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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Tea Table Key Island Estate & Wedding Venue
Tea Table Key is a spectacular, car-accessible private island estate in Islamorada, spanning over 15 acres and offering complete exclusivity just off the Overseas Highway.
Island Villa Rental Properties
Discover Island Villa: Luxury Florida Keys getaways await.
Sands of Islamorada Hotel & Resort
Oceanfront, family-owned Florida Keys escape—discover Sands of Islamorada.
Creekside Inn
Creekside Inn Islamorada offers cozy, comfortable accommodations with water views, complimentary Wi-Fi, and easy access to water sports. Ideal for travelers seeking a relaxed, nature-filled getaway in the Florida Keys.
Pines & Palms Resort
Pines & Palms Resort — a boutique, ocean-front retreat in Islamorada offering a peaceful Keys-style village with cottages and suites.
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.
Bud N Mary's Fishing Marina
Bud n' Mary's has been sending boats out of Islamorada since 1944, and on any given morning there are more than 40 captains and guides working these docks at mile marker 79.8. Book a charter, eat breakfast at the grill before you shove off, and sleep on a houseboat tied up right there when you get back.
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.
Three Waters Resort & Marina
The old Postcard Inn at mile marker 84, reborn in 2024 as a 214 room Tribute Portfolio resort across 15 waterfront acres, with three pools, three beaches and a 72 slip marina. The Cove is the adults-only half, 63 king rooms around a private beach lagoon.
Ragged Edge Resort & Marina
Ragged Edge Resort & Marina is a charming, family-owned oceanfront retreat in Islamorada, offering a nostalgic "Old Keys" experience with modern comforts.
Florida Keys Brewing Co.
Florida Keys Brewing Co. is the Upper Keys’ first microbrewery, serving award-winning craft beers in a vibrant beer garden and taproom located in Islamorada’s Morada Way Arts District—perfect for beer lovers and locals alike. Also offers a vacation rental.
Island Bay Resort
Island Bay Resort is an adults-only boutique escape with tropical cottages, a private beach, and free kayaks & SUPs.
Condos in the Keys.com
Oceanfront condos in Islamorada with stunning views, pool, tennis, and beach fun!
Treasure Harbor Marina
Stay in unique over-water Aqua Lodges at Treasure Harbor Resort, your private marina gateway to stunning Florida Keys adventures.