Cuban Coffee Queen Waterfront

Pizzeria specializing in New York-style slices, plus salads, sandwiches & gelato.

Stylish, adults-only B&B with warm rooms, water views, afternoon tea & access to outdoor pools. Close to popular Duval Street, this beachfront, adults-only B&B is 2 blocks from the Southernmost Point Buoy and 0.5 miles from the Ernest Hemingway House. Stylish, individually decorated rooms all have private patios, iPod docks and Wi-Fi access. Some rooms add ocean views and whirlpool tubs. The hotel has a bar and direct beach access and shares 3 pools with its adjacent partner hotels. Continental breakfast and afternoon tea are included. A resort fee covers property-wide Wi-Fi, parking, access to the fitness center and the use of beach towels and chairs.

Laid-back lodging offering rooms in a historic house or garden cottages, plus a waterfall pool. Set across private cottages and a 2-story conch-style house dating from the late 1800s, this all-adult B&B is tucked away on a street known for its nightlife, and is a 2-minute walk from the Ernest Hemingway House. Brightly decorated, low-key accommodations range from 6 rooms in the main house, to a few garden cottages. All feature flat-screens with cable channels, free Wi-Fi and minifridges; some have private balconies or patios There's a suite with a porch swing, and some cottages add whirlpools and kitchens. Amenities include expanded continental breakfast with an emphasis on organic food, and a garden with a waterfall pool and a hot tub.

Long-standing, casual corner market known for its sandwiches, Cuban coffee & hand-rolled cigars.

Funky American eatery is a bustling local staple for breakfast & lunch that also serves dinner.

Plantation-style rooms, suites and cottages are individually decorated and have wooden beds with Italian linens, as well as flat-screen TVs, CD players, minifridges and coffeemakers. Most rooms have either balconies or verandas, and some have whirlpool baths.Breakfast is served on a porch overlooking the gardens. There’s a heated pool with a poolside bar, plus an aviary, fountains, ponds and a wine bar. Massage services and rental bikes are available.

Seafood-focused American eatery set in an 1884 house with wraparound balconies for people-watching.

Nightclub with a gay bar & lively mix of drag shows, bingo, karaoke & other events.

Cuban Coffee Queen is a vibrant coffee stand serving up bold Cuban brews and mouthwatering sandwiches, perfect for a quick bite in sunny Key West.

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.