If you are looking to really splurge on your Key West vacation accommodations, you are in luck as Key West is one of the top resort towns in the world and is known for its five-star hotels. The famous Waldorf Astoria chain features a couple excellent five-star offerings with the luxurious beachfront Reach Resort, and the classic Casa Marina resort, built-in the 1920s and located on the southernmost tip of Key West. The Casa Marina is a great choice if you want to mix classic Key West architecture and character with the height of modern hospitality excellence. The multiple-award-winning Marquesa Hotel is another excellent choice, located in Key West’s historic district and featuring such luxuries as marble baths and an on-site fitness center and spa. The Santa Maria Suites Resort, a boutique/design style establishment within easy walking distance of bustling Duval Street is a great option if you want to be right in the middle of the action but still experience all the privacy and comfort of a relaxing five-star resort.
Key West is a city built on character, and you will find some really quaint old school bed-and-breakfasts steeped in “Conch City” history if keeping it low-key but classy is your cup of tea. The Heron House and Heron House Court properties are both great choices, featuring uniquely designed rooms, beautifully landscaped properties, and all the hospitality you would expect from a classic Bed-and-Breakfast mixed with the amenities of a modern resort. The Key West Bed-and-Breakfast, located in an 1898 Victorian-style mansion is another excellent B&B-style lodging option. Located smack dab in the middle of Old Town, the place just screams classic Key West.
Key West is famous for being one of the most gay-friendly cities in the country, not only featuring a sizable gay population, but drawing a large gay tourist crowd year-round. If you are looking to experience gay Key West, you might want to stay in one of the hotels in the city that specifically cater to the gay community. Pearl’s Key West is a great option, an adults-only, gay-and-straight-friendly (but catering mainly to women), clothing-optional (tops-only) resort featuring a quaint and vintage homespun atmosphere but with all the modern amenities you would expect from a high-end resort. The historic La Te Da Hotel is another great gay-friendly hotel choice catering to men and women alike. There are also a variety of nude or clothing-optional male-only resorts to choose from, such as the Island House, Oasis, Equator Resort, and Big Ruby’s Guesthouse.
Considering that one of the main attractions in Key West is its beautiful beachfront atmosphere, you may want to stay at one of the cities hotels overlooking the ocean. The Pier House Resort and Caribbean Spa is an excellent option, featuring its own private beach, a section of which is marked “top-optional” for the adventurous among us. The award-winning Southernmost On The Beach is another prominent Key West beachfront hotel in which every room features a gorgeous full or partial ocean-view. You might also consider the Key West Marriott Beachfront Hotel, located on seven acres within easy access of Key West’s top attractions and featuring its own private tanning beach.
Although Key West is a popular tourist destination and is known for its swanky luxury hotels and boutique bed-and-breakfasts, there are certainly acceptable options for the budget-minded among us. Although no hotel in Key West is truly “cheap” by normal US standards, you should be able to find a room for around $100. The Days Inn Key West, Banana Bay Resort and Marina, Travelodge and Suites Bayside Key West, and Ibis Bay Resort are all solid options if you are looking to save money on your Key West accommodations.