Places to Stay

Southwinds Motel is a budget-friendly, adults-only hotel in Old Town Key West, offering two outdoor pools, complimentary continental breakfast, and convenient access to Duval Street and the Atlantic Ocean.

Discover Winslow’s Bungalows: a vibrant, historic Key West oasis with pools, charm, and local tales.

Historic charm meets vibrant Key West life steps from Hemingway House and the iconic lighthouse.

Oceans Edge Key West Resort & Marina is a luxury waterfront resort on Stock Island, featuring six heated saltwater pools, a 165-slip marina, an on-site restaurant, and complimentary shuttle service to Old Town Key West.

Historic Azul Key West offers a serene, romantic oasis just steps from vibrant downtown.

Eco-friendly boutique resort in the Florida Keys with oceanfront dining, water sports, and unique "olde Florida" charm.

The Laureate Key West is a luxury all-suite hotel offering serene bayfront views, coastal chic decor, and modern amenities.

Margaritaville Beach House Key West offers laid-back, island-inspired accommodations steps from Smathers Beach, with a lagoon-style pool and on-site bar & grill.

KCB Motel offers vintage charm, just steps from a private sandy beach, with simple rooms and a laid-back atmosphere.

Kon Tiki Resort offers waterfront cottages with private boat dockage, heated pool, and a private lagoon in Islamorada, Florida Keys

Escape to paradise at Chesapeake Beach Resort—luxury oceanfront stays in the Florida Keys.

Blue Flamingo Resort in Key West offers a reimagined getaway with tropical-style rooms, two lively pools with luxe cabanas, and poolside dining at Rum Row and Toasted Coconut.

Edgewater Lodge is a waterfront retreat in Long Key, Florida, offering direct access to the water, an on-site boat ramp, and a private beach area. Ideal for boating enthusiasts and those seeking a tranquil escape.

Family-owned Popp's Motel Bayside, Key Largo - waterfront suites with kitchens.