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.

Charming Key West stay blending historic charm with modern comfort.

Courtyard by Marriott Key West Waterfront offers a newly renovated, resort-style experience with no resort or parking fees. Enjoy spacious rooms, a heated outdoor pool, Tiki Bar, and direct access to the Gulf of Mexico.

The Speakeasy Inn is a historic adults-only guesthouse in Old Town Key West, offering tropical-themed suites, a wraparound porch, and a Rum Bar featuring over 350 rums.

Eden House Key West is a boutique hotel in the heart of Old Town, offering a heated pool, tropical gardens, and walking distance to Duval Street. Ideal for couples seeking a charming, relaxing retreat.

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.

The Saint Hotel Key West, Autograph Collection, is an adults-only boutique hotel located at 417 Eaton Street in Old Town Key West.

The Bishop Hotel in Key West offers a boutique guesthouse experience across five historic Conch-style properties, blending Old Town charm with modern comfort.

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.

The Perry Hotel Key West is a modern, pet-friendly waterfront retreat located on Stock Island, just minutes from downtown Key West.

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

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

The Mansion on the Sea (Southernmost House) is an adults-only historic boutique hotel in Key West offering oceanfront rooms, a heated infinity pool, and complimentary breakfast.

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.

Historic Hideaways offers a curated selection of private Key West vacation homes, including cottages, townhomes, and historic residences, many with private pools.