Ocean Key Resort & Spa

Beachfront, open-air cafe serving American fare amid ocean blue walls, French cafe chairs & a bar.

Chic hotel with posh sundecks on all floors, plus free breakfast & a courtyard with an outdoor pool. A 5-minute walk from the Ernest Hemingway Home and Museum, this stylish hotel is a half mile from trendy dining on bustling Duval Street. Modern, boldly decorated rooms offer built-in desks, leather chairs, and bathrooms with tile showers, and marble countertops and vanities, as well as nightly turndown service; some rooms have balconies. Suites add separate sitting areas. Wi-Fi is free, and there are furnished sundecks on every floor. Amenities include complimentary continental breakfast and covered parking. A courtyard features an outdoor pool and a sundeck surrounded by palm trees and plants. Minimum-stay rules may apply.

Upscale resort on the beach offering seafood dining, a spa & an outdoor pool, plus free Wi-Fi. Overlooking the Gulf of Mexico, this upscale waterfront resort is a 5-minute walk from Mallory Square and a mile from the Southernmost point buoy. All the chic, contemporary rooms have balconies and feature flat-screen TVs, iPod docks and pillow-top mattresses, plus minifridges and free Wi-Fi. Upgraded rooms add gulf views and/or additional sitting areas. Amenities include beach access, a heated outdoor pool and a hot tub with a sundeck, and a spa, plus a fitness center, a seafood eatery and a bar. Jet ski rentals and breakfast are available, and there's a business center. Parking is extra.

Since 1890, this classic dive bar in Key West offers cold beer, live music by talented bands, and a chill atmosphere perfect for mingling.

Nestled in Key West, this state park boasts a stunning beach, water sport rentals, scenic nature trails, and a historic pre-Civil War fortress awaiting your exploration.

This chic, minimalist hotel off U.S. 1 boasts a lively rum bar, a food truck serving Caribbean bites, and laid-back rooms that make for a stylish stay.

Upscale, LGBT-only, conch-house-style guesthouse offering free breakfast & a pool. Built in 1902, this upscale, LGBT-only guesthouse is 0.6 miles from Duval Street's restaurants, and 0.9 miles from the Key West Museum of Art & History. The stylish, airy rooms have hardwood floors and free Wi-Fi, and come with flat-screen TVs, DVD players and minifridges. Some rooms add microwaves and wet bars, as well as living space, and private balconies or porches. There's also a 2-bedroom suite with a kitchen and living/dining rooms. Free perks include continental breakfast and a daily cocktail hour. Other amenities include an outdoor pool with a bar, a hot tub and a garden deck, as well as clothing-optional sundecks.

Simple eatery offering crab cake & shrimp salad sandwiches, plus fried fish & grilled lobster tail.

A lively Key West pub with a charming outdoor patio, serving hearty bar fare and featuring upbeat live music that keeps the good vibes flowing.

Open since 1933, this bar offers live music & dancing plus a separate tap room for sports-watching.