Alexander’s Guesthouse

Escape to Historic Luxury: Your Ultimate Key West Getaway at Alexander’s Guesthouse

Are you searching for the quintessential Florida Keys boutique escape? Nestled on a quiet, tree-lined street in the beating heart of Old Town Key West, Alexander’s Guesthouse delivers an exclusive, adults-only sanctuary designed for travelers who appreciate historic charm paired with modern indulgence.

Housed in a beautifully restored 1902 Conch-style compound, this property offers an intimate alternative to large commercial resorts—welcoming couples, friends, and solo travelers into a warm, inclusive community of friends.

Unrivaled Exclusivity & Accommodations

Steeped in local history, Alexander’s is proudly adult-exclusive (21+) and LGBTQ+ friendly, cultivating an atmosphere of relaxed sophistication. Choose from 17 uniquely appointed rooms and suites spread across three meticulously preserved heritage homes. Each space blends timeless architectural details—like original pine flooring and historic windows—with contemporary comforts, plush bedding, private verandas, and luxury bath amenities.

Top-Tier Amenities Included in Your Stay

Elevate your island holiday with an array of thoughtful, high-end touches designed to make you feel completely pampered:

• Pool & Jacuzzi: Soak up the Florida sunshine by the sparkling outdoor pool or melt your stresses away in the 24-hour therapeutic spa/hot tub.

• Daily Expanded Continental Breakfast: Start your mornings poolside with fresh tropical fruits, artisan breads, and rotating daily chef specialties like quiches, frittatas, or French toast.

• Complimentary Happy Hour: Mix, mingle, and make new friends during the daily evening poolside cocktail hour featuring premium specialty drinks and a warm welcome beverage upon arrival.

• Sun Decks: Unwind on multiple levels of private and semi-private outdoor sundecks, perfect for sunbathing or catching breathtaking island sunsets.

• Beach Gear Ready: Take advantage of complimentary backpack beach chairs and beverage coolers for your excursions to nearby coastal shores.

Things to Do & Relax

Whether your ideal vacation is high-energy adventure or total tranquility, Alexander’s places you minutes from the best of the Florida Keys:

• Explore Old Town: Stroll just a few blocks to iconic Key West landmarks, world-class local dining, boutique shopping, and vibrant nightlife.

• Island Adventures: Let the dedicated concierge staff curate your itinerary—from booking romantic sunset sails, snorkeling excursions, and jet ski rentals to arranging bicycle rentals (beach cruisers) to effortlessly navigate the island.

• Total Rejuvenation: Laze the afternoon away on a comfortable teak pool lounger with a book from the property’s lending library, sip on artisan iced teas, and let the laid-back rhythm of the Keys wash over you.

Book your slice of paradise today and discover why Alexander’s Guesthouse is the premier hidden gem of the Florida Keys!