25 Gay Hotels in Key West, FL — LGBTQ+ Friendly Stays

At Island House, you'll find a clothing-optional, men-only resort that has been a staple of Key West's Old Town. With a heated pool open 24 hours and a bar and restaurant running around the clock, it's designed for guests who want to stay put. The resort also hosts drag shows and has a video room open all night, adding to its reputation as a place for uninhibited fun. The crowd skews younger, with plenty of 20- and 30-somethings, but the vibe is welcoming to all. Happy hour runs 5-6 pm, and the restaurant serves American cuisine. Rooms are clean and comfortable, though some recent reviews note changes in amenities like limited free coffee hours. If you're looking for a short walk nearby, Havana Cabana At Key West is another option in the area. Staff are consistently friendly, making repeat visits common.

A mixed crowd of 20-somethings, 30-somethings, and 40-somethings fills this upscale hotel complex on Duval Street. La Te Da is known for its piano bar, drag shows, cabaret, comedy, and live entertainment. The vibe is casual and lively, with a happy hour and outdoor seating. You'll find American, European, seafood, sandwich, and burger options. Sunday Tea Party draws a crowd. The upstairs showroom can feel a bit tight for cabaret shows, but the drinks and service are solid. The Yelp rating is a solid 4.4/5 over 79 reviews. If you want more options, Cheeca Lodge & Spa is another nearby spot worth considering.

Guests at Equator Resort often mention the friendly atmosphere and comfortable rooms, with one reviewer noting they were “much nicer than other clothing optional resorts we have stayed at.” This men-only, clothing-optional hotel sits in the center of Key West's Old Town gayborhood, steps from restaurants and nightlife. The property is LGBTQ-owned and features a pool where you can sunbathe nude. It's casual, not fancy, and draws a mix of 20- and 30-something guys. Happy hour is a highlight, a chance to mingle with other guests. The resort operates 24 hours, so you can come and go as you please. A note: Yelp suggests it may be permanently closed, so confirm availability before planning your trip. If open, it's a low-key spot for men seeking a clothing-optional experience without the frills.

Open 9am to 8pm daily, Alexander's Guesthouse works well for a relaxed daytime stay or as a home base before heading out in Key West. This gay-owned resort in the historic Old Town district has been a consistent favorite since the 1980s, with one reviewer noting over twenty years of return visits. It's one of the few LGBTQ-exclusive guesthouses that actively welcomes femme-identifying guests, standing apart from the area's many men-only properties. Reviewers consistently mention the friendly staff, spotless rooms, and complimentary breakfast. The happy hour cocktails are described as 'the best in town.' With a 4.9 Yelp rating across 84 reviews, it's a well-loved spot in the Gay Guesthouse District.

The hum of conversation mingles with the splash of the pool at this clothing-optional all-male guesthouse. New Orleans House is right on Duval Street, steps from nightlife and landmarks. It's part of the Bourbon St. Pub Complex and offers a sun deck, swimming pool, hot tub, and a garden bar open daily from 10 am to 4 am. The vibe is cruisy and social, with a mixed crowd of 20-somethings and 30-somethings. Rooms are clean and spacious; some include full kitchens and two king beds at a single-room price. You'll find breakfast served by the pool, plus a small diner. Skip rooms directly over the bar if you want quiet at night. For a full-service resort alternative, consider Havana Cabana At Key West, which is also nearby. Tuesday evenings are the only time women are allowed at the garden bar. The staff is known for being well mannered. Pack sunscreen and no swimsuit for the pool area.

The Gulf of Mexico laps at the edge of the property, and you can watch the sunset from a chaise lounge or the dock. The Hyatt Key West Resort and Spa is a TAG Approved property and a member of the International Gay and Lesbian Travel Association. Many of the management team and staff are gay and active in the local community. The resort includes a full-service Jala Spa, a swimming pool, and the onsite restaurant SHOR, highly recommended for sunset dinner. You're steps from Mallory Square and Duval Street, so you can easily walk to nightlife and shops. The fitness center is on the small side, but the fresh renovation added elegant Floridian touches throughout. For a longer stay, nearby Cheeca Lodge & Spa offers another upscale option if you want to explore the Upper Keys.

