Where to Stay in the Florida Keys

Traveling from Key Largo to Key West, there are many LGBTQ lodgings. Whether it’s for a night a whole season There are many options to choose from. To help make your decision easier we’ve compiled this list of where to stay in the Florida Keys.

Know Before You Go

All of the properties listed are LGBTQ friendly. Children are welcome unless otherwise noted. Pets are welcome at some, but not all. Be sure to ask any questions you have before making reservations.

Luxury Hotels

Gardens Hotel, Key West

This romantic boutique hotel is a favorite of the LGBTQ community. It has a variety of room types to choose from including cottages and suites. Each features luxurious touches such as marble bathrooms, many with Jacuzzi tubs.

Children 16 and over are welcome and must be in their adult’s room. Find out more about this delightful hotel here.

LaTeDa, Key West

The famous LaTeDa is so much more than just a hotel! This historic 1892 guest house has only 15 luxurious rooms. It’s also known for its restaurant and bar. Their cabaret is home to one of the best drag shows in all of Florida! They are also known for their Sunday gay tea dance pool parties. Learn more about this iconic adults-only property here.

Kimpton, Key West

The Kimpton Key West is a collection of five luxurious boutique hotels throughout the island. Each offers posh amenities and daily happy hours. All of the Kimpton properties are pet friendly.

Winslow’s Bungalows offers 85 guest rooms in the midst of the historic district. There are three pools nestled in the tropical gardens. The outdoor pavilion is a great spot for a drink and snack.

Walking distance to many local landmarks, the 45 room Lighthouse Hotel, is a 19th century architectural gem. There are 8 suites available, many with private patios. Spend time at the pool with its bar and music, day, and night.

Visitors seeking elegance will enjoy Ridley House. Originally a private estate it offers a glimpse into historic Florida. The 23 spacious guest rooms and suites are designed to be romantic, with just a touch Key West funky. Meet your friends by the pool for a continental breakfast or an afternoon refresher.

Ella’s Cottages is an intimate retreat in the center of Old Town. It blends the charm of a cottage with the character of its colorful history for a unique experience. Relax on the front porch and watch the lively Key West scene go by. Enjoy a dip in their secluded pool. Stroll through the hidden gardens. The location is popular with groups and long-term guests.

Off the beaten path you’ll find the Fitch Lodge. Nestled in a neighborhood of early 19th century Conch homes, this Victorian oasis is a great place to relax. Enjoy time by the pool with its cascading waterfall.

Clothing Optional Resorts on Key West

Island House Resort for Men

Island House Resort for Men is located on the gay “Guesthouse Row” in Old Town. It’s the longest-owned and operated gay men’s resort in the world. Accommodations range from compact rooms with shared baths to deluxe rooms with private baths.

They also have 1- and 2-bedroom luxury apartments with private entrances and dedicated parking. Guests can enjoy the indoor/outdoor hot tubs, heated lap pool, a fully equipped health club. Unique features include an erotic video lounge and free all-male adult movies.

Start your evenings with a free happy hour each day. And to make life simple, this is a cashless hotel.

New Orleans House

The New Orleans House Bed & Breakfast is Key West’s only all-male gay guesthouse located on Duval Street.

They offer a variety of room types. The most unique is the dog-friendly cottage house with its own private heated pool and lush garden.

This B&B also has an outdoor pool, and 15-man Jacuzzi, gym. Enjoy complimentary continental breakfasts and daily happy hour. Guests receive free access to the Bourbon Street Pub & drag shows at 801 Bourbon.

Alexander’s Guest House

Alexander’s Guest House is gay-owned and operated. It’s a unique location that is open to men and women and is welcoming to everyone 21 one and over, including straight friends.

Rooms are tastefully designed to blend history with modern conveniences. In addition, your stay will include an expanded continental breakfast and a daily poolside Happy Hour. Guests can enjoy 24-hour swimming in the pool or a soak in the jacuzzi. It’s also lovely venue for weddings or other events.

Equator Resort

Equator Resort is another clothing-optional, all male private resort.  This historic compound combines five original Conch style homes.

No two rooms are alike.  Many have balconies, some have pool or island views. All rooms have a refrigerator and microwave, Direct TV and 11 Complimentary gay porn channels.

Guests can enjoy complimentary breakfast and happy hour, which you can enjoy by one of the two swimming pools. For the ultimate in relaxation schedule a session with one of the male massage therapists.

Where to Stay on a Budget

If you love the idea of a luxurious hotel, but your wallet doesn’t, there are plenty of locations to choose from. Many of them have accommodations available for under $200 per night.

Bayside Inn, Key Largo

The Bayside Inn offers affordable comfort in standard hotel rooms. Every room has a private bath, mini fridge, and microwave. The Inn has a private beach, fitness center, and outdoor pool.

Bring the whole family, including your pets! The Inn is located close to fishing, diving, and other water activities. A variety of restaurants are just a short walk away.

Hampton Inn, Key Largo

Another option on Key Largo is the pet friendly Hampton Inn. They have a pool, fitness center, and private beach. You’ll also find free hot breakfast, WiFi, parking. All rooms have a mini refrigerator and microwave.

Chesapeake Beach Resort, Islamorada

The Chesapeake Beach Resort is a renovated, pet-friendly hotel with beautifully appointed rooms.

Some feature balconies, others have beachfront walkouts. All include mini fridges, cable TV, walk-in showers, and blackout curtains.

Enjoy the ocean view from the pool. Relax on a lounge chair at the private beach. Adventurous guests can have fun with water sports rentals.

Banana Bay Resort and Marina, Marathon

The Banana Bay Resort and Marina is a family and pet-friendly resort. Some rooms have private balconies.

