Places to Stay

Escape to Seabird Key: private 10-acre island retreat in Marathon, FL.

Old Town Manor is a historic Victorian bed and breakfast in the heart of Key West, offering 14 unique rooms, a lush tropical garden, and an organic continental breakfast, just steps from Duval Street.

Westwinds Inn is a charming, adults-only Victorian-style boutique hotel located in the Historic Seaport District of Old Town Key West.

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

Historic charm meets modern comfort at Duval Inn, steps from Key West's vibrant heart.

Mar‑Key Islamorada is an exclusive oceanfront private estate in the Florida Keys blending historic Old Florida charm with modern luxury.

The Reach Key West, Curio Collection by Hilton, is a luxurious beachfront resort situated on the island's only private natural sand beach.

Seashell Motel & Key West Hostel is a budget-friendly, centrally located lodging offering private rooms and dorms, free Wi-Fi, on-site bike rentals, and proximity to Duval Street.

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.

Luxury waterfront vacation rentals in Marathon & Key Colony Beach, FL. Private pools, docks, and dog-friendly accommodations. Sleeps 8–10.

Canal-front Key Colony Beach: sleeps 4, private dock, Cabana Club access.

Marrero’s Guest Mansion is an adults-only boutique B&B in Old Town Key West, offering unique rooms in a restored Victorian mansion with a saltwater pool.

Charming tropical boutique inn in historic Key West with pool, breakfast, and happy hour.

Caribbean House is a charming Bed & Breakfast located in historic Bahama Village, just two blocks from Duval Street.

Hyatt Centric Key West – Waterfront resort with spa, pool, and dining.