What are the Gay Friendly Hotels in Key West?

Key West has the highest concentration of gay guesthouses in the United States, with most clustered along Fleming Street — just one block from the Duval Street nightlife.

Male-Only, Clothing-Optional Guesthouses

• Island House Key West (1129 Fleming St) — The most well-known gay men's resort in Key West with a clothing-optional pool, hot tub, cafe, gym, and video lounge. Celebrating its 50th anniversary in 2026
• Alexander's LGBTQIA+ Guesthouse (1118 Fleming St) — Intimate boutique property with a clothing-optional pool area
• New Orleans House (724 Duval St) — Male-only guesthouse with a clothing-optional sundeck, located directly above Bourbon Street Pub — you can't get closer to the action

LGBTQ-Owned, All Genders Welcome

• La Te Da (1125 Duval St) — LGBTQ-owned hotel with restaurant and cabaret venue. The most upscale gay property on the island
• Oasis Guesthouse (823 Fleming St) — Gay-owned, all-genders welcome, clothing-optional pool
• Knowles House (1004 Eaton St) — Adults-only historic Victorian guesthouse with lush gardens

Gay-Friendly Hotels

• The Marker Waterfront Resort (200 William St) — Upscale waterfront hotel with LGBTQ-friendly policies
• Perry Hotel Key West (7001 Shrimp Rd, Stock Island) — Boutique hotel slightly off-island, LGBTQ-welcoming

Browse all gay-friendly hotels in Key West