Gay Key West

Ridley House, the former Cypress House, is a romantic Key West hotel located in the heart of Old Town. This gay friendly boutique hotel is just 10 minutes' walk from Duval Street and Key West's nightlife and dining options. It offers a daily continental breakfast. Guests can enjoy the on-site outdoor pool. Museums, water-sports and shopping are located within walking distance of the property. The Southernmost Point of the USA is 1.6 km away. Mallory Square and the Key West Aquarium are also less than 7 minutes' walk away.

Located in the heart of Old Town Key West, the gay friendly Simonton Court Hotel and Inn is a block from Duval Street and 3 blocks from Mallory Square and the historic seaport. The Ernest Hemingway Home and Museum is also a short walk away This Florida adult-only inn offers complimentary, light continental breakfast and free Wi-Fi access. A TV, telephone, and a refrigerator are included in all rooms at Key West's Simonton Court. A balcony or patio is also featured in addition to an en suite bathroom. Guests can enjoy swimming any one of the 4 on-site outdoor pools, use the bicycle hire, or relax in the garden. A concierge service and daily maid service are also available. The Southernmost Point of the continental United States of America is 5 minutes' drive from the inn. Mallory Square is 2 minutes' drive from the property, and Smathers Beach is 4.2 km away.

Welcome to one of the prettiest hotels in Key West, where elegant guestrooms, cottages, and suites are the perfect choice for visitors seeking the highest level of luxury for an adults only and gay friendly Key West vacation. This hotel offers two outdoor pools and Duval Street with all it's gay nightlife is a 1-minute walk away, and Key West Butterfly and Nature Conservatory is 3 minutes' drive from the hotel. A private balcony or patio with property views is provided in all rooms at The Gardens Hotel Key West. A flat-screen cable TV, ironing facilities, and a refrigerator are also featured in each room. Free Wi-Fi is available for guests. Guests can also take advantage of on-site bicycle hires, massage services, and concierge services. Live jazz music is performed in the gardens every Sunday evening as well for guests to enjoy. The Key West Shipwreck Museum, Key West Aquarium, and Conch Tour Train are all located less than 2 km away. The Ernest Hemingway Home and Museum is 500 m away from The Gardens Hotel.

The New Orleans House is the only gay all-male guest house on Duval Street. It is located in the heart of Old Town Key West, so you will be just steps away from everything Key West offers. Visit the shops and the fine art galleries. Enjoy the exciting nightlife as well as many different kinds of entertainment. Guests start their day with a continental breakfast served on the Grand Balcony overlooking Duval Street. Then, it's time to bask in the sun on the private sun deck overlooking our pool and hot tub (restricted to Men Only*). Our pool-side garden bar is open to the public, as well as clothing-optional and restricted to men only*. Some of our guests stay in rooms located above the Bourbon Street Pub, which is where all of the action takes place! Here, the party goes on until 4:00 AM. Please bear in mind that some of the rooms at the New Orleans House are located above the dance floor. Quieter rooms are available. If you prefer a quieter room, please advise us when making your reservation. The Bourbon Street Pub hosts many different parties with live entertainment throughout the year. This is where you'll find the best male dancers in all of the Florida Keys and so much more. * On Tuesday Nights, starting at 5 PM, it's "Ladies Night" at the garden bar. This weekly event is open to women while the upper sundecks remain men-only. The Friday Tea Dance is also an all-welcome dance pool party from 5 to 8 PM.

Welcome to Alexander's Guesthouse, an all inclusive gay & lesbian friendly resort catering to the LGBTQ community. Located in Key West FL, Alexander's Guesthouse is a lovingly restored Key West Conch house built in 1902, boasting beautiful, original pine floors and stately windows. Decorated with a tropical elegance, a homey atmosphere is thoughtfully created. Alexander's is a retreat for the soul… comfortable beds with crisp white linens, a pool and jacuzzi to melt cares away, delicious breakfasts to rejuvenate with and a friendly Happy Hour where guests are invited to mix and mingle with complimentary cocktails. Full concierge services available, we will be happy to help you plan activities, assist you in your dining choices and secure your reservations. Together we will create your dream vacation. Please note this is an adult property for guests 21 and over.

The adults only and gay friendly Paradise Inn is the perfect place to daydream and relax in Key West amid its artful collection of quaint cottages and beautiful gardens. It's a place to treat yourself to your own private Key West cottage in a lush setting. Paradise Inn is conveniently located for the gay vibes of Key West and features landscaped grounds with brick paths and a lotus pond with koi and tropical turtles. A complimentary continental breakfast is served in the lobby. The suites at Paradise Inn - Adult Exclusive include a sitting area with cable TV. A microwave, refrigerator, and coffee facilities are furnished in each accommodation. Free WiFi is provided. Enjoy complimentary wine and cheese hour on site at Paradise Inn. Additional amenities include an outdoor pool with a fountain feature and an outdoor hot tub. The hotel is happy to arrange sightseeing tours. Higgs Beach and the Key West Aquarium are 5 minutes' drive from Paradise Inn. The Key West Museum-Art & History is a 15-minute walk away.