Key West is a popular tourist destination year-round, thanks to its sunny weather and array of outdoor adventures on offer. While there are many bars and nightlife along the famous Duval Street, you’ll also find plenty of interesting attractions that the entire family can enjoy, like the Butterfly and Nature Conservatory and Ernest Hemingway Home and Museum.
Whether you visit Key West for its rich literary history, the clear blue waters, or want to just enjoy relaxing in the sun, these quaint boutique hotels will provide the perfect combination of comfort, convenience, and island ambiance.

Marquesa Hotel
Situated in historic Old Town Key West, the Marquesa Hotel offers a modern and luxurious stay without losing the charm of the island. In fact, it has been named one of the world’s best hotels by Travel and Leisure Magazine. The beautifully-appointed guest rooms and suites feature antique reproductions, flat-screen televisions, mini bar/fridges, modern-style bathrooms, and special touches like make-up mirrors and bathrobes. On-site, you’ll also find a beautiful lush garden, several swimming pools, and the award-winning Café Marquesa, which serves contemporary American cuisine and was one of Zagat’s highest-rated restaurants in Key West.

Lighthouse Court Hotel
The Lighthouse Court Hotel is perfectly situated right between two popular Key West attractions, the Key West Lighthouse and the Ernest Hemmingway House and Museum. It’s also within walking distance of the famous Duval Street and the site of the Southernmost Point in the country. All of the hotel’s ten buildings date back to the late 1800s/early 1900s and feature unique architectural details like French doors, tin roofs, and wood siding. However, the guest rooms inside them are completely updated with modern furnishings and amenities, including flat-screen televisions, mini-fridges, high-speed internet, and digital safes. Plus, there’s free breakfast, a heated outdoor pool, and a poolside bar and cafe that serves up a variety of tropical craft cocktails.

Crowne Plaza Key West-La Concha
Also situated right in the middle of Old Town, Crowne Plaza Key West-La Concha is within walking distance of many of the area’s most popular attractions like the Ernest Hemmingway House and Museum, Mallory Square and a wide variety of shops, restaurants and clubs. In addition to spacious, comfortable guest rooms, this hotel goes above and beyond by offering unique amenities like free high-speed Internet access, a full-service restaurant & bar, wine tasting and retail lounge, an outdoor pool, and a well-equipped Fitness Center.

The Saint Hotel Key West, Autograph Collection
Located in the heart of Old Town Key West, The Saint Hotel is a picture of Florida Keys charm. From the moment you pull up to the bright red front door, you’ll feel like you’re visiting friends instead of checking into a Marriott hotel. Except for that inside, you’ll find all the familiar amenities and perks of a Marriott property, including luxurious bed linens, flat-screen televisions, iPod docking stations and high-speed internet. For a unique stay, you can stay in one of their loft units that feature separate living room areas, a kitchenette and a private balcony that overlooks Duval Street.

Kimpton Winslow's Bungalows
Set in the heart of Old Town, Kimpton Winslow’s Bungalows boasts some of the oldest homes on the island. Named for famous painter and summer resident Winslow Homer, this idyllic getaway features inviting on-site amenities such as three private pools, an outdoor bar, and vibrant gardens. After a long day of outdoor adventures, you can let the bartenders get you into the Key West state of mind with the famous Rum Rummer with local Papa’s Pilar rum at Bungalow’s Bar, while spacious suites feature soaking tubs, king-size beds, mini-fridges, and sectional sofa beds.

Pegasus International Hotel
Located right in the heart of all the action of Duval Street, the Pegasus International Hotel is within walking distance of lots of shops, restaurants and bars and offers a host of amenities for their guests, including a complimentary happy hour every day, a heated rooftop pool, a Jacuzzi, a poolside bar, high-speed internet, and free continental breakfast. Guest rooms are decorated in authentic art deco style and feature microwaves, mini-fridges, large televisions and spa-quality bath products. Suites are also available that feature a separate living room with a queen size sleeper sofa.