Resort Amenities

Cabanas

Get the velvet rope service—everywhere you go at Southernmost. Our Shores Pool and private beach off the the Sand Bar Pavilion offers two well-appointed and spacious cabanas to rent. Covered for shade, be treated to drink and food service from the Shores Bar while enjoying a front row seat to our most popular pool. Cabanas can be booked onsite with the Shores Pool Guest Services attendant.

Book Now

Unparalleled Guest Services

Our lobby is the perfect place to begin your Southernmost experience. Discover local recommendations, browse resort retail, and connect with our team as you plan your next island adventure. Just outside, the inviting front porch welcomes guests to relax in a rocking chair and soak in the laid-back charm of Key West. 

• Friendly, multilingual Guest Services staff
• Concierge Desk operated by our dedicated Key West Concierge team
• 24-hour Front Desk
• Bell service
• Conference/meeting room booking
• Fax/printer and public computer for your use
• Onsite wedding and special event coordinator
• Pre-check-in luggage storage
• Maps, guides, and event calendars

Pineapple Pool

Just steps from the lobby, the Pineapple Pool offers a relaxing courtyard retreat surrounded by lush tropical gardens and the historic mid-century Duval, Tranquility, and Simonton buildings. Unwind in a comfortable lounge chair, enjoy refreshments from the Pineapple Bar, and embrace the laid-back island atmosphere with daily activities and live music offerings. Be sure to check the resort activities schedule for the latest happenings. The heated pool also features convenient restroom facilities and is open daily. 

Shores Pool

Overlooking the Atlantic Ocean and South Beach, the Shores Pool is Southernmost Beach Resort's premier oceanfront gathering place. Unwind on a lounger beneath an umbrella, enjoy poolside dining and tropical cocktails from Shores Bar, or reserve one of two luxurious covered cabanas. A vibrant calendar of resort activities, special events, and live music adds to the energetic Key West atmosphere, making Shores Pool the perfect place to relax, socialize, and soak up the island lifestyle. 

Tranquility Pool

Discover a lush garden oasis nestled within Southernmost Beach Resort. Surrounded by swaying palms, vibrant hibiscus, and native tropical landscaping, the adults-only Tranquility Pool offers a peaceful retreat designed for relaxation and quiet escape. Unwind on comfortable loungers beneath shaded umbrellas, take a refreshing dip in the heated pool, and enjoy the serene atmosphere away from the bustle of the resort. Convenient washroom facilities are available nearby, and an adjacent conference room provides an ideal setting for intimate gatherings and meetings. 

South Beach

Just steps from the resort and iconic Southernmost Point Buoy, South Beach offers a relaxed stretch of sand and sweeping Atlantic Ocean views. Resort guests enjoy priority access to complimentary beach loungers, umbrellas, and towels through our Beach Services team. Whether you're soaking up the sunshine, enjoying breakfast, lunch, dinner, and cocktails at the Southernmost Beach Café, South Beach is the perfect place to embrace the island lifestyle. Be sure to stop by the onsite coffee shop for your favorite morning brew before heading out to explore Key West. Seasonal hours apply for the café and coffee shop. 

West Lawn

Wander the well-groomed paths of the West Lawn overlooking South Beach and the Atlantic. Sway on a hammock while watching a Key West sunset, listen to the crashing waves, and catch a glimpse of one of the island’s resident chickens. Tucked between the Shores Pool and the Tanning Pier, this beautiful green space is the perfect place to host your next event.