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Our top choices for Islamorada hotels

Chesapeake Beach Resort
Chesapeake Beach Resort
Cheeca Lodge & Spa
Cheeca Lodge & Spa
Islander Resort
Islander Resort
Amara Cay Resort
Amara Cay Resort
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Bayside Inn Key Largo
Bayside Inn Key Largo
Playa Largo Resort & Spa, Autograph Collection
Playa Largo Resort & Spa, Autograph Collection
The Pelican Key Largo Cottages
The Pelican Key Largo Cottages
Breezy Palms Resort
Breezy Palms Resort
La Siesta Resort & Villas
La Siesta Resort & Villas
Sunset Inn
Sunset Inn
Fisher Inn Resort & Marina
Fisher Inn Resort & Marina
Baker's Cay Resort Key Largo, Curio Collection by Hilton
Baker's Cay Resort Key Largo, Curio Collection by Hilton
Drop Anchor
Drop AnchorWhere to stay in Islamorada

Matecumbe
Matecumbe captures the essence of the Florida Keys with its laid-back charm and coastal beauty. Anne's Beach and Sunset Drive Beach offer pristine shorelines perfect for relaxing or swimming. Visitors can explore marine life at Bud n' Mary's Dive Center or feed tarpon at Robbie's of Islamorada. This resort community balances tourism with authentic Keys lifestyle. Florida Keys Brewing Co. provides local craft beers after a day of snorkeling crystal-clear waters. The Hurricane Monument and MoradaWay Arts District showcase the area's rich history and creative spirit. Waterfront paths offer stunning views of both Atlantic Ocean and Florida Bay.

Lower Matecumbe Beach
Lower Matecumbe Beach offers a serene Florida Keys escape where powder-soft sand meets crystal-clear turquoise waters. The pristine Atlantic shoreline invites visitors to unwind while scenic overlooks provide spectacular coastal vistas. Sunset Drive Beach and Anne's Beach showcase the area's natural beauty. This tranquil neighborhood balances tourism with authentic Keys living. Waterfront seafood restaurants serve fresh catches while boutique shops sell tropical souvenirs. Luxury resorts and intimate bed-and-breakfasts provide comfortable bases for exploring nearby mangrove preserves by kayak or snorkeling the calm, shallow waters.

Venetian Shores
Venetian Shores in Islamorada offers a luxurious waterfront escape with direct access to the Atlantic Ocean and Florida Bay. Private canal-front properties feature personal docks where you can launch your boat for a day of fishing or island exploration. This upscale residential area provides the perfect base for travelers seeking exclusive waterfront vacation rentals. The peaceful neighborhood streets lead to high-end homes with private pools and tropical landscaping. Though lacking shops or restaurants within its boundaries, Venetian Shores sits just minutes from Founders Park and local attractions like the History of Diving Museum. Water activities dominate the experience in this serene Keys community.

Seabreeze Trailer Park
This affordable Keys hideaway puts you right on the beautiful shores of Islamorada. Seabreeze Trailer Park offers a laid-back alternative to pricey resorts while still delivering stunning ocean views. Fish, swim, or snorkel just steps from your door. The nearby Founders Park and Florida Keys Dive Center provide plenty of outdoor recreation options. Windley Key Fossil Reef Geological State Park offers fascinating natural history just a short drive away. Palm-lined paths and gentle waves create the perfect backdrop for authentic Florida Keys living.
Learn more about Islamorada
The turquoise waters between the Keys offer world-class fishing that even beginners can enjoy with knowledgeable local guides. Spend mornings snorkeling coral reefs teeming with tropical fish, then unwind at waterfront restaurants where chefs cook your fresh catch.

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