Duval Street Stay + Free Breakfast, Pool & Spa

Escape to the quiet end of Duval Street and enjoy a refined Key West stay at The Guesthouses at Southernmost Beach Resort. This adult-focused retreat blends historic island character with full access to one of Key West’s most iconic resort experiences. Guests enjoy "stay at one, play at all" access to the full Southernmost campus, including 3 heated pools, a private beach, oceanfront bars, tropical gardens, daily activities, and a world-class spa. Walk to the Southernmost Point, step onto South Beach, or spend the day exploring Old Town before returning to a peaceful guesthouse setting designed for laid-back island living.
✨ Why Guests Love Staying Here

▶ Booking a room at The Guesthouses means enjoying an intimate boutique experience while gaining full "stay at one, play at all" access to the expansive Southernmost Beach Resort campus:

• Quiet End of Duval Street – Stay in the heart of the action but tucked away in a peaceful, sophisticated adult-focused sanctuary.

• Private Beach Access – Relax on the resort's exclusive tanning pier and private beach area with complimentary loungers.

• 3 Heated Pools – Choose your vibe between the lively Shores Pool, the tranquil Pineapple Pool, or the South Beach Pool.

• Tropical Gardens & Hammocks – Meander through award-winning lush grounds filled with hidden seating nooks and swaying hammocks.

• Daily Resort Activities – Enjoy poolside yoga, live music, and lawn games like cornhole and giant Jenga.

• Full-Service Concierge – Expert local advice for booking sunset sails, bike rentals, and the best island dining.


✨ Duval Gardens Two Queens – Versatile Island Comfort

▶ Situated within the historic charm of the Duval Gardens house, the Two Queens room offers the perfect blend of shared space and boutique elegance. This layout is ideal for friends or small groups who want to experience the sophisticated side of Key West together without sacrificing style.

▶ Sleeping Arrangements:

• 2 Queen Beds with premium pillow-top mattresses and high-thread-count linens.

• Sleeps up to 4 guests – A spacious and rare boutique configuration that balances historic charm with group comfort.

▶ In-Room Features:

• Bright Coastal Design – Thoughtfully designed with tropical accents, local artwork, and a refreshing, airy atmosphere.

• Smart Mini-Refrigerator – Conveniently keep your island beverages and snacks chilled.

• Gourmet Coffee Maker – Brew a fresh cup of coffee to enjoy while planning your walk down Duval Street.

• Large Flat-Screen TV – Featuring high-definition cable and an intuitive streaming-ready interface.

• High-Speed Wi-Fi – Stay connected throughout the resort campus with seamless high-speed internet.

• In-Room Safe, iron, and individual climate control for a stress-free stay.

▶ Bathroom:

• Modern Walk-in Shower with custom stonework and refreshing designer bath fixtures.

• Signature Bath Amenities, oversized plush towels, and a professional hairdryer.


✨ A World of Food & Drink

▶ Between the Guesthouses and the main resort, you are steps away from fresh boat-to-table flavors and iconic Key West cocktails:

• Southernmost Beach Café – Oceanfront dining just 90 miles from Cuba. Enjoy a blend of Caribbean and classic Americana cuisine right on the sand.

• Shores Bar – Sip a signature Key Lime Colada while taking in stunning views of the Atlantic and South Beach.

• Pineapple Bar – A beautiful poolside retreat offering live music, house-made herb focaccia "Beach Bread," and the famous Key Lime Margarita.

• The Parlour at Avalon Guesthouse – A quaint coffee and cocktail venue. Grab a drink and head to the porch for the best people-watching on Duval Street.

• The Coffee Shop – Located by the Café, serving fresh smoothies, juices, and pastries on a lovely oceanfront patio.


✨ Unmatched Resort Amenities

▶ Your stay at The Guesthouses grants you the full luxury resort experience across the Southernmost campus:

• World-Class Spa – Indulge in ocean-side massages, facials, and signature body treatments.

• Fitness Center – Stay active with a state-of-the-art health club and weekly wellness classes.

• Tanning Pier – An iconic Key West landmark perfect for sunbathing or watching the Atlantic waves.

• Bicycle Rentals – Explore the island like a local with on-site rentals (additional fees apply).

• Lush Courtyards – Quiet, adult-friendly spaces perfect for reading or enjoying a glass of wine at sunset.