Beachfront Key West + Free Breakfast, Bar & Pool

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.


✨ Avalon King – Boutique Sophistication & Island Luxury

▶ Located within the elegantly restored Avalon Guesthouse, the Avalon King is the epitome of Key West coastal chic. This room combines historic Victorian architecture with upscale, modern amenities, offering a serene haven for guests who want a refined, residential feel at the island's most famous address.

▶ Sleeping Arrangements:

• 1 King Bed with a plush pillow-top mattress and premium, high-thread-count linens.

• Sleeps up to 2 guests – A spacious, romantic sanctuary designed for couples seeking an elevated boutique experience.

▶ In-Room Features:

• Modern Beach-Chic Decor – Featuring bright, airy interiors, vaulted ceilings in select rooms, and sophisticated island finishes.

• Smart Mini-Refrigerator – Keep your champagne or tropical juices perfectly chilled.

• Gourmet Coffee Maker – Start your day with a high-end brew before stepping out onto Duval Street.

• Large Flat-Screen TV – Includes premium high-definition cable and easy-to-use streaming options.

• High-Speed Wi-Fi – Seamless high-speed connectivity throughout the Avalon and the wider resort.

• In-Room Safe, iron, and individual climate control for a tailored, comfortable environment.

▶ Bathroom:

• Contemporary Walk-in Shower with custom glass doors, designer tile, and high-end fixtures.

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


✨ Prime Key West Location

▶ Wake up to the charm of Old Town and the breeze of the Atlantic! The Guesthouses at Southernmost Beach Resort place you at the quieter, sophisticated end of Duval Street:

• Duval Street – Step directly onto Key West’s most iconic thoroughfare, filled with legendary bars, art galleries, and boutiques.

• Southernmost Point Buoy – Take a 3-minute stroll to the famous landmark for your "90 miles to Cuba" photo op.

• South Beach – Enjoy immediate access to one of the island's few natural beaches, located just steps from your door.

• Key West Butterfly & Nature Conservatory – Explore this glass-enclosed tropical paradise, consistently ranked as a top island attraction.


✨ Additional Details

• Check-in: 4:00 PM | Check-out: 11:00 AM.

• Must show a valid photo ID and credit card upon check-in. Please note that all special requests cannot be guaranteed and are subject to availability.

• Adult-Focused: While the main resort is family-friendly, the Guesthouses (Avalon and Duval Gardens) are designed as adult-only retreats (18+).

• Minimum Age: Must be 21+ to check in at Southernmost Beach Resort.

IMPORTANT NOTE: Guests who do not check in as scheduled will be considered a no‑show.

• Pet Policy: At this time, pets are not permitted at The Guesthouses.

• Resort Fee: A mandatory fee of $73.13 per day is required (includes Wi-Fi, fitness center access, private beach chairs/umbrellas, bottled water, and daily resort activities).

• Security Deposit: A credit card pre-authorization of your total stay plus 15% for incidentals is required at check-in.

• Housekeeping: Professional daily service is included to ensure your historic retreat remains fresh and comfortable.

• Parking: Self-parking is available for $53.75 per night. One vehicle is allowed per guestroom reservation.

• Breakfast Included: Unlike the main resort rooms, bookings at The Guesthouses typically include a daily European-style breakfast spread.

Free breakfast is available. This hotel also features a fitness center and concierge services.

This Key West hotel is smoke free.