Checkout is the only thing that should stress you out.
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Key Lantern
Key Lantern Motel & Blue Fin Inn offers clean, budget-friendly rooms in Islamorada, ideal for Keys adventurers.
Mermaid's Bay Boutique Estate
Mermaid’s Bay is a secluded boutique estate in Islamorada, offering three private waterfront homes with resort-style amenities, ideal for group getaways
Topsider Resort
Topsider Resort is a unique beachfront retreat in Islamorada, featuring charming octagonal stilted bungalows perched over the bay.
Island Villa Rental Properties
Discover Island Villa: Luxury Florida Keys getaways await.
Scuba Town USA
Scuba Town USA in Islamorada offers an all-in-one dive and vacation experience with lodging, dining, pools, a private beach, and access to multiple dive-related businesses, all set within Three Waters Resort & Marina.
Island Bay Resort
Island Bay Resort is an adults-only boutique escape with tropical cottages, a private beach, and free kayaks & SUPs.
Hadley Resort and Marina
Hadley House Resort is a laid-back waterfront hotel in Islamorada, offering rooms with kitchenettes, a private beach, an outdoor pool, and complimentary breakfast, all just steps from the Atlantic Ocean.
Irish Ayes Vacation Home Rental
Luxurious 4BR/4BA Keys rental with pool, dock, and canal views.
Bayside Villas By Islander Resort
Bayside Villas by Islander Resort offers fully renovated, two-bedroom townhouse-style accommodations in Islamorada, featuring a bayview pool, water sports access, and private boat slips. Ideal for families, friends, and extended stays.
Caloosa Cove Resort
Fifteen acres on the ocean at mile marker 73.5, with 30 suites that all have kitchens, balconies and water out the front door, plus a heated pool and a sandy beach. Tie your boat up out back, walk over to Habano's for Cuban food, and never move the car.
Sands of Islamorada Hotel & Resort
Oceanfront, family-owned Florida Keys escape—discover Sands of Islamorada.
Fisher Inn Resort and Marina
Fisher Inn Resort & Marina is an oceanfront boutique resort in Islamorada offering stylish rooms with kitchenettes, a heated pool with ocean views, and unique amenities like its own boat ramp and marina. Ideal for anglers, boaters, and families seeking waterfront comfort.