Ridley House - Key West Historic Inns

Casual cafe offering breakfast, sandwiches, coffee, and other classic Cuban eats, plus live music.

Casual lodging in an 1898 building offering free continental breakfast, plus a pool & an Irish pub. Amid shops, dining and nightlife on Duval Street, this relaxed hotel in a restored 1898 house is 1 block from the Ernest Hemingway House and a 9-minute walk from the Southernmost Point Buoy. The 8 airy, simple rooms with hardwood floors offer TVs and private balconies. Amenities include a complimentary continental breakfast, an outdoor pool with a sundeck, and a courtyard surrounded by tropical plants and trees. There's also a casual Irish pub.

Posh B&B set in a refined Queen Anne-style home dating from 1904 with refined rooms & a plunge pool. This upscale, art-filled B&B is set in a Queen Anne-style house dating from 1904. It's an 8-minute walk from the Ernest Hemingway Home and Museum. The 6 refined rooms feature free Wi-Fi, high-thread-count sheets, designer toiletries and iPod docks. Some add whirlpool tubs, wraparound verandas and 4-poster beds. There are also 3 brightly decorated rooms in an 1880s cottage. Full breakfast is served next to an outdoor heated plunge pool. Other free amenities include parking & evening wine. There's also a communal fridge, an outdoor pavilion and a tropical garden.

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

Traditional Cuban home cooking & housemade sangria in a casual, family-friendly setting.

Old-school watering hole pouring potent cocktails & drafts in a muralled, open-air space.

Nestled on Key West's largest private beach, this chic resort boasts modern rooms, lush pools, and elegant dining, all with a splash of history.

Artsy rooms, individually decorated with tropical flair in a Victorian B&B with a hot tub & a sauna. Set in a landmark Victorian home built in 1898, this B&B is 3 blocks from the shops and restaurants along popular Duval Street and 0.7 miles from the Ernest Hemingway Home and Museum. The airy rooms are individually decorated with local art and tropical touches. Room amenities vary, but may include private decks or whirlpool tubs. Some of the rooms share bathrooms. The hotel has a sauna and an outdoor hot tub surrounded by a shaded garden. Continental breakfast is provided. There are no TVs on the property.

Colorful, island-themed rooms with balconies in a modern hotel with a saltwater pool & a sundeck. This casual hotel is a 13-minute walk from Duval street and an 11-minute walk from the Ernest Hemingway House. The colorful rooms and suites with contemporary island-themed decor have balconies with city or pool views, as well as free Wi-Fi, iPod docks, flat-screen TVs with cable, fridges, microwaves and hypoallergenic bedding. Suites also offer living rooms and views of the old town. Continental breakfast and secured parking are complimentary, and there’s an outdoor saltwater pool with a sundeck.

Bright, casual lodging in an 1858 Bahamian-style inn featuring a tropical garden & an outdoor pool.