General Horseplay

Nestled on the oceanfront, this charming 1896 Victorian inn boasts elegant rooms, a heated pool, and exceptional service, perfect for your Key West escape.

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.

Historic B&B featuring tropical-style quarters, a hot tub & continental breakfast with mimosas. Located in the Old Town historic district, this island-themed B&B occupies a transplanted 1850s Bahamian mansion 2 blocks from the Hemingway House and Museum, and 1 block from Duval Street's nightlife. The 6 tropically decorated rooms feature shower-only bathrooms and come with flat-screen TVs, minifridges, iPod docks and free Wi-Fi. Most rooms offer French doors with pool access. A 2-story suite has a private dining room and a kitchenette. Room service is available. Continental breakfast featuring mimosas is served on an outside patio. Amenities include a hot tub, secluded sundecks and a tropical garden. Bike rentals are available.

Rustic joint with laid-back vibes dishing up signature breakfasts plus surf 'n' turf since 1909.

Vibrant open-air bar with patio seating, offering seafood, sandwiches, and cocktails, plus live music.

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

A mix of Thai dishes & sushi served in a modest space enhanced by a patio overlooking the marina.

Laid-back hotel opposite the Gulf of Mexico offering an outdoor pool, a poolside cafe/bar & a gym. Off Highway 1 and facing the Gulf of Mexico, this laid-back hotel with a nautical vibe is 2 miles from Duval Street's shops, bars and eateries. Informal rooms featuring coastal tones provide flat-screens, minifridges and microwaves, plus furnished balconies. Most offer Gulf views, and some upgraded rooms add sofabeds. The 2-bedroom family suites have kitchens, Nespresso machines and bunk beds. Cottages offer terraces and access to a hot tub. An outdoor pool is flanked by a cafe/bar, a sundeck and palm trees. There's also a fitness room. Continental breakfast is available. Pets are welcome by prior arrangement. Minimum-stay rules may apply.

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

Small beach with a pier, plus monuments documenting the site of an 1800s African slave cemetery.