Key West's historic Old Town is located on the waterfront and is arguably the city's most picturesque district. The area is filled with grand mansions and charming cottages, some dating back to the 1800s. Nowadays the waterfront is a popular area with restaurants, bars, museums, and fishing and sailing charters. It also has a good selection of hotels ranging from grand luxury properties to charming guesthouses set in converted historic homes. Our hotel experts have scanned the area to bring you a collection of the best hotels in Key West Historic District chosen on their amenities, service, and design. Whether you want a romantic hideaway, a quaint B&B, or something a little more upmarket — there are options to suit most tastes. So why not browse through our collection to start planning your next trip?
Key West (Florida)
A tranquil adults-only bed and breakfast with outdoor hot tub and fountain fed pool. The exquisitely simple rooms, painted in calming whites and nudes, are flooded with natural light and furnished with an eye for Floridian refinement. Breakfast and wine and cheese happy hour are included.
Key West (Florida)
An elegant and intimate B&B in Key West. Rooms are spacious and stylish with tropical decor, four-poster beds, angled bay windows and luxury linens. Enjoy a homemade breakfast on the lush and tropical terrace. On hot days, relax by the pool or grab a bicycle and explore the beaches of Key West.
Key West (Florida)
A tropical and elegant inn situated in Old Town Florida Keys. Rooms are classical and coastal with ceiling fans, traditional antique furnishings, artworks and large bathrooms with walk-in showers. Enjoy a delicious breakfast poolside with fresh-squeezed juices and champagne mimosas. A perfect stay.
Key West (Florida)
A luxurious and intimate guesthouse set amongst a lush tropical garden. Charming guestrooms and cottages feature soft hues dotted with bright accents, in-room yoga mats, private patios and large rainfall showers. Sunbathe by the pool cloistered by banana palms or roam Key West by bike. Idyllic!
Key West (Florida)
The largest of the 5 Kimpton hotels on Key West. Chic spacious rooms with artful, bohemian interiors and elegant touches such as summer cane beds and private patios with lush furnishings. The idyllic space has three private pools, an outdoor bar and vibrant gardens. Suitable for groups or couples.
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