Feel A World Away
Discover a lush oasis of stunning sunrises and walk-in private beaches with an atmosphere of laid-back leisure at La Siesta Resort & Villas. Stroll to the beach under the shade of banana and sea grape trees, make a splash in our pools with unbeatable ocean views, or set out on a fishing charter to land the catch of your dreams.
Break from your everyday and bask in secluded splendor at our Florida Keys resort that truly lets you live on island time.
Beachfront Cottages
Beachfront Casitas
Coastal Villas
Ocean Suites
Tropical Garden Suites
Our spacious suites, colorful cottages, and show-stopping villas bring a little Latin flair and a lot of flexibility to your stay with us. For couples, families, and larger groups, our accommodations all offer idyllic Islamorada views and a host of unique resort amenities.
Islamorada Resort Collection
200th Anniversary Sale
Celebrate The Florida Keys’ 200th anniversary and the island’s place in Florida’s history.
Islamorada Resort Collection
Florida & Georgia Resident Special
Kick back and relax on a tropical beach vacation. We offer Florida and Georgia residents up to 30% off our best available rate.
Islamorada Resort Collection
Salute Our Heroes
Current and former military, fire rescue, law enforcement, medical personnel, and teachers - enjoy discounts on your stay and resort credit!
Islamorada Resort Collection
Migrate to the Florida Keys
Escape the cold and migrate to the warmest destination in the U.S. this winter. Receive up to 20% off accommodations, $150 resort credit, and a special edition print.
Islamorada Resort Collection
The Gift of Islamorada
Gift a vacation experience this holiday season. Book now and enjoy up to 20% off stays through June 30, 2024.
Islamorada Resort Collection
Monroe County Residents' Special
Monroe County residents receive up to 35% off their stay, with a valid license proving residency.
Islamorada Resort Collection
Romance in the Florida Keys
Escape to a world of relaxation and romance this February, where you’ll be pampered with a couples’ massage and beachside picnic for two.
Islamorada Resort Collection
Picture Perfect Family Spring Break
Embark on the perfect family vacation and create unforgettable moments in Islamorada. This exclusive package offers a family photography session and a $200 resort credit.
Swim, bike, paddle, and fish to your heart’s content. It’s all waiting for you here at the ocean’s edge in Islamorada.
Dine & Drink
Sit poolside under swaying palms at Wild & Lime and enjoy tropical drinks, light lunches, and afternoon snacks. For even more delicious dining, visit more nearby restaurants at the resorts in our collection.
Special Events
Discover unforgettable Keys experiences and toast to life’s special moments surrounded by lush island beauty for birthdays, anniversaries, reunions, and much more.
Weddings
Imagine arriving at the aisle by boat, and saying “I Do” surrounded by family and friends in a tropical Eden. Discover the destination wedding of your dreams.
Marina
Arrive at our Florida Keys marina and get your vacation started. Stroll easily from boat, to beach, to your La Siesta accommodations, or cruise over to Postcard Inn Beach Resort & Marina for fuel, ice, and more.