Places to Stay

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.

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.

Luxurious Key West all-suite retreat with kitchens, pools, and Duval vibes.

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

Scarlet Mango Inn is an adults-only boutique guesthouse in Old Town Key West, featuring six uniquely appointed rooms, historic charm, and a serene location steps from Duval Street.

Luxury 2-story townhome in Key West's premier Truman Annex, near Duval St.

The Palms Hotel – A charming historic guesthouse in Key West’s Old Town offering affordable boutique accommodations steps from Duval Street.

Charming Old Town Key West villas and B&B suites with pool.

Leo’s Campground offers full-hookup RV sites up to 42', vacation rentals, and water access for kayaks and paddleboards, just minutes from Key West.

Kona Kai Oasis offers boutique guesthouse accommodations with a pool, complimentary bikes, and lush botanical gardens in Key West’s Old Town.

Historic Victorian charm in Old Town Key West, steps from Duval Street.

Bohemian Key West charm awaits at Ella’s Cottages—stylish, cozy, and full of island spirit.

The Grand Guesthouse is an adults-only bed and breakfast in Key West, offering tropical-themed rooms with private entrances, complimentary continental breakfast, and a central location near Duval Street.

Spacious Key West condos with private beach, marina, dining, and island adventures.

Discover a historic Key West icon blending vintage flair with modern luxury.