Relax in the private pool and Jacuzzi. Guests who want to get moving can borrow complimentary bikes, or book adventures with nearby water sport rentals.

If you’re traveling by, or with a, boat, their on-site marina is available for short or long-term rentals. It has 34 slips and services that include boat ramp, free WiFi, water pump outlets, showers and 30/50 amp electric. It’s staffed 24 hours a day.

Seashell Motel & Key West Hostel, Key West

Seashell Motel & Key West Hostel is a unique place to stay. Part of it is a small, quiet hotel offering rooms with 1 or 2 doubles beds and private baths with showers, most for under $200 per night.

The other part is a hostel, where the rooms have bunkbeds in rooms for up to 10 people. They offer co-ed or same-sex rooms. Hostel rooms have shared baths. Bedding and towels are supplied.

Both parts of the guest house allow access to a common kitchen, laundry, and lockers. No alcohol is permitted on this property. Guests must be at least 19 years old, even if accompanied by an adult.

Key West Bed and Breakfasts

If you prefer someplace a little more intimate while staying in Key West, try a charming bed and breakfasts. In addition to the ones we’ve listed check out Mister B&B which offers a directory of guest houses specifically for the LGBTQ community.

You can find a gay host and other gay locals in the area you’re visiting to make the most of the social scene. Mister B&B lists locations around the world, including many in the Keys.

The Mermaid & The Alligator

At The Mermaid & The Alligator, it’s the little things that matter. This restored 1904 Victorian home in Old Town has nine luxurious rooms. You’ll enjoy a complimentary breakfast served poolside.

End your day of exploration with complimentary wine and cheese happy hour. The kitchen is open all day for complimentary bottled water, sodas, and coffee.

Marrero’s Guest Mansion

Marrero’s Guest Mansion is an Old Town gem. This adult only guest house was built in 1889. Located just a half block from Duval Street guests have easy access to entertainment and attractions.

The 13 rooms offer pillow top mattresses, individual air conditioning units, TVs, fridges, and WiFi. Go for a swim any time in the 24-hour heated saltwater pool.

Guests receive complimentary expanded continental breakfast, and a wine & beer happy hour on the large front porch.

Ambrosia Tropical Lodging

Ambrosia Tropical Lodging is a compound of three guest houses nestled in the heart of Old Town. All accommodations include private entrances that open onto a porch, veranda, or patio.

Enjoy a delicious island breakfast served poolside each morning. Then let the concierge staff help you plan your activities for the day.

Property Rentals

Historic Hideaways

If you’d prefer a rental property, whether for a short-term or long-term stay, visit Historic Hideaways. They specialize in weekly, monthly, and seasonal rentals. However, they also list some that are available as little as two nights. They have a variety of properties. Most have private pools. Many are pet friendly.

RV Parks and Campgrounds

If you’d prefer to spend your time in the great outdoors, or perhaps, doing a little “glamping,” consider one of these RV parks.

Grassy Key RV Park & Resort, Marathon

Grassy Key RV Park & Resort is a small, 36-site recently renovated campground. It offers spacious sites good for big rigs. All of the sites have Gulf views, full hook-ups, and cable TV. There’s free WiFi at the Clubhouse and throughout most of the park. In addition, it has a pool, laundry, white sand lounging beach, and a kayak/paddleboard launch. There’s a dock available and a fish-cleaning station, too.

Royal Palm RV Park, Marathon

Royal Palm RV Park is a small, friendly campground. There are 34 sites, with full hookups and 50 amp service. You’ll have all the amenities of home with laundry, free WIFI, and two bathhouses. Guests can enjoy the shuffleboard court, clubhouse with kitchen, or the lending library.

Leo’s Campground, Key West

Leo’s Campground offers easy access to the rest of Key West. The campground has its own stop for the local Key West bus.

This park can accommodate RV’s up to 42′. Sites include a picnic table and full hookups (30/50 amp). There are also nine tent sites available, four with electricity.

The whole family, including fur babies, are welcome here. Enjoy the evening at one of five Tiki Huts. Make dinner on one the grills.

When it’s time to explore, there’s bus stop at the campground where you can catch the local bus that runs between Key West and Marathon Key.

Boyd’s Key West Campground, Key West

Boyd’s Key West Campground, is a large campground with a variety of sites, ranging from primitive tenting to full hook-up. Many are on the water or have water views.

Sites can accommodate date up to 45′ and have cable TV, picnic tables, and 30/50 amp electric. Tent sites are available with or without electricity.

Enjoy time in the pool and the patio area with a tiki hut, poolside dining, and a large-screen TV. A small marina offers docking and kayak/paddle board rentals. Stop by the camp store for essentials. There’s also a bathhouse, laundry, and game room. Propane delivery and dump station are available at an additional cost.

For more information on exploring the Florida Keys, click here.

Disclaimer: There is a good chance that this post contains affiliate links. If you make a purchase through them, we may receive a small commission at no extra cost to you (for which we are extremely grateful).

Written by Marsha Adelson

Marsha AdelsonMarsha is a retired Federal Employee, having spent 32+ years as a cartographer creating aeronautical navigation maps. After retiring, she started a second career as a Certified Tour Manager and Tour Guide. Although she focuses on guiding visitors to the Washington, DC area, she has escorted groups to many other places in the mid-Atlantic region. She’s had a lot of experience taking groups to museums, galleries, concerts, and staying in a wide variety of hotels and inns. In addition, she and her partner have traveled cross-country in a motorhome from Maryland to Fairbanks, Alaska and back, visiting many National Parks along the way.


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