Hotel TerracottaClothing-optional travel
A wooden boardwalk over the sea

Key West · Old Town · reviewed October 2026

Alexander's Guesthouse

An adults-only LGBTQ+ guesthouse in Old Town, rated 4.9 from almost 1,500 reviews. Clothing is optional on the sundecks rather than everywhere, so confirm the current policy before you go.

Photo: Igor Oliyarnik / Unsplash

Best for: LGBTQ+ couples of any gender who want a quiet base.

From the reviews

Guests like

  • Staff who learn your name
  • Breakfast and evening cocktails included
  • Quiet, walkable Old Town location

Watch for

  • Clothing-optional areas are limited to the sundecks
  • Street parking is tight

Paraphrased from Tripadvisor reviews, October 2026.

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Quick answers

Is Alexander's Guesthouse clothing optional?

Only on the sundecks. The rest of the guesthouse is clothed, and the policy has changed before, so confirm it when you book.

Who can stay at Alexander's Guesthouse?

Adults only. It's an LGBTQ+ guesthouse and welcomes all genders.

How much does Alexander's Guesthouse cost?

When we checked in October 2026, standard rooms typically ran $161–623 a night. Holidays and event weekends cost more.