The oceanfront setting is stunning, with 1,100 feet of private beach at your doorstep. Casa Marina Resort & Beach Club is a historic property under the Waldorf-Astoria brand. It's IGLTA approved but skews primarily toward straight families with children. Reviews note it's not the quiet getaway you might expect. The hotel is well-appointed, but the vibe can feel more like a family-friendly resort than an LGBTQ+ sanctuary. If you're traveling with your partner, you may get looks from other guests. Staff are friendly, but the ambiance might not match what you're seeking. Nearby, Cheeca Lodge & Spa offers a more upscale alternative. Consider a dedicated gay resort for a more relaxed experience.

The Reach Resort suits travelers seeking a more refined Key West escape than its sister property, Casa Marina. Located in Old Town within walking distance to Duval Street, this hotel offers a private pier, a tropical atrium, and rooms with balconies. Guests often relax in the beach hammocks under the palm trees. The resort has a swimming pool and spa, adding to its laid-back luxury vibe. For a nearby alternative, Cheeca Lodge & Spa offers a similarly upscale experience. While hours aren't confirmed, the property's south shore location provides easy access to Key West's main attractions. Claim this listing to add more details.

In Key West's Old Town, Winslow's Bungalows offers a resort-like retreat with three pools and a quiet, relaxed atmosphere. This historic property is mixed gay-straight and pet-friendly. Rooms are clean and spacious, parking is free, and the location is just a five-minute walk from the gay bars on Duval Street. Breakfast is included, enough to get you through lunch. The cabins, like number 21 on Coconut Row, are popular. There's no bar to buy alcohol, but rooms have a full-sized fridge, and a CVS is nearby. Note that Yelp indicates the venue may be permanently closed, so confirm before booking.

Silver Palms Inn is an LGBT-friendly boutique hotel just three blocks from Duval Street, open since 2010. The property stays looking brand new. Guestrooms are spacious and Key West chic. There's a saltwater pool with a pool bar, a fitness room, and a dining area for complimentary breakfast. Wi-Fi and onsite parking are included with your room. Room prices are very competitive, bordering on cheap. The hotel is planning upgrades to the physical property and guest services. It's a solid pick for budget-conscious queer travelers who want a relaxed, convenient base in Key West.

This hotel stays open 24 hours (overnight), so you can check in anytime. It's two miles from Duval Street with a trolley stop right there, making downtown Key West easy to reach. The pool area gets high marks from guests, and the free breakfast is solid. Staff are known for their helpfulness, even arranging discounted cab rides downtown. It's a mixed crowd here, gay and straight. If you want a late-night meal or LGBTQ+ scene at Duval, you might prefer the Havana Cabana At Key West which is closer, but for a reliable budget-friendly stay with a great pool and friendly service, this works. The rooms are clean and comfortable, with the staff frequently praised as outstanding. The breakfast included is a plus. It's not the most glamorous place, but you get good value, especially with the trolley access. The pool area is a highlight, and the staff's relationship with a local cab company saves you money getting to Duval Street.

One reviewer called Santa Maria Suites Resort 'a gem in Old Town,' and it's easy to see why. This all-suite boutique hotel hides a lush garden courtyard behind its Old Town facade, with a palm-tree-fringed pool that feels like a private oasis. Each suite comes with a full kitchen and cookware, making it ideal for longer stays or anyone who prefers to skip restaurant crowds. The resort is mainstream but welcoming to LGBTQ guests, and its location on South Street puts you close to Key West's nightlife and waterfront. Hours are confirmed open 24/7, so late check-ins are easy. If you're looking for a quieter, more self-sufficient stay than the typical Duval Street scene, this is a solid pick.

Sunset Key Cottages operates a 24-hour ferry from Front St. to its private island, making it a convenient escape for a day or night. Guests get access to one of Key West's rare sand beaches, plus a spa for relaxation. The restaurant Latitudes is a standout for dining. Keep in mind that while the resort is open to the public for certain services, the beach and cottages are for guests only. It's a quiet alternative to busy Old Town.

La Concha Key West, an Autograph Collection hotel, anchors the heart of Duval Street with a history dating back to the 1920s. This pet-friendly, upscale retreat offers a rooftop lounge and a casual yet polished vibe, steps from Key West's famed nightlife. The hotel features a swimming pool and gym, plus a rooftop perfect for sunset-watching. It's a solid base for exploring Old Town, and regulars know to grab a drink upstairs before the crowds hit Duval.

New Town's Sheraton Suites Key West sits across from Smathers Beach, giving you easy access to the shore. This all-suite property includes free parking and an hourly shuttle to Duval Street. Rooms come with balconies, free internet, and Starbucks coffee in a quiet setting.

