KEY WEST HISTORIC INNS

Key West has never been a one-size-fits-all kind of place, and neither are the hotels that call it home. Key West Historic Inns brings together five distinctive hotels, each offering its own way to experience the island. From historic architecture and intimate courtyards to lively pools, open-air bars, and inviting spaces made for gathering, every stay reflects a different side of Key West.

Located throughout the heart of Key West, our inns put historic streets, Duval Street, the waterfront, local restaurants, and many of the island’s most iconic landmarks within easy reach. Choose the hotel that feels most like you, then discover Key West from a place that already feels connected to it.

RIDLEY HOUSE

Authentic. Comfortable. Timeless.

There’s something different about staying at Ridley House. It feels less like checking into a hotel and more like being welcomed into a well-loved Key West home. Personalized hospitality, inviting shared spaces, and a genuine sense of belonging create an experience that’s comfortable, authentic, and effortlessly memorable.

Winslow's Bungalows

Lively. Social. Effortless Connection.

Winslow’s Bungalows offers a vibrant escape where colorful history, lush gardens, and relaxed island living come together. Perfectly positioned within walking distance of many of Key West’s favorite shops, restaurants, and attractions, it places the best of the island just moments away. Three pools, welcoming outdoor spaces, live music, and daily experiences create a setting that’s equally suited for lively afternoons with new friends or peaceful moments to unwind.

Lighthouse Hotel

Private. Unexpected. Unmistakably Key West.

Just steps from the iconic Key West Lighthouse and the Ernest Hemingway Home & Museum, Lighthouse Hotel pairs historic character with thoughtful design and warm, personalized hospitality. Thoughtful gathering spaces, genuine service, and meaningful details create a stay that feels welcoming, effortless, and entirely your own.

ELLA'S COTTAGES

Intimate. Elevated. Romantic.

Ella’s Cottages is where romance comes naturally. Beautifully restored and rich in character, it’s designed for couples seeking meaningful time together, with peaceful mornings, sunset strolls, and unhurried evenings setting the tone for every stay. A place that feels like one of Key West’s best-kept secrets, every detail is designed to inspire connection and create moments you’ll remember long after you’ve returned home.

FITCH LODGE

Charming. Walkable. Adventurous.

For travelers who believe the journey is just as memorable as the destination, Fitch Lodge is the perfect place to begin. Within walking distance of the Historic Seaport, waterfront restaurants, and unforgettable island adventures, every day starts with something new to discover. Genuine hospitality, comfortable accommodations, and an easygoing atmosphere make it easy to head out, explore more, and return to a place that already feels familiar.