Islamorada Oceanfront Vacation Rental - Florida Keys Luxury Waterfront Home

Bedrooms: 5    Bathrooms: 3    Sleeps: 12    Save to Favorites

  • Property 1094551
  • Platinum (5 Star)
  • The Florida Keys
  • Privately Owned Professionally Managed®
  • Minimum Stay: One Month
  • Average Rate: $1,596/Night
  • Rates do not reflect taxes and fees and are subject to change without notice.
  • Location: 5 Stars
  • Interior Decor: 5 Stars
  • Distance to Beach: 5 Stars
  • View: 5 Stars
  • On-Call Management: 5 Stars

Why Book with Emerald Kite?

Your vacation deserves more than a gamble! When renting with private owner listing platforms it's easy to miss critical details about a property. You may end up in a home that doesn't suit your needs.

Emerald Kite provides detailed, one-on-one consultations BEFORE booking to discuss the property, proximity to attractions, and special requirements.

Why settle for less?

Call Our Local Agent

USA: 941.900.4552

Intl: +1 941.900.4552

7 Days a Week 9am - 10pm EST



Florida Keys vacation rentals and Islamorada oceanfront rentals are highly sought after by travelers who want to combine luxury, privacy, and direct waterfront access. This exceptional five-bedroom, three-bathroom home offers breathtaking panoramic views over Florida Bay, providing an unforgettable backdrop for your stay in the Keys. Perfectly located on Lower Matecumbe, the property offers both easy access to the world-famous Everglades and direct routes through the Channel 5 Bridge to the Atlantic Ocean. Guests can enjoy a blend of adventure and relaxation, with fine dining, shopping, and outdoor activities just minutes away. Whether you’re here for sportfishing, boating, or simply to unwind by the water, this stunning Islamorada retreat offers a one-of-a-kind island experience with the comfort and elegance of a private estate. Upstairs, the property showcases an open-concept design with floor-to-ceiling impact windows that bring the beauty of the outdoors inside. The expansive living space is filled with natural light and panoramic water views, creating a seamless connection between interior comfort and the natural splendor of the Keys. The gourmet kitchen is a highlight, featuring modern appliances, sleek finishes, and ample counter space for preparing meals. Whether you are a seasoned chef or prefer casual island-style cooking, this space allows for effortless entertaining while overlooking the sparkling waters of Florida Bay. The master suite is designed as a private sanctuary, offering a king bed, en-suite bathroom, generous closet space, and direct balcony access to the pool area. Each morning begins with serene waterfront views, while evenings bring soothing sunsets that can be enjoyed right from your private terrace. Additional upstairs bedrooms offer luxurious accommodations with unique character, comfortable furnishings, and beautiful views. Downstairs, guests will find a separate living area complete with two additional bedrooms and a full bathroom, ideal for multi-generational families or groups needing both space and privacy. Outdoors, the property transforms into a private tropical oasis. A sparkling heated pool sits just steps from the shoreline, while a 30-foot stretch of beach provides the perfect setting for lounging in the sun. The spacious covered patio features comfortable seating areas where guests can relax in the shade and savor the views of the turquoise waters. Outdoor dining is elevated with a Fisher & Paykel grill, perfect for preparing fresh seafood or island-inspired meals. Guests can also enjoy the luxury of two professional margarita-making machines, ensuring every gathering by the poolside feels like a celebration. Water enthusiasts will delight in endless opportunities to explore the surrounding waters. Paddleboarding, kayaking, and snorkeling are all just steps away, while boating adventures can take you to the historic Alligator Lighthouse, a local landmark surrounded by incredible marine life. Islamorada is renowned as the Sportfishing Capital of the World, offering anglers access to both backcountry and deep-sea fishing. For those seeking a slower pace, boutique shops, art galleries, and world-class dining await in nearby downtown Islamorada. This oceanfront retreat captures the essence of Florida Keys living, combining luxurious amenities with the laid-back island lifestyle. Whether you’re seeking adventure on the water, quality time with loved ones, or quiet moments watching the sunset, this home delivers an unforgettable vacation experience in Islamorada. Emerald Kite has been welcoming visitors to the Florida Keys for over 20 years. We provide one-on-one assistance on our phone line where you can discuss this property or explore alternate options in Islamorada that may be available for your travel dates. All guests are treated as VIPs and will receive complimentary concierge services before and during their stay.

Available! Call Local Agent - 941.900.4552

Note: Rentals are a minimum of 7 nights, from Saturday to Saturday.

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Photo Disclaimer: Images represent the overall interior and furnishings of a property at the time photographs are taken. Owners do and will continue to decorate and change furnishings, beds, etc. at their discretion and these updates/changes may not be reflected. Views of the property's closest beach, mountain or ski areas may also be represented, however, these images may not reflect the view from the actual accommodation. Views from the property may be limited by natural tree growth outside of our control.