8 Dream Hotels for Vacation and Travel in Key West
The Florida Keys is one of the most fun travel and vacation spots in all of America. The islands at the southern tip of Florida, just an hour's drive from Miami, are truly stunning tropical wonders right on the Gulf of Mexico's waters. The chain of islands is crossed by the Overseas Highway, Florida's legendary Highway 1 that connects the islands over more than 180 kilometers and 42 bridges all the way to Key West.
Most accommodations in the Keys are found in Key West. The city is the main travel destination in the Keys, and since being there at sunset is almost a must, many visitors to the islands choose to stay overnight in the city for at least one night. Besides Key West, the island chain has other attractive cities and towns where you can stay, like Key Largo, one of the most famous diving destinations in America.
So before you rush to find a flight to Key West, want to get to know the magical edge of the USA?
Click here for the complete guide to a trip to Key West and the Florida Keys…
Ready to book a place to stay in the Keys? Click here to check availability and prices at hotels in Key West and the Florida Keys…
Resort Hotels Near Key West
The Capitana Key West
The Capitana is a four-star hotel considered one of the most popular in Key West. It's a charming and elegant resort hotel offering great options for a vacation such as a cute pool, modern and spacious rooms, and accommodations for large families in what are called equipped villas with kitchens and laundry facilities. The hotel is located in the northern part of the island in New Town, a ten-minute drive from Duval Street. This hotel is one of the best options on the island for staying with kids, especially in a city known for not being so friendly to those who aren't here to party late into the night. The hotel serves an excellent breakfast, and there are plenty of restaurants nearby.
Click here to book a place at The Capitana Key West…
Hyatt Vacation Club at Windward Pointe
The Hyatt Vacation Club, part of the international Hyatt chain, is one of the few resorts in Key West that belongs to a nationwide network. While the unique spirit of Key West is somewhat lost, the excellent standards of a resort hotel make up for it. The four-star hotel is situated adjacent to the small Key West airport, along the island's southern shore. The hotel boasts large, modern rooms, an excellent pool system, outstanding culinary standards, and a resort-style construction.
Click here to book at the Hyatt Vacation Club at Windward Pointe…
Mansion Hotels in Old Key West
Simonton Court Hotel Key West
Simonton Court is a small, high-quality four-star hotel in the best location in Old Town Key West, just a minute's walk from Duval Street and three minutes from Mallory Square. The hotel specializes primarily in a very high standard of rooms and an abundance of small indulgences during your stay. There are plenty of restaurants and entertainment spots nearby, and the hotel is part of the vibrant atmosphere of Duval Street.
Click here to book a room at Simonton Court Hotel Key West…
Douglas House
Douglas House is a three-star hotel located on Duval Street. It is one of the most sought-after hotels in Key West, offering an almost perfect blend of an excellent lodging experience and a heart-of-the-party location. Similar to the character of Old Town hotels, Douglas is set in a large mansion but has few rooms. The hotel features a small, charmingly designed pool, very large and comfortable rooms, an international mingling atmosphere, and a really good breakfast.
Click here to book a room at Douglas House…
Orchid Key Inn
The Orchid Key Inn is a fantastic three-star hotel right in the heart of Key West's Old Town, situated on Duval Street. This charming little hotel offers a great deal due to its parking in the city's prime location, combined with peace and quiet interrupted only by the lively street buzz. It's an adult-only hotel, with not too many rooms, making it quite sought after. It features excellent and spacious rooms, a small and elegant pool in a well-kept yard, and a delightful breakfast.
Click here to book a room at the Orchid Key Inn…
Island City House
The Island City House is a wonderful three-star hotel housed in a large mansion on the peaceful William Street, about a 15-minute walk from Mallory Square. This is a classic Key West hotel, with fun rooms, small gardens, and a cute pool for guests to enjoy. The hotel also boasts a good breakfast restaurant and, of course, a bar. It provides a relaxing mingling experience and a pleasant ambiance for enjoying oneself, along with a convenient base for exploring the city.
Click here to book a place at Island City House…
H2O Suites
The Water Hotel is a top-notch suites hotel in a great location in the heart of Old Town Key West, just a minute's walk from the southern part of Duval Street. This adults-only hotel offers a fun and romantic stay for anyone looking to experience the romantic side of Key West. There's a cute pool beside the suites with a bar, and plenty of cool shaded spots for mingling. The suites themselves are modern and well-equipped, offering an especially cozy and luxurious stay.
Click here to book a place at H2O Suites…
Santa Maria Suites Resort
The Santa Maria Suites is the perfect combination of a vacation villa at the hottest location in Key West, just one block from the southern part of Duval Street. While the term resort might be a tad grandiose, the large and very fun pool is the place to be during the day. The villa is equipped with rooms that have a kitchen, and there's also a big bar, a Japanese restaurant, and plenty of other restaurants nearby.
Click here to book your stay at Santa Maria Suites Resort…
5 Guy's Tips for Perfect Accommodation in Key West and the Florida Keys
The Florida Keys are a stunning chain of islands accessible by one of the most amazing highways in America – the Overseas Highway (Route 1) – a road that's a collection of bridges. At the end of the highway lies the unique and independent city of Key West, a popular travel and vacation spot.
Key West is known as the home of the writer Ernest Hemingway, the place with the most beautiful sunsets in Mallory Square, and the most fun hangouts on the legendary Duval Street. Key West is one of the most popular vacation and living destinations for the LGBTQ community, as part of the freedom and liberalism of the islands far from American civilization.
- The character of hotels in the Florida Keys – Staying in the Keys has its own charm, with hotels that blend a Caribbean-style vacation on magical beaches, private urban hotels in manor houses in Key West, and, true to America, lots of excellent motels from the best national chains. Accommodation in the Keys isn't cheap, certainly compared to Miami hotels, but it's special and fun, and at any place during the night, you can hear the sound of the waves.
- Accommodation in Key West – Staying in Key West is an especially fun experience. Most of the hotels and lodging places are located in the unique wooden houses of Old Town, just a short walk from the lively center of Duval Street. These hotels are mostly private and tend to be costly. There are also larger hotels belonging to international chains such as Marriott, Ibis, and more along the coastline of the Gulf of Mexico in the eastern part of the island, not far from the airport, along North Roosevelt Avenue.
- Accommodation in Marathon – Since staying in Key West is anything but cheap (to put it mildly), another lodging option in the Keys near Key West is the city of Marathon, beyond the Seven Mile Bridge. Marathon offers a range of excellent hotels and motels from top chains, at really affordable prices. The downside with these hotels is the drive in darkness from the bustling city and crossing the Seven Mile Bridge (over the ocean) during nighttime.
- The season – The best time to visit Key West and the Keys, in general, is in the winter and spring when the weather is very stable and exceptionally pleasant. Although summer weather is tough, Key West is especially lively during summer days with street parties and unique events like the Ernest Hemingway Festival in July (in the afternoons and evenings).
- Hurricane season – From late spring to fall, significant tropical storms can occur in the Keys and all of Florida, including occasional hurricanes that significantly impact the Atlantic coastline. The Keys are particularly vulnerable to hurricanes, and if a storm is coming, get out of the area as quickly as possible.
Map of Recommended Accommodation Areas in Key West and the Florida Keys
