Places to Stay

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

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

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

Charming 2-bed Key West cottage near Duval St with bikes & porches!

Charming Key West oasis with private baths, heated pool, and prime location.

Historic Key West B&B: adult-only charm, with no resort fees.

Casa 325 is a charming boutique guesthouse in the heart of Key West’s Historic Old Town. Tucked just off lively Duval Street, it offers uniquely designed rooms, a pool, and easy access to shops, dining, and attractions.

Island City House Hotel blends historic charm with lush gardens, pool, and three unique guesthouse styles in Old Town Key West. Perfect for families, wedding groups, or history lovers.

Orchid Key Inn is an adults-only boutique hotel on Duval Street, offering stylish rooms, a tropical pool with a hot tub, and a vibrant poolside bar, all within walking distance of Key West's top attractions.

New Orleans House is a gay male-only guesthouse on Duval Street in Key West, featuring a clothing-optional pool, rooftop sundeck, and complimentary happy hour.

Colocada Vacation Rentals specializes in upscale Key West accommodations, offering nightly, weekly, and monthly rentals with VIP-level guest services rooted in generations of local expertise.

Stay steps from Duval Street in Key West with free breakfast, Wi-Fi, and a heated pool!

Luxury Key West condos with ocean views, pool, and top amenities await!

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.

Luxurious Key West stays with ocean views, private suites, and island charm.