With the largest and most lush garden and sun deck area, the Wicker Guesthouse combines the relaxing island atmosphere along with the most ideal of Key West locations. Located on Duval Street about a block away from the Hemingway House, the Wicker House provides a comfortable and tropical retreat from the non-stop fun and action of Key West.
The Southernmost House really is the southernmost guest house in the continental United States. The atmosphere here is elegant, luxurious, and tropical. It is a late-19th century house that has retained its glamorous yet laid-back appeal throughout the years. Used as a private mansion, a Cuban nightclub, and a guesthouse, the Southernmost is a versatile setting for a variety of occasions. The Southernmost House is also one of the most popular spots to hold a wedding.
Known as one of the most welcoming and colorful of all the Key West guesthouse, the Chelsea House and Red Rooster is an excellent place for couples and friends to stay during their time in Key West.With gorgeous gardens, a large heated pool, and the friendliest staff, the Chelsea House provides its guests with an unforgettable and timeless Key West experience. The Chelsea House is located directly on Truman Avenue, about two blocks east of Duval Street.
Located just off of Duval Street, the Douglas House & Cuban Club Suites provides excellent location and an impressive landscape design. The rooms and suites are comfortable and spacious. The guesthouse is located walking distance to several Key West hotspots including the Southernmost Point and the Ernest Hemingway House and Museum. The garden and deck area is filled with tropical plants and flowers as well as a large pool.
Small and extremely conveniently located, the Casa 325 provides Key West visitors with all they need from a visit to this exciting island: a friendly staff, a warm environment, comfortable rooms, and proximity to all the fun and excitement that Key West has to offer
Just footsteps from Mallory Square and the great Key West marinas, the Key West Harbor Inn provides a perfect getaway and backdrop for your Key West vacation. The house features rooms with modern and sleek design and an all-around comfortable and warm Key West-style accommodation.
Known and hailed by magazines and critics nationwide, the Seascape Tropical Inn is your ultimate guesthouse island getaway. Tucked on Olivia Street, about half a block from the hustle and bustle of Duval Street, the Seascape provides its guests with attentive service and comfortable accommodations for you.
Right on Truman Avenue, the Conch House is a unique and elegant guesthouse that is well over 100 years old. The rooms are comfortable and the exterior has been renovated to look like its glory years as a family residence in the early 20th century. The house is just a few minutes from all the great Key West attractions.
Considered by many to be the most beautiful of the downtown Key West properties, the Simonton Court offers a collection of old Victorian-style mansions and cottages that make up a gorgeous and welcoming setting for Key West visitors. The guesthouse features beautifully manicured landscaping and four pools. It is footsteps from all the best activities and hotspots on Key West.
Small and tropically decorated, the Weatherstation Inn is located right next to the famous Truman Annex. From the inn, you will see some gorgeous views of the white-capped waters of Key West. Each room is decorated differently, providing a unique experience for every guest and for every visit.
The Alexander Palms Court is one of those hotels that make you feel right at home. The staff prides itself on excellent service, striving to make every guest's stay as pleasurable as possible. They provide spacious and elegant suites in a small guesthouse-like setting, complete with a gorgeous sparkling pool
Just off of Duval Street, on the same block as the historic Hemingway House and Museum lies the beautiful and lush Andrews Inn. This guesthouse prides itself on its quiet, private island getaway feel that is accented by lush foliage and the soothing brown and green colors of much of the property.