Havana Cabana at Key West boasts the city's largest pool, a waterfront escape inspired by Cuban art and culture. This pet-friendly resort draws a mixed gay and straight crowd, offering a lush, laid-back vibe. Guests can enjoy lounges, cocktail bars, and tapas on site. The resort operates 24 hours, so you can check in anytime. Its location near Toppino Dr puts you close to other Key West spots like Silver Palms Inn, a popular gay-friendly alternative.

A Yelp review describes it as 'more than any hostel you've visited.' NYAH Key West offers shared dorms and private bungalows, plus three pools, a Jacuzzi, and a bar with daily happy hour.

Gilbert's Resort is a party-focused oceanside resort in Key Largo, known for its lively tiki bar and live music that pulls in big crowds. It's less about quiet relaxation and more about grabbing a drink on the beach, with a standard price tier and outdoor seating that keeps the vibe open and social. The resort operates a seafood-focused tiki bar with hours until 9pm most nights and 11pm on Saturdays. Locals often stop by by boat. If you stay here, you're in the middle of the action, not tucked away in a quiet room. The short drive south leads to Cheeca Lodge & Spa, a quieter alternative. Slip on flip-flops and expect a rowdy, friendly crowd.

You'll find a relaxed, resort crowd at Cheeca Lodge & Spa, an Islamorada waterfront property that keeps its gates open 24 hours daily. It's a full-service spa resort with a private beach, outdoor seating, and activities like fishing and golf. No check-in time is confirmed, but the anytime access means flexibility. The spa is the main draw, though the beach and pool offer quieter moments. For nearby options, consider Gilbert's Resort for a different vibe.

Open 24 hours a day, the Almond Tree Inn is an adults-only bed and breakfast in Key West. This slice of paradise offers exemplary service and a stunning atmosphere with a gorgeous pool and tranquil waterfall. It's a mixed LGBTQ+ crowd, and the vibe is family-friendly despite being adults-only. The pool area is the centerpiece, perfect for relaxing before heading out to explore. Staff attention is consistently praised, and the 4.8/5 Yelp rating backs that up. If you're staying a while, consider booking a night at the nearby Cheeca Lodge & Spa for a change of scenery.

In Key West, Opal Key Resort & Marina offers a convenient location with its own marina for boaters. The resort features on-site dining, including a Mexican restaurant and cocktail bar, plus a breakfast/brunch option. With 24/7 hours, you can check in any time. It's a practical choice for travelers wanting easy water access.

Blue Flamingo Resort Key West is best for travelers who want a relaxed, mixed gay/straight resort with pool parties and on-site dining. It's family-friendly and moderate price, with two restaurants and themed parties. The 24-hour open hours mean you can check in anytime. The property has a swimming pool and gym, but Yelp reviews average just 2.6/5, so keep expectations measured. There's no confirmed neighborhood detail, but the resort's layout is designed for outdoor seating and socializing.

Parrot Key Hotel & Villas sits along Key West's secluded northern shore, redesigned in 2018. It's a luxury hotel on the water, offering a pool and free shuttle to Smathers Beach. You're close to all the action without the chaos. The property is in New Town, away from the crowded Old Town. Regulars like the quiet location and easy shuttle service. It's a solid choice if you want a relaxing base with quick access to Key West's highlights. If you're looking for something more resort-oriented, consider Cheeca Lodge & Spa for its private beach and spa amenities.

Yelp reviewers give Barbary Beach House a 3.6 rating over 41 reviews. This pet-friendly hotel in Key West's New Town neighborhood offers a lagoon-style pool and easy access to Smathers Beach. Guests can dine at Drifter’s Cover Restaurant for fresh local seafood. The hotel operates 24 hours daily, so check-in is flexible. It's a solid choice for travelers who want a mix of pool time and beach proximity, all while bringing their furry friends along.

What sets The Perry Hotel Key West apart from other Key West hotels is its location on Stock Island, just one bridge from the historic Old Town. This waterfront oasis offers a genuine resort experience without the crowds of downtown. You can fish the backcountry, dive the Vandenberg, or lounge poolside. Homemade rum is available steps from your door. The hotel has outdoor seating and a swimming pool. It's a moderate-priced option in the $$$ bracket. For a change of scenery, nearby Gilbert's Resort offers another laid-back waterfront spot. This is a quiet escape for travelers who want to be close to Key West action without being in the middle of it.