Places to Stay

Historic Key West Vacation Rentals offers a curated selection of luxury vacation homes, cottages, and condos in the Key West Historic District.

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.

The Garden House is a charming bed & breakfast nestled in Old Town Key West, offering cozy accommodations, a tranquil garden pool, and personalized concierge services—all just steps from Duval Street.

Stay in the heart of Key West with stylish rooms, rooftop pool, and free breakfast!

Discover Jolly Roger RV Resort: spacious sites, stunning views, and island adventures!

The Weatherstation Inn is an adults-only, historic Key West bed & breakfast tucked away in the gated Truman Annex, offering charming, island-inspired rooms, a sunny terrace, outdoor pool, free continental breakfast, and easy walking access to Duval Street and Mallory Square.

Coconut Cay RV Resort is a boutique family-operated RV park in Marathon, Florida, featuring 25 spacious sites with electric, water, and sewer hookups. Enjoy a heated pool, private sunset beach, and easy access to boat dockage.

Ragged Edge Resort & Marina is a charming, family-owned oceanfront retreat in Islamorada, offering a nostalgic "Old Keys" experience with modern comforts.

Curry Mansion Inn is a historic bed and breakfast located at 511 Caroline Street in Key West. Built in 1869, it offers 29 unique guest rooms, a heated pool, complimentary breakfast, and is just steps from Duval Street.

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

Mermaid’s Bay is a secluded boutique estate in Islamorada, offering three private waterfront homes with resort-style amenities, ideal for group getaways

The Cabana Inn is an adults-only boutique hotel nestled just one block from Duval Street in Old Town Key West.

Escape to Amara Cay Resort for luxe island vibes, ocean views, and pure relaxation.