Key West Island Bookstore

Upscale lodging offering modern rooms with free Wi-Fi, plus 3 outdoor pools & a restaurant. A 9-minute walk from Mallory Square, this upscale, waterfront hotel is 2.5 miles from Smathers Beach. Airy, modern rooms offer private balconies, free Wi-Fi and flat-screen TVs, plus minibars and Keurig coffeemakers. Some provide pool or harbor views. A resort fee includes access to an exercise room and 3 outdoor pools. A relaxed restaurant serves a fusion of Californian and Mexican fare, and there’s a poolside bar. Bike rentals are available.

Nestled just off Duval Street, this charming adults-only B&B boasts stylish rooms with ocean views, inviting pools, and exceptional service, making it a serene retreat in Key West.

Discover a charming blend of old Florida charm and modern comfort at this serene B&B, complete with lush gardens and a koi pond, moments from Key West’s lively streets.

Nestled in Key West, this serene Victorian hotel boasts elegant rooms, lush gardens, two pools, and a top-notch restaurant for a luxurious retreat.

Nestled off Duval Street, this cozy spot serves delectable French-Caribbean fare with a great vibe and an impressive wine selection—a must-visit in Key West!

Guesthouse with low-key rooms & detached conch houses, plus a heated pool & a daily happy hour. This relaxed, art deco-style guesthouse in historic Old Town dates from 1924, and is a mile from The Ernest Hemingway Home and Museum, and a 9-minute walk from Duval Street’s restaurants and bars. Decorated in soft hues, the main guesthouse offers both rooms with en suite bathrooms and rooms with shared facilities. Some provide private porches, and all have free Wi-Fi. Some rooms include flat-screen TVs, microwaves and minifridges. There are also several restored conch houses on the property with rental units, and some have full kitchens. There's a daily complimentary happy hour. Additional amenities include a heated outdoor pool and a hot tub.

Nestled above Sunset Pier, this chic seaside gem serves mouthwatering Latin-inspired small plates and offers stunning sunset views with bottomless brunch.

Nestled in a historic cigar factory, this refined adults-only inn boasts cozy colonial-style rooms, two serene pools, and a prime location near lively Duval Street.

Mallory Square is the lively hub of Key West, where stunning sunsets, vibrant street performances, and unique vendors create a must-visit experience.

Nestled in a historic conch house, Alexander's Guesthouse is a vibrant, LGBT-only retreat in Key West, complete with a pool, daily breakfast, and top-notch hospitality.